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 Clermont
4.88 out of 5 average rating, 132 reviewsDisney Pool Villa, Cranberry South,
Sep 17 – 24
Home in Clermont
4.9 out of 5 average rating, 117 reviewsStylish Villa Private Pool-SPA Near Parks Disney!
Dec 4 – 11
Home in Kissimmee
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
Apr 21 – 28
Home in Clermont
4.86 out of 5 average rating, 117 reviewsCozy Family Home near Disney
Aug 28 – Sep 4
Home in Orlando
4.95 out of 5 average rating, 163 reviewsHeated Pool 3 min Universal/15 Disney/10 Sea world
Dec 11 – 18
Home in Kissimmee
4.79 out of 5 average rating, 257 reviews3 bedroom Orlando Florida pool home
Jan 17 – 24
Home in Orlando
4.85 out of 5 average rating, 126 reviewsPerfect location near Disney and Universal
Aug 16 – 23
Home in Davenport
4.93 out of 5 average rating, 200 reviewsFamily pool villa - 20 minutes to Disney!
Sep 28 – Oct 5
Weekly house rentals
Home in Orlando
4.9 out of 5 average rating, 178 reviewsDowntown Orlando-Harwood House-Lake Eola-Historic
Mar 7 – 14
Home in Orlando
4.85 out of 5 average rating, 124 reviewsThe Prince House w/Free Parking (Central Location)
Sep 26 – Oct 3
Home in Orlando
4.94 out of 5 average rating, 376 reviewsPet Welcome/Fully Fenced Backyard/Washer & Dryer
Sep 6 – 13
Home in Sanford
4.97 out of 5 average rating, 212 reviewsClean, cozy home in a GREAT location
Apr 21 – 28
Home in Winter Garden
4.94 out of 5 average rating, 17 reviewsCozy home in Winter Garden
Aug 2 – 9
Home in Winter Garden
4.9 out of 5 average rating, 42 reviewsWinter Garden Experience
Apr 29 – May 6
Home in Winter Garden
4.93 out of 5 average rating, 87 reviewsLuxury Home Winter Garden Near Disney & Universals
Sep 24 – Oct 1
Home in Clermont
5.0 out of 5 average rating, 18 reviewsLakefront home - country setting
Feb 11 – 18
Private house rentals
Home in Clermont
5.0 out of 5 average rating, 12 reviews2BR 2BA Downtown Lake Townhouse
Sep 13 – 20
Home in Clermont
5.0 out of 5 average rating, 27 reviewsThe Boho in the Boonies House
Jun 26 – Jul 3
Home in Clermont
5.0 out of 5 average rating, 9 reviewsUnique 1 BR home/55+ Community
Jul 27 – Aug 3
Home in Clermont
4.89 out of 5 average rating, 64 reviewsRelaxing Lakefront Home on Quiet Lake Glona
Jun 1 – 8
Home in Winter Garden
4.91 out of 5 average rating, 67 reviewsDisney Backyard Oasis
Apr 22 – 29
Home in Clermont
5.0 out of 5 average rating, 84 reviewsCozy Home near Waterfront Park
Apr 24 – May 1
Home in Clermont
4.92 out of 5 average rating, 37 reviewsHouse in Clermont
Dec 18 – 25
Home in Kissimmee
4.96 out of 5 average rating, 25 reviewsLakeside Boho Bliss: The BohoBay
Sep 23 – 30
Quick stats about house rentals in Winter Garden
Total rentals
60 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.3K reviews
Destinations to explore
- Orlando Vacation rentals
- Kissimmee Vacation rentals
- Tampa Vacation rentals
- Anna Maria Island Vacation rentals
- Sarasota Vacation rentals
- West Palm Beach Vacation rentals
- Naples Vacation rentals
- Boca Raton Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Beach Vacation rentals
- Miami Vacation rentals
- Key West Vacation rentals
- Earth house rentals United States
- House rentals United States
- Guesthouse rentals United States
- Townhouse rentals United States
- Lighthouse rentals United States
- Guesthouse rentals Orlando
- Tiny house rentals Orlando
- House rentals Orlando
- Townhouse rentals Orlando
- Tiny house rentals Florida
- Lakehouse rentals Florida
- Townhouse rentals Florida
- Guesthouse rentals Florida
- House rentals Florida
- Beach house rentals Florida
- Tiny house rentals Florida
- Lakehouse rentals Florida
- Townhouse rentals Florida
- Guesthouse rentals Florida
- House rentals Florida
- Beach house rentals Florida
- House rentals Kissimmee
- Guesthouse rentals Kissimmee
- Townhouse rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a patio Winter Garden
- Rentals with pools Winter Garden
- Pet-friendly rentals Winter Garden
- Monthly Rentals Winter Garden
- Rentals with outdoor seating Winter Garden
- Rentals with a washer and dryer Winter Garden
- Family-friendly rentals Winter Garden
- Townhouse rentals Orange County
- Tiny house rentals Orange County
- House rentals Orange County
- Guesthouse 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