
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.

Mickey's Lakefront Villa at Sunset Lakes
Updated Pics Dec 2024. We have no gas burning appliances. We abide by the AirBnB enhanced cleaning protocol. We want our guests to be happy, healthy and safe in their home away from home. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

Cozy Disney Oasis Pool Home 10 Mins from Parks!
Our charming, pet-friendly home is located in the prime area of Kissimmee, Florida. Your family will be close to Disney parks, restaurants, Old Town, and Downtown Disney. Just bring your bag—we have everything you need! Settle into our fully equipped home, thoughtfully designed to create lasting memories with family and friends. Enjoy the Florida weather by cooling off in our open-air pool or grilling by the poolside lounges. Relax in our airy bedrooms, including Mickey and Minnie themed rooms!

Amazing Blue Private Pool • 4BR House Near Disney
🏡 Spacious 4BR Home w/ Private Pool – 🐶 Pet-Friendly (Upon Approval) & 15 Min to Disney! Enjoy your well-deserved vacation in this family-friendly 4BR home with a private pool just for you! After an exciting day at the parks, unwind in your own backyard oasis. 🚗 Prime Location: ⭐ 15 min – Disney Parks ⭐ 20 min – SeaWorld, Disney Springs, Margaritaville ⭐ 20-25 min – Universal / Epic Universe & SeaWorld ⭐ 30 min – Orlando Intl Airport (MCO) ✨ Book now for the perfect Orlando getaway! 🎢🏡

Stylish Villa Private Pool-SPA Near Parks Disney!
Stylish villa 4 bed/3 bath family home with private facing pool & SPA, living room, family room, kitchen, breakfast bar, dining table, a game room, Wi-Fi, smart TVs, wheelchair accessible, close to the parks, shops, and restaurants, Pool & SPA heater at additional cost, located at Glenbrook community. We have it all and much more to enjoy. The pool & SPA heater fee is $25 (USD) per day. The BBQ grill is an additional $45 (USD) charge for the whole stay, including 1 propane gas and cleaning.

Pool+Game Room 10 min to Disney sleeps 10
Relax with the whole family and friends at this beautiful place to stay. The house has 4 bedrooms as described below : Mikey - One bunkbed( 1 full bed and 2 twins bed). Aviation - 1 Queen bed Master - 1 king bed. Downstairs - 1 Queen bed. The property has a private pool, a game area for the kids and pool table. The home offer a loft upstairs where you can play PS4 or just watch a movie. The location is perfect for anyone looking to be close to Disney parks, restaurants and supermarkets.

Gorgeous 5BR @ Encore Next to Disney - 305
Modern 3,000sf luxury home, with 5 bedrooms, at world's renowned Encore Resort at Reunion. Featuring 5 bedrooms, 5 1/2 bathrooms, a game room, a beautiful backyard, a private pool and spa. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

Peaceful Waterfront Retreat, Close to Everything!
Beautiful 4br peaceful lakefront home in safe, quiet community. Close to major shopping and restaurants! Just a short drive to the Turnpike and 417 highway, close to Disney, Seaworld, Medical City, Lake Nona and the VA Hospital. Comfortable space with smart TVs and central AC. Fully equipped kitchen. Split floor plan perfect for families and friends. The master bedroom faces the rear of the home, large windows allowing natural light to enter the home all while enjoying your waterview!

Themed 6BR | Game Room | Private Pool & Spa w/View
Stay at Time-Out Corner, Too @ Windsor Hills for an incredible vacation filled! Enjoy a game room, themed bedrooms, a private pool and spa w/gorgeous sunset view, and more. Plus, free access to the resort’s clubhouse and water park. Just 5 mins from Disney! 🎮Toy Story Game Room. Play Air Hockey, Skee-Ball, Arcades, Xbox, PlayStation, and more. 🏊 Private West-Facing Heated Pool/Spa. 🛏️ 6 BR & 4 BA. 3 Themed Bedrooms (UP, Alice in Wonderland, and Orange Bird). Sleeps 14.

