50 Kissimmee Vacation Rentals With Private Pool - Updated 2024

Seema
Seema 
Contributing Writer
Updated
| 8 min read

Kissimmee, Florida is perfect for family vacations at theme parks, a getaway with friends, or just a romantic outing with your partner. This family-friendly town is within a few minutes’ drives from Walt Disney World Resort. When you have had your fill of the Disney magic, there’s also Universal Orlando Resort and SeaWorld Orlando nearby. Apart from theme parks, there’s also a lot on offer for nature and adventure lovers. You can zip through treetops, glide across the headwaters of the Everglades, get a close view of alligators in the Airboat and Gator Park, or soar over the lush landscape in a hot air balloon. If shopping and lounging in cafes is more your style, there are several malls, including The Florida Mall and The Mall at Millenia, with premium designer boutiques. You can feast at the top restaurants in town as well. Do these attractions make you want to visit Kissimmee this year? Here is a list of Kissimmee vacation rentals with private pool.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on June 25, 2024.

1. Charming studio with private pool (from USD 99)

This charming studio has all the amenities for a comfortable stay. You’ll find everything you need such as a washer, a dryer, a refrigerator, a fully-equipped kitchen, linens, a flat-screen TV, and WiFi. If you’re bringing a car, you can also use its free parking space.

This property is also accessible to some points of interest in town. Situated 1.7 miles (2.74 kilometers) from the rental, you can visit Osceola Performing Arts Center if you’re into theatre. Brinson Park is another nearby spot that you may check out if you want to walk around or go fishing.

Stayed at this property?
Kissimmee, Florida, United States
Apartment 2 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Cleanliness:
communication was amazing and the facility was clean
owners are wonderful very easy check in very clean property
Host:
hosts are awesome and informative
nazim was a wonderful host
the courtesy and helpfulness of the property owner were top notch
i enjoyed the visit and the place was nice but not private because owner lives on property too
Location:
huge walk in shower
Read more reviews

2. Vista Bay Villa (from USD 120)

Vista Bay Villa is an incredible vacation rental if you’re looking for a place to stay with an outdoor pool. It also offers a pool heater that you can use for 20 USD a day. Inside this three-bedroom accommodation, you can use its TV and WiFi for entertainment. You can also catch a breath of fresh air on the property’s patio.

Within the area, you can check out nearby recreational spots such as the Kissimmee Sports Arena & Rodeo and Kissimmee Golf Club. For family fun, you can also try skating with your loved ones at Skate Reflections located 1.4 miles (2.25 kilometers) away from the villa.

Stayed at this property?
Kissimmee, Florida, United States
PRIVATE VACATION HOME 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Cleanliness:
the house was very clean and comfortable
house was nice tile everywhere so it's easy to clean but a little echoey
Host:
owners were very nice and answered promptly with any concerns we had thank you
owners were super very easy to get ahold of and very quick response wonderful outdoor area too
Location:
it’s also close to many attractions
perfect location for a week of volunteering at give kids the world village
everything was very comfortable and cozy central location able to deliver groceries and cook there to save
good location close to the parks and a very nice quiet community
Read more reviews

3. Lightwater Villa (from USD 290)

Perfect for holiday getaways, Lightwater Villa is an accommodation located inside the Bella Vida Resort. With an area of 2,000 square feet (185.81 square meters), this spacious vacation rental features a relaxing outdoor pool where you can swim and unwind. For only 35 USD per day, you can also use its pool heater.

A gated parking space is available for use on this property. Inside, the villa offers a TV, WiFi, a washer, a dryer, a refrigerator, an air-conditioning unit, and plush linens. You can also work wonders with your recipes in its fully equipped kitchen.

Stayed at this property?
Kissimmee, Florida, United States
PRIVATE VACATION HOME 10 Guests 4 Bedrooms 3 Bathrooms

Top guest reviews
Amenities & Room:
only problems was that the kids didn’t get to enjoy the hot tub or warm pool
Cleanliness:
the house is very clean and well maintained
we loved this house it was clean and they made the check in very easy
Host:
the property manager is also very responsive
thank you to the owner's for allowing us to stay at your home
the management company was responsive before and during our stay
Location:
close to all attractions and restaurants and grocery stores
what a find a beautiful house with a pool in a great location for everything
Read more reviews

4. Elegant rental with a private pool (from USD 150)

This four-bedroom vacation rental invites its guests over to its serene swimming pool. It also offers a central air-conditioning unit, washer, dryer, an indoor tub, linens, and toiletries. For entertainment, you can also use its 55-inch TV and WiFi. You can also bring your car during your stay and park it in the available garage of the unit.

If you want to explore the area, you can visit Disney Springs and find good deals from the retail shops. If you’re with kids, you can also drop by Kissimmee Go-Karts which is only 1.6 miles (2.57 kilometers) away.

Stayed at this property?
Kissimmee, Florida, United States
PRIVATE VACATION HOME 8 Guests 4 Bedrooms 4 Bathrooms

Top guest reviews
Amenities & Room:
nice pool and amenities
overall this is a nice property with cool air conditioning and in a safe quiet part of town
Cleanliness:
everything was clean and the kitchen had all the essentials to cook
everything was clean and very close to shopping and restaurants
very nice place safe clean quiet close to the market disney parks
Location:
excellent property and good location
the location of the townhouse is perfect for orlando
perfect for big group to be in one place rather than booking a hotel
Read more reviews

5. Stunning house with lake views (from USD 145)

Located next to Eagle Point Lake, this gorgeous vacation home boasts a lanai-shaped private pool covered by a glass dome. It receives sun all day, making it a perfect place for enjoying water activities inside your home. The pool deck is furnished with six pool loungers and dining furniture where you can grab quick bites to pair with your favorite mix of cocktails. The pool deck leads to a lounging area with recliners and a TV for ultimate relaxation.

The home also has a fully furnished kitchen for your culinary activities. You can cook delicious meals and eat them at the large dining table in the aesthetically designed interiors or go for a picnic by the lake. There are pool towels available that can also be used after a refreshing swim in the lake.

Stayed at this property?
Kissimmee, Florida, United States
PRIVATE VACATION HOME 8 Guests 4 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
my family of 4 spent an amazing week at this house the pool and view was so perfect
beautiful to sit by the pool and look out over the lake
Cleanliness:
house was clean modern and very spacious
accommodated everyone pool was clean kitchen big
Location:
the pool was great and it is close to all the major attractions
Read more reviews

6. Gorgeous villa with a games room (from USD 190)

This spectacular villa on Eagle Point Lake is perfect for a family vacation. It is equipped with a fully furnished kitchen and a cozy living area. The games room here features a football table, an air hockey table, and a pool table where you can challenge your loved ones for a friendly game.

But the best part about this property is its luxurious pool area overlooking a beautiful lake. The pool deck is covered in a glass dome and features six chairs, a dining table for al fresco luncheons, two sun loungers with a parasol, and a side table. Unwind with an invigorating swim in the heated pool, and then relax with a cocktail on the sun loungers. Alternatively, you can use the hot tub for a warm soak and a therapeutic experience.

Stayed at this property?
Kissimmee, Florida, United States
Wheelchair accessible Visual Aid: Braille
villa 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
a heated pool and heated tub made all the difference for a relaxing evening
had fun in the game room and relaxed in the pool
Cleanliness:
the villa is very clean and comfortable
overall the place was clean and the pool and hot tub were great
Host:
the owner and property manager were very responsive to any questions we had during our stay
Location:
a beautiful house in a great location
great area and a short drive to all the parks
Read more reviews

7. Pleasant home with a pet-friendly policy (from USD 137)

This vacation home welcomes you and your furry friends for a relaxing stay in its lavish interiors. It is equipped with a fully furnished kitchen for your culinary activities and a comfortable living room for you to unwind.

