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
Home in Lake Alfred
5.0 out of 5 average rating, 133 reviewsLA Loft, Upstairs private studio
Guest favourite
Loft in Auburndale
4.93 out of 5 average rating, 139 reviews2 Bedroom Apartment near Legoland and Disney
Superhost
Home in Winter Haven
4.86 out of 5 average rating, 110 reviewsThe Flamingo
Superhost
Cottage in Winter Haven
4.8 out of 5 average rating, 119 reviews9 Just Beachin' Cabin Unit 10
Guest favourite
Cottage in Eagle Lake
4.99 out of 5 average rating, 225 reviewsCentral FL Lake House, Sleeps 5, Close to Legoland
Guest favourite
Guest house in Lake Hamilton
4.9 out of 5 average rating, 147 reviewsLuxury Cottage Near Legoland & Chain of Lakes
Guest favourite
Home in Winter Haven
4.9 out of 5 average rating, 154 reviewsHidden Haven Lakehouse Pool by Legoland
Guest favourite
Home in Winter Haven
4.98 out of 5 average rating, 100 reviewsSpectacular Waterfront Home in Winter Haven
Quick stats about holiday rentals in Winter Haven
Total rentals
370 properties
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
210 properties are a good fit for families
Total number of reviews
14K reviews
Destinations to explore
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- Rentals with a patio Winter Haven
- Family-friendly rentals Winter Haven
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- Rentals with a firepit Winter Haven
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- Rentals with outdoor seating Winter Haven
- Rentals with a fireplace Winter Haven
- Waterfront rentals Winter Haven
- Rentals with pools Winter Haven
- Rentals with a washing machine and dryer Winter Haven
- House rentals Winter Haven
- Rentals with lake access Winter Haven
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