Holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Osceola County rentals with a pool
House rentals with a pool
Home in Haines City
3 Bedroom Executive with Private Pool near Disney
Home in Kissimmee
Nice house, private community, with pool
Home in Kissimmee
Upscale Contemporary Waterfront 3/2 Heated Pool
Home in Kissimmee
4 Bedroom House Heated Pool 20 min From All Parks
Home in Kissimmee
Family Home minutes from Disney!
Home in Kissimmee
Great Home Next To Disney!
Home in Kissimmee
Beautiful private home with pool and lake
Home in Kissimmee
Stunning 6BR Lakeview @Storey Lake | Disney - 2929
Apartment rentals with a pool
Apartment in Kissimmee
Remodeled, Stylish and Affordable Close to Disney
Apartment in Kissimmee
Amazing ❤️ Water View Condo near Disney & Universal
Apartment in Kissimmee
Modern Storey Lake Resort Disney Orlando 3171-206
Apartment in Kissimmee
Perfect place for your Disney escape
Apartment in Kissimmee
Welcome to our Son Shine condo ....
Apartment in Kissimmee
4 Miles to Disney, Great Amenities & Location!
Apartment in Kissimmee
Forest View Family Condo Disney Universal Orlando
Apartment in Kissimmee
Lovely well-furnished. See fireworks from balcony!
Home rentals with a private pool
Townhouse in Kissimmee
Beach House with Private Pool and Clubhouse near Disney
Townhouse in Kissimmee
Stellar Five Bedroom Townhome Under Ten Minutes to Disney
Villa in Kissimmee
Family Retreat Near Disney with Pool & Hot Tub!
Villa in Kissimmee
Visit Disney World from a Sunny Home with a Pool
Home in Davenport
Luxurious 8br Palms Villa Pool Home-Champions Gate
Villa in Davenport
Amazing Dream Solterra Villa -Disney/club/pool/spa
Townhouse in Davenport
Modern Oasis Villa W/ Private Pool & Pool Table
Home in Davenport
Charming Davenport Retreat with Private Pool
Destinations to explore
- Rentals with pools United States
- Rentals with pools Orlando
- Rentals with pools Florida
- Rentals with pools Florida
- Rentals with pools Kissimmee
- Cottage rentals Osceola County
- Hotel rentals Osceola County
- Resort rentals Osceola County
- Rentals with an accessible-height toilet Osceola County
- Rentals with a cinema Osceola County
- House rentals Osceola County
- Rentals with an accessible-height bed Osceola County
- Waterfront rentals Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Family-friendly rentals Osceola County
- Cabin rentals Osceola County
- Rentals with lake access Osceola County
- Rentals with a hot tub Osceola County
- Rentals with beach access Osceola County
- Rentals with a fireplace Osceola County
- Rentals with an EV charger Osceola County
- Apartment rentals Osceola County
- Rentals with outdoor seating Osceola County
- Fitness-friendly rentals Osceola County
- Boutique hotel rentals Osceola County
- Tiny house rentals Osceola County
- Rentals with a firepit Osceola County
- Smoking-friendly rentals Osceola County
- Luxury rentals Osceola County
- Monthly Rentals Osceola County
- Rentals with a kayak Osceola County
- Family-friendly rentals Osceola County
- Flat rentals Osceola County
- Rentals with a washing machine and dryer Osceola County
- Rentals with a patio Osceola County
- Serviced apartment rentals Osceola County
- Wheelchair-accessible rentals Osceola County
- Villa rentals Osceola County
- Private suite rentals Osceola County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom