
House holiday rentals in Kissimmee
Find and book unique houses on Airbnb
Top-rated house rentals in Kissimmee
Guests agree: these houses are highly rated for location, cleanliness and more.

Lakeview Themed Home w/ Pool & Theater Near Disney
Welcome to this stunning 7-bedroom single-family getaway at Storey Lake Resort! This unit offers a cozy and modern decoration, themed bedrooms, a top-notch game room, private pool with a breath-taking lake-view, and more. A perfect family getaway for up to 20 guests inside a wonderful community. • Resort: Storey Lake • 7 Bedrooms/ 6 Bathrooms/ Sleeps 20 • Disney (5 miles) • Sea World (7 miles) • Convention Center (9 miles) • Universal (10 miles) • Location: Parenthesis Ave, Kissimmee, FL 34746

5BR Mario& Princess Peach•Pool•Theater•Free Resort
Escape to an unforgettable Disney Adventure, just 9 miles from Walt Disney World! Perfect for Mario Bros, Moana & Princess Peach fans. Enjoy themed rooms, cozy bedding, and a private pool. Indulge in movie nights in our Mario Bros theater! Bring the whole family, including pets, and make magical memories. 9 miles to Walt Disney World 🎢 16 miles to Sea World 19 miles to Universal 27 miles to MCO (Orlando International Airport) Join Us for an Unforgettable Disney Adventure! Learn More Below!

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.

*Modern Luxury Reunion Oasis | Pool, Spa & Cinema
Wow-factor luxury meets unforgettable family fun, just minutes to Disney, at this show-stopping home in the exclusive Reunion Resort. Step outside to a massive 2,400-sq-ft southwest-facing pool deck with outdoor kitchen, private pool, overflow spa, and no rear neighbors—perfect for all-day sun and sunset swims. Inside: private movie theater, billiards game room, and spectacular Star Wars & Frozen II theme bedrooms with tube slide, plus Xbox and PlayStation for nonstop entertainment.

Dream Vacation | Sleeps 18 | Themed Arcade & Rooms
Experience the magic of Disney World, Universal Studios, and the very best of Orlando from the comfort of this luxury private resort! Conveniently located in Storey Lake Resort, enjoy the the resort style amenities or explore the world class attractions in Orlando and Kissimmee. Minutes from Disney World, Universal Studios, Sea World, Premium Outlet Malls, and beyond! This modern property is focused on providing an unforgettable and exceptional family centric vacation experience!

Heated Pool 15 Minutes to Disney PS5 l Switch
Spacious 4BR Home with a Private Heated Pool – 15 Minutes from Disney! Enjoy a large south-facing pool, Propane grill, Smart TVs with Disney+ in every room. Nintendo Switch in Living Room and an 85" screen with a PS5 in a temperature-controlled garage / game room. Fast WiFi, shuffleboard, pool table and plenty of board games. 🌴 Outdoor Fun Patio Seating for 14 + two lounge chairs. Propane Grill: $50 for length of stay Pool heat: $200 per stay (24-hour notice)

Luxury Disney Vacation Home on Reunion Golf Resort
This 5 bedroom Luxury family vacation home has one of the most picturesque views in all of Reunion, located on the 14th fairway of the Jack Nicklaus course. 2 MASTER SUITES which over looks your private POOL & SPA. All rooms are professionally decorated with a Disney and a Harry Potter room. Your family will stay busy with the arcade, ping pong table and a large number of board games for all ages. Pool area has a basketball net, New WEBER BBQ and Kamado Joe

Home w/ Heated Pool, Near Disney & Universal
Relax in this peaceful lakeview home just 15–20 minutes from the Orlando International Airport and top attractions like Disney, Universal, and SeaWorld. Perfect for families, this fully equipped 3-bedroom home features a private heated pool, outdoor living space, full kitchen, washer/dryer, and more. Enjoy nearby shopping centers, outlet malls, and a variety of restaurants. No smoking or parties allowed—just comfort, convenience, and fun for the whole family.

