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.
1. Charming studio with private pool (from USD 64)
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.
Top guest reviews
Cleanliness:
communication was amazing and the facility was cleanowners are wonderful very easy check in very clean propertyHost:
hosts are awesome and informativenazim was a wonderful hostthe courtesy and helpfulness of the property owner were top notchi enjoyed the visit and the place was nice but not private because owner lives on property tooRead more reviewsLocation:
huge walk in shower
2. Vista Bay Villa (from USD 115)
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.
Top guest reviews
Cleanliness:
the house was very clean and comfortablehouse was nice tile everywhere so it's easy to clean but a little echoeyHost:
owners were very nice and answered promptly with any concerns we had thank youowners were super very easy to get ahold of and very quick response wonderful outdoor area tooRead more reviewsLocation:
it’s also close to many attractionsperfect location for a week of volunteering at give kids the world villageeverything was very comfortable and cozy central location able to deliver groceries and cook there to savegood location close to the parks and a very nice quiet community
3. Lightwater Villa (from USD 190)
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.
Top guest reviews
Amenities & Room:
only problems was that the kids didn’t get to enjoy the hot tub or warm poolCleanliness:
the house is very clean and well maintainedwe loved this house it was clean and they made the check in very easyHost:
the property manager is also very responsivethank you to the owner's for allowing us to stay at your homethe management company was responsive before and during our stayRead more reviewsLocation:
close to all attractions and restaurants and grocery storeswhat a find a beautiful house with a pool in a great location for everything
4. Elegant rental with a private pool (from USD 177)
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.
Top guest reviews
Amenities & Room:
nice pool and amenitiesoverall this is a nice property with cool air conditioning and in a safe quiet part of townCleanliness:
everything was clean and the kitchen had all the essentials to cookeverything was clean and very close to shopping and restaurantsvery nice place safe clean quiet close to the market disney parksRead more reviewsLocation:
excellent property and good locationthe location of the townhouse is perfect for orlandoperfect for big group to be in one place rather than booking a hotel
5. 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.
Top guest reviews
Amenities & Room:
the only suggestion we have is to have a welcome book to communicate club info wifi password etcwas great stay buy pool didn't have light and was darkthe pool was private and the perfect size for our small kidsCleanliness:
everything was clean and looked brand newrooms were beautifully decorated comfortable and cleanRead more reviewsLocation:
we had the perfect location and will be backwe had tons of fun great locationit was close to the express way with an easy quick drive to the parks and outlet mallsthe pool in the community is great and it's close to many thingswe were super close to attractions and had so many options for food that we never cooked
6. Spacious accommodation with lake views (from USD 189)
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.
Top guest reviews
Cleanliness:
very spacious exceptionally clean & well maintainedHost:
the owner was great responds almost immediately & is very kindcheck in was a breeze and the information sent by the owners very helpfulRead more reviewsLocation:
very close to all attractions you could possibly want to visit
7. 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.
Top guest reviews
Cleanliness:
clean house with all amenities functioningHost:
the owners are easy to work withRead more reviewsLocation:
close to places of attraction and places to shop
8. Luxury villa ideal for vacationing large families (from USD 148)
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.
Top guest reviews
Amenities & Room:
it also has plenty of space and the pool and spa area was greatpots and pans selection was excellent pillows and beds could use some updating but were serviceableCleanliness:
overall our stay was good the property inside was cleanRead more reviewsLocation:
it’s in a nice quiet area and it’s close to a walmart for those much needed essentials
9. Vacation home with lanai overlooking a private pond (from USD 208)
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.
Top guest reviews
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the beds are very comfortable we all slept incredibly wellHost:
the kids loved the disney room and enjoyed the toys provided by the hostRead more reviewsLocation:
this was great place and location
10. Deluxe home with kid-friendly amenities (from USD 100)
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.
