
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

Family Vacay with Pool near WDW!

New 3BR/2BA, 15 min. to Disney, close to parks

The Bali Escape

The Eights House by Disney. Themed Island Dream

Immersive Star Wars Experience | Private Pool

Townhouse Gem near MCO & USTA/Lake Nona

Lakefront Oasis, Pool, Spa, Gameroom & 10min parks

4420 Le Reve 4BDRM townhouse close to Disney
Apartment rentals with a pool

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

Beautiful Beach Style Condo minutes from Disney

Near Disney/Universal Lovely 2bedroom/2bath Condo

King Bed Small Studio Disney World Universal

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

19-208 Legacy Dunes, Close to Disney, Wifi, Gym

Orlando Fun: Minutes to Disney and Margaritaville

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

Visit Disney World from a Sunny Home with a Pool

4323sl-Storey Lake Resort

Luxury Disney Dreams Home Pool Spa Game Room

601dsd-The Retreat at Championsgate
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- Rentals with pools Florida
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- 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
- Playalinda Beach
- Magic Kingdom Park
- Epcot
- Amway Center
- Aquatica
- Titusville Beach
- Island H2O Water Park
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- ICON Park
- Walt Disney World Resort Golf
- Universal CityWalk
- Kissimmee Lakefront Park