Fantasy World Enchanted Harry Potter Wizard Villa
Dive into magic at our villa in Fantasy World Villas, near Disney, Universal & Sea World. Be spellbound by the Hogwarts-themed double bedroom, king-size master, modern kitchen, and private patio. Resort: pools, slides, lazy river, kids' activities, gym, sports courts & more. Walk to shops & restaurants. Free WiFi, parking & resort access. Immerse yourself in enchantment and excitement, steps from theme parks & resort fun! Book now!

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.

8615 Vacation Oasis House Private Pool Grill
Relax with the whole family at this peaceful PRIVATE POOL & GRILL house in Kissimmee, just minutes from Disney Parks and Margarita Ville Water Park. Master Suite has a great view to Pool & BBQ outdoor area. 3 bedrooms, 2 bathrooms, fully equipped kitchen, 2 car garage, 3 Smart TV's and strong Wi-Fi all around the house. Enjoy and have unforgettable moments at our BBQ area next to our private pool.

* Water View * Heated Pool * near Disney
Brand new fully renovated and updated! Spend some time at your private Florida vacation home & unwind in a spacious & contemporary interior with all the amenities you need to stay in. Right by US 192, next to Old Town, & just 15-20 minutes drive to Disney, you will have access to your private enclosed pool with a peaceful view of Florida's protected wilderness with no neighbors to the back!
Popular amenities for Kissimmee house rentals
House rentals with a pool

Sanctuary w/ PVT Pool & SPA + BBQ | 15min Disney

Disney Retreat | Huge Pool with Spa | 2 King beds

Villa Resort Club

Palm Oasis near Disney

3 Miles to Disney! 4 Br/3Ba Pool Villa. Remodeled

2932-SL 5 Bd Home, Game Room, Private Pool & SPA

Beautiful South Facing Pool Home

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

Entire Home in Kissimmee Florida

New Luxury Home in Windsor Cay with Private Pool

Spacious Home | Near Disney | Perfect for families

Peaceful 5 BR Home w/Private Pool/Spa & Game Room!

2.5 Aces Home with King bed & Jacuzzi! 2

Reunion Village Hideaway

Spacious 4BR Villa w/ Pool Near Disney & Golf

8054 Hidden Gem
Private house rentals

Villa in Kissimmee Disney Emerald Island Resort

2773 BD - 5Bd Home with Private Pool 14 Guests

The Disney House • Immersive Rooms • Gaming Lounge

Entire Home w/ Private Pool and BBQ! Near Disney

Resort Villa! Pool, Hot Tub & Game Room by Disney!

2362 SW 6BD - Amazing Sunny Pool - Near Disney

Disney Vacation Home 4 Bedroom 3.5 Bath

5-Bdr Villa by the Clubhouse – Minutes from Disney
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $235 AUD | $240 AUD | $259 AUD | $256 AUD | $224 AUD | $243 AUD | $257 AUD | $224 AUD | $200 AUD | $212 AUD | $234 AUD | $272 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 3,600 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $29 AUD per night before taxes and fees

Verified guest reviews
Over 99,510 verified reviews to help you choose

Family-friendly holiday rentals
3,090 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 630 rentals that welcome pets

Holiday rentals with a pool
3,260 properties feature pools

Rentals with dedicated workspaces
1,880 properties have a dedicated workspace

Wi-Fi availability
3,570 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
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 home theatre Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with a hot tub Kissimmee
- Cabin rentals Kissimmee
- Hotel rooms Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with lake access Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a fire pit Kissimmee
- Townhouse rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with a sauna Kissimmee
- Mansion rentals Kissimmee
- Cottage rentals Kissimmee
- Family-friendly rentals Kissimmee
- Lakehouse rentals Kissimmee
- Tiny house rentals Kissimmee
- Beach house rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Apartment rentals Kissimmee
- Rentals with beach access Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Villa rentals Kissimmee
- Private suite rentals Kissimmee
- Condo rentals Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with pools Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with a kayak Kissimmee
- Guesthouse rentals Kissimmee
- Holiday home rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Resort rentals Kissimmee
- House rentals Osceola County
- House rentals Florida
- House rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
- 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!
- Give Kids the World Village
- Southern Dunes Golf and Country Club