Top guest reviews
Amenities & Room:
our family enjoyed having a private pool and plenty of space to spread outeasy process lots of beds for large familiesCleanliness:
the villa was clean and very well layed out with the relaxing pool and pool tableRead more reviewsLocation:
great central location - close to disney sea world etcnice house in a good quiet neighborhood
11. Pet-friendly and cheerful home (from USD 127)
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.
Top guest reviews
Cleanliness:
no issues love the place clean spaciousRead more reviewsHost:
great communication with owner and manager
12. Cozy bungalow filled with great amenities (from USD 135)
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.
Top guest reviews
Cleanliness:
house was big and cleanthis property was well maintained clean and nicely furnishedthe home is clean and had most everything we needed for our stayHost:
the owner is very easy to communicate with via emailvery professional and kindwal-mart is close by in case you need anything and the owner was fantastic to work withRead more reviewsLocation:
great pool and locationthe neighborhood is peaceful and close to grocery stores and attractionsit was a nice quiet safe neighborhood and not to far from attractionsother than that it was perfect for our disney trip since it was close to the parks
13. 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.
Top guest reviews
Amenities & Room:
the pool side furniture was of good quality and the pool was very cleanbeautiful home very nice having private pool is even betterthe games room was a huge hit with my youngest sonthe beds were extremely comfortable and the neighborhood was very quietmy family really appreciated the little details the house offered as we are avid disney fansCleanliness:
it was very cleanthe beds were comfy with very clean beddingthe house was amazing super cleanthe house was great everything was comfortable and cleanwe loved the home very pleasant stay and very clean houseHost:
host was very responsive to inquiriesRead more reviewsLocation:
close proximity to eats and entertainment and the parksexcellent space very good location attentive hostsgreat location clean and quiet neighborhoodmainly residential i think very quiet with properties kept in good condition
14. 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.
Top guest reviews
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the view from the pool area is beautifulthe pool was amazing and worth the extra to have it heatedthe space was perfect and the pool and lake were the highlight of our staykids enjoyed pool we enjoyed grilling on patioit was a great place to stay with plenty of room for all of usCleanliness:
everything clean and very organizedit was clean beautiful quite and in a great locationit was very nice clean and a very nice place for kids and adultonce there we loved how clean it was we really enjoyed staying therehome was clean in a nice neighborhood great location for things to do in and around orlandoHost:
neil is a great hostRead more reviewsLocation:
close to all in central fl enjoyed our time herewe loved how close everything wasit’s really well located not too far from a walmart the outlets and disney worldthe house was in a great central location for everything we neededthe house is in a great location easy access to disney property
15. 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.
Top guest reviews
Amenities & Room:
we spent every day enjoying the pool and the views from the lanaivery nicely decorated house with wonderful pool and viewHost:
the owner and caretaker were such a pleasurethe owners thought of every detail to make our stay comfortablecheck-in was a breeze lois was a fantastic host providing all information neededRead more reviewsLocation:
the house location was greatthis home was perfectly tucked in a quiet cul-de-sac close to lots of shops and minutes from major freewaysgreat location for disney great pool clean homeorchid place is a beautiful home and a great neighborhood
16. 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.
Top guest reviews
Amenities & Room:
the pool was a ton of fun and there's a bbq grill so you have pretty much everythinghouse was nice except for the sugar ants that were in the kitchen and got into our foodCleanliness:
the house was very clean and spaciouswalked in to clean the property and lifted up the sheets and there were bugsHost:
most importantly contact info should be up to date and property owner respondRead more reviewsLocation:
it was a quiet neighborhood but close to shopping restaurants & entertainment
17. 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.
Top guest reviews
Amenities & Room:
community pools lazy river and hot tub were greatwould recommend heating the poolCleanliness:
everything was clean and modernthe house was nice and cleanthe home was clean and updated/modernthe property was well decorated generally clean and close to disneyRead more reviewsLocation:
easy check in great locationthe location was close to restaurants attractions and local storesloved the location and property was very cleanhaving previously rented larger properties in the area and having awesome experiences this place was mediocre at best
18. 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.