The lounging area leads to a screened private pool that overlooks a stunning lake. After a refreshing dip in the pool waters, enjoy a cocktail while relaxing on a sun lounger or take your loved ones for a picnic by the lake. And for an additional price, you can even enjoy a warm soak in the heated pool at night.

Stayed at this property?
Kissimmee, Florida, United States
villa 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
the pool was great and had an awesome view of the lake
we requested the pool heated and it was very pleasant
Cleanliness:
clean peaceful and beautiful house for vacation
loved the property the house was very clean and homey
Host:
owner very responsive to questions and answered quickly accommodation was good standard good location for parks
Location:
it was great location for the parks
getting to disney from this location was very easy
it was very close to disney and would definitely rent out this property again highly recommend
Read more reviews

8. Cozy villa with a screened pool (from USD 106)

This cozy villa is meticulously furnished in vibrant colors and offers warm and cozy living spaces for relaxation. Its grandiose kitchen is perfect for indulging your inner chef in a culinary adventure and trying new delicacies. You can whip up quick snacks and pair them with the best selection of wine as you lounge by the pool.

The pool is covered by a glass screen that overlooks a beautiful lush yard and other rentals in the vicinity. It receives a healthy amount of sun, perfect for lounging and enjoying a warm soak. If you wish to enjoy a late-night swim, put in a request with the host for a heated pool at the time of booking.

Stayed at this property?
Kissimmee, Florida, United States
villa 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
very comfortable and all the necessary facilities
very comfortable and all the necessary facilities
Cleanliness:
very clean and well maintained
it was clean and well maintained
everything was clean and ready for us
the neighbors are quiet and the house is beautiful and clean
Location:
it is a great location just minutes from walmart
good location for all the parks and shopping
but a great location property is very worn
ideally located for the theme parks and found the estate to be nice and quiet
ideally located for the theme parks and found the estate to be nice and quiet
Read more reviews

9. Lakeside home with a private pool (from USD 95)

This stunning property boasts an intricately designed living room furnished with plush sofas and a well-equipped kitchen for your cooking adventures. Book a stay here and enjoy the tranquil views of the lake, or unwind with an invigorating swim in the pool.

The poolside deck features a dining table and chairs with a parasol to enjoy quick bites under the shade. There are sun loungers for you to bask in the warmth of the sun, and, for an additional cost, you can even have the pool heated.

Stayed at this property?
Kissimmee, Florida, United States
Wheelchair accessible Visual Aid: Braille
villa 8 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Cleanliness:
property was clean and perfect for our family
Host:
the owners and company were very helpful and responded quickly
Location:
close to everything and in a good neighborhood
we loved this place
this house all around was a fantastic place to stay
Read more reviews

10. Spacious accommodation with a covered pool area (from USD 126)

Looking for a spacious rental to accommodate your large party? This 4-bedroom, 3-bathroom townhome has ample living space to take in a total of 13 guests. It also offers a private pool to complete your getaway. The pool area is covered so you can enjoy private swimming during your stay. It also features seating and a gas grill for a great hangout outdoors. Other amenities in the rental include heating, air conditioning, WiFi, and a cable TV.

When you’re not cooling off in the pool, you can also explore some places of interest nearby. These include Kissimmee Lakefront Park and Brinson Park, both located just within 1 mi (1.6 km) of the property.

Stayed at this property?
18 reviews   Wifi Available
townhome 12 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 12
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
the only suggestion we have is to have a welcome book to communicate club info wifi password etc
was great stay buy pool didn't have light and was dark
the pool was private and the perfect size for our small kids
Cleanliness:
everything was clean and looked brand new
rooms were beautifully decorated comfortable and clean
Location:
we had the perfect location and will be back
we had tons of fun great location
it was close to the express way with an easy quick drive to the parks and outlet malls
the pool in the community is great and it's close to many things
we were super close to attractions and had so many options for food that we never cooked
Read more reviews

11. Spacious accommodation with lake views (from USD 155)

Enjoy the best of both worlds in this spacious accommodation that sits in a peaceful location yet is only a few minutes away from Walt Disney World and a wide range of golf courses. The property is in the peaceful community of Liberty Village and boasts a screened pool overlooking a lake. This private pool, which comes with heating at an additional cost, has a safety fence and lights for night swimming. Shaded furniture, padded armchairs, and reclining sun loungers are also provided to enhance the outdoor experience.

This rental is further appointed with full air-conditioning, a games room with a pool table and basketball, cable TV, and free WiFi for a highly amusing stay. Parking is a major plus as well.

Stayed at this property?
Kissimmee, Florida, United States
villa 8 Guests 4 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
we had a great and comfortable stay
the house was comfortable and well maintained
Cleanliness:
very spacious exceptionally clean & well maintained
Host:
the owner was great responds almost immediately & is very kind
check in was a breeze and the information sent by the owners very helpful
Location:
very close to all attractions you could possibly want to visit
Read more reviews

12. Fully air-conditioned home with lakeside setting (from USD 125)

The remarkable lakeside scenery of this fully air-conditioned home is perfect for guests looking to vacation in a peaceful urban retreat. This relaxing property in Eagle Pointe South allows you to enjoy an inviting outdoor pool with views of a private lake brimming with wildlife and technicolor sunsets. You can request the pool to be heated for an additional nightly fee of 15 USD.

The tranquility of the lake can similarly be enjoyed from the living room, which comes with a 42-inch flat-screen TV. If you’re all about entertainment that appeals to both kids and adults, the property’s game room with WiFi and pool and ping pong table will be a hit. Don’t forget to rustle up some snacks in the fully-equipped kitchen before game time.

Stayed at this property?
Kissimmee, Florida, United States
PRIVATE VACATION HOME 8 Guests 4 Bedrooms 2 Bathrooms

Top guest reviews
Cleanliness:
clean house with all amenities functioning
Host:
the owners are easy to work with
Location:
close to places of attraction and places to shop
Read more reviews

13. Luxury villa ideal for vacationing large families (from USD 156)

Located in the ideal community of Indian Point, this luxury villa is a huge home ready to accommodate up to two families vacationing together. The best way to kick off any getaway here is to make a splash in the backyard’s sparkling pool. There’s also a spa and decking area with ample loungers and a grill in this outdoor space, making it more enjoyable for all family members. Pool and spa heating can be arranged and comes at separate fees.

The rental will keep your indoor stays amusing with the appointed cable HDTV and free high-speed WiFi. Any of the bedrooms with comfortable beds are sweet havens for restful slumbers while the well-equipped kitchen is guaranteed chef-ready.

Stayed at this property?
Kissimmee, Florida, United States
villa 10 Guests 5 Bedrooms 3 Bathrooms

Top guest reviews
Amenities & Room:
it also has plenty of space and the pool and spa area was great
pots and pans selection was excellent pillows and beds could use some updating but were serviceable
Cleanliness:
overall our stay was good the property inside was clean
Location:
it’s in a nice quiet area and it’s close to a walmart for those much needed essentials
Read more reviews

14. Vacation home with lanai overlooking a private pond (from USD 235)

Indoor and outdoor fun are aplenty at this Mickey Mouse-themed vacation home in Cumbrian Lakes. Its centrally air-conditioned interior features a game room where your crew can battle it out over pool and ping pong games. Huddle in the family room with 55-inch cable TV for movie nights or enjoy your favorite shows privately in any of the bedrooms with smaller cable TVs.

Outside, a gorgeous lanai overlooking a tropical forest and pond awaits to charm your fun-seeking spirit. There’s a large pool that can be heated for an extra 30 USD per day to enjoy as well as a deck with four sun loungers. A private hot tub is also in this alfresco space to soothe your tired muscles. Note that the property has a five-night minimum stay policy.

