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House vacation rentals in Kissimmee

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Popular amenities for Kissimmee house rentals

House rentals with a pool

Guest favorite
A glistening pool is surrounded by a well-kept patio area, featuring a pergola and several lounge chairs. Lush palm trees stand nearby, offering a tropical feel. Sunlight reflects off the water, creating a bright and inviting atmosphere.
Home in Kissimmee
4.91 out of 5 average rating, 46 reviews

Luxury Poolside Escape w/ Pergola & Spacious Yard

PollakRating, 5 stars2 months ago
I had an incredible experience at this Airbnb! The place was clean, cozy, and had everything I needed. The location was perfect, and my host was super friendly and helpful. I loved the outdoor space for relaxing. I can’t wait to go back for another amazing stay! Highly recommend!
Guest favorite
Home in Davenport
4.91 out of 5 average rating, 124 reviews

The Shire -Private Pool & Hot Tub, Close to parks!

JenniferRating, 5 stars2 months ago
This home has such a great layout. Monica was a wonderful and attentive host. This location is close to everything Orlando has to offer. The pool and hot tub were lovely. This home looked even better in person. The beds and pillows were so comfortable. We cannot wait to come back.
Superhost
A large, inviting pool glistens under the sun, surrounded by a spacious patio and palm trees. A stylish, shaded cabana is positioned nearby, offering a retreat for relaxation. The pool area is enclosed and features a clean white fence, enhancing the tranquil outdoor atmosphere.
Home in Orlando
4.87 out of 5 average rating, 189 reviews

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

VivianRating, 5 stars1 week ago
Absolutely perfect! We were in town for a conference and the hotel our company booked was a dump. I was able to book this perfect gem and so glad I did! The home is spotless, has tons of amenities (the back yard is amazing!) and was close to everything we had to attend. Easy access to main roads and TOTALLY quiet at night. Easy to get takeout and groceries delivered and easy for uber drivers to find. The hot water is on point as well! Thanks so much for having us. Highly recommend this lovely home! V
Superhost
A serene pool area is surrounded by a screened enclosure, illuminated by soft string lights. A bright yellow ball floats on the water's surface, reflecting a tranquil atmosphere. Lush greenery and a cozy seating arrangement enhance the inviting outdoor space.
Home in Davenport
4.85 out of 5 average rating, 20 reviews

Beautiful stylish Home in Davenport

JodiRating, 5 stars1 month ago
We came here to celebrate my son's 16th birthday with two of his friends. He was really wanting to swim (in January) so I was on the search for a house with a heated pool that could accommodate all of us. The check in instructions were excellent and we really loved the home. The boys spent alot of time at the pool, hot tub, and in the garage playing pool and other games. I loved the fireplace. It was a beautiful home in a great location close to many restaurants and not far from theme parks and such. The only cons are that there were barely any forks or teaspoons to use, but we really didn't need them since we mostly had fast food. Also, remember to bring your own bars of soap. I guess I'm just used to other places having some for the guests. Not big issues but I figured it was worth mentioning so you can be prepared.
Guest favorite
A private, screened-in pool area is visible, featuring a clear blue pool and an attached hot tub. Several lounge chairs are arranged along the poolside, and a shaded umbrella stands nearby, providing a relaxing outdoor space.
Home in Clermont
4.92 out of 5 average rating, 144 reviews

Stylish Villa Private Pool-SPA Near Parks Disney!

TyreseRating, 5 stars1 month ago
Guillermo was an amazing host with a beautiful location. 10/10 would visit again.
Guest favorite
A screened-in outdoor area features a private pool surrounded by comfortable lounge chairs and a shaded dining set. Bright sunlight enhances the inviting atmosphere, while the house’s exterior is visible in the background, showcasing large windows and a warm color palette.
Home in Davenport
4.95 out of 5 average rating, 19 reviews

Carrera retreat

RebeccaRating, 5 stars1 week ago
Really clean and comfortable home. The pool and amenities are as listed. The host was so responsive and helpful.
Superhost
The pool area features a spacious swimming pool and a spa, both enclosed by a screened-in patio. Comfortable lounge chairs are positioned around the pool, with a table and chairs visible nearby. Natural light filters through clouds above, enhancing the inviting setting.
Home in Davenport
4.81 out of 5 average rating, 177 reviews