Top guest reviews
Amenities & Room:
please consider getting a new mattress for master bedCleanliness:
very clean and invitingwell stocked and very cleanwas happy to walk in and see how clean open and bright the home wasRead more reviewsLocation:
the neighborhood & gate staff always alert & friendly which is not often the case other places
19. 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.
Top guest reviews
Amenities & Room:
the pool was great and had a beautiful view across the lake to the tree linealso someone always responds to emails within mins and the view from the pool was greatRead more reviewsLocation:
it was in a beautiful tranquil location situated a nice distance away from the busy tourist spots
20. 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.
Top guest reviews
Cleanliness:
property was exceptionally clean and comfortablehouse was very clean and well stockedthis property was nice clean and quieteverything was very clean and in good repairremember to bring your cleaning products toilet paper garbage bags and kleenex/napkins/towels if you want to cleanHost:
property owner was prompt with responses and took care of any thing i needed right awaycommunication with the owner was easy and made planning a breezeRead more reviewsLocation:
amazing property great location and neighborhoodthe price was right location was perfect walmart restaurants theme parks all within minutesotherwise things were great great pool house and location was easy to get to all the parks
21. Charming paradise in Central Florida (from USD 146)
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.
Top guest reviews
Amenities & Room:
we appreciated the good wifi connection and smart tvs around the house as wellthe house even had cute bottles of shampoo conditioner and body wash in each bathroomwe had plenty of room to spread out and the kids enjoyed the poolthe private pool privacy fence and detached guest house were perfect for our familyCleanliness:
very clean and had everything we needed for a relaxing family vacationHost:
the host was responsive when neededwonderful stay the home is updated and has a lot of room to host a large family or twohome is beautiful and very clean the host were amazing and clear with instructions for my arrival and departureRead more reviewsLocation:
the location was great for the local attractionsi would definitely recommend this locationthe location is perfectly nestled in a quiet clean subdivision stores and restaurants are conveniently closethe neighborhood was very nice and quietclean house and close to disney world and universal studios
22. 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.
Top guest reviews
Cleanliness:
the home is very clean and very well decoratedRead more reviewsHost:
the owners are very responsive and helpful
23. 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.
Top guest reviews
Amenities & Room:
the owner just need to throw the whole inside-furniture appliances and entertainment room away and try it againCleanliness:
house was clean and lots of roomi took pictures and suggest they need to clean or hire new cleanup crew asapclean house that has plenty of room for the familythe beds where comfortable and house very spaciousHost:
everyone is super friendlyRead more reviewsLocation:
the location was close to all amusement parksbut other then that the location was great for everything
24. 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.
Top guest reviews
Amenities & Room:
we opted for the pool to be heated and the water was perfectonly suggestion would be a umbrella for pool as the pool area was mostly sunnypool was great perfect size and well lit for swimming at nightCleanliness:
the bathrooms could use some upgrades but overall was very clean and accommodated our family wellthe pool area was very nice and cleanclean lots of space plenty of cookware in the kitchen pretty much everything you needRead more reviewsLocation:
the neighborhood where the house was located is very quiet and peacefulthis was the perfect place to stay for an amazing time awayhouse was very nice in a quiet neighborhood
25. Waterfront home with pool and spa near Disney (from USD 141)
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.
Top guest reviews
Amenities & Room:
the furnishings were very comfortable and even had a plush throw on the couchwe enjoyed the pool spa and the furniture/beds were very comfortablethe living room and dining room were super niceif we had more room to pack more stuff we definitely would have cooked morethe pool was warm the hot tub was nice and relaxingCleanliness:
the house was extremely cleanit was clean with a variety of entertainment optionsthe pool and hot tub were so nice the rooms were nice and clean and very spaciousthe home was clean and well appointedthe house was very clean and communication with the owner was excellentHost:
helpful signs with instructions and directions for trash pool use laundry etc clearly displayed throughout the housethe owner bill is a pleasure to work with and responded quickly to any questions we hadgreat place to stay everything well maintained and owner easily accessible for questionsbill was so nice to work with very responsive especially when we needed himalso the neighbors were very friendly and helpfulRead more reviewsLocation:
the location is goodquiet location peaceful lake and backyardgreat vacation close to a lot nice layoutwas a great location for everything we had planned and needed to dothe neighborhood is welcoming and quiet
26. 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.