Stayed at this property?
Kissimmee, Florida, United States
Wheelchair accessible Visual Aid: Braille
villa 8 Guests 4 Bedrooms 3 Bathrooms

Top guest reviews
Amenities & Room:
the beds are very comfortable we all slept incredibly well
Host:
the kids loved the disney room and enjoyed the toys provided by the host
Location:
this was great place and location
Read more reviews

15. Deluxe home with kid-friendly amenities (from USD 120)

This deluxe home is strategically located in the Indian Point neighborhood. It sits in a quiet conservation area teeming with wildlife yet easily accessible from several theme parks, shops, and restaurants within minutes. The property also affords to provide access to community amenities such as a kids’ play area, tennis courts, and a large pool.

But you don’t have to actually share a pool with strangers as this rental features a solar-heated swimming pool surrounded by ample lounge chairs, so you can leisurely bask under the sun. Don’t miss out on the fun indoors as there are five flat-screen cable TVs, a game room, and free speedy WiFi for entertainment. Guests with toddlers can take advantage of the available travel crib, highchair, and stroller.

Stayed at this property?
Kissimmee, Florida, United States
Wheelchair accessible Visual Aid: Braille
villa 8 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
our family enjoyed having a private pool and plenty of space to spread out
easy process lots of beds for large families
Cleanliness:
the villa was clean and very well layed out with the relaxing pool and pool table
Host:
thank you to the owners - the daleys
very friendly house management staff
Location:
great central location - close to disney sea world etc
nice house in a good quiet neighborhood
Read more reviews

16. Pet-friendly and cheerful home (from USD 110)

Set in a quiet and safe neighborhood in Eagle Pointe South, this cheerful home is sure to capture your attention with its outdoor swimming pool. Its fenced backyard showcases a screened-in pool with ample alfresco space to unwind. You can recline in any of the beach chairs, pop open the gas grill to cook some barbecue, or cool off by the fire pit in this outdoor space.

Meanwhile, the property’s interior is a modern space that features a living room with an electric fireplace and smart TV as well as a full kitchen for all your meal plans. WiFi is on-hand in this pet-friendly rental to keep you online.

Stayed at this property?
Kissimmee, Florida, United States
PRIVATE VACATION HOME 5 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Cleanliness:
no issues love the place clean spacious
Host:
great communication with owner and manager
Read more reviews

17. Cozy bungalow filled with great amenities (from USD 138)

Be invigorated with the whole family in this cozy bungalow that struts a screened and enclosed pool. The open-air space extends to a covered lanai and a large deck capturing great views of a conservation wildlife area. Its surroundings are fitted with chaise loungers, an outside shower, and a towel rack for a convenient time under the sun.

Online and offline options for enjoyment are abundant, with a 55-inch smart HDTV, speedy WIFI, stereo system, books, games, and pool toys made available in the unit. Comfort and convenience are also ensured in other areas such as the kitchen complete with essential appliances and bedrooms with their own cable TVs. Be aware that this home only accepts bookings for at least five days.

Stayed at this property?
Kissimmee, Florida, United States
PRIVATE VACATION HOME 10 Guests 4 Bedrooms 2 Bathrooms

Top guest reviews
Cleanliness:
house was big and clean
this property was well maintained clean and nicely furnished
the home is clean and had most everything we needed for our stay
Host:
the owner is very easy to communicate with via email
very professional and kind
wal-mart is close by in case you need anything and the owner was fantastic to work with
Location:
great pool and location
the neighborhood is peaceful and close to grocery stores and attractions
it was a nice quiet safe neighborhood and not to far from attractions
other than that it was perfect for our disney trip since it was close to the parks
Read more reviews

18. Lovely vacation home with waterfront views (from USD 162)

Entertainment of all sorts is abundant and within easy reach from this vacation home. Theme parks and attractions in central Florida are only a quick drive from this property while several family restaurants and a supermarket can be effortlessly accessed on foot.

When you’re not out seeking thrills, you can simply opt for a soak in the rental’s large screened-in pool. The area enjoys a waterfront view and comes with tables and chairs in the shade so you and your crew feel extra relaxed. This wheelchair-accessible rental has choices for fun that engage both kids and adults, including a pool and foosball table, 55-inch flat-screen TV, and WiFi. Guests must note that only two cars are allowed in the parking space and stays for at least five nights are accepted.

Stayed at this property?
Kissimmee, Florida, United States
Wheelchair accessible Visual Aid: Braille
villa 8 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
the pool side furniture was of good quality and the pool was very clean
beautiful home very nice having private pool is even better
the games room was a huge hit with my youngest son
the beds were extremely comfortable and the neighborhood was very quiet
my family really appreciated the little details the house offered as we are avid disney fans
Cleanliness:
it was very clean
the beds were comfy with very clean bedding
the house was amazing super clean
the house was great everything was comfortable and clean
we loved the home very pleasant stay and very clean house
Host:
host was very responsive to inquiries
Location:
close proximity to eats and entertainment and the parks
excellent space very good location attentive hosts
great location clean and quiet neighborhood
mainly residential i think very quiet with properties kept in good condition
Read more reviews

19. Fully furnished rental with lake views (from USD 130)

With a private pool that looks out to the larger lake in Eagle Pointe, this vacation rental is one of the best places to stay in Kissimmee. The pool deck also features outdoor seating so you can relax and watch beautiful sunsets across the waters.

The rental is suitable for a total of eight guests. It offers four bedrooms, all with TVs. There are also two bathrooms as well as a living room with comfy seating and an entertainment system. The kitchen is equipped and ready for home cooks. Other indoor features also include central air conditioning, WiFi, games, and books. If you have a car, you can park in the on-site garage which has ample space for up to two vehicles.

Stayed at this property?
86 reviews   Wifi Available
House 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the view from the pool area is beautiful
the pool was amazing and worth the extra to have it heated
the space was perfect and the pool and lake were the highlight of our stay
kids enjoyed pool we enjoyed grilling on patio
it was a great place to stay with plenty of room for all of us
Cleanliness:
everything clean and very organized
it was clean beautiful quite and in a great location
it was very nice clean and a very nice place for kids and adult
once there we loved how clean it was we really enjoyed staying there
home was clean in a nice neighborhood great location for things to do in and around orlando
Host:
neil is a great host
Location:
close to all in central fl enjoyed our time here
we loved how close everything was
it’s really well located not too far from a walmart the outlets and disney world
the house was in a great central location for everything we needed
the house is in a great location easy access to disney property
Read more reviews

20. Lakeside oasis best for families (from USD 130)

Treat your family to an ultimate lakeside getaway in this vacation rental, which offers a heated pool overlooking the man-made lake. You can start your day with a breakfast in the screened-in pool area then spend the rest of the hours cooling off in the pool, playing games in the game room, or exploring the closest theme parks.

Orchid Place offers family-friendly amenities such as children’s books, toys, a travel crib, and a high chair, making it a perfect stay for you and your loved ones. The place also features two bedrooms, two full bathrooms, and a well-stocked kitchen. It has enough living space to accommodate a total of eight guests. Amenities such as air conditioning, WiFi, and smart TVs are also available.

Stayed at this property?
67 reviews   Wifi Available
House 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 6
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
we spent every day enjoying the pool and the views from the lanai
very nicely decorated house with wonderful pool and view
Cleanliness:
clean convenient great location
very clean beautiful view
Host:
the owner and caretaker were such a pleasure
the owners thought of every detail to make our stay comfortable
check-in was a breeze lois was a fantastic host providing all information needed
Location:
the house location was great
this home was perfectly tucked in a quiet cul-de-sac close to lots of shops and minutes from major freeways
great location for disney great pool clean home
orchid place is a beautiful home and a great neighborhood
Read more reviews

21. Lakeview paradise near Walt Disney World (from USD 132)

By staying in this rental, you can take relaxing dips in the private pool and enjoy views of the beautiful lake at the same time. The pool area is south-facing and can be heated at an additional fee. When you’re not swimming, you can also explore some places of interest nearby, including Walt Disney World, restaurants, and local shops.

