House vacation rentals in Winter Garden
Find and book unique houses on Airbnb
Top-rated house rentals in Winter Garden
Guests agree: these houses 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 Winter Garden house rentals
House rentals with a pool
Home in Orlando
5 out of 5 average rating, 102 reviewsPrivate pool home near Downtown
Home in Davenport
4.91 out of 5 average rating, 124 reviewsThe Shire -Private Pool & Hot Tub, Close to parks!
Home in Orlando
4.87 out of 5 average rating, 181 reviewsPool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney
Home in Davenport
4.82 out of 5 average rating, 11 reviewsSplash & Play ~ Poolside Bliss ~ 15 Mins to Disney
Home in Davenport
4.83 out of 5 average rating, 18 reviewsBeautiful stylish Home in Davenport
Home in Kissimmee
4.91 out of 5 average rating, 35 reviewsEntire house 3BR/2BA Private SaltWaterPool
Home in Clermont
4.92 out of 5 average rating, 142 reviewsStylish Villa Private Pool-SPA Near Parks Disney!
Home in Apopka
4.88 out of 5 average rating, 123 reviewsCountry Pool home on 2 acres-30 minutes to Disney
Weekly house rentals
Home in Davenport
4.78 out of 5 average rating, 45 reviews969T-Single Storey House 20 min from Disney 4 bed
Home in Kissimmee
4.83 out of 5 average rating, 12 reviewsSUPER VILLA - 7BDR|5.5BAs POOL & THEME ROOMs!
Home in Kissimmee
4.95 out of 5 average rating, 20 reviews9001-WW 5 Bedroom ALL Suites Pool Home
Home in Davenport
5 out of 5 average rating, 3 reviews2024 Brand NEW 10Bdrms/7Bath At Windsor Island
Home in Clermont
4.97 out of 5 average rating, 174 reviewsCaribe Villa Brisa- Disney is only 6 miles away!
Home in Kissimmee
4.9 out of 5 average rating, 120 reviews5BD Windsor Westside Private Pool (WW 9025)
Home in Kissimmee
4.76 out of 5 average rating, 130 reviewsFamily-Friendly 3BR Home w/ Pool Beautiful Sunsets
Home in Kissimmee
4.89 out of 5 average rating, 131 reviews6BR Disney Vacation Home w\2 Suites Pool + Hot Tub
Private house rentals
Home in Orlando
4.88 out of 5 average rating, 42 reviewsPrivate luxury home w additional Suite on 0.6 acre
Home in Kissimmee
4.88 out of 5 average rating, 25 reviewsPelican House
Home in Kissimmee
5 out of 5 average rating, 4 reviewsWow House PLUS Apartment*Pool*Near Disney*GolfView
Home in Clermont
5 out of 5 average rating, 7 reviewsSunset Cove at Champions! Book this very private
Home in Winter Park
4.67 out of 5 average rating, 6 reviewsPrvt 8 Guests /pool/Rollins/Disney/Universal
Home in Haines City
5 out of 5 average rating, 28 reviewsLa Casita at Kokomo Bay
Home in Apopka
4.94 out of 5 average rating, 160 reviewsQuiet Home Near the Springs
Home in Casselberry
4.93 out of 5 average rating, 99 reviewsVilla with Pool-Patio
Quick stats about house rentals in Winter Garden
Total rentals
60 properties
Total number of reviews
2.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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