
Holiday houses in Winter Haven
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Top-rated holiday rentals in Winter Haven
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Winter Haven holiday rentals
Other great holiday rentals in Winter Haven
Superhost

Apartment in Winter Haven
5 out of 5 average rating, 20 reviewsLuxury by Legoland 104
Superhost

Guesthouse in Winter Haven
4.92 out of 5 average rating, 91 reviewsComfy Guest House
Superhost

Home in Winter Haven
5 out of 5 average rating, 12 reviewsBlockHaven near Legoland, Disney
Superhost

Home in Winter Haven
5 out of 5 average rating, 19 reviewsLakefront House w/ Private Pool, Beach & Dock
Superhost

Home in Winter Haven
5 out of 5 average rating, 59 reviewsLake*Walk2LEGOLAND*Pool*Putting Green*Dock*Sunsets
Superhost

Home in Winter Haven
4.97 out of 5 average rating, 79 reviewsKid-friendly Home w/ Pool & BBQ
Superhost

Home in Winter Haven
4.83 out of 5 average rating, 29 reviewsCosta Legoland | 5BDR Private Resort | LEGO Theme
Superhost

Home in Winter Haven
4.92 out of 5 average rating, 37 reviewsCozy Lakefront Home w/ Pool -7 mins from Legoland
Quick stats about holiday rentals in Winter Haven
Total rentals
450 properties
Total number of reviews
19K reviews
Family-friendly rentals
250 properties are a good fit for families
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
140 properties have a pool
Rentals with dedicated workspaces
250 properties have a dedicated workspace
Destinations to explore
- Seminole Holiday rentals
- Miami Holiday rentals
- Central Florida Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Panama City Beach Holiday rentals
- Cabin rentals Winter Haven
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- Rentals with a hot tub Winter Haven
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- Rentals with breakfast Winter Haven
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- Rentals with a fireplace Winter Haven
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- Hotel rentals Winter Haven
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- Rentals with pools Winter Haven
- Rentals with a washing machine and dryer Winter Haven
- Rentals with outdoor seating Winter Haven
- Cottage rentals Winter Haven
- Condo rentals Winter Haven
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Universal Orlando Resort
- Old Town Kissimmee
- Discovery Cove
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- Raymond James Stadium
- Busch Gardens Tampa Bay
- ESPN Wide World of Sports
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- Amway Center
- Epcot
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- Streamsong Resort
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- Universal CityWalk