Featuring four bedrooms and two full bathrooms, this abode is perfect for a total of eight guests. It also offers a fully equipped kitchen and a bright living room with a TV. The place is equipped with heating and air conditioning, not to mention speedy WiFi.

Stayed at this property?
71 reviews   Wifi Available
House 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the pool was a ton of fun and there's a bbq grill so you have pretty much everything
house was nice except for the sugar ants that were in the kitchen and got into our food
Cleanliness:
the house was very clean and spacious
walked in to clean the property and lifted up the sheets and there were bugs
Host:
most importantly contact info should be up to date and property owner respond
Location:
it was a quiet neighborhood but close to shopping restaurants & entertainment
Read more reviews

22. Lovely home with access to clubhouse amenities (from USD 230)

Staying in this lovely vacation rental means you can enjoy access to the clubhouse’s many amenities, including water slides, kayaks, a beach volley court, a tiki bar, and a lazy river. Its convenient location also allows guests to easily reach areas for shopping, dining, and entertainment in the city. If you want to enjoy yourself without leaving the premises, however, you can just soak and take refreshing dips in the rental’s private pool.

The rental can comfortably accommodate a total of 11 guests. It offers 5 bedrooms, 4 bathrooms, and a fully equipped kitchen. For comfort, air conditioning and heating are provided.

Stayed at this property?
21 reviews   Wifi Available
townhome 11 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 11
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
community pools lazy river and hot tub were great
would recommend heating the pool
Cleanliness:
everything was clean and modern
the house was nice and clean
the home was clean and updated/modern
the property was well decorated generally clean and close to disney
Location:
easy check in great location
the location was close to restaurants attractions and local stores
loved the location and property was very clean
having previously rented larger properties in the area and having awesome experiences this place was mediocre at best
Read more reviews

23. Beautiful holiday home with a heated pool (from USD 149)

Enjoy the best of lakeside living when you stay in this beautiful holiday home. It boasts a sparkling pool set in a private, screened-in area overlooking the lake. If you prefer the pool to be heated, you can also arrange it with the host at an additional nightly fee.

The place is suitable for a total of six guests. It has three bedrooms, two full bathrooms, a laundry room, and an updated kitchen. This lakefront home features modern conveniences as well, including Wi-Fi and air conditioning. For entertainment, TVs are provided in the living room and master suite. You can also enjoy easy access to Disney resorts and theme parks found just within driving distance.

Stayed at this property?
13 reviews   Wifi Available
House 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 0
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
please consider getting a new mattress for master bed
Cleanliness:
very clean and inviting
well stocked and very clean
was happy to walk in and see how clean open and bright the home was
Location:
the neighborhood & gate staff always alert & friendly which is not often the case other places
Read more reviews

24. Humble abode with lake views (from USD 135)

From stunning lake views to modern amenities, this four-bedroom home offers you a relaxing getaway in Kissimmee. You can enjoy cooling off in the private pool area, which overlooks the beautiful lake. You can also lounge in the shaded lanai or watch TV in the living room.

This vacation rental has enough living space for a total of eight guests. It features two bathrooms, a family room, a breakfast nook, and an overstocked kitchen. Amenities such as air conditioning and Wi-Fi are provided as well.

Stayed at this property?
16 reviews   Wifi Available
House 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 0
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the pool was great and had a beautiful view across the lake to the tree line
also someone always responds to emails within mins and the view from the pool was great
Cleanliness:
the property was clean and decent
it was very clean and well taken care of
Location:
it was in a beautiful tranquil location situated a nice distance away from the busy tourist spots
Read more reviews

25. Family-friendly villa with a game room (from USD 165)

Featuring a convenient location close to theme parks, restaurants, and shops in Kissimmee, this luxurious villa provides a great stay for you and your family. Staying in this rental provides you access to a fitness center, cyber café, and clubhouse. If you want to relax without leaving the premises, the best way is to soak in the rental’s private pool. This amenity can be heated for extra comfort. There is a spa whirlpool on the property as well.

The place is perfect for a total of eight guests. There are four bedrooms, three full bathrooms, and a game room. For families, a high chair and a travel crib are provided for convenience. Other amenities include Wi-Fi, air conditioning, and a cable TV.

Stayed at this property?
71 reviews   Wifi Available
House 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 6
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Cleanliness:
property was exceptionally clean and comfortable
house was very clean and well stocked
this property was nice clean and quiet
everything was very clean and in good repair
remember to bring your cleaning products toilet paper garbage bags and kleenex/napkins/towels if you want to clean
Host:
property owner was prompt with responses and took care of any thing i needed right away
communication with the owner was easy and made planning a breeze
Location:
amazing property great location and neighborhood
the price was right location was perfect walmart restaurants theme parks all within minutes
otherwise things were great great pool house and location was easy to get to all the parks
Read more reviews

26. Charming paradise in Central Florida (from USD 145)

Set in Central Florida, this charming paradise is spacious enough to accommodate a total of 10 guests. It offers 4 bedrooms, 2 bathrooms, a family room, and a fully furnished kitchen. The highlight of this rental is the large, in-ground pool placed in its beautiful backyard. It is surrounded by lounge chairs and a fire pit so you can have a spot where you can relax during your stay. Other amenities in the rental also include Wi-Fi, air conditioning, and a smart TV.

Some places of interest nearby are Disney World Parks, Universal parks, Sea World, and Gator World.

Stayed at this property?
Kissimmee, Florida, United States
PRIVATE VACATION HOME 9 Guests 4 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
we appreciated the good wifi connection and smart tvs around the house as well
the house even had cute bottles of shampoo conditioner and body wash in each bathroom
we had plenty of room to spread out and the kids enjoyed the pool
the private pool privacy fence and detached guest house were perfect for our family
Cleanliness:
very clean and had everything we needed for a relaxing family vacation
Host:
the host was responsive when needed
wonderful stay the home is updated and has a lot of room to host a large family or two
home is beautiful and very clean the host were amazing and clear with instructions for my arrival and departure
Location:
the location was great for the local attractions
i would definitely recommend this location
the location is perfectly nestled in a quiet clean subdivision stores and restaurants are conveniently close
the neighborhood was very nice and quiet
clean house and close to disney world and universal studios
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27. One-story accommodation with a pool and spa (from USD 220)

This one-story vacation rental is ideal for families or a group of up to 10 guests. There are 4 bedrooms, two of which are themed and suitable for kids. There are also 3 full bathrooms as well as a well-equipped kitchen. Aside from the smart TVs equipped in every bedroom, there is also one in the game room. There are game tables and a game console available as well. Other amenities also include WiFi and air conditioning.

The best part about staying in this rental is that guests can enjoy a private pool and a spa. For a fee, the pool can be heated. This amenity is set in a screened area of the property, providing guests with privacy during their stay.

Stayed at this property?
8 reviews   Wifi Available
House 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Cleanliness:
the home is very clean and very well decorated
Host:
the owners are very responsive and helpful
Read more reviews

28. Homey sanctuary with forest views (from USD 143)

Create happy memories with your loved ones while staying in the Eva Kingdom. This beautiful vacation rental offers a private pool and spa, both situated on a furnished deck overlooking the forest. The pool deck also includes lounge chairs, tables, and other pool furniture. If you prefer, you can also have the pool and spa heated during your stay. The heater runs from 9am to 9pm once turned on.

