
Vacation rentals with a pool in Osceola County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Osceola County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation 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!Upscale Contemporary Pool Home!

Luxury Disney Vacation Home on Reunion Golf Resort

Stylish 3BR: Pool, Golf Views, Disney, Legoland

Family Vacay with Pool near WDW!

Your Dream Vacation—Disney Magic Brought to You!

Traveler's Dream - King Bed, Pool, Games, Disney+

"Wish"Lake House-Gameroom, Theater, and Disney

Waterfront retreat,KING Bed,Heated Pool & Fire Pit
Condo rentals with a pool

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

Beautiful Beach Style Condo minutes from Disney

Magic Stay at Windsor Hills! 2 bedroom apartment!

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

O-Gated Resort-5 miles to Disney-2 FREE Water Park

3171-206 Resort Lake View Disney Universal Orlando

Modern Condo Near Disney + Free Waterpark 3171

Conveniently Close to Disney and Retail Therapy
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!

115ep- West Haven

Disney Dreams Luxury Home Private Water Park

Visit Disney World from a Sunny Home with a Pool

New! Brand New Encore Resort 5 Bed Resort Home

Balmoral Resort - 179mm
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- Rentals with pools Florida
- Rentals with pools United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Old Town Kissimmee
- SeaWorld Orlando
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- Sebastian Inlet
- ESPN Wide World of Sports
- Magic Kingdom Park
- Playalinda Beach
- Epcot
- Amway Center
- Aquatica
- Titusville Beach
- Island H2O Water Park
- Walt Disney World Resort Golf
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- ICON Park
- Universal CityWalk
- Kissimmee Lakefront Park