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
Superhost
Cottage in Winter Haven
4.81 out of 5 average rating, 118 reviews9 Just Beachin' Cabin Unit 10
9–16 Nov
₹11,446 per night
Guest favourite
Flat in Winter Haven
4.99 out of 5 average rating, 137 reviewsSTAR WARS Galaxy WORLD near LEGO land/Disney World
14–21 Jul
₹11,805 per night
Guest favourite
Loft in Auburndale
4.93 out of 5 average rating, 138 reviews2 Bedroom Apartment near Legoland and Disney
11–18 Jul
₹9,841 per night
Guest favourite
Guest house in Lake Alfred
4.96 out of 5 average rating, 118 reviewsAdorable Agave Suite w/ private pool and entrance
20–27 Sep
₹7,578 per night
Guest favourite
Guest house in Lake Hamilton
4.89 out of 5 average rating, 142 reviewsLuxury Cottage Near Legoland & Chain of Lakes
10–17 Sep
₹11,550 per night
Guest favourite
Cottage in Davenport
4.92 out of 5 average rating, 129 reviews$79! Cozy Cottage + Outdoor Fun -Close to Disney!
5–12 Jul
₹8,056 per night
Guest favourite
Home in Winter Haven
4.9 out of 5 average rating, 153 reviewsHidden Haven Lakehouse Pool by Legoland
11–18 Oct
₹16,071 per night
Guest favourite
Cabin in Davenport
4.92 out of 5 average rating, 169 reviews$89! Cozy Cabin- Disney 20 Miles Away!
23–30 Jun
₹9,026 per night
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
14T reviews
Destinations to explore
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- Family-friendly rentals Winter Haven
- Rentals with a hot tub Winter Haven
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- Monthly Rentals Winter Haven
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- Rentals with a fireplace Winter Haven
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- Family-friendly rentals Winter Haven
- Rentals with lake access Winter Haven
- Rentals with a washing machine and dryer Winter Haven
- House rentals Winter Haven
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- Rentals with pools Winter Haven
- Waterfront rentals Winter Haven
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