Inside the rental are 4 bedrooms and 3 full bathrooms, ideal for accommodating a total of 12 guests. The place also has modern amenities such as WiFi, air conditioning, cooking basics, and TVs.

Stayed at this property?
67 reviews   Wifi Available
House 12 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 12
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the owner just need to throw the whole inside-furniture appliances and entertainment room away and try it again
Cleanliness:
house was clean and lots of room
i took pictures and suggest they need to clean or hire new cleanup crew asap
clean house that has plenty of room for the family
the beds where comfortable and house very spacious
Host:
everyone is super friendly
Location:
the location was close to all amusement parks
but other then that the location was great for everything
Read more reviews

29. Comfortable modern home in a great location (from USD 150)

Planning to treat your family to a wonderful vacation in Kissimmee? Here’s a great home base to make your vacation more memorable. It is nicely located in a quiet residential community with direct access to a scenic lake. It’s also quite close to some of Florida’s top attractions including several theme parks and state parks. Disney World, Universal Studios, SeaWorld, Cape Canaveral, and the beaches, for instance, are less than an hour’s drive away.

The beautiful property can certainly make your stay as relaxing as possible. It is fully furnished and has enough space to accommodate up to nine people. The fully equipped modern kitchen will ensure food preparation is as easy as pie.

Upstairs you’ll find a den with a sofa bed, a TV, PS2 and games, a stereo, and a VCR for indoor entertainment. The place also features a pool at the back overlooking the scenic lake. You can request for it to be heated for a fee.

Stayed at this property?
Kissimmee, Florida, United States
PRIVATE VACATION HOME 9 Guests 4 Bedrooms 3 Bathrooms

Top guest reviews
Amenities & Room:
we opted for the pool to be heated and the water was perfect
only suggestion would be a umbrella for pool as the pool area was mostly sunny
pool was great perfect size and well lit for swimming at night
Cleanliness:
the bathrooms could use some upgrades but overall was very clean and accommodated our family well
the pool area was very nice and clean
clean lots of space plenty of cookware in the kitchen pretty much everything you need
Location:
the neighborhood where the house was located is very quiet and peaceful
this was the perfect place to stay for an amazing time away
house was very nice in a quiet neighborhood
Read more reviews

30. Waterfront home with pool and spa near Disney (from USD 145)

This kid-friendly home is your gateway to an amazing vacation in Kissimmee. Disney parks and other popular attractions are but a few minutes away. Shops, restaurants, grocery stores, and other establishments are nearby as well.

Its waterfront location is great if you just want to enjoy the beautiful and relaxing lake vista. For an additional fee, the pool and spa can be heated so that you and your fam can enjoy soaking your troubles away while enjoying the water views at night. It has four bedrooms to provide comfortable sleeping space for up to eight guests. Other amenities include free high-speed WiFi access, a game room with darts and a pool table, and a fully equipped kitchen with a nice breakfast bar.

Stayed at this property?
Kissimmee, Florida, United States
Wheelchair accessible Visual Aid: Braille
PRIVATE VACATION HOME 8 Guests 4 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
the furnishings were very comfortable and even had a plush throw on the couch
we enjoyed the pool spa and the furniture/beds were very comfortable
the living room and dining room were super nice
if we had more room to pack more stuff we definitely would have cooked more
the pool was warm the hot tub was nice and relaxing
Cleanliness:
the house was extremely clean
it was clean with a variety of entertainment options
the pool and hot tub were so nice the rooms were nice and clean and very spacious
the home was clean and well appointed
the house was very clean and communication with the owner was excellent
Host:
helpful signs with instructions and directions for trash pool use laundry etc clearly displayed throughout the house
the owner bill is a pleasure to work with and responded quickly to any questions we had
great place to stay everything well maintained and owner easily accessible for questions
bill was so nice to work with very responsive especially when we needed him
also the neighbors were very friendly and helpful
Location:
the location is good
quiet location peaceful lake and backyard
great vacation close to a lot nice layout
was a great location for everything we had planned and needed to do
the neighborhood is welcoming and quiet
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31. Dreamy accommodation within the luxurious Le Rêve Resort (from USD 174)

From its great location within the luxurious Le Rêve Resort alone, you’d know this accommodation is all about relaxation. The townhouse is fully furnished with modern amenities including WiFi, smart TVs, and a fully equipped kitchen with stainless steel appliances. It can accommodate up to 10 guests and features centralized heating and air-conditioning.

The private patio area features an all-glass enclosure that offers a perfect blend of indoor and outdoor living. The patio also features a splash pool, grill, seats, and a sundeck chair—all to make your stay as relaxing as possible. You can request the pool to be heated for USD 25 plus taxes per night. Furthermore, several of Florida’s top attractions such as Disney World, SeaWorld, Legoland, and Universal Studios, are just a few minutes away.

Stayed at this property?
Kissimmee, Florida, United States
PRIVATE VACATION HOME 10 Guests 4 Bedrooms 4 Bathrooms

Top guest reviews
Amenities & Room:
the townhome pool was awesome 5 degrees warmer in january would have been even better
Host:
the management company was extremely helpful and accommodating
the staff were responsive and respectful
Location:
we walked to aldi to get groceries and had a great weekend cooking and relaxing
we were there for a college tour and don't shop so we just enjoyed the lovely property
Read more reviews

32. Beautiful fully furnished home with private pool (from USD 172)

Located in a prestigious gated community, this vacation rental offers you everything you will need to make your family getaway a lot more memorable. It’s only 30 minutes from Orlando International Airport and a few minutes from Orlando and Kissimmee’s top restaurants, shops, museums, and of course, popular theme parks.

More than just the premier location, the property itself is something to be excited about. It consists of six bedrooms that can sleep up to 12 guests, 4 full baths and a half bath, and a cozy living room with a nice sofa set and a large TV. Guests also have access to a 9-seater dining area, a fully equipped kitchen, and a private sun deck with a dining set, lounge seats, and a swimming pool, which can be heated for an extra fee.

Amenities also include WiFi, a pool table, darts, and foosball for extra indoor entertainment.

Stayed at this property?
64 reviews   Wifi Available
House 12 Guests 6 Bedrooms 5 Bathrooms

Accommodates: 12
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
pool was great we paid extra to have it heated which was totally worth it
pool table and foozball table were added fun
Cleanliness:
cleanliness was great
the pool was pleasant clean and warm
the property is cozy and clean
the vacation home was a clean convenient and comfortable getaway for us
Host:
the property manager was friendly and accommodating when we had questions
Location:
the community is close to lots of shopping and entertainment and is very peaceful and quiet
upon arrival the location was very lovely and home was clean
Read more reviews

33. Four-bedroom villa in an exclusive community close to theme parks (from USD 153)

This spacious four-bedroom villa offers you a comfortable home during your Kissimmee vacation. It’s big enough to accommodate up to 10 people and features top-notch amenities such as an 86-inch smart TV, a pool table, and high-speed wireless internet access.

The large deck area where you’ll find the pool and spa, as well as a grill and several lounge chairs, is fully screened so you won’t have to worry about bugs. You can request for the pool and spa to be heated for an additional USD 33 per day, for a minimum of 4 days.

The property is located in the gated community of The Bella Vida Resort, which also offers great facilities and amenities including a clubhouse, a swimming pool, a fitness center, an arcade room, gardens, and access to several lakes. Furthermore, restaurants, shops, golf courses, and popular theme parks are all within easy reach.

