
House vacation rentals in Winter Haven
Find and book unique houses on Airbnb
Top-rated house rentals in Winter Haven
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 Haven house rentals
House rentals with a pool

Hollingsworth Pool Home

Costa 5BDR LegoThemed | Resort Style | Private |

The Dalt Retreat

Awesome Vacation Home w/ Private Heated Pool/Spa

Stunning 4BR home w/Pool

Cozy Lakefront Home w/ Pool -7 mins from Legoland

Little Castle on the canal on lake Arietta

John Shirley’s Retreat
Weekly house rentals

Modern 3br home

Central Florida Bungalow! 2 Bedroom 1 Bath

Private Ranch Style Home on Lake

Sunset Lakefront Home | Hot Tub, Private Dock

Winter Haven Legoland Retreat 3bd/ 1.5bth

Josh & Megan’s Place

Cozy 3Bed 2Bath Pet-Friendly Home Near Legoland

House near Legoland Lake Eva Park Bok Tower Garden
Private house rentals

Cozy, Relaxing & Fun Gateway!

Bright Home Near Legoland & Lake

Encanto At Auburndale

Travelers Haven

Karen’s Happy House

Luxury Tropical Themed Villa With Lake View!

Private Heated Pool & Spa -Arcade- 10mi to Disney

4/2 New Spacious Pool Home
Quick stats about house rentals in Winter Haven
Total rentals
300 properties
Nightly prices starting at
€ 17 before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
200 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
90 properties have a pool
Destinations to explore
- Seminole Vacation rentals
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- Waterfront rentals Winter Haven
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- Rentals with pools Winter Haven
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- Hotel rentals Winter Haven
- House rentals Polk County
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- House rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- Walt Disney World Resort Golf
- Amalie Arena
- Island H2O Water Park
- Disney's Hollywood Studios
- Streamsong Resort
- Universal CityWalk
- ICON Park