10 Best Airbnbs With Pool In Kissimmee, Florida - Updated 2023


Located in Central Florida, Kissimmee is quite a popular home base for those who want to explore Orlando’s many theme parks and attractions. Kissimmee is situated just 22 mi (35 km) from Orlando and around 12 mi (19 km) from Walt Disney World Resort. Just close by are Universal Orlando Resort, SeaWorld Orlando, LEGOLAND Florida Resort, and Fun Spot America. Outdoor lovers will find plenty of adventures while staying in Kissimmee. Lake Tohopekaliga lies a short drive away and provides a wide range of water sports worth trying. Paddling Center at Shingle Creek and Kissimmee Lakefront Park are other fantastic places within the city that visitors can check out. For shopping and dining, the entertainment districts of Old Town and Disney Springs are great stops. Planning a trip and wondering where to stay? Read on for a curated list of the best Airbnbs with pool in Kissimmee, Florida.

1. Five-bedroom house for large group

This house is located within a gated community and in front of a lake. It offers five bedrooms that can together host up to ten guests. Additionally, the house offers a large open-concept common area with a living room, a fully stocked kitchen, and a formal dining table. A game room provided with PS4 and Wii is also available.

The enclosed patio overlooks the lake and features a pool with a large deck. This part of the property also comes with outside dining facilities and lounge chairs. The rental fee includes access to community facilities, such as the fitness centre and resort swimming pool.

Family House 5 bedrooms/5 bath POOL-LAKE VIEW
Kissimmee, Florida, United States
154 reviews Superhost  Wifi Available
ENTIRE HOME 7 Beds 10 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
beautiful house nice pool & great grill
kids loved the swimming pool would definitely stay again
warm pool perfect size house
house was very clean and neat
great place nice and clean
clean and very nice you will love
great house clean and great location
the house was super clean modern and bed super comfortable
pascal was a wonderful host
pascal was a great host very attentive
host is easy to talk to
pascal is a wonderful host very quick to answer any and all questions
perfect getaway pascal is a great host
beautiful home and great location close to everything
great place to stay close to all highways
the location was in close proximity to the amusement parks we visited
fantastic house - loved the pool and the location right by a walking trail
loved the walking path behind the house
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2. Welcoming townhouse with patio

This two-level townhouse is a great option for up to nine guests. The house includes four bedrooms, a spacious open-concept living area, and a well-equipped kitchen. The living room on the ground floor leads to a patio that comes with a splash pool, a barbeque station, and lounge chairs. Guests can enjoy pool heating and access to the barbeque equipment for an additional fee.

WiFi is also available for those who need to stay connected online.

1204 Gorgeous Home Awesome Location Near Disney
Kissimmee, Florida, United States
166 reviews Superhost  Wifi Available
Entire townhouse 6 Beds 9 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 9

Top guest reviews
Amenities & Room:
the fan in the bathroom was not working either
the house comfortably fit my entire family and we really enjoyed the grill and pool
it was decorated nice and my children loved the heated pool
after a long a day of walking it was comforting to jump into a well-maintained and heated pool
very clean & cozy
place is clean snd new
great place clean & spacious
super clean house diego was also very communicative during the whole process
the place is spotless and very well decorated
very fast responses very helpful
he’s truly a great host
thanks diego for being a great host
diego was a wonderful host
had a great time diego was the perfect host
a great place and location
diego’s place is literally perfect and everything is close by
everyone loved the place and the location is really good
the location was very convenient and the house was beyond amazing
great location easy access to parks restaurants and bars
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3. Attractive villa with spa

With its modern-style interiors and top-end amenities, this house located inside a gated community offers a plush setting. It provides four bedrooms and can host up to nine guests. Other features of the house include a living room and a fully equipped kitchen.

The rental provides a private 30 ft (9 m) by 12 ft (3.6 m) pool with a deck and a covered lanai set up with dining facilities. The pool area also comes with a jetted spa that can hold up to eight persons. Pool heating is provided at an additional charge per day. Additionally, the house is around 9 mi (14.5 km) from Walt Disney World and Universal Studios.

