Holiday 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.
Holiday rentals for every style
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Popular amenities for Windsor Hills, Four Corners rentals with a pool
House rentals with a pool
Home in Kissimmee
4.96 out of 5 average rating, 135 reviewsThemed Windsor Hills Pool Villa ~ Close to Disney
27 Sept – 4 Oct
Home in Kissimmee
4.9 out of 5 average rating, 118 reviewsContemporary Lakefront Villa, Minutes from Disney
18–25 Apr
Home in Kissimmee
4.84 out of 5 average rating, 120 reviewsWaterpark! 5 Star 6BR4BA Pool/Game Room/Disney
16–23 Jan
Home in Kissimmee
4.95 out of 5 average rating, 135 reviews★Completely Renovated★ 3 mi to Disney+Free Resort!
22 Feb – 1 Mar
Home in Kissimmee
4.93 out of 5 average rating, 109 reviewsLuxury and Perfect Family Vacay 3 min from Disney
11–18 Apr
Home in Kissimmee
4.85 out of 5 average rating, 130 reviewsNew Disney Luxury Townhome (3BD 3BATH Pool)
1–8 Sept
Home in Kissimmee
4.92 out of 5 average rating, 131 reviewsGorgeous Florida Getaway in Central Location!
14–21 Nov
Home in Kissimmee
4.89 out of 5 average rating, 190 reviewsHouse by the Mouse: Something for Everyone!
25 Apr – 2 May
Apartment rentals with a pool
Apartment in Kissimmee
4.95 out of 5 average rating, 124 reviewsSpacious Luxury Condo in Windsor Hills Resort!
19–26 Oct
Apartment in Kissimmee
4.9 out of 5 average rating, 180 reviewsPerfect Condo | Pool & Tiki Bar | 15 min. Disney
21–28 Jul
Apartment in Kissimmee
4.87 out of 5 average rating, 150 reviewsLuxurious Mickey's Dream Home!
7–14 Oct
Apartment in Kissimmee
4.85 out of 5 average rating, 132 reviewsWH Condo. Pool/Waterpark and close to Disney!
27 Apr – 4 May
Apartment in Kissimmee
4.93 out of 5 average rating, 166 reviewsFamily Disney Adventure at Windsor Hills
24 Sept – 1 Oct
Apartment in Kissimmee
4.81 out of 5 average rating, 259 reviewsLovely 2/2, WATER PARK! 2mi to Disney, Sanitized!
4–11 Apr
Apartment in Kissimmee
4.9 out of 5 average rating, 189 reviewsExclusive Windsor Hills Resort near Disney World
3–10 Jun
Apartment in Kissimmee
4.84 out of 5 average rating, 142 reviewsOne in a Minion condo your kids will love +450Mbps
30 Jul – 6 Aug
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
30 Jan – 6 Feb
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
24–31 Aug
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
11–18 Jan
Villa in Kissimmee
4.79 out of 5 average rating, 223 reviewsVisit Disney World from a Sunny Home with a Pool
4–11 Oct
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
3–10 Dec
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
25 Jun – 2 Jul
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
6–13 Dec
Home in Kissimmee
New place to stay4br 3ba Disney Retreat | Kissimmee Vacation Home
23–30 Mar
Quick stats about holiday 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
£40 before taxes and fees
Destinations to explore
- Rentals with pools United States
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