4BR-2KingMasters-Private Pool-Spa*-Fully Remodeled

PaulRating, 5 stars2 weeks ago
We were very satisfied with our stay. We were here for 1 month in January. Tatyana was always very responsive and considerate. One night the smoke alarms went off for some reason. The fire department was called and they suspected that the system was too old. Tatyana immediately had a handyman come in the next day and replace them all. Anyone’s house may need some minor maintenance from time to time. Tatyana has a regular routine of maintenance that she adheres to strictly. We felt very much at home. The property was clean. The provisions were more than adequate. Thank you Tatyana!
Guest favorite
A single-story home features a pale yellow exterior with arched windows and a decorative front entry. Lush green landscaping surrounds the property, and a driveway leads to a two-car garage. The neighborhood boasts a sunny sky with scattered clouds.
Home in Clermont
4.92 out of 5 average rating, 37 reviews

Lake Vista Getaway

MichaelRating, 5 stars2 weeks ago
This house was very comfortable and conveniently located near shopping, restaurants, multiple smaller cities, and Disney, etc theme parks.

House rentals with a hot tub

Guest favorite
A resort area is depicted with a large swimming pool surrounded by palm trees. The two-story building features numerous windows and outdoor seating, creating an inviting space. Soft evening light reflects on the water's surface, enhancing the tranquil atmosphere.
Home in Kissimmee
4.86 out of 5 average rating, 101 reviews

Resort TH 2b/2.5b With Private Hot Tub near Disney

JaneRating, 5 stars2 weeks ago
Exactly as described. Exactly as pictured! Really nice place to get away. Loved having laundry on site, multiple beds to accommodate a larger family. Really nice!
Guest favorite
Home in Kissimmee
4.87 out of 5 average rating, 195 reviews

7BR Stunning Resort by Disney-Private Pool+Hot Tub

WendiRating, 5 stars1 week ago
7 of us employees stayed in Kissimmee for a trade show that was at the convention center this year. We all had our own private space with bathrooms. It was a very nice place to stay. Each of us were very busy getting ready for the show but had time to enjoy the pool and hot tub at night. I would recommend the house for a work trip or for family vacation anytime.
Guest favorite
An entryway is presented with a clean, white palette and warm lighting. Framed artwork is mounted on the wall, and a round mirror is positioned above a small white console. A patterned rug lies on the tile floor, leading towards a front door with glass panes.
Home in CHAMPIONS GT
4.92 out of 5 average rating, 26 reviews

Modern 3-Bed Townhouse with Game Room & Hot Tub

CarlosRating, 5 stars1 week ago
The entire stay was as pleasant as could be expected. House was very clean and comfortable. Would definitely stay here again.
Guest favorite
Home in Kissimmee
4.95 out of 5 average rating, 58 reviews

Reunion Resort pool home with hot tub / 4 bedrooms

KarenRating, 5 stars10 months ago
Wonderful location, walkable to hotel, walkable to pools and restaurants. Very clean and comfortable!!!
Superhost
A private hot tub is shown on a patio, with clear water inviting relaxation. It is surrounded by a screened enclosure, with grass visible in the background. A table and chairs are positioned nearby, providing a comfortable spot to enjoy the outdoor space.
Home in Kissimmee
4.76 out of 5 average rating, 29 reviews

Minutes from Disney 3BR 2.5BA Townhome w. Hot-Tub

NicolasRating, 5 stars1 month ago
What can I say. It was everything I expected. During our stay my family who was travelling with me had nothing but nice things to say about the location. We had one minor problem but Monique quickly took care of it without issue.
Guest favorite
A large, stand-alone hot tub is situated within a screened enclosure, surrounded by lush greenery. The hot tub features a textured exterior and steps for easy access, offering a serene space for relaxation. The sky above displays soft pastel colors at sunset.
Home in Kissimmee
4.96 out of 5 average rating, 134 reviews

Disney home w/ Pool, Hot Tub & 2 King En-Suites ❤️

MatthewRating, 5 stars1 week ago
Jeremy is a great host and this property is a great stay if you are looking to spend time in Orlando. The house is clean and the neighbourhood feels private and safe.
Guest favorite
Home in Davenport
4.83 out of 5 average rating, 6 reviews

Acres View 5bed/4bath near Disney. Own Pool & Spa!

LorrieRating, 5 stars1 week ago
Very comfy home with lots of pillows, places to hang out and much room everywhere. The pool and spa were super nice with a beautiful view. Julie was a super attentive host making sure all was ok.
Superhost
An open-concept living and dining area features a spacious kitchen with modern appliances and sleek countertops. A large dining table is surrounded by high-backed chairs, while a comfortable sectional sofa provides ample seating, accented by colorful throw pillows.
Home in Kissimmee
4.88 out of 5 average rating, 43 reviews

Disney World Home, HOT TUB with Resort Amenities

ChrisRating, 5 stars3 weeks ago
We had a great stay. The townhouse was clean, well stocked and the resort was perfect for our 8 year old.

