
Holiday houses in Osceola County
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Top-rated holiday rentals in Osceola County
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Lakefront 2br w/pier & dock 4,500-ac Lake Rosalie
Peaceful getaway on Lake Rosalie w/ 4,530 ac of beautiful water w/ bass, catfish and crappie fishing. Birds routinely viewed from the dock include eagles, osprey, sandhill cranes, herons and more! Often making an appearance are a pair of otters and the Florida alligator! Morning sunrise over the lake from the sunroom or the dock is one of our favorite times! Add a cup of coffee is the best! Rowboat, golf cart, large patio w/grill and pier & dock to view the wildlife and enjoy time at the lake!

The Sun-Kissed 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!

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*

Premium Home w/Summer Kitchen, 7 min from Disney
Welcome to our luxurious vacation home Magic Village Views, located only 3 miles (5 km) from the renowned Disney Parks! Our serene single home is situated in a modern gated community, offering a comfortable retreat in the heart of Orlando, with top-notch amenities, including sleek stainless steel kitchens, tasteful furnishings, and a well furnished private patio. In addition, we have taken great care to ensure that our home is fully accessible to guests with special needs.

TreeHouse in the Cloud, (Close toTheme Parks
The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Modern Escape in Kissimmee
Relax with the whole family at this peaceful,modern and clean place to stay. 20-25 mts away from Disney, Big yard to relax and have outdoor activities, quiet community, sunset view and much more to do. ALSO 35 MTS APPROXIMATELY FROM THE SOON TO BE OPEN UNIVERSAL EPIC UNIVERSE Which will be Open on MAY 22,2025 Universal’s largest park to date . house includes Netflix,wifi and Garage beeper Any booking over 30 days, the cleaning fee is $200

Beautiful casita 100% off-grid
Retreat to the food covered grounds of this off-grid oasis in Central Florida, reconnect to the beauty and vibrancy of nature, and experience the magnitude of freedom and abundance it has to offer on your sustainable getaway. Your shipping container has a full kitchen, beautiful outdoor sitting areas, mini-split cooler and spacious shower with an on-demand water heater fed by pristine well water... you would never know you’re off-grid!

8 mins. to Disney W/Poolside Theater & Game Room
Are you looking for a vacation home with an incredible game room, a very private south facing saltwater complimentary heated pool with children's wading pool, hot tub and poolside theatre featuring a 120" screen with 4K UHD, and a new modern kitchen, in Formosa Gardens Estates (the gated community known for its large estate lots), and is very close to Disney World? This is it . . .

Heated pool~Lazy River~Mini Golf~Near DisneyResort
Welcome to Lazy Lagoon, your ultimate vacation retreat in the heart of Kissimmee, FL! Our inviting 4-bedroom, 3-bathroom home offers the perfect blend of comfort and adventure, making it ideal for families, friends, or any group getaway. With space to accommodate up to 10 guests, you'll find everything you need for an unforgettable stay just minutes from Orlando's top attractions.

4 Bd/ 4.5 Ba Sleeps 8! Solara Resort (2310ZP)
• Community: Solara Resort • 4 Bedrooms/4.5 Bathrooms/Sleeps • Clubhouse (0.7 miles) Walmart (4.1 miles) Publix (4.1 miles) • Disney World® (7.3 miles) SeaWorld (16.4 miles) • Convention Center (17.5 miles) ICON Park (19.5 miles) • Universal Studios (20.2 miles) Epic Universe (19.2 miles) • Location: Zaballina Place, Kissimmee FL 34747

Gorgeous Home close to Club At Solara 6108
Your ultimate Orlando family adventure starts here! This gorgeous 4-bedroom, 3.5-bathroom townhouse in the exclusive Solara Resort is the perfect home base for creating unforgettable memories, located just minutes from Walt Disney World.

Kiwi Cottage at Margaritaville Resort, near Disney
Welcome to Kiwi Cottage your home away from home. Kiwi cottage is a four bedroom, four-bathroom cottage in Marg-ville Resort Orlando located 3 miles from Disney World. The cottage has everything you need for your ultimate vacation.
Popular amenities for Osceola County holiday rentals
Other great holiday rentals in Osceola County

A Spacious and Serene Pool Home 10-min to Disney

Windsor Hills Resort 5 Bedroom Private Pool Home

Upscale Comfort Close to Disney

Lake View and Private Pool 4BR at Bella Vida

Newly Built Home with Lake Access

Luxurious Florida Home w/ Pool & Canal Access

Magical 5BR Villa | Themed Rooms | Private Pool

NEW LIST - Private Pool/Spa; Golf Course!
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort
- Walt Disney World Resort Golf
- Disney Springs
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Give Kids the World Village
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Sebastian Inlet
- Playalinda Beach
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club




