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 Lake Hamilton
4.9 out of 5 average rating, 142 reviewsLuxury Cottage Near Legoland & Chain of Lakes
21–28 Sep
₹11,418 per night
Guest favourite
Guest house in Winter Haven
4.91 out of 5 average rating, 54 reviewsComfy Guest House
23–30 Jul
₹8,099 per night
Guest favourite
Home in Winter Haven
4.99 out of 5 average rating, 93 reviewsBeautiful Lake House Boating Fishing near Legoland
27 Jun – 4 Jul
₹9,918 per night
Guest favourite
Home in Winter Haven
4.89 out of 5 average rating, 36 reviewsNewly remodeled House 3BR/2BA
25 Oct – 1 Nov
₹8,492 per night
Guest favourite
Home in Winter Haven
4.97 out of 5 average rating, 63 reviewsThe Dalt Retreat
17–24 Aug
₹10,236 per night
Guest favourite
Guest suite in Winter Haven
4.86 out of 5 average rating, 73 reviewsCute & Cozy Guesthouse in Winter Haven
3–10 Mar
₹6,759 per night
Guest favourite
Tiny home in Winter Haven
4.95 out of 5 average rating, 20 reviewsTiny home in Winter Haven hosted by Bob & Susana
28 Jul – 4 Aug
₹7,712 per night
Guest favourite
Home in Winter Haven
5.0 out of 5 average rating, 44 reviewsGlass Haven: Serene Getaway 7 min from Legoland!
17–24 Jul
₹13,499 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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- Rentals with a fireplace Winter Haven
- Monthly Rentals Winter Haven
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- Family-friendly rentals Winter Haven
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- Rentals with outdoor seating Winter Haven
- Rentals with pools Winter Haven
- Pet-friendly rentals Winter Haven
- Waterfront rentals Winter Haven
- Rentals with a washing machine and dryer Winter Haven
- Rentals with lake access Winter Haven
- Family-friendly rentals Winter Haven
- Rentals with a firepit Winter Haven
- Rentals with a hot tub Winter Haven
- House rentals Winter Haven
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