Top guest reviews
Amenities & Room:
the townhome pool was awesome 5 degrees warmer in january would have been even betterHost:
the management company was extremely helpful and accommodatingthe staff were responsive and respectfulRead more reviewsLocation:
we walked to aldi to get groceries and had a great weekend cooking and relaxingwe were there for a college tour and don't shop so we just enjoyed the lovely property
27. 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.
Top guest reviews
Amenities & Room:
pool was great we paid extra to have it heated which was totally worth itpool table and foozball table were added funCleanliness:
cleanliness was greatthe pool was pleasant clean and warmthe property is cozy and cleanthe vacation home was a clean convenient and comfortable getaway for usHost:
the property manager was friendly and accommodating when we had questionsRead more reviewsLocation:
the community is close to lots of shopping and entertainment and is very peaceful and quietupon arrival the location was very lovely and home was clean
28. 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.
Top guest reviews
Amenities & Room:
very nice patio area with good size pool and jacuzzithis is a superior house 4 double bedroom with 4 ample size bathroomsCleanliness:
everything was clean and neatits spotless and very well keptthe pool & hot spa were fantastic as well as being cleanthe place is very clean and well appointedthe house was clean and tidy and of a good sizeHost:
he was quick with email responses and very helpfuldealing with tony the owner is a pleasure and he answers questions (emails) almost instantaneousowner was greatly helpful and always available for any questions we hadvilla owners were extremely pleasant to deal withtony was responsive in answering all our questions prior to the stayRead more reviewsLocation:
the location is perfect a short distance off the 192the resort was beautiful location was very convenientthe location was excellent we only had a short drive to disney and universal studioswas great to have so many businesses close by as wellthis is a lovely spacious villa which was on a lovely gated community in a great location
29. 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.
30. Executive villa with pool and spa near Disney (from USD 154)
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.
Top guest reviews
Amenities & Room:
very spacious and comfortable we have 7 people in our groupit was well stated this prop doesn’t provide things like washcloths paper towels toilet paper dish soap etcCleanliness:
the bathrooms were clean and comfortable to useupon arrival the home was clean everything was as described in the listingit was clean close to universal and disney and had everything that we neededHost:
very responsive management companythe host was a good communicator and made sure all my issues were addressedRead more reviewsLocation:
it was a good location and all amenities were close by
31. Gorgeous home with pool within Country Creek Estates (from USD 155)
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.
Top guest reviews
Amenities & Room:
we enjoyed the pool and nice outdoor furnitureloved the warm pool where you can relax and readbeautiful home with a poolpool was great king bed was extremely comfortable i loved everything about itthe pool was nice provided our son with many hours of entertainmentCleanliness:
clean property in a nice neigjborhoodthe house was super cleani also appreciated that it smelled fresh and was very tidythe house was clean comfortable and fully stocked with everything we neededgreat rental home this home met my high cleanliness standardsHost:
owners and management company were easy to deal withthank you geoffery and karen for being such wonderful hostsowners and managers checked in on us to see if everything was goodeveryone was very friendly and helpful and provided all the necessary informationgreat communication with both the owners and property managerRead more reviewsLocation:
loved the location house and poolhouse was perfect location fabulous neighborhood perfectbut overall enjoyed the house location and the quietthe location is absolutely perfect for short commutes to all disney parksgreat house in a nice area close to activities if you want them of just relax at the house
32. 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.
