
House holiday rentals in Kissimmee
Find and book unique houses on Airbnb
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 $34 NZD 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
Top-rated house rentals in Kissimmee
Guests agree: These houses are highly rated for location, cleanliness and more.

10 Min to Disney | Heated Pool, Games, King Bed
🏡 Tucked inside a gated community near Kissimmee’s top attractions, this bright, themed home is made for memorable family getaways. Enjoy friendly competition in the game room, unwind in the heated private pool (available upon request), or relax on the covered patio beneath the Florida sun. Just 11 minutes to Fun Spot America, 11 minutes to Old Town, and 12 minutes to Disney World, it’s the perfect home base for your Florida adventure. Book now and start creating unforgettable memories!

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.

6BR Oasis w/ Private Pool, Game Room & Lanai
Escape to luxury in this stunning 6-bedroom home featuring a private pool and a fully equipped game room. Conveniently located just 15–20 minutes from Walt Disney World and within easy reach of Universal Studios, SeaWorld, shopping, dining, and golf, this home puts you right in the heart of Central Florida’s top attractions—while still offering a peaceful retreat. Perfect for families, groups, or your next unforgettable getaway—comfort, fun, and relaxation all in one place.

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 Encore Pool Spa Pets Game Rm Theater Gym
Amazing Brand New Modern Luxurious Home at Encore Resort Reunion. PET-FRIENDLY & Minutes to all Theme Parks. BRAND NEW HOME. Private Pool & Spa / Game Room / Movie Theater / Gym / Massage Chair / Fireplace / PS5 / Board Games & Much More. Embrace the extraordinary and book your stay at our home, where luxury, entertainment come together for an unforgettable vacation experience. ** Please review the rules before booking. Waterpark access is not included. **

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.

Pet-Friendly Pool Home Near Orlando
Welcome to your perfect Orlando retreat! This beautiful and spacious home offers a blend of modern comfort, stylish design, and exceptional amenities — all just minutes from the top parks and attractions. Enjoy a private screened-in pool, elegant interiors, and thoughtfully designed spaces ideal for families, groups, or long stays. Every detail has been curated to provide comfort, relaxation, and an unforgettable vacation experience.

The Eights House by Disney. Themed Island Dream
Location can't get better! Next to Disney Parks and Restaurant Row! This Guarded and gated place to stay is perfect for family trips. You will fall in love with our year round 12ft tree tastefully decorated by season. Mickey's Camping room, Frozen themed room, the cabin Christmas year round experience & 2 additional modern king rooms perfect for couples! Did I mention the stunning Avengers Home theater/game room and oversized pool?

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.

Private Pool Home Near Disney | 4BR Sleeps 10
Modern designer home with private pool, perfect for families and groups near Disney. Sleeps 10 in 4 stylish bedrooms and features a chef-style quartz kitchen, elegant dining for 8, spacious living area, and a fun kids’ room. Located in a quiet upscale community just 20–25 minutes from Disney, with easy access to Universal and Orlando’s top attractions.

Disney Villa w/ Priv Pool & Lake View-12 Mi parks
We’re a husband & wife duo thrilled to welcome you! ✨ Our home features Moana, Mickey & Harry Potter–themed rooms, a private pool, and hidden Disney surprises throughout. Minutes from parks, dining & shops. Ask about free early check-in & late check-out—make magical memories
Popular amenities for Kissimmee house rentals
House rentals with a pool

Elegant 5B & 3B Private Pool Villa near Disney

11BR Brand New | Themed Rooms | Sleeps 24 - 11121

Orlando Getaway | 5BR Villa w/ Private Pool Disney

15 Min to Disney•Cozy Home Heated Pool & Game Room

Luxury 4 Bedroom Home - Resort Access! Disney!

2602SN - Stunning Home 5 Ensuites Near Disney

Cozy family home w/ heated pool 15 min. to Disney

Newly Built Villa with Pool, Cinema & Games Room
Weekly house rentals

Harmony | Heated Pool | 10 min Universal & Epic.

2026 Elegant Modern Retreat

Family Vacay with Pool near WDW!

Cozy 4BR Pool Home Near Disney

Lakeview Themed Home w/ Pool & Theater Near Disney

Kissimmee

TIKI Room Cottage! Rare 3 bd Pool/Spa + Water View

VillaLumine•PrvtPool•Heater•Aesthetic•NearDisney
Private house rentals

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

Glow Arcade + Private Pool | Near Disney

FIFA 2026 • Disney 7 Min • Jacuzzi • Sleeps 14

Oversized Spa | Arcade Room | Kids Bedrooms | 030

Luxury 4BR Villa Golf View /Theater/Huge Pool&Spa

Disney Orlando vacation home with private pool 4

Theater House / Outdoor Game Area / Pool / Disney!

Lake Front House, Themed Br, Game Room, 16 Guests
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $290 NZD | $300 NZD | $322 NZD | $300 NZD | $262 NZD | $285 NZD | $302 NZD | $262 NZD | $235 NZD | $249 NZD | $274 NZD | $319 NZD |
| 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 |
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
- Rentals with a fireplace Kissimmee
- Rentals with a home theatre Kissimmee
- Resort rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Guesthouse rentals Kissimmee
- Rentals with beach access Kissimmee
- Villa rentals Kissimmee
- Holiday home rentals Kissimmee
- Cottage rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a sauna Kissimmee
- Serviced apartment rentals Kissimmee
- Condo rentals Kissimmee
- Private suite rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Mansion rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with lake access Kissimmee
- Fitness-friendly rentals Kissimmee
- Beach house rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Pet-friendly rentals Kissimmee
- Hotel rooms Kissimmee
- Cabin rentals Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with a fire pit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Apartment rentals Kissimmee
- Rentals with breakfast Kissimmee
- Lakehouse rentals Kissimmee
- Beachfront rentals Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a kayak Kissimmee
- House rentals Osceola County
- House rentals Florida
- House rentals United States
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- 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
- Camping World Stadium
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- University of Central Florida
- ICON Park
- Disney's Hollywood Studios
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- ESPN Wide World of Sports







