Holiday rentals 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
Get the amount of space that is right for you
Popular amenities for Winter Haven holiday rentals
Other great holiday rentals in Winter Haven
Guest favourite
Guest house in Winter Haven
4.93 out of 5 average rating, 42 reviewsLegoland On The Lake
Guest favourite
Cabin in Lake Alfred
5 out of 5 average rating, 19 reviewsLakefront Cabin in Private Woods - Central Florida
Guest favourite
Home in Winter Haven
4.97 out of 5 average rating, 90 reviewsThe Dalt Retreat
Guest favourite
Home in Winter Haven
5 out of 5 average rating, 23 reviewsWalk to LEGOLAND*Putting Green*Beach*Lake*Dock
Guest favourite
Home in Winter Haven
4.95 out of 5 average rating, 44 reviewsKid-friendly Home w/ Pool & BBQ
Guest favourite
Home in Winter Haven
4.94 out of 5 average rating, 81 reviewsLakefront Home on the Winter Haven Chain O’Lakes!
Guest favourite
Home in Winter Haven
4.95 out of 5 average rating, 81 reviewsGlass Haven: Serene Getaway 7 min from Legoland!
Guest favourite
Home in Lake Wales
4.94 out of 5 average rating, 93 reviews*This must be THE PLACE FL*
Quick stats about holiday rentals in Winter Haven
Total rentals
390 properties
Total number of reviews
15K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
120 properties allow pets
Rentals with a pool
100 properties have a pool
Rentals with dedicated workspaces
220 properties have a dedicated workspace
Destinations to explore
- St Petersburg Holiday rentals
- Fort Myers Holiday rentals
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- Rentals with a firepit Winter Haven
- Rentals with a hot tub Winter Haven
- Family-friendly rentals Winter Haven
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- Family-friendly rentals Winter Haven
- Rentals with lake access Winter Haven
- Rentals with a kayak Winter Haven
- Rentals with pools Winter Haven
- Rentals with a washing machine and dryer Winter Haven
- Rentals with outdoor seating Winter Haven
- Pet-friendly rentals Winter Haven
- Rentals with a fireplace Winter Haven
- Rentals with a patio Winter Haven
- Fitness-friendly rentals Winter Haven
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