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Search results; Over 1,000 homes in Winter Haven

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Guest favourite
Home in Winter Haven
Lakefront Home on the Winter Haven Chain O’Lakes!
2 bedrooms, 3 beds, 1.5 private bathrooms
20–25 Sept
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4.96 out of 5 average rating, 116 reviews
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Home in Winter Haven
Pool+Jacuzzi+Game/Movie Rm+Near Legoland/Downtown
4 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 45 reviews
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Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
5 bedrooms, 7 beds, 3.5 bathrooms
16–21 Nov
4.98 out of 5 average rating, 128 reviews
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Top guest favourite
Home in Winter Haven
Lovely Home on Lilac Lane - Winter Haven
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.97 out of 5 average rating, 29 reviews
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Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 129 reviews
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Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5 bedrooms, 7 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Winter Haven
Modern Legoland Retreat
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.94 out of 5 average rating, 18 reviews
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Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 48 reviews
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Villa in Haines City
Fairway Oasis - Southern Dunes - Golf Course
4 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
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Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Davenport
Sunny-All-Day Pool Vacation Home
3 bedrooms, 4 beds, 2 bathrooms
29 Oct – 3 Nov
4.95 out of 5 average rating, 106 reviews
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Top guest favourite
Apartment in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
4.9 out of 5 average rating, 10 reviews
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Home in Haines City
Amazing pool house in Southern Dunes!
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
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Top guest favourite
Home in Lake Alfred
Lake Alfred Bungalow-Near Disney-Pet Friendly
2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 48 reviews
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Guest favourite
Room in Winter Haven
Quiet & safe, for one or two.
2 single beds, 1 bathroom
22–27 Sept
4.96 out of 5 average rating, 105 reviews
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Home in Auburndale
Pleasant 4 Bed, 2 Bath Home with Screened Pool
4 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Haines City
Posh and Peaceful Golf Resort Gate Home w Pool
4 bedrooms, 6 beds, 3 bathrooms
20–25 Oct
4.93 out of 5 average rating, 14 reviews
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Home in Lake Hamilton
Spacious Lakefront 5BR home, Near Disney, Legoland
5 bedrooms, 6 beds, 2 bathrooms
27 Sept – 2 Oct