Waterfront Wizarding Near Universal's Harry Potter
This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

Private Epcot-Themed Near Disney
Hello, my globetrotters! Welcome to your global getaway, where you will embark on a new experience in different countries from each room of the house. Countries featured at our home are Italy, Mexico, Paris, China, Japan, and Morocco Located in a quiet neighborhood, our vibrant house is equipped with fast wifi and comfortable beds. Perfect for families eager to travel without a passport. Step inside and let your family's adventure begin! 🌍✨

Luxury Home w/ Pool & 6 Beds near Disney
Welcome to your modern escape in Kissimmee! Just 15 minutes from Orlando International Airport, this beautifully renovated 3-bedroom, 2-bath home offers the perfect blend of comfort and luxury. Every detail has been thoughtfully upgraded—from the brand-new kitchen and spa-like bathrooms to the pristine private pool area—ensuring a relaxing stay. With sleeping arrangements for up to 9 guests across six beds, there’s plenty of space to unwind.

Disney Orlando vacation home with private pool 2
Great location with private saltwater pool, just 5.5 miles from Disney Parks and Disney Spring, 1.5 miles from Margaritaville Resort (which contains the “H2O Water park”), and 1.5 miles from Sunset Walk shopping mall, in which there are a variety of restaurants and entertainment, including the movie theater “Studio Movie Grill.” Please read the full description and house rules before sending a reservation request.
Popular amenities for house rentals in Kissimmee
House rentals with a pool

Luxory/Championsgate/private Pool/2 gulf courses

Lux Storey Lake Villa/Water Park/Pool/SPA/Themed

Luxe Saltwater Pool Home | Golf | 1 Exit to Disney

Dazzling 9 BR+Brand New MARIO KART @ Champion Gate

Magic of Wizards Welcome of ChampionsGate

VillaLumine•PrvtPool•Heater•Aesthetic•NearDisney

DLuxx Luxury Themed Home / Pool / Near Disney 438

Large Private Home on Golf course by Disney
Weekly house rentals

Private Pool + Spa | Game Room | Near Disney

Harmony | Heated Pool | 10 min Universal & Epic.

Kissimmee, Heated Pool, Game Room. Luxury

New! Epic Solara Playhouse | Custom Bunks + Slides

Top Tier Reunion Villa 7 Beds Private Pool & Spa

Kissimmee

"Vista Lago"Hotel Amenities/lake view,private pool

Magic Village Resort Gated Community Disney World
Private house rentals

Disney 7 Min • Luxury 5 Suites • Jacuzzi • Arcade

Lux 8BR@Encore Sleeps 20! Disney/Pool/Theater/Game

An elevated stay, a true experience

The Denmark

*Modern condo on resort. No fees 15-Min to Disney*

Magic Landings Near Heritage Park w/Pool

Magical Stays Near Disney

Modern 5BR Home with Game Room and Pool at Windsor
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $216 SGD | $224 SGD | $241 SGD | $224 SGD | $196 SGD | $212 SGD | $225 SGD | $196 SGD | $175 SGD | $186 SGD | $205 SGD | $238 SGD |
| 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 |
Quick stats about house rentals in Kissimmee

Total holiday rentals
Explore 3,470 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 101,570 verified reviews to help you choose

Family-friendly holiday rentals
2,910 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 590 rentals that welcome pets

Holiday rentals with a pool
3,200 properties feature pools

Rentals with dedicated workspaces
1,700 properties have a dedicated workspace

Wifi availability
3,470 of Kissimmee holiday rentals include wifi 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
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Key West Holiday rentals
- Tampa Bay Holiday rentals
- Flat rentals Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Lakehouse rentals Kissimmee
- Hotel rooms Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with lake access Kissimmee
- Holiday home rentals Kissimmee
- Tiny house rentals Kissimmee
- Cottage rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Waterfront rentals Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Rentals with pools Kissimmee
- Rentals with a sauna Kissimmee
- Cabin rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a cinema Kissimmee
- Rentals with beach access Kissimmee
- Beach house rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Guest house rentals Kissimmee
- Mansion rentals Kissimmee
- Villa rentals Kissimmee
- Apartment rentals Kissimmee
- Family-friendly rentals Kissimmee
- Private suite rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Resort rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Serviced apartment rentals Kissimmee
- House rentals Osceola County
- House rentals Florida
- House rentals United States
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- University of Central Florida
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club







