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
4.9 out of 5 average rating, 121 reviewsContemporary Lakefront Villa, Minutes from Disney
Home in Kissimmee
5.0 out of 5 average rating, 176 reviewsWindsor Orlando Private Arcades,Theater,Pool-Spa
Home in Kissimmee
4.93 out of 5 average rating, 132 reviewsNEW! Star Wars Room, Frozen Room, close to Disney
Home in Kissimmee
4.96 out of 5 average rating, 135 reviewsMagical Windsor Hills Pool Villa ~ Close to Disney
Home in Kissimmee
4.95 out of 5 average rating, 137 reviews★Completely Renovated★ 3 mi to Disney+Free Resort!
Home in Kissimmee
4.81 out of 5 average rating, 162 reviews*Magical Ears Villa* Dog friendly w/Pool by Disney
Home in Kissimmee
4.89 out of 5 average rating, 193 reviewsHouse by the Mouse: Something for Everyone!
Home in Kissimmee
4.93 out of 5 average rating, 111 reviewsLuxury and Perfect Family Vacay 3 min from Disney
Condo rentals with a pool
Condo in Kissimmee
4.9 out of 5 average rating, 182 reviewsPerfect Condo | Pool & Tiki Bar | 15 min. Disney
Condo in Kissimmee
4.9 out of 5 average rating, 153 reviewsDisney's Doorstep, 3 Bed 2 Bath, Waterslides!
Condo in Kissimmee
4.98 out of 5 average rating, 114 reviewsHeavenly Bliss - 3 bed 2 bath condo near Disney!
Condo in Four Corners
4.99 out of 5 average rating, 149 reviewsOrlando Fun: Minutes to Disney and Margaritaville
Condo in Kissimmee
4.8 out of 5 average rating, 261 reviewsLovely 2/2, WATER PARK! 2mi to Disney, Sanitized!
Condo in Kissimmee
4.86 out of 5 average rating, 101 reviewsValentina’s Condo-Resort Style!
Condo in Kissimmee
4.83 out of 5 average rating, 497 reviewsBeautiful Resort Condo
Condo in Kissimmee
4.95 out of 5 average rating, 125 reviewsSpacious Luxury Condo in Windsor Hills Resort!
Home rentals with a private pool
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
Home in Davenport
4.97 out of 5 average rating, 98 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Villa in Kissimmee
4.79 out of 5 average rating, 225 reviewsVisit Disney World from a Sunny Home with a Pool
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
Home in Kissimmee
New place to stay4br 3ba Disney Retreat | Kissimmee Vacation Home
Home in Kissimmee
Beautiful Large Pool Area 6 Bedroom Home!
Quick stats about vacation rentals with a pool in Windsor Hills, Four Corners
Total rentals
640 properties
Rentals with dedicated workspaces
320 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
590 properties are a good fit for families
Total number of reviews
12K reviews
Nightly prices starting at
$50 before taxes and fees
Destinations to explore
- Rentals with pools United States
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