House rentals with free parking

Guest favorite
Home in Orlando
4.93 out of 5 average rating, 15 reviews

Universal private room!

JustinRating, 5 stars1 day ago
My son and I stayed 5 nights at Tavo’s Airbnb and enjoyed our stay very much! The room is exactly as it is listed in the photos and was the cleanest room I’ve ever stayed in. It’s basically set up like a hotel room with a microwave and mini fridge. It was perfect for us. We were basically only there to sleep since we were at the theme parks all day every day. The room was very nice and cozy. The beds are comfortable with plenty of pillows. My son and I slept great every night. The shower was big with great water pressure and plenty of hot water. There is no tub, but that was not an issue for us at all. Even though the room is part of Tavo’s house, it was always quiet and private. We never saw or spoke to Tavo, but he was proactive with providing easy check in instructions along with pictures showing exactly where the entry door is for the room. It’s very well lit up at night. There is one parking spot on the driveway for guests. We would definitely stay here again. Highly recommend!
Guest favorite
Home in Thornton Park
4.9 out of 5 average rating, 125 reviews

Stylish Duplex walkTO Lake Eola Orlando. Sleeps 8

KellyRating, 5 stars1 week ago
Beautiful house in a great location. Check in was easy and everything was described
Guest favorite
A welcoming two-story home is presented with a landscaped front yard, featuring palm trees and vibrant greenery. The driveway, paved with bricks, leads to a garage door with multiple panels, while windows above add to the home’s inviting appearance.
Home in Kissimmee
4.85 out of 5 average rating, 40 reviews

6Bdrm home near Disney/Free Pool Heat/Waterpark

EmilyRating, 5 stars6 days ago
We overall enjoyed our stay here and would recommend William’s place to those who are visiting the area. The place went way above our standards, it was clean open and had enough room for all of us!
Guest favorite
A cozy living area features a comfortable green sofa and a small desk. Natural light filters through a window adorned with simple blinds. The floor is covered with a patterned area rug, while a ceiling fan offers air circulation. Decorative wall accents add a touch of greenery.
Home in East Central Park
4.91 out of 5 average rating, 115 reviews

Cozy Home near Dtwn w/ Parking

JesseRating, 5 stars2 weeks ago
I stayed for a short period over the weekend and the process from beginning to end waa seamless. From booking months to advance to checkout Alyssa was always ready to answer my questions or give me reccomendations. The accomodation was clean, exactly as described, and had more amenities than expected. I had a delightful time and my trip was even better knowing my accomodation was stress-free.
Guest favorite
An open studio layout features a spacious bed with dark bedding, complemented by a small sofa. A round table occupies the center, while a kitchen area with appliances is located against one wall. Natural light enters through a window dressed with neutral curtains.
Home in Orlando
4.95 out of 5 average rating, 278 reviews

New studio in a newly renovated House

MelodyRating, 5 stars1 month ago
Second time saying here and it was amazing. The best place to stay especially if you are going to Universal!
Guest favorite
A bright and airy living area features modern furniture in neutral tones. A sleek gray couch rests beside a contemporary coffee table. A spacious kitchen island with seating is visible, along with stylish lighting fixtures hanging from the ceiling.
Home in Davenport
4.92 out of 5 average rating, 12 reviews

Modern Legends, Near Disney, kings bed ste

FranklinRating, 5 stars2 months ago
exceptional host. very informative. communication is top tier
Superhost
Home in Orlando
4.79 out of 5 average rating, 14 reviews

Quiet Cozy Haven

LisandraRating, 5 stars1 month ago
We loved the place. Everything very nice and clean. Gabriel have taken care of every detail. We will definitely come back!!! ❤️
Superhost
An enclosed outdoor space features a wooden fence and lush greenery. Potted plants are arranged near the edge, with soft lighting strung along the porch above, creating a serene environment suitable for relaxation.
Home in Orlando
4.8 out of 5 average rating, 308 reviews

Charming Central Orlando Home w Private Yard Porch

ChristieRating, 5 stars3 weeks ago
Same day booking, responsive host, clean, quiet. everything we needed. thank you!

Quick stats about house rentals in Kissimmee

  • Total rentals

    3.5K properties

  • Total number of reviews

    88K reviews

  • Family-friendly rentals

    3K properties are a good fit for families

  • Pet-friendly rentals

    630 properties allow pets

  • Rentals with a pool

    3.2K properties have a pool

  • Rentals with dedicated workspaces

    1.8K properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. House rentals