Stayed at this property?
107 reviews   Wifi Available
villa 10 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 10
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
very nice patio area with good size pool and jacuzzi
this is a superior house 4 double bedroom with 4 ample size bathrooms
Cleanliness:
everything was clean and neat
its spotless and very well kept
the pool & hot spa were fantastic as well as being clean
the place is very clean and well appointed
the house was clean and tidy and of a good size
Host:
he was quick with email responses and very helpful
dealing with tony the owner is a pleasure and he answers questions (emails) almost instantaneous
owner was greatly helpful and always available for any questions we had
villa owners were extremely pleasant to deal with
tony was responsive in answering all our questions prior to the stay
Location:
the location is perfect a short distance off the 192
the resort was beautiful location was very convenient
the location was excellent we only had a short drive to disney and universal studios
was great to have so many businesses close by as well
this is a lovely spacious villa which was on a lovely gated community in a great location
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34. Modern private home with top-notch amenities (from USD 130)

This Kissimmee vacation rental has three bedrooms that can sleep up to six guests, which is great for families and small groups of friends. It is fully furnished with all the essentials to make your stay as comfy as possible. The kitchen, for instance, has a fridge, an oven, a stove, and more so you won’t have any problems preparing your meals. It has a game room with a pool table for indoor activities. Plus, the backyard features a pool with loungers, the perfect spot to relax under the warm sun.

Make this amazing vacation rental your home base for your Kissimmee adventures. It’s close to several points of interest in the area including a Medieval Times restaurant, Kissimmee Sports Arena and Rodeo, Osceola Heritage Park, and more.

If you drive a few minutes northward, you’ll get to some of Orlando’s top attractions including SeaWorld and Disney World.

Stayed at this property?
KISSIMMEE, FL, US
6 Guests 3 Bedrooms 2 Bathrooms

35. Executive villa with pool and spa near Disney (from USD 128)

For the most relaxing stay and fun adventure in Kissimmee, choose this amazing executive villa. It’s located in a gated quiet community of Cumbrian Lakes, providing you with a peaceful ambiance you’d certainly want during your getaway. The villa comes with four bedrooms to comfortably sleep a group of up to eight guests. A game room is furnished with a pool table, air hockey, and foosball.

There are also cable TVs, a DVD, Bluray, a stereo music system, a PS2 PlayStation, movies, and board games for more indoor fun. Plus, the screened private patio has a pool, hot tub, and several loungers, a great spot to fully enjoy your stay.

Another great feature of this property is its location. It’s just a few minutes from Walt Disney World Resort, Universal Studio, Worlds of Discovery Sea World, Aquatica, Discovery Cove, and Daytona Beach.

Stayed at this property?
Kissimmee, Florida, United States
villa 8 Guests 4 Bedrooms 3 Bathrooms

Top guest reviews
Amenities & Room:
very spacious and comfortable we have 7 people in our group
it was well stated this prop doesn’t provide things like washcloths paper towels toilet paper dish soap etc
Cleanliness:
the bathrooms were clean and comfortable to use
upon arrival the home was clean everything was as described in the listing
it was clean close to universal and disney and had everything that we needed
Host:
very responsive management company
the host was a good communicator and made sure all my issues were addressed
Location:
it was a good location and all amenities were close by
Read more reviews

36. Gorgeous home with pool within Country Creek Estates (from USD 140)

Located within the beautiful and quiet community of Country Creek Estate, this beautiful home offers you the tranquility you’d want during your getaway. It’s also pretty close to many of the region’s top attractions including, of course, theme parks, outdoor recreational destinations, and more.

This vacation home is perfect for families and friends of up to eight people. It has three bedrooms, two baths, a living room, and a kitchen—all fully furnished and equipped with comfort and convenience in mind. It also boasts a large, private, and screened backyard with a pool—a great spot to just unwind and enjoy a great time with family and friends.

Stayed at this property?
Kissimmee, Florida, United States
PRIVATE VACATION HOME 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
we enjoyed the pool and nice outdoor furniture
loved the warm pool where you can relax and read
beautiful home with a pool
pool was great king bed was extremely comfortable i loved everything about it
the pool was nice provided our son with many hours of entertainment
Cleanliness:
clean property in a nice neigjborhood
the house was super clean
i also appreciated that it smelled fresh and was very tidy
the house was clean comfortable and fully stocked with everything we needed
great rental home this home met my high cleanliness standards
Host:
owners and management company were easy to deal with
thank you geoffery and karen for being such wonderful hosts
owners and managers checked in on us to see if everything was good
everyone was very friendly and helpful and provided all the necessary information
great communication with both the owners and property manager
Location:
loved the location house and pool
house was perfect location fabulous neighborhood perfect
but overall enjoyed the house location and the quiet
the location is absolutely perfect for short commutes to all disney parks
great house in a nice area close to activities if you want them of just relax at the house
Read more reviews

37. Chic lakefront home with pool (from USD 145)

This private lakefront home is a 5-star accommodation for Kissimmee visitors. It’s big enough to accommodate up to eight guests, which is more than enough to fit a family. Some great amenities to enjoy here include air-conditioning, high-speed WiFi, a console, a TV, and a well-equipped modern kitchen. To top it all off, the large fully screened backyard is equipped with a heated pool—a beautiful outdoor area where you can relax and enjoy the beautiful lake view.

If you’re looking to explore what Kissimmee has to offer, this place is conveniently located close to many of the city’s popular spots. Restaurants, shops, and other commercial establishments are within minutes of the property. Drive a bit farther and you’ll find some of Orlando’s popular theme parks including Disney World and Universal Studios.

Stayed at this property?
176 reviews   Wifi Available
House 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 6
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the pool was beautiful and the view priceless
all of this could be viewed from the living room couch thanks brian and amy
the view of the lake is stunning and we loved the pool
things like baseboards a hair in the corner of the water closet in the en suite bathroom
the lake view is amazing and the swimming pool is good clean and heated as well
Cleanliness:
very clean very nicely decorated
the pool was sparkling clean and warm
everything was clean and so perfect for our little family
the property was very clean and comfortable
very clean very spacious beautiful home
Host:
the owners were very prompt and responsive to our needs
it was a relief to have a host so responsive
the owners were great to work with and made everything very easy
communication with the owners was fast courteous and accommodating
highly recommended property and great communication with the owners
Location:
the location was excellent
it was close to everything but not in the chaos of the area
close to restaurants shopping and short distance to amusement parks
great location we loved the pool
great location 15 minutes to disney 25 to universal
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38. Luxurious vacation villa close to major attractions (from USD 149)

Great for family getaways in Kissimmee, this villa offers you not just comfortable accommodation but easy access to some of the region’s major attractions. It’s situated in a beautiful gated community, which happens to be centrally located close to Disney World, Universal Studios, and SeaWorld as well. Several destinations for outdoor recreational activities are also just minutes away.

The luxurious villa offers a minimum stay of five nights. It is fully furnished to ensure comfort and convenience and has six bedrooms that can sleep up to twelve people. The kitchen is equipped with modern appliances for easy food preparation. There are also some indoor entertainment options to enjoy including foosball, air hockey, a gaming console, a huge 65-inch TV, and more.

The best part of the property is definitely the screened outdoor area with a pool and grilling facility, the perfect place to just relax and enjoy the sun.

Stayed at this property?
Kissimmee, Florida, United States
PRIVATE VACATION HOME 12 Guests 6 Bedrooms 4 Bathrooms

Top guest reviews
Amenities & Room:
beds were sooooo comfortable
Cleanliness:
the house could use some updates and a deep clean
Location:
there was plenty of room for everyone (8 adults) and it was close to everything
Read more reviews

39. Lovely two-story lakefront home with screened lanai and heated pool (from USD 149)

This lovely home will surely make your Kissimmee vacation more memorable. Its lakefront location offers not just a relaxing vista but a tranquil vibe as well. It features a screened lanai with a heated pool, providing you with a great outdoor space for enjoying the scenery. You can spend quality time with your family out in the sun without having to worry about bugs invading your happy place.

