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Search results; Over 1,000 homes in Winter Haven

Top guest favourite
Flat in Winter Haven
Florida Penthouse in luxurious mansion!
1 bedroom, 1 bed, 1 private bathroom
6–11 Jul
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4.98 out of 5 average rating, 175 reviews
Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
4.98 out of 5 average rating, 114 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
23–28 Aug
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
5.0 out of 5 average rating, 39 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
7–12 Jul
Top guest favourite
Home in Winter Haven
Modern Legoland Retreat
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 7 beds, 3 bathrooms
26–31 Jul
Top guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
5.0 out of 5 average rating, 120 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
4.97 out of 5 average rating, 38 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
Top guest favourite
Home in Lake Alfred
Pet friendly Central Florida Bungalow
4.93 out of 5 average rating, 44 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–9 Jul
Guest favourite
Home in Winter Haven
Cozy Castle
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Jul
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 6 beds, 3 bathrooms
13–18 Jul
Superhost
Home in Winter Haven
White Door House!
New place to stay, 4 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Home in Winter Haven
BlockHaven near Legoland, Disney
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Aug
Top guest favourite
Home in Winter Haven
Lovely Home on Lilac Lane - Winter Haven
4.96 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 2 bathrooms
4–9 Sept
Home in Winter Haven
Vacation Home only 8 minutes away from Legoland.
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
Top guest favourite
Home in Lakeland
Luxury 3BR Near Downtown | Pet Friendly + Peaceful
5.0 out of 5 average rating, 103 reviews, 3 bedrooms, 4 beds, 2 bathrooms
4–9 Jul
Guest favourite
Home in Davenport
Welcome to 5 STAR Aviana Resort!
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 6 beds, 3 bathrooms
5–10 Jul
Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
6–11 Jul
Home in Davenport
Pelicans Landing
New place to stay, 3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
Top guest favourite
Villa in Haines City
Family 3BR Pool Home Near Disney w/ Private Patio
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Jul