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10 Vacation Rentals With Private Pools In Kissimmee, Florida - Updated 2020

kissimmee vacation rentals with private pool

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. Do these attractions make you want to visit Kissimmee this year? Here is a list of affordable Kissimmee, Florida vacation rentals with a private pool for your dream holiday.

1. Spacious home away from home (from USD 108)

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.

32 reviews
bungalow 6 Guests 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
Everything you could possibly need provided The pool was larger than we expected and lovely and warm
The 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 channels
Lovely villa well furnished fantastic pool plenty of poolside furniture everything as I expected it to be Will be back
The villa is so comfortable you instantly feel at home
Very relaxing time with many hours spent by the pool couldn't have asked for anything better
It's lovely clean and spacious with a great pool
we were so pleasantly surprised at how spacious and inviting the home looked
Warm and welcoming felt at home straight away
We had a small issue with the stove during our stay and he sent an electrician out that same day to look into it
Pool 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 have
it was replaced with a brand new ceramic top stove within a week The Hunter family who take care of the home are simply the best
This beautiful home was very comfortable and enjoyable for our family
location is brill queit area but near to amenities
Great location Quiet neighbourhood and easy access to all amenities and attractions Maintained and spacious
Third visit to this villa just booked the 4th visit great location to the Disney parks
No problems Loved it all week
that is an indication of the popularity of this property
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2. Luxurious lakefront family villa (from USD 59)

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.

Exquisite Destination. Disney Vacation Homes. Central to All Major Attraction
78 reviews
House 11 Guests 5 Bedrooms 5 Bathrooms
Top guest reviews
Amenities & Room:
and it was plenty of space
sat down and our vacation began The house is beautiful There are flat screen TV's on the wall in each bedroom in the computer room in the main living room in the game room (garage) and even outs...
Plenty of room to spread out
There were plenty of towels and extra bedsheets for our use
There was 3 cases of water a case of mixed soda and a beautiful fruit and cheese tray in the fridge
Everything was extremely clean and well organized
The house is beautiful and had absolutely everything we needed
Everything just look like in the picture
Juliann was a wonderful host
That huge box of chips lasted us all week long
I contacted the property manager several times with questions and they got back to me very quickly
The pool was a wonderful hit with our whole family
We have a large family and the house left us with tons of room
Really enjoyed the great location and easy access to all the Disney Parks
We were only a 20 minute drive from Disney parks and a couple hours away from the beach
that was a bummer after a day at the parks but by the next day the pool was back to normal
I want a house like this Nothings else to say
Thank you also for the snacks
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3. Centrally located six-bedroom holiday villa

This holiday home, located in Aviana Resort, is within a 20 minutes’ drive from Disney World and close to all other major tourist spots in Orlando. The spacious six-bedroom home comes with all the amenities needed for a comfortable stay. You get to enjoy Aviana Resort facilities as well: a stylish clubhouse, a picnic area, a sand volleyball court, beach access, and a children’s playground. There is also a huge resort-style pool with screens for privacy. You can avail pool heat at an additional cost.

Beautiful 6 Bed Gated Pool Home At Aviana Resort
24 reviews
House 12 Guests 6 Bedrooms 5 Bathrooms

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4. Deluxe pool home (from USD 145)

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.

Luxury Lakefront Pool Home - Only 15 Minutes to Disney World
38 reviews
House 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
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
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
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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5. Cozy pet-friendly waterfront home (from USD 99)

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. The most beautiful place in the house is the south-facing private-screened pool and jacuzzi overlooking a scenic pond.

Pet Friendly 3 Bedroom/2 Bath Home,Games Room, Private Pool & Spa.
50 reviews
House 7 Guests 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
There was plenty of space
Each of the 2 baths only had one partial roll of toilet paper that ran out quickly No paper towels in kitchen
The weather was kinda touch n go
We enjoyed playing on the pool table inside the garage / recreation room in the evenings
The kitchen and living spaces are enormous and more than enough for most families
It was clean and nicely located
The house was clean with anything you can need Pool clean and comfortable overall great place
however the beds were both very comfortable
Well designed clean house in a quiet neighborhood with plenty of space in most rooms
and I mean tiny) bar of soap in both baths
Marion was also great about responding quickly to any questions
We all four loved the pool especially our girls
There is an elongated wetland / pond about 100' away with an abundance of tweety birds and waterfowl all around
My kids really loved the good sized pool
it was a wonderful experience and the owner was always available if I need any questions answered Thank you again
Regardless of the supplies issue
The neighborhood was quiet and close to Disney World
The location was easy to find and not too far from restaurants and fun in Orlando Florida
Neighbours were wonderful Not far from Walmart
This house is centrally located in a quiet neighbourhood
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6. Beautiful seven-bedroom lake house (from USD 162)

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. You also have a private pool and spa with heating.

The Lake House! 7Br 4.5ba with private pool!
Kissimmee, Florida, United States
187 reviews
Entire house 10 Beds 7 Bedrooms 4 Bathrooms
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
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
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
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
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7. Unforgettable vacation home near Disney World (from USD 269)

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.

Luxury near Disney - Pool Home
Kissimmee, Florida, United States
143 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
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
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
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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8. Gorgeous four-bedroom townhome in Storey Lake Resort (from USD 155)

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.

Minutes To Disney, Private Pool, Amenities,PEQ3141
Kissimmee, Florida, United States
45 reviews
Entire house 6 Beds 4 Bedrooms 3 Bathrooms
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
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
thank you for being great hosts
clint was ultra-responsive and ready to help with any questions or concerns
excellent communications from the host
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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9. Comfortable three-bedroom house with a pool

Stay in this luxurious three-bedroom villa with a large family room that opens into a patio with a pool, a lounge room, dining room, and a well-equipped kitchen with a breakfast bar. Relax in the en-suite master bedroom that comes with a jacuzzi. The beautiful house pool, screened for privacy and equipped with loungers, a table, and chairs, is perfect for some family fun. There are ample parking spaces and a sprawling lawn that opens into a wooded area.

Luxury 3 bedroom villa with private pool
2701 shortleaf court
villa 6 Guests 3 Bedrooms 3 Bathrooms

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10. Great vacation home near Disney World

You are going to love this four-bedroom home on Indian Ridge within a few minutes drive from Disney World. As the house is professionally managed, you’ll have 24 hours guest service. There are all the necessities here, like a fully equipped kitchen, a game room, laundry facilities, parking, air conditioning, and much more. In addition, the house has a beautiful private pool where you can relax and have fun.

1539 Indian Oaks Trail
2 reviews
House 8 Guests 4 Bedrooms 2 Bathrooms

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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.

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Seema Misra is an artist and writer. She has over nine years of experience in various writing fields including instructional design, editing, technical writing, business writing, travel writing,...Read more

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