The property is big enough to accommodate a family or a group of up to twelve people. It’s fully furnished with everything you’d expect from a modern home including a fully equipped kitchen, air-conditioning, heating, WiFi, and more. Keep in mind, though, that the property only offers a six-night minimum stay to book, so make sure you’re planning to stay for maybe a week.

Stayed at this property?
140 reviews   Wifi Available
House 12 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 12
Minimum Nights: 4
Refund Policy :

Top guest reviews
Amenities & Room:
the rooms and beds were very large and comfortable
Cleanliness:
a ver clean and comfortable space to be
it was very spacious and clean
the home was spotlessly clean and well maintained
the house was super clean when we arrived all the theme parks are very close to here
Host:
the host was outstanding thank you for everything mr
local property managers were also responsive
the pool was great the house is amazing and the host juan was very accommodating highly recommended
estrada was helpful above and beyond throughout the entire process
Location:
it in a great location to both disney and universal studies
plenty of room and located close to all the main attractions
the location was convenient to all of orlando’s popular attractions
nicely situated in a quiet neighborhood--close to shopping parks and other activities
this was an excellent location and accommodation for our family
Read more reviews

40. Beautiful seven-bedroom lake house (from USD 197)

Live in a sparkling clean, beautiful lakefront home that can accommodate a gathering as large as 16 people. It is conveniently located near theme parks, malls, and restaurants. There are seven bedrooms, a spacious living room, a kitchen, a games room, as well as access to the resort’s community pool, a community hot tub, a gym, sports facilities, barbeque, and a picnic area. All the beds have comfy memory foam mattresses. There’s a beautiful lake view and free WiFi. At this Airbnb in Kissimmee, Florida with a private pool, you also have a spa with heating.

Stayed at this property?
Kissimmee, Florida, United States
373 reviews   Wifi Available
ENTIRE HOME 10 Beds 16 Guests 7 Bedrooms 4 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
plenty of room a wonderful pool and deck with a view of a beautiful lake
the sunrise from the pool looking out over the lake is beautiful
kids loved the pool and the area has amazing amenities such as playground and tons of ducks
loved all the different rooms - plenty of space for everyone
loved the many bathroom and game room
Cleanliness:
very clean lots of space
bathrooms were clean but need a much deeper clean in the shower windows
we found this home very clean and well furnished
the bedding was fresh & clean
very beautiful clean and modern house to stay with friends and family
Host:
great hosts and a wonderful property
the hosts were quick to respond and very pleasant
the owners were very responsive anytime i contacted them they answered right away
amazing property and wonderful responsive hosts
usually host write you the day of just to make sure you have key points
Location:
great location about 25 minutes drive to disney world universal studios and the airport
the location was perfect for our needs
the location is great and there is a great path to walk around the lake
would definitely recommend everything is fairly close and the house is great
the house was beautiful with the perfect location
Read more reviews

41. Luxurious lakefront family villa (from USD 159)

This beautiful five-bedroom villa, situated beside a lake with a fountain, comes with all the amenities needed for a luxurious vacation. It can comfortably house 11 people. There’s a fully equipped kitchen, spacious living and dining area, a charcoal grill, free WiFi, digital entertainment, linen, and laundry facilities. The star attraction of the house is the huge, clean pool where you can relax and swim in privacy.

Stayed at this property?
159 reviews  
House 11 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 11
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
some i gave up on but it was still awesome having tvs in every room and outside
great rooms entertainment w tvs all over the house including out on the pool side
we were able to enjoy the pool and pool table during our off time
the pool was nice and warm for the kids loved this house thanks xedxb8x8a
Cleanliness:
the property was super clean the linen and towels smell so good
the house was very clean
very relaxing the place was very clean which was important to us
this house is well stocked and clean
me and my family felt like we were home the pool was clean the kids enjoy it
Host:
very responsive management company to any questions we had
renting was easy correspondace with the owner was a plus and we certainly felt like we were welcome
Location:
we love this place location and neighborhood
great location beautiful home and gorgeous decor we felt at home and comfortable in this property
Read more reviews

42. Single-story Lake Berkley home (from USD 130)

This budget-friendly vacation rental in Kissimmee is located in a private, gated community. Staying at the property is ideal for families with young ones since there are plenty of entertainment amenities like the game room with a billiards table, a dartboard, a play area, and many more. The 24-hour Walmart is 2 minutes from the property, and guests who wish to make use of the full kitchen may do so. Outside, there is a screened-in and heated swimming pool with a shaded seating area.

Stayed at this property?
Kissimmee , FL, US
40 reviews  
villa 10 Guests 5 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
the pool was perfect - nicely heated for the little ones
easy wifi access comfortable rooms and eat instruction manual that answered all other questions
my families stay was so much more comfortable and enjoyable because of it
this property was awesome we were 5 adults and 5 kids it was spaciuos with enough room for everyone
Cleanliness:
everything was clean and very nice
the property was clean and comfortable
it had plenty of space and the house was clean and well maintained
upon arrival at this villa the overall appearance was neat and clean
the home was clean and well maintained and we did not expereience a single issue during our stay
Host:
betina and annette were very helpful in the many questions i had
i had a chance to meet the owners and they ere very friendly
the owner was 100% correct and very gentle
friendly gate people
even the guard at the gate was very helpful in giving directions to the many different attractions
Location:
the location was great - so close to shopping and eating
very good location close to restaurants and dinner shows
all very accessible and easy to get to from the location
perfect for big family great location would recommend to everyone vacationing with 6 or more people
also we visited several attractions in the area all very close to the villa -- easy
Read more reviews

43. Luxurious home in a gated community (from USD 240)

Professionally decorated and appointed with luxurious amenities, this beautiful home is located in the gated community of Veranda Palms. Ideal for large groups of up to 16 people, it has six luxe bedrooms, four and a half bathrooms, three gorgeous living rooms, a game room, two dining rooms, a modern kitchen, and more. Outside, you can relax in your private pool or enjoy a relaxing soak in the spa. Prepare barbecue meals for everyone that you can enjoy at the alfresco dining area. All famous theme parks are a short drive away from this house.

Stayed at this property?
Kissimmee, Florida, United States
409 reviews   Superhost Wifi Available Wheelchair accessible
Entire villa 11 Beds 16 Guests 7 Bedrooms 4 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
the amenities like the pool game room and the grill are what most impressed me
the game room kept my kids entertained playing pool and air hockey
there was a very fierce storm with huge hailstones which dashed the screen around the pool
the kids loved the pool and the jacuzzi and the large game room
lots of space and game room and pool loved so much
Cleanliness:
the house is beautiful clean and modern
the house was great clean and spacious
the rooms were very clean and comfortable
very clean spacious and up to date
pool is fun and the house was very clean
Host:
also the host was great
hosts were great
and the host douglas was very helpful
awesome property with amazing hosts
douglas the host was great great response time and very considerate and helpful
Location:
location was great and quiet neighborhood close to everything
the location is wonderful
great location and comfortable house
location is great as well
also an ideal location close to disney
Read more reviews

44. Disney-themed townhome in a resort (from USD 192)

Your kids will absolutely love staying at this Disney-themed townhome in Bella Vida Resort. This family and pet-friendly home offers luxurious living with a touch of Disney magic in its decor. Relax in the open-plan living, dining and kitchen area that looks out to the private pool. Four themed bedrooms and three spacious bathrooms are available for the use of up to 10 guests. The pool area has a barbecue grill and sun loungers too. Disney parks are at a 15-minute driving distance from this townhome.

