
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.

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.

*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.

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!

Linda Casita de Lake Wales
Cute older house with modern amenities. Located right downtown within a block from the playpark, Lake Wailes lake, walking path, and the historic downtown shopping area. All of the appliances in the home are brand new, as well as the washer and dryer. There is a large TV in the living room, as well as one in each bedroom - each with Roku and Netflix. Each bedroom also has a mini split A/C unit to sleep as cold, or hot, as you like. Parking is in the rear covered carport.

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)

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. **

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.

Park Place! 7 Min from Disney, Pool, Theater
Elevate your next getaway at this outstanding 5-bedroom, 3-bathroom home! Nestled in an upscale, gated community, Park Place boasts 2500 sq. ft. of beautiful living space and easily accommodates 10 guests. This home is ideal for families or a small group visiting the magical Orlando area’s countless attractions. Ideally located between theme parks, shops, and restaurants, you're perfectly situated to experience all the area has to offer!
Popular amenities for Osceola County house rentals
House rentals with a pool

Cozy House with Private Pool. Kissimmee/Orlando

South Facing Pool Home! 5 Miles from Disney

Lakeview Themed Home w/ Pool & Theater Near Disney

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

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

Luxury 4 Bedroom Home - Resort Access! Disney!

6BR Oasis w/ Private Pool, Game Room & Lanai

Spacious 4 Bed, 3 Bath Home Min To Disney w/ POOL
Weekly house rentals

Luxury 6 bd w/ gameroom / private pool / themed

Lake Rosalie Getaway

Kissimmee

Premium Lake Wales Getaway!

Jorgensen Lake House

Lake Front! Spacious Home w/heated pool & kayaks

Magic Village Resort Gated Community Disney World

4BR/3BA Townhouse w/ Private Pool in Storey Lake
Private house rentals

Kissimmee, Heated Pool, Game Room. Luxury

FIFA 2026 • Disney 7 Min • Jacuzzi • Sleeps 14

Theater House / Outdoor Game Area / Pool / Disney!

2602SN - Stunning Home 5 Ensuites Near Disney

Magical Stays Near Disney

Brand New - 12br - Sleeps 34 - Theatre/Arcade/Pool

Once Upon A DreamStay: *Luxury *Lakeview *Disney

Galactic Star Wars Escape • Private Pool•sleeps 20
Destinations to explore
- Guesthouse rentals Osceola County
- Rentals with a kayak Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Rentals with a fire pit Osceola County
- Rentals with a hot tub Osceola County
- Rentals with beach access Osceola County
- Family-friendly rentals Osceola County
- Serviced apartment rentals Osceola County
- Rentals with pools Osceola County
- Rentals with an EV charger Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Rentals with an accessible height bed Osceola County
- Rentals with a fireplace Osceola County
- Smoking-friendly rentals Osceola County
- Cabin rentals Osceola County
- Rentals with outdoor seating Osceola County
- Beachfront rentals Osceola County
- Fitness-friendly rentals Osceola County
- Villa rentals Osceola County
- Apartment rentals Osceola County
- Rentals with a washer and dryer Osceola County
- Waterfront rentals Osceola County
- Rentals with an accessible height toilet Osceola County
- Bed and breakfasts Osceola County
- Ski-in/ski-out rentals Osceola County
- Tiny house rentals Osceola County
- Rentals with a patio Osceola County
- Cottage rentals Osceola County
- Hotel rooms Osceola County
- Luxury rentals Osceola County
- Campsite rentals Osceola County
- RV rentals Osceola County
- Boutique hotels Osceola County
- Rentals with lake access Osceola County
- Loft rentals Osceola County
- Private suite rentals Osceola County
- Resort rentals Osceola County
- Condo rentals Osceola County
- Rentals with a home theater Osceola County
- Aparthotel rentals Osceola County
- Vacation home 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
- Sebastian Inlet
- University of Central Florida
- ICON Park
- Playalinda Beach
- Disney's Hollywood Studios
- Island H2O Live!
- Southern Dunes Golf and Country Club