Top guest reviews
Amenities & Room:
the pool was beautiful and the view pricelessall of this could be viewed from the living room couch thanks brian and amythe view of the lake is stunning and we loved the poolthings like baseboards a hair in the corner of the water closet in the en suite bathroomthe lake view is amazing and the swimming pool is good clean and heated as wellCleanliness:
very clean very nicely decoratedthe pool was sparkling clean and warmeverything was clean and so perfect for our little familythe property was very clean and comfortablevery clean very spacious beautiful homeHost:
the owners were very prompt and responsive to our needsit was a relief to have a host so responsivethe owners were great to work with and made everything very easycommunication with the owners was fast courteous and accommodatinghighly recommended property and great communication with the ownersRead more reviewsLocation:
the location was excellentit was close to everything but not in the chaos of the areaclose to restaurants shopping and short distance to amusement parksgreat location we loved the poolgreat location 15 minutes to disney 25 to universal
33. Luxurious vacation villa close to major attractions (from USD 161)
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.
Top guest reviews
Amenities & Room:
beds were sooooo comfortableCleanliness:
the house could use some updates and a deep cleanRead more reviewsLocation:
there was plenty of room for everyone (8 adults) and it was close to everything
34. 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.
Top guest reviews
Amenities & Room:
the rooms and beds were very large and comfortableCleanliness:
a ver clean and comfortable space to beit was very spacious and cleanthe home was spotlessly clean and well maintainedthe house was super clean when we arrived all the theme parks are very close to hereHost:
the host was outstanding thank you for everything mrlocal property managers were also responsivethe pool was great the house is amazing and the host juan was very accommodating highly recommendedestrada was helpful above and beyond throughout the entire processRead more reviewsLocation:
it in a great location to both disney and universal studiesplenty of room and located close to all the main attractionsthe location was convenient to all of orlando’s popular attractionsnicely situated in a quiet neighborhood--close to shopping parks and other activitiesthis was an excellent location and accommodation for our family
35. Gorgeous four-bedroom townhome in Storey Lake Resort (from USD 248)
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.
Top guest reviews
Amenities & Room:
the washer/dryer refrigerator and small appliances were nice and the kitchen well stocked with suppliesthe villa is huge with a beautiful view from pool area looking onto a lakegreat for families with a fully equipped kitchen and three full bathroomsthe beds were comfortable and the kitchen was spaceythe place was tip-top and very comfortableCleanliness:
very clean and spaciousclean and beautifulvery clean and quiet neighborhoodbeautiful house clean and comfortableit was very clean and had everything we neededHost:
thank you for being great hostsclint was ultra-responsive and ready to help with any questions or concernsexcellent communications from the hostRead more reviewsLocation:
great location and really spaciousthis place was great location is greatfantastic place and great locationgreat location close to parks and groceriesit’s just a short nice walk to the clubhouse
36. Beautiful seven-bedroom lake house (from USD 184)
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.
Top guest reviews
Amenities & Room:
plenty of room a wonderful pool and deck with a view of a beautiful lakethe sunrise from the pool looking out over the lake is beautifulkids loved the pool and the area has amazing amenities such as playground and tons of ducksloved all the different rooms - plenty of space for everyoneloved the many bathroom and game roomCleanliness:
very clean lots of spacebathrooms were clean but need a much deeper clean in the shower windowswe found this home very clean and well furnishedthe bedding was fresh & cleanvery beautiful clean and modern house to stay with friends and familyHost:
great hosts and a wonderful propertythe hosts were quick to respond and very pleasantthe owners were very responsive anytime i contacted them they answered right awayamazing property and wonderful responsive hostsusually host write you the day of just to make sure you have key pointsRead more reviewsLocation:
great location about 25 minutes drive to disney world universal studios and the airportthe location was perfect for our needsthe location is great and there is a great path to walk around the lakewould definitely recommend everything is fairly close and the house is greatthe house was beautiful with the perfect location
37. 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.
