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 Davenport
4.91 out of 5 average rating, 122 reviewsThe Shire -Private Pool & Hot Tub, Close to parks!
Home in Minneola
4.98 out of 5 average rating, 136 reviewsSpacious Getaway ~ Heated LED Pool & Ping Pong
Home in Orlando
4.87 out of 5 average rating, 179 reviewsPool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney
Home in Clermont
4.86 out of 5 average rating, 140 reviewsOur Poolhome by the Mouse house with Game Room.
Home in Davenport
4.82 out of 5 average rating, 143 reviewsBeautiful cozy home with pool and spa
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 Polk County
4.83 out of 5 average rating, 128 reviewsHeated Pool and BBQ/King Size beds, 2 master bdrms
Home in Kissimmee
4.93 out of 5 average rating, 119 reviewsSUPER BIG - SLEEPs 30 w/POOL & GAME ROOM!
Home in Davenport
4.9 out of 5 average rating, 117 reviewsGorgeous 5 Bdr~ Private Pool at Davenport
Home in Davenport
4.8 out of 5 average rating, 111 reviews6 Bedrooms/ 4.5 Bathroom Windsor Island (1221 AB)
Home in Clermont
4.97 out of 5 average rating, 173 reviewsCaribe Villa Brisa- Disney is only 6 miles away!
Home in Kissimmee
5 out of 5 average rating, 141 reviewsSUPER BOHO - DESIGNs AT DISNEY's ENTRY!
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
Private 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 Davenport
4.89 out of 5 average rating, 118 reviewsPRIVATE Pool Villa - Family Holiday Getaway
Home in Sanford
4.87 out of 5 average rating, 229 reviewsPrivate Pool at Flamingo Cottage
Home in Apopka
4.94 out of 5 average rating, 145 reviewsQuiet Home Near Wekiva and Rock Springs
Home in Leesburg
4.95 out of 5 average rating, 246 reviewsPeace and Quiet
Home in Lake Nona
4.84 out of 5 average rating, 118 reviewsPeaceful 5-bedroom house with pool!
Home in Davenport
4.9 out of 5 average rating, 258 reviewsOrlando Disney area home
Home in Orlando
4.84 out of 5 average rating, 108 reviews4BR/2.5BTH Pool home with Outdoor Kitchen
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 Vacation rentals
- Daytona Beach Vacation rentals
- Anna Maria Island Vacation rentals
- Sarasota Vacation rentals
- Tampa Vacation rentals
- Key West Vacation rentals
- Naples Vacation rentals
- Kissimmee Vacation rentals
- Miami Beach Vacation rentals
- Miami Vacation rentals
- Fort Lauderdale Vacation rentals
- Orlando Vacation rentals
- Lighthouse rentals United States
- Earth house rentals United States
- House rentals United States
- Townhouse rentals United States
- Guesthouse rentals United States
- Lakehouse rentals Orlando
- Guesthouse rentals Orlando
- House rentals Orlando
- Tiny house rentals Orlando
- Townhouse rentals Orlando
- 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
- Lakehouse rentals Florida
- Townhouse rentals Kissimmee
- House rentals Kissimmee
- Tiny house rentals Kissimmee
- Pet-friendly rentals Winter Garden
- Rentals with a washer 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
- 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