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, 133 reviewsNEW! Star Wars Room, Frozen Room, close to Disney
Home in Kissimmee
4.96 out of 5 average rating, 140 reviewsMagical Windsor Hills Pool Villa Minutes 2 Disney
Home in Kissimmee
4.95 out of 5 average rating, 141 reviews★Completely Renovated★ 3 mi to Disney+Free Resort!
Home in Kissimmee
4.9 out of 5 average rating, 121 reviewsContemporary Lakefront Villa, Minutes from Disney
Home in Kissimmee
4.86 out of 5 average rating, 143 reviewsMinutes to Disney! Themed Rooms w/ Private Pool!
Home in Kissimmee
4.93 out of 5 average rating, 113 reviewsLuxury and Perfect Family Vacay 3 min from Disney
Home in Kissimmee
4.97 out of 5 average rating, 152 reviewsLuxury (2 Master Suite) Pool & Hot Tub Game RM BBQ
Home in Kissimmee
4.96 out of 5 average rating, 156 reviews🏰 Disney Princess Crownhouse! Closest to Disney!
Condo rentals with a pool
Condo in Four Corners
4.99 out of 5 average rating, 152 reviewsOrlando Fun: Minutes to Disney and Margaritaville
Condo in Kissimmee
4.95 out of 5 average rating, 101 reviewsLovely well-furnished. See fireworks from balcony!
Condo in Kissimmee
4.95 out of 5 average rating, 125 reviewsSpacious Luxury Condo in Windsor Hills Resort!
Condo in Kissimmee
4.89 out of 5 average rating, 197 reviewsExclusive Windsor Hills Resort near Disney World
Condo in Kissimmee
4.93 out of 5 average rating, 168 reviewsFamily Disney Adventure at Windsor Hills
Condo in Kissimmee
4.93 out of 5 average rating, 178 reviewsWindsor Hills, New Water Park, Next to Disney!
Condo in Kissimmee
4.95 out of 5 average rating, 155 reviewsClose To Disney! 3 Bedroom Condo in Windsor Palms
Condo in Kissimmee
4.9 out of 5 average rating, 188 reviewsPerfect Condo | Pool & Tiki Bar | 15 min. Disney
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
5 out of 5 average rating, 15 reviewsResort Home with Arcade, Play Room and Pool!
Home in Davenport
4.97 out of 5 average rating, 99 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Villa in Kissimmee
5 out of 5 average rating, 14 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Villa in Kissimmee
4.79 out of 5 average rating, 228 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
Townhouse in Davenport
4.64 out of 5 average rating, 121 reviewsModern Oasis Villa W/ Private Pool & Pool Table
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
590 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
320 properties have a dedicated workspace
Destinations to explore
- Rentals with pools United States
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