Private Heated Pool w/ View! Soothing Tranquility!
Kissimmee, Florida, United States
106 reviews Superhost  Wifi Available
ENTIRE HOME 6 Beds 9 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 9

Top guest reviews
Amenities & Room:
the pool overlooking a huge oak tree and a lake
lovely house very spacious loved the pool very comfortable would rent again
great pool with a simple house and a bunch of bedrooms
very clean and up to date
the house is wonderful and very clean and spacious
very nice and clean house
the villa was clean spacious and relaxing
the house is stylish and clean
the host is kind and very responsive
eric was a great host
awesome host and great spot to stay
we went for a family vacation and eric was such a great host
he was responsive and very thorough
the location is ideal to attraction parks and dining/shopping
great place and definitely a convenient location
very clean great location walmart is only 4 min away
a great place to stay very nice and perfect distance from disney world and universal studios
you can't go wrong with this house perfect place to stay
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4. Modern house with access to gym

This newly built house exudes a sleek, contemporary vibe with elegant furnishings in pleasing neutral colours. It offers four bedrooms that can host up to ten guests. Spread over two levels, the house provides an open-plan living area that includes a full kitchen and a dining table. Meanwhile, the upper level features bedrooms.

At the rear of the house, a private pool with a small deck is available. Heating for the pool and barbeque equipment can be arranged for extra fees. An attached garage is an added convenience. Additionally, guests can access shared facilities, such as a gym.

4420 - Le Reve · 20LR New house! 4 bedroom , Excellent location
Kissimmee, Florida, United States
127 reviews Superhost  Wifi Available
ENTIRE HOME 5 Beds 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
amazing space super comfortable and relaxing
the pool was just perfect for my 5 and 1 year old
the pool was great for my 2 and 6 years old
everything was very clean and well sanitized
safe clean and spacious
the condo is very clean and looks exactly like pictures
was a great stay and very clean
when staying somewhere other than my house my number one priority is cleanliness and the house was clean
gustavo was a very nice host
gustavo was a great host
gustavo was a great host
gustavo was a great host he was quick with anything i needed a response too
gustavo is a great host
the location was perfect
amazing house and great location
great location; walking distance to wal-mart and wawa
beautiful home convenient location in a nice quiet community
it was a pretty central location in kissimmee too everything was perfect
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5. Neat property close to shopping centre (from USD 175)

This house is located within a gated community, guaranteeing you are safe and secure. The house provides four bedrooms, an open-plan living area that includes a full kitchen, and a game room. At the back, a private pool with a small deck is available. Heating for the pool is available on request and for an extra charge.

Guests can enjoy community facilities, such as the clubhouse, outdoor resort-style pool, and gym. In terms of location, the community is within minutes of The Loop, a shopping centre in the city.

Beautiful, Private Pool, BBC, Security,Near Disney
Kissimmee, Florida, United States
40 reviews  Wifi Available
ENTIRE HOME 6 Beds 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
house was clean and organize when we arrived
pool was clean and ready to jump in
the house is as advertised super clean and easy access to the parks
best location and the host is very good
it’s in a great location convenient to lots of shopping and isn’t far from walt disney world
would definitely book again close to disney and universal
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6. Upscale abode for 15 people

Expansive and beautifully appointed, this house provides six bedrooms that can host up to fifteen guests, making it ideal for large groups. The house incorporates a spacious common area that includes a trendy living room, a full kitchen that features a large island counter, and a formal dining area. Additional amenities include a movie theatre and a game room.

Guests can enjoy a sprawling back patio at the rear of the house that offers a private pool and a hot tub. The adjoining deck provides lounge chairs and alfresco dining facilities. Heating for the pool and the spa can be arranged separately with payment of extra charges.

1858 - Stunning Home 6 Ensuites Close to Disney
Kissimmee, Florida, United States
91 reviews Superhost  Wifi Available
ENTIRE HOME 10 Beds 15 Guests 6 Bedrooms 6 Bathrooms

Accommodates: 15

Top guest reviews
Amenities & Room:
all of the rooms were a good size and we had plenty of space to spread out
it was fun looking in every room for all the details
the laundry room was a nice size & the washer and dryer were kept in good shape
this house is amazing there’s so much room to spread out
it's huge and clean and so stylish
overall the entire place was clean and had plenty of tvs
his place is clean well designed and spacious
super clean and has any amenity you might need
everything is close by very beautiful home for huge family like mine very clean and organized home
amazing property and amazing host
the host is very kind and responds very quickly
beautiful home and wonderful host
excellent place wonderful hosts and definitely recommend
diego was an amazing host
wonderful house close to disney
the location was great also
perfect location to disney universal shops and restaurants
great place to stay for an orlando vacation
easy drive to all the parks and quick to get to the grocery store
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7. Cheerful and inviting accommodation (from USD 186)

Featuring bright decor, this stylish two-level home offers five bedrooms that can sleep up to ten guests. The ground level features an open-plan living area that encompasses a sitting area, a full kitchen, and a dedicated dining space. The upper level is where you will find the bedrooms.