Top guest reviews
Amenities & Room:
some i gave up on but it was still awesome having tvs in every room and outsidegreat rooms entertainment w tvs all over the house including out on the pool sidewe were able to enjoy the pool and pool table during our off timethe pool was nice and warm for the kids loved this house thanks xedxb8x8aCleanliness:
the property was super clean the linen and towels smell so goodthe house was very cleanvery relaxing the place was very clean which was important to usthis house is well stocked and cleanme and my family felt like we were home the pool was clean the kids enjoy itHost:
very responsive management company to any questions we hadrenting was easy correspondace with the owner was a plus and we certainly felt like we were welcomeRead more reviewsLocation:
we love this place location and neighborhoodgreat location beautiful home and gorgeous decor we felt at home and comfortable in this property
38. 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.
Top guest reviews
Amenities & Room:
the pool was perfect - nicely heated for the little oneseasy wifi access comfortable rooms and eat instruction manual that answered all other questionsmy families stay was so much more comfortable and enjoyable because of itthis property was awesome we were 5 adults and 5 kids it was spaciuos with enough room for everyoneCleanliness:
everything was clean and very nicethe property was clean and comfortableit had plenty of space and the house was clean and well maintainedupon arrival at this villa the overall appearance was neat and cleanthe home was clean and well maintained and we did not expereience a single issue during our stayHost:
betina and annette were very helpful in the many questions i hadi had a chance to meet the owners and they ere very friendlythe owner was 100% correct and very gentlefriendly gate peopleeven the guard at the gate was very helpful in giving directions to the many different attractionsRead more reviewsLocation:
the location was great - so close to shopping and eatingvery good location close to restaurants and dinner showsall very accessible and easy to get to from the locationperfect for big family great location would recommend to everyone vacationing with 6 or more peoplealso we visited several attractions in the area all very close to the villa -- easy
39. Luxurious home in a gated community (from USD 270)
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.
Top guest reviews
Amenities & Room:
the amenities like the pool game room and the grill are what most impressed methe game room kept my kids entertained playing pool and air hockeythere was a very fierce storm with huge hailstones which dashed the screen around the poolthe kids loved the pool and the jacuzzi and the large game roomlots of space and game room and pool loved so muchCleanliness:
the house is beautiful clean and modernthe house was great clean and spaciousthe rooms were very clean and comfortablevery clean spacious and up to datepool is fun and the house was very cleanHost:
also the host was greathosts were greatand the host douglas was very helpfulawesome property with amazing hostsdouglas the host was great great response time and very considerate and helpfulRead more reviewsLocation:
location was great and quiet neighborhood close to everythingthe location is wonderfulgreat location and comfortable houselocation is great as wellalso an ideal location close to disney
Superhost
40. 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.
Top guest reviews
Read more reviewsCleanliness:
upon check in the house was clean and smelled amazing
41. 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.
42. 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.
Top guest reviews
Amenities & Room:
This property looked exactly like the picturesthe kids enjoyed the poolIt 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 bedroomIt 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 wildlifeThe only thing is I wish they would have provided a few more trash bagsCleanliness:
everything was clean and everything we neededThe villa was clean spacious and had everything we neededThe place was clean and well equippedand we were amazed with your houseHost:
the key lock box was not secure & the pool net was torn)The pool was a big hit with my girlsWe have already booked for next yearOverall the property was nice and exactly as advertisedBeautiful clean updated home Beds were super comfortableRead more reviewsLocation:
Very lovely house in a great locationI liked the quiet neighborhoodThe 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 shoppingThe neighborhood was quiet and peaceful
43. 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.
Top guest reviews
Amenities & Room:
wifi in the house is greatwe had comfortable beds and great amenitiespools were great and everyone had a great timethe pool was terrific and privatethe kids loved both the private pool and community pool with lazy river and water slidesCleanliness:
everything was clean and felt extremely sanitarygreat place very clean and spaciousthe house is beautiful clean and very spaciousit’s was super clean and homeyvery nice and clean place modern and stylishHost:
adriana was a great hostshe was very responsive and accommodatingadriana is a great hostadriana’s is an amazing hostvery good house and great hostRead more reviewsLocation:
the location was excellent and very convenientalso loved the locationgreat location beautiful house in gated communitygreat community for family vacationing shopping center really close bythe location is excellent to all the florida attractions
44. 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.
