House holiday rentals in Winter Garden
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Top-rated house rentals in Winter Garden
Guests agree: These houses 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 Winter Garden house rentals
House rentals with a pool
Home in Davenport
4.91 out of 5 average rating, 122 reviewsThe Shire -Private Pool & Hot Tub, Close to parks!
Home in Orlando
4.87 out of 5 average rating, 179 reviewsPool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney
Home in Davenport
4.89 out of 5 average rating, 9 reviewsSplash & Play ~ Poolside Bliss ~ 15 Mins to Disney
Home in Davenport
4.83 out of 5 average rating, 18 reviewsBeautiful stylish Home with hot tub pool
Home in Kissimmee
4.91 out of 5 average rating, 34 reviewsEntire house 3BR/2BA Private SaltWaterPool
Home in Clermont
4.91 out of 5 average rating, 136 reviewsStylish Villa Private Pool-SPA Near Parks Disney!
Home in Apopka
4.88 out of 5 average rating, 117 reviewsCountry Pool home on 2 acres-30 minutes to Disney
Home in Kissimmee
4.81 out of 5 average rating, 112 reviewsPool House in Kissimmee
Weekly house rentals
Home in Davenport
4.77 out of 5 average rating, 43 reviews969T-Single Storey House 20 min from Disney 4 bed
Home in Kissimmee
4.63 out of 5 average rating, 8 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 Clermont
4.97 out of 5 average rating, 173 reviewsCaribe Villa Brisa- Disney is only 6 miles away!
Home in Kissimmee
4.9 out of 5 average rating, 118 reviews5BD Windsor Westside Private Pool (WW 9025)
Home in Kissimmee
4.75 out of 5 average rating, 126 reviewsWonderful Family Home 3/2 w/pool, Gorgeous Sunsets
Home in Kissimmee
4.88 out of 5 average rating, 129 reviews6BR Disney Vacation Home w\2 Suites Pool + Hot Tub
Home in Davenport
5 out of 5 average rating, 4 reviewsBRAND NEW 2024 10Bedrooms At Windsor Island
Private house rentals
Home in Auburndale
4.94 out of 5 average rating, 152 reviewsLake Whistler Beach House with lakefront pool
Home in Orlando
4.86 out of 5 average rating, 36 reviewsPrivate luxury home w additional Suite on 0.6 acre
Home in Davenport
4.89 out of 5 average rating, 141 reviewsPrivate Haven: Free Pool Heat & BBQ/5Bedroom/4.5Ba
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, 6 reviewsSunset Cove at Champions! Book this very private
Home in Apopka
4.94 out of 5 average rating, 145 reviewsQuiet Home Near Wekiva and Rock Springs
Home in Davenport
4.82 out of 5 average rating, 143 reviewsBeautiful cozy home with pool and spa
Home in Casselberry
4.94 out of 5 average rating, 95 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
Destinations to explore
- St Petersburg Holiday rentals
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- Rentals with a washing machine and dryer Winter Garden
- Rentals with pools Winter Garden
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- Family-friendly rentals Winter Garden
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- Monthly Rentals Winter Garden
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