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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, 186 reviews

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

JustinRating, 5 stars2 weeks ago
This home was absolutely perfect for our stay in Orlando. We used Uber and Uber Eats all week and the fares were reasonable due to the great location of this property. The pool was clean and the back yard was this properties best feature. I will definitely stay here again if I visit Orlando. The host was terrific as well.
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 stars4 weeks 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 stars3 days 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 stars1 week 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

Superhost
The exterior of the house features a welcoming façade with palm trees lining the landscaped yard, while the private pool and spa area is enclosed with a screen for comfort. Inside, the spacious bedroom showcases a wooden bed frame and tasteful bedding, accompanied by a set of lamps. The kitchen is designed with functionality in mind, featuring modern appliances and ample counter space.

Home in Kissimmee

4.75 out of 5 average rating, 171 reviews

Lake View Heated Pool Home 3BR&2BT 10’ to Disney.

ErikRating, 5 stars4 weeks ago
Nice big house with high ceilings! Everything was very clean and helpful notes/tips scattered throughout the house. Lots of seating inside and outside!
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 stars1 week 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, 194 reviews

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

AlyssaRating, 5 stars1 week ago
This house was FANTASTIC for our ultimate Disney vacation! It was tricky to find the best layout for our extended family and accommodate my sister, who happens to be in a wheelchair. Anne's house was just what we needed! The main floor bedroom and bathroom provided ample space for my sister. The rest of us enjoyed our own bedrooms and bathrooms upstairs! (Perfect when everyone just wanted to shower and go to bed after a long park day!) The main living areas were great to spread out, play games and watch movies. We spent most of our non park days enjoying the pool + hot tub! The house was the perfect distance from the Disney Parks (20-30min depending on traffic) and easy to navigate when we needed groceries (10 min to Walmart, Publix or Sam's Club). Everything was clean and comfortable! We were able to relax from the moment we walked in to the house! Anne was quick to respond if we had any questions. I would recommend this house to any family!
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

4.96 out of 5 average rating, 25 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 stars9 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

Close to Disney 3BR 2.5BA Townhome with 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

4.95 out of 5 average rating, 133 reviews

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

JaymeRating, 5 stars1 week ago
Jeremy was extremely helpful even during the booking process. We have a medically complex daughter who is ventilator dependent and he made sure we would be comfortable before we even booked the house. Once there he was always very responsive and answered any all questions that we had. The house was just what we needed to enjoy our vacation.
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.

House rentals with free parking

Guest favorite

Home in Orlando

4.93 out of 5 average rating, 14 reviews

Universal private room!

MadisonRating, 5 stars1 week ago
Super convenient location if you’re going to the parks! The hosts were hospitable and super easy to deal with. The place was clean and private. Would definitely stay here again! Thank you
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 stars2 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
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 stars4 weeks 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 stars4 weeks ago
We loved the place. Everything very nice and clean. Gabriel have taken care of every detail. We will definitely come back!!! ❤️
Superhost

Home in Orlando

4.81 out of 5 average rating, 16 reviews

Pretty - Comfy (near Universal)

BraedynRating, 5 stars4 weeks ago
As advertised. Everything you need, quick responses from host.
Superhost

Home in Davenport

4.75 out of 5 average rating, 53 reviews

Solterra Discount7bdrm/slps18,pool/ spa,themes 565

JenniferRating, 5 stars1 month ago
Susan as a host was responsive and friendly. That home was perfect size for our big family and the neighborhood was quiet and clean.
Guest favorite
A spacious family room features modern furnishings, including a large sectional sofa and two armchairs arranged around a wooden coffee table. Clean lines and bright lighting create an inviting space, while an open layout leads to the dining area and kitchen.

Home in Orlando

4.91 out of 5 average rating, 35 reviews

12 Bd/ 11.5Ba Sleeps 30! Paradiso Grande(10000 VW)

GeoffRating, 5 stars3 weeks ago
The house is fantastic. I can highly recommend staying here. We had a couple of issues during our stay and Rodrigo and his team could not have been more helpful.

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