A pool surrounded by lounge furniture is available. The house is located within a quiet residential community that is around 20 minutes from Orlando’s major attractions.

Elegant and spacious house for you vacations.
Kissimmee, Florida, United States
58 reviews  Wifi Available
ENTIRE HOME 7 Beds 10 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 10

Top guest reviews
the house is extremely clean and the pool in the back was an amazing feature
gorgeous home to stay in super clean and spacious
super modern spotless convenient and worth every single dollar we spent
jaime is very responsive and active what a great host thank you again we loved it
location was great with grocery and conveniences stores everywhere
this place is a perfect location
close enough from the parks and in a quiet and nice neighborhood
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8. Spacious townhouse with WiFi (from USD 132)

This townhouse is located inside the gated community of Storey Lake Resort and can accommodate up to 10 persons. It offers four bedrooms, an open-plan living area, and a fully stocked kitchen. The house provides a back patio that features a pool and a deck with lounge chairs. Heating the pool is an additional service that attracts an additional charge. WiFi is available, as well.

As a part of the rental fee, guests are free to access the clubhouse that offers a swimming pool with a lazy river and splash pad. Other common facilities guests can use include a fitness centre and sports facilities.

4 Bedrooms villa - Storey Lake
Kissimmee, Florida, United States
55 reviews  Wifi Available
Entire townhouse 6 Beds 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
be prepared to buy a few household items like garbage bags toilet tissue hand soap and dish soap
the kitchen is fully stocked and well appointed
the bathrooms were clean the beds were clean towels were clean
it was super clean and spacious
place was very clean
the house was extremely clean (a strong cleaning chemical smell overpowered us upon arrival but dissipated quickly
very clean beautiful set up overall a great place
i contacted the host twice during my stay and they were amazing
the kind size bed on main level has a very cozy bed super soft mattress
place was great located near pleanty of shopping centers restaurants and close to all the major amusement parks
family fun resort comfortable accommodations location is excellent
close to stores restaurants and the many orlando attractions
the location is fantastic and accessing the house in this gated community couldn't be easier
the location is awesome only about 20 mins to disney
Read more reviews

9. Four-bedroom home with laundry facilities

Set within the gated community of Bella Vida Resort, this property offers a tasteful setting with a private pool. Inside, you will find a graceful open-plan living area that overlooks a garden and features a sitting area, a full kitchen with a dining counter, and a dining section. If you want to have your pool heated, there will be an additional fee per day. If you are planning a long-term stay, a washer and a dryer are available.

Guests are free to make use of the common facilities inside the community, including a picnic area and clubhouse.

820 Beautiful home with pool at Bella Vida Resorts
26 reviews  Wifi Available
ENTIRE HOME 4 Beds 12 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 12

Top guest reviews
very clean and excellent stay
this place was amazing very clean and stylish
very clean and house owner is very responsive and helpful
very beautiful house in a perfect location near disney great for big groups
within minutes of shops grocery stores mall and attractions
danielle was super accommodating the house is in a great location
Read more reviews

10. Two-level home with kitchen

With five bedrooms, this two-level house can host up to thirteen guests. The property’s open living room feels expansive and bright thanks to its high ceiling and multiple windows. Aside from a large living room, this house has a modern kitchen with a breakfast counter and a separate dining section.

The rear of the house boasts a pool with a deck fitted out with patio furniture and barbeque equipment. The heating of the pool and use of the barbeque equipment attracts additional fees.

Charming home with private pool near Disney
Kissimmee, Florida, United States
58 reviews  Wifi Available
Entire residential home 7 Beds 13 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 13

Top guest reviews
Amenities & Room:
wish we would have had time to check out the amenities at the new community pool area
kids too enjoyed great in the multiple pools
spacious and plenty of room for our 7-adult party
lots of good room for the visitors
the rooms were gorgeous
clean comfortable and stylish
amazing house very clean and beautiful
beautiful home house was clean
rental was clean and spacious just as described
very spacious and clean
vhc was very responsive and helpful before and during our stay
beautiful spacious home with great communication from the host
the location was good
location is great close to shops and restaurants
perfect location to disney shopping and restaurants
fabulous location spacious and comfortable
good luck if you choose this place
Read more reviews

Relax and unwind during your trip

This article provides a list of wonderful rentals that offer access to pools, which will make your trip even more fun. Find the perfect option for your needs from these best Airbnbs with pool in Kissimmee, Florida.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Writing and travelling both bring joy to Sowmya's life. Her favourite destination so far is Bhutan. A land of incredible beauty! And her favourite style of travelling is solo backpacking!...Read more

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