Stayed at this property?
7 reviews   Wifi Available
townhome 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Cleanliness:
upon check in the house was clean and smelled amazing
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45. Chic home with resort clubhouse access (from USD 580)

When visiting Kissimmee, consider booking this chic and stylish home in Sonoma Resort that provides access to a range of resort amenities, including a clubhouse, a gym, and a gorgeous communal pool that overlooks a lake. The house has a screened private pool, a spa, a barbecue grill, and ample sun loungers to enjoy the Floridan outdoors. The interior of the house has a modern, chic and minimalist decor in the living room, open-plan kitchen and dining area, luxe bedrooms, stylish family room, and sleek bathrooms. All the attractions of the area, including theme parks, nature parks, restaurants, and more are at a short driving distance from this home.

Stayed at this property?
Kissimmee, FL, US
28 Guests 13 Bedrooms 0 Bathrooms

46. Deluxe pool home (from USD 147)

A beautiful four-bedroom house, it comes with air conditioning, internet, laundry facilities, and a well-equipped kitchen. The master bedroom opens onto a lovely pool deck. Spend your mornings sipping coffee as you watch big Florida birds fly over the lake. Have fun in the well-maintained swimming pool with seating around it. Sunbathe on a lounge chair or have your meals at the table by the pool. You can also play foosball and ping pong in the garage or have a relaxing soak in the garden tub.

Stayed at this property?
Kissimmee, Florida, United States
Wheelchair accessible Visual Aid: Braille
PRIVATE VACATION HOME 8 Guests 4 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
This property looked exactly like the pictures
the kids enjoyed the pool
It was great to have access to a grill and not have to had to pay extra to use it loved having access to the pool from the master bedroom
It was clean inside and out with a well equipped kitchen plenty of outside space some of which is covered which is handy when it rains It has a lovely lake view with an abundance of wildlife
The only thing is I wish they would have provided a few more trash bags
Cleanliness:
everything was clean and everything we needed
The villa was clean spacious and had everything we needed
The place was clean and well equipped
and we were amazed with your house
Host:
the key lock box was not secure & the pool net was torn)
The pool was a big hit with my girls
We have already booked for next year
Overall the property was nice and exactly as advertised
Beautiful clean updated home Beds were super comfortable
Location:
Very lovely house in a great location
I liked the quiet neighborhood
The house Is very close to Disney World and a good base for exploring the area (including the Kennedy Space Centre which is well worth a visit)
Location was ideal for visiting parks or shopping
The neighborhood was quiet and peaceful
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47. Gorgeous four-bedroom townhome in Storey Lake Resort (from USD 276)

A brand new luxury townhouse close to Disney World, Universal Studios, Sea World, numerous outlet malls, Orlando attractions, Disney Springs, restaurants, and dining. There’s enough space for eight guests with four bedrooms, three baths, a large living room, and a state of the art kitchen. What’s special about this house is the beautiful decor with cozy furnishings. There’s a private pool with lanai screens where you can swim and relax after a day of sightseeing. Children can also head to the clubhouse with a large pool, a water slide, and a long lazy river to play and splash about. Families will surely enjoy this Airbnb in Kissimmee, Florida with a pool.

Stayed at this property?
Kissimmee, Florida, United States
57 reviews   Wifi Available
Entire townhouse 6 Beds 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the washer/dryer refrigerator and small appliances were nice and the kitchen well stocked with supplies
the villa is huge with a beautiful view from pool area looking onto a lake
great for families with a fully equipped kitchen and three full bathrooms
the beds were comfortable and the kitchen was spacey
the place was tip-top and very comfortable
Cleanliness:
very clean and spacious
clean and beautiful
very clean and quiet neighborhood
beautiful house clean and comfortable
it was very clean and had everything we needed
Host:
thank you for being great hosts
clint was ultra-responsive and ready to help with any questions or concerns
excellent communications from the host
Location:
great location and really spacious
this place was great location is great
fantastic place and great location
great location close to parks and groceries
it’s just a short nice walk to the clubhouse
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48. Unforgettable vacation home near Disney World

A modern and stylish house within 4.8 miles (7.7 km) of Disney World, 11.5 miles (18.5 km) of Universal, 7.8 miles (12.5 km) from Sea World and within an easy drive from other major attractions. You have a kitchen with everything you need to cook your meals, Wifi, cable TV, laundry facilities, a laptop-friendly workspace, and access to the clubhouse of the resort. And, you get to enjoy two luxurious resort pools one of which comes with a lazy river. Stay here for a comfortable and fun holiday.

Stayed at this property?
Kissimmee, Florida, United States
180 reviews  
Entire house 8 Beds 6 Bedrooms 5 Bathrooms
Top guest reviews
Amenities & Room:
wifi in the house is great
we had comfortable beds and great amenities
pools were great and everyone had a great time
the pool was terrific and private
the kids loved both the private pool and community pool with lazy river and water slides
Cleanliness:
everything was clean and felt extremely sanitary
great place very clean and spacious
the house is beautiful clean and very spacious
it’s was super clean and homey
very nice and clean place modern and stylish
Host:
adriana was a great host
she was very responsive and accommodating
adriana is a great host
adriana’s is an amazing host
very good house and great host
Location:
the location was excellent and very convenient
also loved the location
great location beautiful house in gated community
great community for family vacationing shopping center really close by
the location is excellent to all the florida attractions
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49. Gorgeous villa for a large group

This is a great villa in Kissimmee for a big family reunion or a gathering of friends. The highlight of the property is a unique Batman-themed game room that guests of all ages will love. Plus, there is a private pool, a spa, a shaded patio with an alfresco dining set-up, sun loungers, and more. Inside, the villa has a luxe and trendy decor in the living, dining and kitchen areas. Nine gorgeous bedrooms and five contemporary bathrooms are also available in the villa. Disney and Universal theme parks are just a few minutes’ drive away.

Stayed at this property?
Kissimmee, Florida, United States
42 reviews  
Entire villa 14 Beds 9 Bedrooms 5 Bathrooms
Top guest reviews
Amenities & Room:
there were marks up the walls the tiles in the bathroom weren’t completely clean
Host:
amazing home and very kid friendly
the host was awesome and my family will definitely be returning back
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50. Stylish townhome with amazing amenities

For a family holiday in Florida, book this amazing townhome in Bela Vida Resort that is just minutes away from Disney theme parks. Well-appointed and stylish, this home has a stunning interior done up in white, gray, beige and brown. An open-plan living and dining area is located next to a contemporary kitchen. Four luxurious bedrooms, three elegant bathrooms, and a game room complete the interior of the house with amazing amenities. You will also have access to a screened private pool, spa and patio area.

Stayed at this property?
Kissimmee, Florida, United States
62 reviews   Wifi Available
Entire residential home 5 Beds 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
great interior and fun for the kids with an air hockey and billiard table
nice to have a comfortable place closed off from the mayhem of the tourist areas
the game room in the garage was perfect for rainy florida days
Cleanliness:
house was clean and good
the dishwasher is not working well so we had to clean the dishes by hand
great house really clean really quite neighborhood had a great time
be sure to not forget to bring cleaning stuff also
the house looks good and is clean but didn't make for a good relaxing vacation spot
Host:
host is excellent communication was on point with any concerns
Location:
amazing house amazing location just all around amazing
we had a wonderful stay at this location
the home is also located at a very great location
will definitely be booking this place for future trips
home highly recommended very well located everything perfect
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Fall in love with Kissimmee

Kissimmee is the place where all your holiday dreams can come true. Once you’ve been here, you’ll keep returning for the excitement, joy, Disney magic, and natural beauty. And whether you’re looking for lakefront homes or beach house rentals with a private pool, plenty of amazing accommodation options are available in Kissimmee.

Frequently asked questions about Kissimmee vacation rentals with a private pool