
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.

Game Room/HeatedPool/Piano Upscale Waterfront Home
Welcome to one-of-a-kind upscale contemporary waterfront oasis, where luxury meets comfort. This stunning house is nestled in a tranquil neighborhood, just moments away from the airport and all the attractions you desire. Step inside to find a beautifully renovated space: fully equipped open kitchen, game room, gym, pool table, grand piano etc Outside: private screened in heated pool($20/night heating fee)with breathtaking waterviews, patio equipped with grill, dining table, ping pong and more!

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.

355 Luxury House | Patio | GameRoom | Pool | Grill
Relax with the whole family at this Stylish Magazine Style house in Davenport, just miles from Disney World Orlando Florida Theme Parks, Universal Studios, Sea World and Legoland. Enjoy our PRIVATE POOL and optional WATER HEATER & GRILL. 4 bedrooms, 2.5 bathrooms, fully equipped kitchen, Smart TV's and strong Wi-Fi all around the house. Themed Games Room in the Garage with Smart TV, Full Size Pool Table & Air Hockey. Close to Posner Village Outdoor Mall, Restaurants & Retail stores.

Modern 4bdr Storey Lake w/themed rooms near disney
Have fun with the whole family at this stylish place: themed bedrooms and a peaceful feeling. With Disney just 5 miles away and Universal Studios 15-20 minutes away, the resort offers endless fun. Storey Lake Resort also has many nearby shopping malls and dining options. From its resort-style pool, splash pad, and watersides to its clubhouse, poolside bars, fitness center, and lake-based activities, Storey Lake is the happy ending to your vacation rental search.

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! 🌍✨

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.

Cozy House with Private Pool. Kissimmee/Orlando
Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether you’re here to relax or explore, this home offers everything you need for an unforgettable stay.

Near Disney 5bed home with pool and game room
This spacious vacation home is ideal for families and groups seeking comfort and convenience. The first floor features two adult bedrooms, including a king suite and a queen bedroom. Upstairs offers an additional king bedroom plus two kids’ rooms—one for boys and one for girls—each with two double beds. Enjoy a cozy fireplace and thoughtfully designed spaces perfect for relaxing after a full day of fun.

Comfy Home with Hot Tub at Kissimmee/Orlando area
✨ Stylish and family-friendly retreat in a great Kissimmee location! Enjoy a comfy stay with a relaxing hot tub for up to 6 people and a fully equipped kitchen, perfect for creating meals together. Designed for comfort and convenience, ideal for your Orlando and Kissimmee vacation. IMPORTANT INFORMATION: 🚫 Parties or events are not allowed on the property or surrounding area. 🚭 No smoking.

"Casa Kiwi" Margaritaville Cottage 5 min to Disney
Enjoy your own private hot tub in this standalone cottage located inside Margaritaville resort. Located off 192 in Kissimmee 5-10 minutes to Disney parks and 20-30 minutes to Universal Studios and Seaworld. The Promenade at Sunset walk which is inside the resort (walking distance from cottage) has over a dozen restaurants that cover every type of cuisine you can think of

Spacious Home | Near Disney | Perfect for families
This 5-bedroom, 4.5-bathroom apartment in Four Corners, Florida, accommodates up to 12 guests. It's a great option for large groups or families seeking a comfortable and spacious place for their stay. Located conveniently near local attractions, it provides a welcoming space for relaxation and enjoyment.
Popular amenities for Kissimmee house rentals
House rentals with a pool

Gorgeous 12bdr/11.5 bath/Theater/Sleeps 30/Game Rm

10-15 minutes to Disney! Heated Pool & Arcade!

Star Wars Loft, Themed Rooms, Summer Kitchen & PS5

Luxury Home w/ Pool & 6 Beds near Disney

* Water View * Heated Pool * near Disney

Home w/ Heated Pool, Near Disney & Universal

Fully Immersive Pool + Arcade Home!

Main Street USA in Luxury Reunion Home
Weekly house rentals

Kissimmee, Heated Pool, Game Room. Luxury

New Modern 5BEDS, 5BATHS ~ Windsor Cay

Townhouse close to Disney!

Adult Luxury - Magic for Families!

2.5 Aces Home with King bed & Jacuzzi! 2

Luxury 4 Bedroom Home - Resort Access! Disney!

Harry Potter House of Requirement KissimmeeOrlando

Once Upon A DreamStay: *Luxury *Lakeview *Disney
Private house rentals

The Disney House • Immersive Rooms • Gaming Lounge

PrivatePool*NearDisney*EpicGameRoomTropicalGetaway

Minutes to Disney! Lazy River, Private Pool, 5BR!

The Home Sweet Home

10BR Theater Pool Little Mermaid Alice 16295

Breathtaking Resort Home Private Pool 1725

No cleaning fee, pool, lakeview, parking, cozy

Magical Stays Near Disney
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $226 AUD | $230 AUD | $248 AUD | $245 AUD | $215 AUD | $233 AUD | $247 AUD | $215 AUD | $192 AUD | $203 AUD | $224 AUD | $261 AUD |
| 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 $28 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
3,470 of Kissimmee holiday 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
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- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Orange County Convention Center
- Walt Disney World Resort Golf
- Disney Springs
- Magic Kingdom Park
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- ESPN Wide World of Sports
- 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!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club






