House holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Winter Garden
House rentals with a pool
Home
4.91 out of 5 average rating, 122 reviewsThe Shire -Private Pool & Hot Tub, Close to parks!
Home
4.87 out of 5 average rating, 179 reviewsPool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney
Home
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
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
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
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, 17 reviewsBRAND NEW HOME | SolTerra Resort | Close to Disney
Home
4.97 out of 5 average rating, 173 reviewsCaribe Villa Brisa- Disney is only 6 miles away!
Home
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
4.88 out of 5 average rating, 129 reviews6BR Disney Vacation Home w\2 Suites Pool + Hot Tub
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
4.89 out of 5 average rating, 141 reviewsPrivate Haven: Free Pool Heat & BBQ/5Bedroom/4.5Ba
Home
5 out of 5 average rating, 4 reviewsWow House PLUS Apartment*Pool*Near Disney*GolfView
Home
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
4.82 out of 5 average rating, 143 reviewsBeautiful cozy home with pool and spa
Home
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
- Daytona Beach Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
- Kissimmee Holiday rentals
- Miami Beach Holiday rentals
- Miami Holiday rentals
- Fort Lauderdale Holiday rentals
- Orlando Holiday rentals
- Lighthouse rentals United States
- Earth house rentals United States
- House rentals United States
- Townhouse rentals United States
- Guest house rentals United States
- Lakehouse rentals Orlando
- Guest house rentals Orlando
- House rentals Orlando
- Tiny house rentals Orlando
- Townhouse rentals Orlando
- House rentals Florida
- Tiny house rentals Florida
- Townhouse rentals Florida
- Guest house rentals Florida
- Beach house rentals Florida
- Lakehouse rentals Florida
- House rentals Florida
- Tiny house rentals Florida
- Townhouse rentals Florida
- Guest house rentals Florida
- Beach house rentals Florida
- Lakehouse rentals Florida
- Townhouse rentals Kissimmee
- House rentals Kissimmee
- Tiny house rentals Kissimmee
- Pet-friendly rentals Winter Garden
- Rentals with a washing machine and dryer Winter Garden
- Rentals with pools Winter Garden
- Rentals with a patio Winter Garden
- Family-friendly rentals Winter Garden
- Rentals with outdoor seating Winter Garden
- Monthly Rentals Winter Garden
- Townhouse rentals Orange County
- House rentals Orange County
- Guest house rentals Orange County
- Tiny house rentals Orange County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom