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
4.93 out of 5 average rating, 132 reviewsNEW! Star Wars Room, Frozen Room, close to Disney
Home in Kissimmee
4.95 out of 5 average rating, 135 reviews★Completely Renovated★ 3 mi to Disney+Free Resort!
Home in Kissimmee
4.96 out of 5 average rating, 135 reviewsThemed Windsor Hills Pool Villa ~ Close to Disney
Home in Kissimmee
4.84 out of 5 average rating, 120 reviewsWaterpark! 5 Star 6BR4BA Pool/Game Room/Disney
Home in Kissimmee
4.92 out of 5 average rating, 131 reviewsGorgeous Florida Getaway in Central Location!
Home in Kissimmee
4.89 out of 5 average rating, 191 reviewsHouse by the Mouse: Something for Everyone!
Home in Kissimmee
4.93 out of 5 average rating, 110 reviewsLuxury and Perfect Family Vacay 3 min from Disney
Home in Kissimmee
4.85 out of 5 average rating, 132 reviewsNew Disney Luxury Townhome (3BD 3BATH Pool)
Condo rentals with a pool
Condo in Kissimmee
4.97 out of 5 average rating, 106 reviewsWindsor Hills Pool View-Waterpark-2mi to Disney
Condo in Four Corners
4.99 out of 5 average rating, 148 reviewsOrlando Fun: Minutes to Disney and Margaritaville
Condo in Kissimmee
4.79 out of 5 average rating, 175 reviewsWindsor Hills! Beautiful 2 bedroom apartment!
Condo in Kissimmee
4.93 out of 5 average rating, 166 reviewsFamily Disney Adventure at Windsor Hills
Condo in Kissimmee
4.8 out of 5 average rating, 260 reviewsLovely 2/2, WATER PARK! 2mi to Disney, Sanitized!
Condo in Kissimmee
4.9 out of 5 average rating, 181 reviewsPerfect Condo | Pool & Tiki Bar | 15 min. Disney
Condo in Kissimmee
4.98 out of 5 average rating, 113 reviewsHeavenly Bliss - 3 bed 2 bath condo near Disney!
Condo in Windsor Hills
5.0 out of 5 average rating, 147 reviewsMickey's Imagination Condo at 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, 224 reviewsVisit Disney World from a Sunny Home with a Pool
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
Townhouse in Davenport
4.64 out of 5 average rating, 121 reviewsModern Oasis Villa W/ Private Pool & Pool Table
Home in Kissimmee
New place to stay4br 3ba Disney Retreat | Kissimmee Vacation 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
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