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House holiday rentals in Kissimmee

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Top-rated house rentals in Kissimmee

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite

Home

4.93 out of 5 average rating, 119 reviews

5 Bdrm story lake, free waterpark, close to Disney

Stunning 5 bedroom/ 4 bath (sleeps 13) home available in a beautiful community -Storey Lake Resort with its private mini heated pool/ lake view. The resort has a water park /clubhouse and entry is free for the guests!! • Disney (5 miles) • SeaWorld (7 miles) • Convention Center (9 miles) • Universal (10 miles) • Location: Romeo circle, Kissimmee FL 34746 . Multiple restaurants walking distance . Plenty of free parking Search “Mohit Jagota Romeo Circle” on youtube to view the house video.

Home

4.9 out of 5 average rating, 52 reviews

Free Pool Heat! Baby Safe w *Indoor PlayGround*

*Free POOL HEAT*Close to Disney Parks! Home equipped for baby! Full nursery, double stroller, highchair, packnplay, outlet covers, baby gates, toys, books, bouncy, and more. Kids love the Toy Story indoor playground with ball-pit, trampoline & slide, the fun doesn't stop at Disney! 6 themed bedrooms (3 Kids & 3 Adult themes), 5 baths, appliance stocked kitchen, a movie/game loft w/ 2 queen sofa sleepers, in-ground pool and Jacuzzi with BABY GATE! Fully furnished high-end patio and pool area.

Home

4.83 out of 5 average rating, 205 reviews

Great House w/Heated Pool;Near all Parks!

Welcome to la Casita de todos! This home will be your home away from home, children-friendly, and spacious for the whole family! Dogs under 20 pounds are allowed with a 75-dollar fee per pet. HEATED pool with a charge fee of $ 25 per day. BBQ grill has an extra charge of $40 (for the whole stay, including 1 propane gas and cleaning). After booking and before check-in please let me know if you are bringing a pet or will use the BBQ. Locations nearby: Walmart 0.5 miles. Dollar Tree 0.1 miles.

Home

5 out of 5 average rating, 5 reviews

Disney Area Home Two

Bring the whole family to this great place with lots of room for fun. You are renting this house with three bedrooms and two full baths. This house is beautifully appointed and very clean. If you do not see reviews it is because all of the reviews are on a duplicate listing called Disney Area House. You will find many many positive reviews with an overall rating of 4.9. We are located 4 miles from Disney World Park Entrance by GPS. Half mile to Walmart, supermarkets and lots of restaurants

Guest favourite

Home

4.83 out of 5 average rating, 105 reviews

Beautiful Vacation Home

Enjoy a family vacation in this private family home away from home. Located in a gated community, just minutes away from all of the popular family destinations! Just 10 minutes from Old Town, 25 minutes from Disney, 30 minutes from Universal Studios/ Volcano Bay and 30 minutes away from Seaworld/Aquatica you'll be sure to have enough time to visit them all! 35 min from the Airport Centrally located this home will provide you easy access to all the major highways making travel a breeze!

Guest favourite

Home

4.99 out of 5 average rating, 92 reviews

"DreamCatcher House" - Elite 7 Bed Luxury Escape

Nestled within Windsor at Westside, one of the newest resort communities in the Orlando/Kissimmee area, offering convenient access to theme parks, dining, shopping, golf, and much more. This beautiful modern home offers heated pool and spa, luxury beds and amenities, entertainment lounges for adults and kids, in addition to great resort features as Lazy River, Great big Community Pool, Pool Slide, Tiki bar and Snacks, state of the art Fitness center, tennis and Volley Ball courts.

Home

4.85 out of 5 average rating, 127 reviews

Luxe Lakefront downtown villa Universal Disney

Enjoy a stylish experience at this centrally-located place. This stylish furnished place to stay is perfect for group trips. Located near universal lake front quiet neighborhood. TV. BBQ. Fridge oven Ac. All available. 4 bedroom 3 queen beds and one day bed. Huge lot easy parking. downtown Orlando is 10 minutes away 9 mins Universtal Studios, Disney Springs 20 mins *** No smocking inside the house. .No party. No party outside The space Close to everywhere. In the heart of Orlando

Home

4.85 out of 5 average rating, 20 reviews

Charming Vacation Cottage

Enjoy your own cottage in a resort atmosphere with lots of amenities and activities. Fully furnished, all bedding, kitchen needs and washer and dryer. Easy access to Disney Resorts, Lego Land, Bok Tower Gardens, Sea World, Universal, Disney Springs and other Central Florida attractions. On-site heated pool, miniature golf, pickle ball, shuffle board, horseshoes, fitness center, library and billiards. Some pet friendly units. Book your next vacation with us.

Guest favourite

Home

4.88 out of 5 average rating, 247 reviews

Amazing House near Disney!

This home is only 30 minutes away from the world renowned Disney World theme parks and 15 minutes from Sea World and Orlando Premium Outlets. Major SuperMarkets such as Walmart, Target or Publix are just a few minutes away. Enjoy our amazing Club House with all it has to offer such as resort style pool, fitness center, jacuzzi and lazy river only a block away. Adults can enjoy the outdoor Tiki bar while ordering your favorite food poolside!