Top guest reviews
Amenities & Room:
there were marks up the walls the tiles in the bathroom weren’t completely cleanRead more reviewsHost:
amazing home and very kid friendlythe host was awesome and my family will definitely be returning back
45. Spacious home away from home
If you’re looking for Kissimmee vacation home rentals with a private pool and a convenient location, then this property might interest you. This large three-bedroom home in Kissimmee is just an eight minutes’ drive from the Walt Disney World Resort area. The air-conditioned house offers all the necessary amenities. There are comfortable hardwood-floor living, dining, and kitchen spaces. All the bedrooms have flat-screen televisions and huge walk-in closets where you can store all the new clothes you buy at the Florida malls. After a day out, you can relax in the fully fenced garden area with a solar-heated pool and spa. There are lounge chairs by the glistening pool where you can stretch out and get a glorious tan.
Top guest reviews
Amenities & Room:
Everything you could possibly need provided The pool was larger than we expected and lovely and warmThe house is very comfortable with a fantastic pool kitchen equipped with everything you may need during your stay luxurious beds wifi and 1000s of TV channelsLovely villa well furnished fantastic pool plenty of poolside furniture everything as I expected it to be Will be backThe villa is so comfortable you instantly feel at homeVery relaxing time with many hours spent by the pool couldn't have asked for anything betterCleanliness:
It's lovely clean and spacious with a great poolwe were so pleasantly surprised at how spacious and inviting the home lookedHost:
Warm and welcoming felt at home straight awayWe had a small issue with the stove during our stay and he sent an electrician out that same day to look into itPool is cleaned and maintained by a professional company once a week Mike is an awesome person to work with with any questions or concerns that you might haveit was replaced with a brand new ceramic top stove within a week The Hunter family who take care of the home are simply the bestThis beautiful home was very comfortable and enjoyable for our familyRead more reviewsLocation:
location is brill queit area but near to amenitiesGreat location Quiet neighbourhood and easy access to all amenities and attractions Maintained and spaciousThird visit to this villa just booked the 4th visit great location to the Disney parksNo problems Loved it all weekthat is an indication of the popularity of this property
46. Modest home with a screened-in pool
One of the most affordable places a family or group of up to eight people can rent is this Indian Point home with four bedrooms. The furniture and decor are modest while still exuding luxury and comfort. The living area is equipped with entertainment facilities like the television and DVD player, while the kitchen is fully functional. Free access to Wi-Fi is available at the property as well. The Disney theme park is a short drive from this modest home.
Top guest reviews
Amenities & Room:
screen in pool deck was nice kept bugs mosquitoes and flies awayCleanliness:
it was great and clean will stay there againcleaning company could use some coaching but house itself spacious and comfortableleft it all there for the next person & cleaned it better than when we arrivedwe had to clean the place & we found stuff from previous guestsit was a relaxing time but would have enjoyed not buying so many cleaning supplies & bug stuffHost:
owners were super responsive to my questions/issueshad a small issue and the owners contacted maintenance getting it taken care of the next morningproperty was amazing will stay again owners are absolutely the bestRead more reviewsLocation:
the house was in a great location close to everythinggreat time for a quiet break long neededwe were happy to have booked this locationpool was great break after long day at the parksclose to parks great master suite awesome house for kids and nice pool and patio area
47. Well-appointed home with easy access to theme parks
Suitable for large families or groups of friends on a vacation in Florida, this eight-bedroom, six-bathroom home can accommodate up to 18 guests. It has a very luxurious interior consisting of a well-appointed living area, a large dining area, a full kitchen, a game room, lavish bedrooms and elegant bathrooms. A gorgeous private pool, a spa, and an outdoor deck with seating are available too. Guests even have access to the resort’s facilities like a massive swimming pool, a clubhouse, and a kids’ play area. Many of Orlando’s famous theme parks are a short drive away from this property.
