
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.

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)

Your Dream Vacation—Disney Magic Brought to You!
Welcome to Your Custom-Crafted Dream Vacation! Among countless vacation rentals, our uniquely designed home offers an unparalleled experience perfect for your family's ultimate getaway. Every detail is thoughtfully curated to create a relaxing haven for you, while your kids discover excitement around every corner, keeping them entertained throughout your stay. We've brought the magic of Disney to you, ensuring unforgettable family memories that will last a lifetime!

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.

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

Amazing 6BR Disney - Universal - Encore Resort 460

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

Luxury 4 Bedroom Home - Resort Access! Disney!

2602SN - Stunning Home 5 Ensuites Near Disney

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

5BR Mario& Princess Peach•Pool•Theater•Free Resort

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

Park Place! 7 Min from Disney, Pool, Theater
Weekly house rentals

Lake Rosalie Getaway

Relaxing Lakefront Escape • Pool + 150” Theater

Kissimmee

Premium Lake Wales Getaway!

Magical Stays Near Disney

Jorgensen Lake House

Magic Village Resort Gated Community Disney World

Luxury Family Villa w/ Pool Near Disney Parks
Private house rentals

Themed Rooms, Pool, Theater & Arcade | Sleeps 22

Glow Arcade + Private Pool | Near Disney

Countryside vacation by the Lake, Central Florida

Luxury 7BR Orlando Villa | Pool, Spa & Game Room

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

Lake Front! Spacious Home w/heated pool & kayaks

Once Upon A DreamStay: *Luxury *Lakeview *Disney

No Airbnb Fee | Luxury 7BR w/ Cinema & EV Charger!
Destinations to explore
- Aparthotel rentals Osceola County
- Vacation home rentals Osceola County
- Rentals with outdoor seating Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Apartment rentals Osceola County
- Rentals with a washer and dryer Osceola County
- Rentals with beach access Osceola County
- RV rentals Osceola County
- Campsite rentals Osceola County
- Boutique hotels Osceola County
- Ski-in/ski-out rentals Osceola County
- Rentals with an accessible height toilet Osceola County
- Rentals with a hot tub Osceola County
- Rentals with pools Osceola County
- Rentals with a patio Osceola County
- Bed and breakfasts Osceola County
- Fitness-friendly rentals Osceola County
- Smoking-friendly rentals Osceola County
- Tiny house rentals Osceola County
- Guesthouse rentals Osceola County
- Villa rentals Osceola County
- Rentals with an accessible height bed Osceola County
- Resort rentals Osceola County
- Beachfront rentals Osceola County
- Private suite rentals Osceola County
- Rentals with lake access Osceola County
- Rentals with a home theater Osceola County
- Cabin rentals Osceola County
- Rentals with a fire pit Osceola County
- Loft rentals Osceola County
- Condo rentals Osceola County
- Family-friendly rentals Osceola County
- Cottage rentals Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Rentals with an EV charger Osceola County
- Rentals with a kayak Osceola County
- Hotel rooms Osceola County
- Rentals with a fireplace Osceola County
- Luxury rentals Osceola County
- Serviced apartment rentals Osceola County
- Waterfront 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