Guest favourite

Home

4.96 out of 5 average rating, 203 reviews

The Lake House - Next to Universal Studios - NEW ♥️

Luxurious, modern and completely remodeled single-family home with lake access in the prestigious Doctor Phillips neighborhood. Centrally located hops away from all Orlando has to offer, 1.1 miles (3 minutes) from Universal Studios Theme Parks, 9.5 miles to Disney World and 5 miles to Seaworld Orlando. No other Airbnb offers this upscale living space with stunning outdoor area to kick back and enjoy after a long day at the parks.

Guest favourite

Home

4.9 out of 5 average rating, 134 reviews

Storey Lake 4BDRM 8 miles to Disney FREE waterpark

This modern 4 bedroom townhome accommodates up to 8 people and has a private pool. It’s located at Storey Lake Resort in a gated community in Kissimmee FL. Theme parks such as Universal and Disney World are just a 15-20 minutes drive with no heavy traffic. The clubhouse has a fitness center, a splash park, a lazy river and a sports court. All FREE to our guests. There are many parking spots available in front of our property.

Home

4.8 out of 5 average rating, 5 reviews

Amazing Sonoma Resort 7 Miles to Disney

Experience this magnificent sensation of staying at a home exceptionally comfortable that reminisce special places. Enjoy all the magical treasured places from Great Orlando Our House is decorated with designer and high-end quality furniture and decorations, with soothing and cozy choice of colors. It was totally inspired on the contemporary moment of nowadays.

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Villas

Luxurious estates for the ultimate escape

Popular amenities for house rentals in Kissimmee

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home

4.91 out of 5 average rating, 45 reviews

Luxury Poolside Escape: 3BR, 2BA w/ Large Driveway

Guest favourite

Home

4.91 out of 5 average rating, 124 reviews

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

Home

4.87 out of 5 average rating, 181 reviews

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

Home

4.82 out of 5 average rating, 11 reviews

Splash & Play ~ Poolside Bliss ~ 15 Mins to Disney

Home

4.83 out of 5 average rating, 18 reviews

Beautiful stylish Home in Davenport

Guest favourite

Home

4.91 out of 5 average rating, 35 reviews

Entire house 3BR/2BA Private SaltWaterPool

Guest favourite

Home

4.92 out of 5 average rating, 142 reviews

Stylish Villa Private Pool-SPA Near Parks Disney!

Home

4.82 out of 5 average rating, 114 reviews

Pool House in Kissimmee

Weekly house rentals

Home

4.83 out of 5 average rating, 12 reviews

SUPER VILLA - 7BDR|5.5BAs POOL & THEME ROOMs!

Guest favourite

Home

4.95 out of 5 average rating, 20 reviews

9001-WW 5 Bedroom ALL Suites Pool Home

Home

5 out of 5 average rating, 3 reviews

2024 Brand NEW 10Bdrms/7Bath At Windsor Island

Guest favourite

Home

4.97 out of 5 average rating, 174 reviews

Caribe Villa Brisa- Disney is only 6 miles away!

Home

4.9 out of 5 average rating, 120 reviews

5BD Windsor Westside Private Pool (WW 9025)

Home

4.76 out of 5 average rating, 130 reviews

Family-Friendly 3BR Home w/ Pool Beautiful Sunsets

Home

4.89 out of 5 average rating, 131 reviews

6BR Disney Vacation Home w\2 Suites Pool + Hot Tub

Guest favourite

Home

5 out of 5 average rating, 6 reviews

BRAND NEW 2024 10Bedrms/Sleeps22 At Windsor Island

Private house rentals

Home in Davenport

4.78 out of 5 average rating, 45 reviews

969T-Single Storey House 20 min from Disney 4 bed

Home in Kissimmee

4.88 out of 5 average rating, 25 reviews

Pelican House

Home in Kissimmee

5 out of 5 average rating, 4 reviews

Wow House PLUS Apartment*Pool*Near Disney*GolfView

Home in Orlando

4.9 out of 5 average rating, 10 reviews

Quiet Cozy Haven

Home in Davenport

4.82 out of 5 average rating, 146 reviews

Beautiful cozy home with pool and spa

Home in Davenport

4.6 out of 5 average rating, 43 reviews

Entire House Davenport My Dream House

Home in Kissimmee

5 out of 5 average rating, 24 reviews

Stylish Lakefront Cottage w/Huge South Facing Pool

Home in Four Corners

4.82 out of 5 average rating, 141 reviews

Lux 7 Bdr~Private Pool ~Golf at Champions Gate

Quick stats about house rentals in Kissimmee

Total rentals
3.4K properties
Total number of reviews
85K reviews
Family-friendly rentals
3K properties are a good fit for families
Pet-friendly rentals
600 properties allow pets
Rentals with a pool
3.1K properties have a pool
Rentals with dedicated workspaces
1.8K properties have a dedicated workspace

Destinations to explore