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 Winter Garden house rentals
House rentals with a pool
Home in Clermont
4.92 out of 5 average rating, 187 reviewsHome Close to Disney Parks/Amazing Private Pool
Home in Clermont
4.86 out of 5 average rating, 117 reviewsCozy Family Home near Disney
Home in Clermont
4.89 out of 5 average rating, 109 reviewsHook's Cabin- Lake & Pool near Disney A-frame
Home in Minneola
4.98 out of 5 average rating, 122 reviewsSpacious Home ~ Heated LED Pool & Ping Pong
Home in Clermont
4.87 out of 5 average rating, 100 reviewsBeautiful 3/2 home near Disney
Home in Clermont
4.96 out of 5 average rating, 126 reviewsVacation Villa Minutes From Disney Theme Parks
Home in Davenport
4.98 out of 5 average rating, 109 reviewsSunset Villa
Home in Orlando
4.95 out of 5 average rating, 319 reviews*HALF HOME* (read desc) Pool/Disney/Universal
Weekly house rentals
Home in Sanford
4.97 out of 5 average rating, 217 reviewsClean, cozy home in a GREAT location
Home in Orlando
4.92 out of 5 average rating, 133 reviewsHidden Gem in SODO! - MCO ~16min
Home in Orlando
4.9 out of 5 average rating, 188 reviewsDowntown Orlando-Harwood House-Lake Eola-Historic
Home in Lake Mary
4.84 out of 5 average rating, 269 reviewsIndependent Unique Guest house lake/kayaks/jacuzzy
Home in Winter Park
4.91 out of 5 average rating, 150 reviewsGuest Suite in Winter Park/Orlando
Home in Clear Lake
4.92 out of 5 average rating, 391 reviewsPet Welcome/Fully Fenced Backyard/Washer & Dryer
Home in Orlando
4.83 out of 5 average rating, 163 reviewsKing suite , Modern house perfect for vacation
Home in Winter Garden
4.9 out of 5 average rating, 221 reviewsCozy and clean garden home. 20 minutes to Disney.
Private house rentals
Home in Clermont
4.92 out of 5 average rating, 51 reviewsHouse in Clermont
Home in Clermont
5 out of 5 average rating, 9 reviewsUnique 1 BR home/55+ Community
Home in Montverde
4.96 out of 5 average rating, 26 reviewsCottage in the Hills
Home in Ocoee
4.94 out of 5 average rating, 79 reviewsWelcome to your perfect home away from home.
Home in Clermont
5 out of 5 average rating, 20 reviewsLakefront home - country setting
Home in Apopka
5 out of 5 average rating, 30 reviewsCozy Retreat in the Orlando Area
Home in Clermont
4.96 out of 5 average rating, 52 reviewsDowntown Luxury Lakeview Home (1105)
Home in Orlando
4.98 out of 5 average rating, 49 reviews24/7 HomeCare Group
Quick stats about house rentals in Winter Garden
Total rentals
60 properties
Total number of reviews
2.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 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
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Lighthouse rentals United States
- Guesthouse rentals United States
- House rentals United States
- Earth house rentals United States
- Townhouse rentals United States
- House rentals Orlando
- Tiny house rentals Orlando
- Townhouse rentals Orlando
- Guesthouse rentals Orlando
- Lakehouse rentals Florida
- House rentals Florida
- Tiny house rentals Florida
- Townhouse rentals Florida
- Guesthouse rentals Florida
- Beach house rentals Florida
- Lakehouse rentals Florida
- House rentals Florida
- Tiny house rentals Florida
- Townhouse rentals Florida
- Guesthouse rentals Florida
- Beach house rentals Florida
- House rentals Kissimmee
- Townhouse rentals Kissimmee
- Tiny house rentals Kissimmee
- Family-friendly rentals Winter Garden
- Rentals with pools Winter Garden
- Rentals with a patio Winter Garden
- Pet-friendly rentals Winter Garden
- Monthly Rentals Winter Garden
- Rentals with outdoor seating Winter Garden
- Rentals with a washing machine and dryer Winter Garden
- Townhouse rentals Orange County
- House rentals Orange County
- Guesthouse 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