Guest favoriteWelcome to Orange Blossom Villa-two miles from Disney in Windsor Hills
5.00House in Kissimmee
6 Bedrooms · 4 Bathrooms · Sleeps 12
$245/night
Stays with Pool in Windsor Hills
18 stays availableNeighborhoodAmenity
Stays with Pool(filter locked)View all in Windsor Hills
Guest favorite
Top rated10 Min. To Disney - Gated Resort With Large Heated Pool And Slide - Kissimmee
5.00Condo in Kissimmee
2 Bedrooms · 2 Bathrooms · Sleeps 6
$155/night
Top ratedWindsor Charm - 4 Bedroom Pool Home in Windsor Hills
5.00House in Kissimmee
4 Bedrooms · 4 Bathrooms · Sleeps 8
$174/night
Top ratedWindsor Hills Resort Luxury 4 bed/ 4 bath Villa with pool & spa
5.00Villa in Kissimmee
4 Bedrooms · 4 Bathrooms · Sleeps 10
$156/night
Top ratedDisney re-open soon—Windsor Hill Luxury pool house
5.00House in Kissimmee
6 Bedrooms · 4 Bathrooms · Sleeps 14
$213/night
Top ratedDisney Five Star Pool Villa Home at Windsor Hills
5.00House in Kissimmee
4 Bedrooms · 4 Bathrooms · Sleeps 8
$200/night
Top rated10-20% OFF 5 STAR Top Rated Luxury Disney Adventure Villa @ Windsor Hills Resort
5.00House in Kissimmee
6 Bedrooms · 4 Bathrooms · Sleeps 14
$259/night
Top ratedMinutes from Disney-Waterpark
5.00House in Kissimmee
3 Bedrooms · 2 Bathrooms · Sleeps 6
$175/night
Top ratedWindsor Hills Resort 6 Bedroom Vacation Home Incredible Game Room
4.80House in Kissimmee
6 Bedrooms · 4 Bathrooms · Sleeps 12
$400/night
THE GEM VILLA | 5 bed, 5 bath | Private Pool | Games Area
House in Kissimmee
5 Bedrooms · 5 Bathrooms · Sleeps 14
$233/night
Windsor Hills Resort 6 Bedroom Private Pool+Spa Luxury Rental
House in Kissimmee
6 Bedrooms · 4 Bathrooms · Sleeps 12
$400/night
The Caste at Windsor Hills | 6 bed, 4 bath | Games Room | Private pool
House in Kissimmee
6 Bedrooms · 4 Bathrooms · Sleeps 12
$195/night
Windsor Hills Gem | 3 bed, 2 bath | Resort Amenities
Apartment in Kissimmee
3 Bedrooms · 2 Bathrooms · Sleeps 6
$95/night
Top ratedWindsor hill beautiful 3B/3B Town home--2 Miles to Disney
5.00Townhouse in Kissimmee
3 Bedrooms · 3 Bathrooms · Sleeps 7
$119/night
Top rated***** Minutes To Walt Disney World's Front Gate *****
5.00Condo in Kissimmee
3 Bedrooms · 2 Bathrooms · Sleeps 8
$72/night
Top ratedWelcome To Magnolia Blossom Villa! South Facing Pool in Prime Location
5.00Villa in Kissimmee
6 Bedrooms · 4 Bathrooms · Sleeps 14
Contact for pricing
Top ratedGoofy’s Getaway
5.00Villa in Kissimmee
5 Bedrooms · 5 Bathrooms · Sleeps 10
Contact for pricing
Top ratedToy Story Tower
5.00Villa in Kissimmee
6 Bedrooms · 4 Bathrooms · Sleeps 14
Contact for pricing
About Stays with Pool in Windsor Hills
Guest reviews for Stays with Pool in Windsor Hills: 5.0 average from 55 reviews across 14 of 18 stays
Stays with Pool in Windsor Hills — 18 vacation rentals booked directly with their owners and managers.