Top guest reviews
Amenities & Room:
well appointed; comfortable amenitiesthe home is great air conditioned game room pool an amazing supply of pool toysCleanliness:
the house was very clean and spaciousthe pool at the house was impeccably clean and warmit’s a beautiful home and very cleanwonderful property well kept and cleanbeds were comfy and bathrooms cleanRead more reviewsLocation:
great location for large group to enjoy all attractions in the areagreat location close to attractions yet had a feel of being away from the crowdslarge rooms and we would definitely come back you are 20-25 min from parks but drive is easy
48. 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.
Top guest reviews
Amenities & Room:
great interior and fun for the kids with an air hockey and billiard tablenice to have a comfortable place closed off from the mayhem of the tourist areasthe game room in the garage was perfect for rainy florida daysCleanliness:
house was clean and goodthe dishwasher is not working well so we had to clean the dishes by handgreat house really clean really quite neighborhood had a great timebe sure to not forget to bring cleaning stuff alsothe house looks good and is clean but didn't make for a good relaxing vacation spotHost:
host is excellent communication was on point with any concernsRead more reviewsLocation:
amazing house amazing location just all around amazingwe had a wonderful stay at this locationthe home is also located at a very great locationwill definitely be booking this place for future tripshome highly recommended very well located everything perfect
49. Cozy pet-friendly waterfront home
This clean and comfortable house can accommodate up to seven guests. You can drive to Disney World within 15 minutes, Seaworld within 20 minutes, and Legoland within 40 minutes. There are all the necessary amenities to make your stay comfortable: two lounge areas, a large fully-equipped kitchen with a dining area, outdoor dining on the lanai, an outdoor grill, games room, and free Wifi. What makes it one of the most beautiful Kissimmee home rentals with a private pool is the south-facing, private, screened pool and hot tub overlooking a scenic pond.
Top guest reviews
Amenities & Room:
There was plenty of spaceEach of the 2 baths only had one partial roll of toilet paper that ran out quickly No paper towels in kitchenThe weather was kinda touch n goWe enjoyed playing on the pool table inside the garage / recreation room in the eveningsThe kitchen and living spaces are enormous and more than enough for most familiesCleanliness:
It was clean and nicely locatedThe house was clean with anything you can need Pool clean and comfortable overall great placehowever the beds were both very comfortableWell designed clean house in a quiet neighborhood with plenty of space in most roomsand I mean tiny) bar of soap in both bathsHost:
Marion was also great about responding quickly to any questionsWe all four loved the pool especially our girlsThere is an elongated wetland / pond about 100' away with an abundance of tweety birds and waterfowl all aroundMy kids really loved the good sized poolit was a wonderful experience and the owner was always available if I need any questions answered Thank you againRead more reviewsLocation:
Regardless of the supplies issueThe neighborhood was quiet and close to Disney WorldThe location was easy to find and not too far from restaurants and fun in Orlando FloridaNeighbours were wonderful Not far from WalmartThis house is centrally located in a quiet neighbourhood
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
1. Which Kissimee vacation rentals with a private pool have nice views?
This beautiful seven-bedroom lake house, this luxurious home in a gated community, and this chic home with resort clubhouse access are the vacation home rentals with a private pool in Kissimmee that have nice views.
2. Which Kissimee vacation rentals with a private pool are good for families?
Make your family trip to Kissimmee more memorable by staying at any of these vacation rentals with a private pool that are most suitable for you: a modest home with a screened-in pool, a single-story Lake Berkley home, and a luxurious lakefront family villa.
3. Which Kissimmee vacation rentals with a private pool have a gym?
This chic home with resort clubhouse access and this beautiful seven-bedroom lake house are the vacation home rentals in Kissimmee that offer gym access to guests.
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