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

Affordable Disney Family Townhome Pool/BBQ/Gym
Welcome to your modern 3-bedroom, 2.5-bath townhouse in a resort community just minutes from Disney. Enjoy a spacious open-plan living area, fully equipped kitchen and private screened patio. Resort-style amenities include pools, clubhouse and fitness center. In a quiet, secure neighborhood, this home offers easy access to Orlando’s world-famous theme parks, shopping centers and restaurants. Perfect for families or groups looking to experience the magic of Florida with all the comforts of home.

The Magical Retreat near Disney
Welcome to your Orlando retreat! This spacious 5-bedroom, 4.5-bathroom townhome at the exclusive Azur Resort offers everything you need for an unforgettable vacation. Designed with comfort and style in mind, this home is ideal for families, groups, and anyone looking to explore the magic of Orlando. Located just mins from Orlando's top attractions- Disney World, Universal, and world-class shopping and dining. You’re at the center of it all! Book now and start making memories at the Azur Resort!

La Casita Redonda (The little round house)
Enjoy a memorable visit when you stay in this unique and historical place in Lake Wales, FL. Constructed in 1936 this home is nestled within a quiet and friendly neighborhood just minutes from the downtown area and just a short walk to Lake Wailes itself. Although the current owner updated the home with practical renovations, the peculiar house still has the character and features from the time it was built, features that once granted it a place among the pages of Ripley’s Believe it or Not.

Premium location - Near Disney
Beautiful modern home with 3 full suites and 3 bathrooms — a rare find in the area! Located in the gated community THE HUB, featuring new construction, an American-style kitchen integrated with the TV room, and pet-friendly accommodations (rules apply). The community also offers a swimming pool and a small gym for guests. Guests enjoy: 🕒 24h self check-in 🔐 Unique access code valid only during the stay 🛏️ Linens and towels provided 🐾 Pet-friendly (check rules) 🏊 Community pool & small gym

Sunshine on the Lake | Boat Slip+Lakefront Fishing
Welcome to Florida Lakefront Paradise! ⭐️ Breathtaking Sunsets ⭐️ Bass Fishing ⭐️ Reserved Boat Slip ⭐️ Fish Cleaning Station ⭐️ Boat Wash Station ⭐️ Marina with Ice/Gas ⭐️ Large Fire Pit Area ⭐️ Located on Kissimmee Chain of Lakes ⭐️ Smart TV's ⭐️ Screened Lakefront Back Patio ⭐️ High Speed Internet ⭐️ Spacious ⭐️ Balcony Facing the Lake ⭐️ 30 minutes to Lego Land ⭐️ 20 minutes to Bok Tower Gardens ⭐️ 1 hour to Disney World ⭐️ 18 minutes to Spook Hill ⭐️ 18 minutes to Kissimmee State Park

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.

Large Private Home on Golf course by Disney
Bring the whole family to this great place with lots of room for fun. With fantastic views of the 4th hole on the Tom Watson golf course and your own private pool and hot tub everyone will enjoy this stylish and modern vacation home. Located in premier Reunion Resort and only 10 minutes to Disney you can have it all! This home boats over 4000sq feet, two very large masters suites, 2 additional bedrooms and plenty of space throughout the home. There are 6 tvs! Pets are welcome too!

"Cutty Shack" Waterfront Kissimmee River House 3/3
"Cutty Shack" is the perfect fishing retreat. It is a 3 bedroom, 3 bath home built by our family in 1969. The Cutty Shack will sleep 6-7. This large stilt home (all living area is upstairs) is situated directly over Kissimmee River and right next door to Camp Mack River Resort. You and your group can enjoy peaceful evenings in the house, or walk next door to grab a drink and watch a "weigh-in". Our family has enjoyed this retreat for five generations and we hope you will too!

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!

Windsor Orlando Private Arcades,Theater,Pool-Spa
Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.

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. **

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!
Popular amenities for Osceola County house rentals
House rentals with a pool

Themed Rooms, Pool, Theater & Arcade | Sleeps 22

7 BD/ 7 BA/ Solara Resort (2327 SR)

Cozy House with Private Pool. Kissimmee/Orlando

2026 Brand New 6BR w/ Theater & Game Room/Solara

4BR Disney & Universal Themed Villa Reunion Resort

Montego Bay Retreat | 15 Min to Disney

Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ

Your Dream Vacation—Disney Magic Brought to You!
Weekly house rentals

Lake Rosalie Getaway

New and Unique Disney Airbnb!

Pet-Friendly Pool Home Near Orlando

Home theater & pool table near Disney parks

Relaxing Lakefront Escape • Pool + 150” Theater

Home sweet home

Hidden Gem - Hot Tub/ Fire pit/Hammock/Grill Area

Waterfront compound, sleeps 16, outdoor pavilion
Private house rentals

Elegant 5B & 3B Private Pool Villa near Disney

Stylish Home with Pool Hot Tub and Parking

Orlando Getaway | 5BR Villa w/ Private Pool Disney

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

Disney | Lake House | Gameroom | Theater | Pool

New! Dickie's Dream Reunion

6 miles from Disney ! Private pool ! 4 bedrooms

Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
Destinations to explore
- Rentals with beach access Osceola County
- Rentals with a hot tub Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Rentals with lake access Osceola County
- Serviced apartment rentals Osceola County
- Rentals with a fire pit Osceola County
- Waterfront rentals Osceola County
- Rentals with a patio Osceola County
- Condo rentals Osceola County
- Hotel rooms Osceola County
- Family-friendly rentals Osceola County
- Rentals with an EV charger Osceola County
- Ski-in/ski-out rentals Osceola County
- Bed and breakfasts Osceola County
- Smoking-friendly rentals Osceola County
- Private suite rentals Osceola County
- Aparthotel rentals Osceola County
- Vacation home rentals Osceola County
- Rentals with pools Osceola County
- Loft rentals Osceola County
- Rentals with a home theater Osceola County
- Campsite rentals Osceola County
- Luxury rentals Osceola County
- Rentals with a kayak Osceola County
- Guesthouse rentals Osceola County
- RV rentals Osceola County
- Rentals with an accessible height bed Osceola County
- Cottage rentals Osceola County
- Resort rentals Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Boutique hotels Osceola County
- Apartment rentals Osceola County
- Rentals with a washer and dryer Osceola County
- Rentals with an accessible height toilet Osceola County
- Fitness-friendly rentals Osceola County
- Villa rentals Osceola County
- Cabin rentals Osceola County
- Rentals with outdoor seating Osceola County
- Beachfront rentals Osceola County
- Rentals with a fireplace Osceola County
- Tiny 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
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Camping World Stadium
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- University of Central Florida
- Old Town
- ESPN Wide World of Sports
- Sebastian Inlet
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- Playalinda Beach
- Tinker Field
- Aquatica





