
Holiday rentals with a pool in Osceola County
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Top-rated rentals with a pool in Osceola County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Osceola County rentals with a pool
House rentals with a pool

Escape to Paradise ! Luxury Waterfront Pool House!

Luxury Disney Vacation Home on Reunion Golf Resort

Sleeps 30 | 12BR Home | Custom Rooms

Orlando Home with Private Pool & Game Room !

Dream Vacation w/Avengers, Star Wars, & Mario Kart

5 Bd/ 5.5 Ba Sleeps 10! Solara Resort (9026 PC)

Mi Casita Near Disney/Universal

Near Disney, free pool heat & resort membership
Condo rentals with a pool

Spacious 4Bedroom/3.5ba Townhome 15’ from Disney.

Bright, Airy Home near Disney and Attractions

Stylish Condo 20 mins to Disney/King Bed

303_To Infinity & the Ocean Breeze Apartment

The Mouse Pad: Luxury Condo near Walt Disney World

3191-103 Resort Lake View Disney Universal Orlando

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

Luxurious Spot 10 Mins Away to Most Attractions!!!
Home rentals with a private pool

630sst- the Retreat at Championsgate

Disney's Championsgate: Private Pool & Arcade Fun!

Beautiful 9 Br Pool Home In the Solterra Resort!

Disney Dreams Luxury Home Private Water Park

Visit Disney World from a Sunny Home with a Pool

Luxury 5-Bed Villa, located only 3 miles from Disney World - 5-Bed Villa

New! Brand New Encore Resort 5 Bed Resort Home

Windsor at Westside-2112amwjil
Destinations to explore
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- Rentals with pools Florida
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Universal Orlando Resort
- Old Town Kissimmee
- Discovery Cove
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- Sebastian Inlet
- ESPN Wide World of Sports
- Playalinda Beach
- Magic Kingdom Park
- Epcot
- Amway Center
- Aquatica
- Titusville Beach
- Island H2O Water Park
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- ICON Park
- Universal CityWalk
- Kissimmee Lakefront Park
- Southern Dunes Golf and Country Club