Vacation rentals with a pool in Windsor Hills, Four Corners
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Windsor Hills, Four Corners
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor Hills, Four Corners rentals with a pool
House rentals with a pool
Home in Kissimmee
4.95 out of 5 average rating, 135 reviews4 bedroom, south facing pool 3 miles to Disney
Home in Kissimmee
4.84 out of 5 average rating, 125 reviewsWaterpark! 5 Star 6BR4BA Pool/Game Room/Disney
Home in Kissimmee
4.88 out of 5 average rating, 72 reviews4BD 2BA Kissimmee Pool House Near Disney
Home in Kissimmee
5 out of 5 average rating, 5 reviews6B Pool Villa& Free WaterPark
Home in Kissimmee
4.86 out of 5 average rating, 88 reviewsDisney Escape at Windsor Hills
Home in Kissimmee
4.86 out of 5 average rating, 102 reviewsResort Home 3.5 miles to Disney with home theater
Home in Kissimmee
4.95 out of 5 average rating, 62 reviews5 Mins To Disney W/Poolside Theater & Games Room
Home in Kissimmee
4.88 out of 5 average rating, 104 reviews5mi to Disney|2 King Suites|Toddler friendly|Pool
Condo rentals with a pool
Condo in Kissimmee
4.96 out of 5 average rating, 110 reviews🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun
Condo in Four Corners
4.97 out of 5 average rating, 189 reviewsLuxury 3 Bedroom Home at ChampionsGate Golf Resort
Condo in Kissimmee
4.94 out of 5 average rating, 104 reviewsResort condo minutes from Disney!!!
Condo in Kissimmee
4.98 out of 5 average rating, 122 reviews⭐️New listing 2 mi from Disney/ free water park🌊
Condo in Windsor Hills
5 out of 5 average rating, 157 reviewsMickey's Imagination Condo at Windsor Hills Resort
Condo in Kissimmee
4.85 out of 5 average rating, 112 reviewsBeautiful Windsor Palms Condo near Disney!
Condo in Kissimmee
4.91 out of 5 average rating, 202 reviewsPerfect 2 BR condo in Disney - Pool - Tiki Bar
Condo in Kissimmee
4.86 out of 5 average rating, 125 reviewsValentina’s Condo-Resort Style!
Home rentals with a private pool
Villa in Davenport
New place to stay10 Bed - for 22 Guest's! 5 Kid Themed Bedrooms!
Home in Davenport
4.96 out of 5 average rating, 104 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Villa in Kissimmee
4.79 out of 5 average rating, 238 reviewsVisit Disney World from a Sunny Home with a Pool
Villa in Kissimmee
4.9 out of 5 average rating, 31 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Home in Davenport
New place to stayNew! 5264oba- Solterra Gated Resort
Townhouse in Kissimmee
4.89 out of 5 average rating, 132 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
Villa in Davenport
New place to stay10 Br Disney Themed Home with Free Resort Access
Quick stats about vacation rentals with a pool in Windsor Hills, Four Corners
Total rentals
640 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
580 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
340 properties have a dedicated workspace
Destinations to explore
- Rentals with pools United States
- Rentals with pools Orlando
- Rentals with pools Florida
- Rentals with pools Florida
- Rentals with pools Kissimmee
- Rentals with a patio Windsor Hills
- Rentals with a washer and dryer Windsor Hills
- Monthly Rentals Windsor Hills
- Serviced apartment rentals Windsor Hills
- Fitness-friendly rentals Windsor Hills
- Family-friendly rentals Windsor Hills
- Apartment rentals Windsor Hills
- Villa rentals Windsor Hills
- House rentals Windsor Hills
- Pet-friendly rentals Windsor Hills
- Condo rentals Windsor Hills
- Kid-friendly rentals Windsor Hills
- Rentals with a home theater Windsor Hills
- Rentals with a hot tub Windsor Hills
- Rentals with outdoor seating Windsor Hills
- Rentals with pools Four Corners
- Rentals with pools Osceola County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes