
House vacation rentals in Kissimmee
Find and book unique houses on Airbnb
Quick stats about house rentals in Kissimmee

Total vacation rentals
Explore 3,340 vacation rentals in Kissimmee

Nightly prices starting at
Kissimmee vacation rentals start at G$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 106,200 verified reviews to help you choose

Family-friendly vacation rentals
2,860 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 610 rentals that welcome pets

Vacation rentals with a pool
3,040 properties feature pools

Rentals with dedicated workspaces
1,690 properties have a dedicated workspace

Wi-Fi availability
3,330 of Kissimmee vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kissimmee rentals

4.7 Average rating
Kissimmee stays receive an average rating of 4.7 out of 5 from guests
Top-rated house rentals in Kissimmee
Guests agree: these houses are highly rated for location, cleanliness, and more.

Luxury 4BR Villa Golf View /Theater/Huge Pool&Spa
Escape to this 4BR private pool home in a peaceful Davenport golf community, just minutes from Disney! Relax in your pool & spa, then dive into a glow-in-the-dark Avatar-themed game room featuring specialist murals, an indoor putting green, and a private movie theater with 5 reclining seats, a 100” TV, and immersive sound bar. Kids will adore the Zootopia-themed bunk room. Unwind after a day of adventure and create unforgettable family memories in a home designed for fun, comfort, and connection

Villa Resort Club
VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

Stylish 12BR 11.5BA, Sleeps 33, 15 mins to Disney
Stylish and spacious, this 12-bedroom, 11.5-bath home sleeps up to 33 guests—perfect for families and group get-togethers! Just 15 minutes from Disney Parks, the home features a private pool and spa, theater area for movie nights, and a fun game room for all ages. With modern décor, ample space, and fantastic amenities, this centrally located retreat offers comfort, convenience, and entertainment for an unforgettable stay. Ideal for reunions, celebrations, or magical family vacations!

Brand New - 12br - Sleeps 34 - Theatre/Arcade/Pool
**Experience the ultimate Disney vacation in this spacious 12-bedroom home that sleeps up to 34, just minutes from the parks. Perfect for large groups, it features themed kids’ rooms, a private pool, hot tub, and outdoor kitchen. Enjoy a Transformers game room, private movie theater with reclining seats, and a professional poker table. With cozy bedrooms and fun themes like Minions and Scooby-Doo, this home is perfect for unforgettable family vacations and group getaways.

10 Min to Disney | Kings | Heated Pool | Games
✨ Perfect family getaway just minutes from Disney magic! ✨ This spacious 4-bedroom home sleeps 9 and features 2 king beds, 4 full beds, and 1 twin, plus fun Mickey Mouse & Minion themed rooms kids love. Unwind in your private screened pool, enjoy the game room with arcade games, ping pong, foosball & pool table, or relax with cozy board-game nights. 🏰 Animal Kingdom 10 mins Epcot & Hollywood Studios 15 mins Book now and start making unforgettable family memories!

Orlando Dream Escape | Private Pool | Disney
Welcome to your perfect Orlando getaway! Enjoy this beautifully renovated home with a private pool, just 20 minutes from Disney, Universal, and SeaWorld. Perfect for families and groups of up to 8 guests. Features 3 bedrooms, 2 full bathrooms, a fully equipped kitchen, fast Wi-Fi, washer & dryer, free parking, and self check-in. Relax, unwind, and create unforgettable memories close to Orlando’s best attractions, shopping, and restaurants. 🏊♀️ Private Pool

4BR Disney & Universal Themed Villa Reunion Resort
Welcome to our newly remodeled 4BR/4BA luxury villa in Reunion, designed for families and groups seeking comfort, style, and a magical Orlando escape. Enjoy brand-new furnishings, modern finishes, Toy Story and Mickey themed bedrooms, a spacious open living area with massage chair, and a fully equipped game room featuring air hockey, arcade basketball, and PlayStation. Relax in your private screened pool with optional heating after unforgettable park days.

