Family-friendly holiday rentals in Windsor Hills, Four Corners
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Top-rated family-friendly rentals in Windsor Hills, Four Corners
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor Hills, Four Corners family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Kissimmee
4.9 out of 5 average rating, 184 reviewsNana & Pops Magical Villa ~ Disney ~ Heated Pool
5–12 Sept
Home in Davenport
4.95 out of 5 average rating, 161 reviewsDOLPHIN COVE NEAR DISNEY
26 Apr – 3 May
Townhouse in Kissimmee
4.9 out of 5 average rating, 124 reviewsENCANTADA, resort near DISNEY, upd 4 Rms 3 Baths
26 May – 2 Jun
Home in Kissimmee
4.86 out of 5 average rating, 190 reviewsRU Incredible Parents? Themed-7bed, 4mi. to Disney
3–10 Oct
Apartment in Davenport
4.92 out of 5 average rating, 377 reviewsMediterranean Resort! 2+2 Condo. 10 mins to Disney
9–16 Nov
Home in Kissimmee
4.92 out of 5 average rating, 120 reviews5BD Windsor Westside Near Disney (WW 8905)
23–30 May
Townhouse in Kissimmee
4.97 out of 5 average rating, 280 reviewsFind a Little Magic in a Townhouse near Disney and Universal
14–21 Dec
Apartment in Orlando
4.97 out of 5 average rating, 297 reviewsLuxurious Waterfront Resort near Disney &Universal
29 Aug – 5 Sept
Family- and pet-friendly home rentals
Apartment in Champions Gate
4.85 out of 5 average rating, 262 reviewsMagical Champions Gate 3/2 Tuscan Penthouse
8–15 Oct
Home in Kissimmee
4.82 out of 5 average rating, 159 reviews*Magical Ears Villa* Dog friendly w/Pool by Disney
24–31 Aug
Home in Kissimmee
4.91 out of 5 average rating, 116 reviewsClose to Disney , Disney Playhouse
21–28 Sept
Villa in Kissimmee
4.92 out of 5 average rating, 181 reviewsMad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
22 Feb – 1 Mar
Home in Kissimmee
4.89 out of 5 average rating, 145 reviewsLuxury Disney Vacation Home on Reunion Golf Resort
26 May – 2 Jun
Home in Clermont
4.76 out of 5 average rating, 148 reviewsHome for Family Fun In Orlando
5–12 Oct
Apartment in Kissimmee
4.74 out of 5 average rating, 197 reviewsOrlando's Affordable Luxury
11–18 Sept
Apartment in Kissimmee
4.83 out of 5 average rating, 170 reviewsDisney Adorable Condo in the heart of it ALL! 1/1
4–11 Jul
Family-friendly home rentals with a pool
Home in Davenport
4.9 out of 5 average rating, 200 reviewsDisney Area Luxury Villa with Private Pool
22–29 Aug
Home in Davenport
4.93 out of 5 average rating, 200 reviewsFamily pool villa - 20 minutes to Disney!
7–14 Feb
Villa in Kissimmee
4.87 out of 5 average rating, 143 reviewsMinutes from Disney Gated LakeView Pvt Heated Pool
16–23 Sept
Flat in Kissimmee
4.92 out of 5 average rating, 119 reviews14-206 Modern, Lake View, heated Pool near Disney
19–26 Jul
Home in Kissimmee
4.93 out of 5 average rating, 107 reviewsMICKEY'S LAKE VILLA 2 Only 3 MILES To DISNEY
6–13 Jun
Flat in Kissimmee
4.92 out of 5 average rating, 319 reviewsGreat Full Apartment. Just 5' from Disney Orlando
1–8 Jul
Cottage in Kissimmee
4.9 out of 5 average rating, 212 reviewsBe Our Guest Sandcastle Cottage 81
23–30 Oct
Guest suite in Kissimmee
4.86 out of 5 average rating, 567 reviewsPrivate Studio in POOL home
7–14 Jul
Quick stats about holiday rentals that are family-friendly in Windsor Hills, Four Corners
Total rentals
590 properties
Rentals with dedicated workspaces
310 properties have a dedicated workspace
Rentals with a pool
590 properties have a pool
Pet-friendly rentals
30 properties allow pets
Total number of reviews
11K reviews
Nightly prices starting at
£56 before taxes and fees
Destinations to explore
- Family-friendly rentals United States
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- Family-friendly rentals Florida
- Family-friendly rentals Kissimmee
- Villa rentals Windsor Hills
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