Royal Retreat Disney Themed Pool Home, Arcade, Theater
Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

Amazing 8Bdrms-5Bath/Game room/Pool
The Space * Accommodates: 22 * Bedrooms: 8 * Bathrooms: 5 * Property type: Luxury House * Location: Storey Lake * 12 miles from Magic Kingdom * 10 miles from Animal Kingdom * 16 miles from Universal Studios * 2.4 miles from Lake Buena Vista Factory Stores (Outlet) * 4 miles from The Loop (Outlet) * 22 miles from MCO * Located close to Highways 192 and 535, the property is located close to the main restaurants, pharmacies, markets.

Montego Bay Retreat | 15 Min to Disney
Enjoy a stylish stay in this newly renovated 3-bedroom, 2-bath home, perfect for families and groups of up to 9 guests. Located only 15 minutes (8 miles) from Disney and close to Orlando’s top attractions, restaurants, and shopping. Relax in modern, comfortable spaces after a fun day at the parks. Outdoor grill available for $30/day (gas included). The perfect mix of location, comfort, and convenience for your Florida vacation! ✨

9 bdrm heated pool, Free water park EV charger
Our huge stunning luxury villa with private heated pool & spa situated in the gated resort of Windsor at Westside, appx -15 minutes from Disney. • Up to 20 people can enjoy their dream vacation in our 9 Bedroom, 6 Bath villa • lovely Lake view from the private Pool • Free access to waterpark, 5 min walk. • 2 car driveway, 1 car garage with EV charging, free street parking. • address: Gobi drive, Kissimmee, 34747

7851 Luxury 5BR Home w/ Private Pool Near Disney
Create unforgettable memories in this modern 5-bedroom, 5-bathroom home in Reunion Village, near Disney. Enjoy a private screened-in pool, game room, second-floor loft, open-concept living and dining area, modern kitchen, multiple king-sized bedrooms, themed bedrooms, high-speed Wi-Fi, TVs, washer/dryer, free parking, self check-in, and access to eligible Encore Club amenities. Ideal for families and groups.
Popular amenities for Kissimmee house rentals
House rentals with a pool

Elegant 5B & 3B Private Pool Villa near Disney

Private Pool + Spa | Game Room | Near Disney

Luxury Lakefront Villa • Pool, Hot Tub, Game Room!

New and Unique Disney Airbnb!

Star Wars & Wizard Themed XL Pool Home Near Disney

New! Epic Dream House with Pool

5 Bd/ 3.5 Ba Sleeps 16! Cumbrian Lakes (4645 CL)

Luxury Home sleeps 28 - Games, Swimming, theatre
Weekly house rentals

Luxury 9BR Disney Home|FREE H Pool & Solara Resort

Unique Masterpiece | 15 En-suites!

Sleeps 13·Pvt Pool+Spa·Game Room·Clubhouse

Luxury Home w/ Pool & 6 Beds near Disney

ECR313 Resort Style Mansion + Pool/Spa/Theater/Gym

VillaLumine•PrvtPool•Heater•Aesthetic•NearDisney

Gorgeous 9 BR Villa w/ New Moana Room+Driving game

Large Private Home on Golf course by Disney
Private house rentals

Family Paradise · 5BR/5BA Pool · Near Disney

Themed 8BR retreat pool hot tub game room

9 Themed Bedrooms, Pool & Jurassic Theater

Storey Lake Villa | Pool, Game Room, Sleeps 14

Magic House- Pool - Near Disney 14+

Theater | Heated Pool | Spa | Sleeps 22 | Disney

Golden Haven | Heated Pool | 7 Beds | Near Disney

5BR Private Pool Retreat | No Rear Neighbors
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,344 GYD | G$36,599 GYD | G$39,317 GYD | G$40,363 GYD | G$35,135 GYD | G$37,017 GYD | G$36,808 GYD | G$31,998 GYD | G$28,651 GYD | G$30,325 GYD | G$33,462 GYD | G$38,899 GYD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
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- Walt Disney World Resort
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Epcot
- Camping World Stadium
- Kia Center
- Disney's Animal Kingdom Theme Park
- University of Central Florida
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Old Town
- Tinker Field
- ESPN Wide World of Sports
- Disney's Hollywood Studios
- LEGOLAND Florida Resort
- ICON Park
- ChampionsGate Golf Club
- Aquatica
- Southern Dunes Golf and Country Club
- Island H2O Live!







