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Search results; Over 1,000 homes in Winter Haven

Descriptions are based on details hosts provide
Top guest favourite
Guest suite in Winter Haven
Horse Farm on a Beautiful Lake
1 bedroom, 3 beds, 1 private bathroom
19–24 Jul
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4.96 out of 5 average rating, 311 reviews
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
19–24 Jul
Top guest favourite
Home in Winter Haven
Modern Legoland Retreat
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Guest house in Winter Haven
View Private Suite near LEGO-LAND & Hospital
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Guest house in Winter Haven
Private dock on Lake Howard
5.0 out of 5 average rating, 122 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Jul
Superhost
Home in Winter Haven
Spacious home 5 miles from LEGOLAND
New place to stay, 4 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
Guest favourite
Home in Winter Haven
Lakefront with a heated pool and kayaks
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 6 beds, 3 bathrooms
15–20 Jul
Top guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5.0 out of 5 average rating, 9 reviews, 5 bedrooms, 7 beds, 3 bathrooms
26–31 Jul
Guest favourite
Home in Winter Haven
Restored Spanish Gothic home with a fireplace
4.96 out of 5 average rating, 23 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Jul
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
Flat in Winter Haven
Brand-new gated complex near LEGOLAND
4.97 out of 5 average rating, 39 reviews, 2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Apartment in Winter Haven
Lake Lulu views from a screened patio
4.88 out of 5 average rating, 8 reviews, 2 bedrooms, 2 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Home in Winter Haven
Quiet retreat 15 minutes from Legoland
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Aug
Guest favourite
Room in Winter Haven
Peace and Love Room 1B Private Entrance
4.87 out of 5 average rating, 31 reviews, 1 queen bed, 1 bathroom
1–6 Aug
Villa in Haines City
Fairway Oasis - Southern Dunes - Golf Course
4 bedrooms, 6 beds, 2 bathrooms
25–30 Jul
Top guest favourite
Home in Davenport
Sunny-All-Day Pool Vacation Home
4.96 out of 5 average rating, 96 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
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
6–11 Sept
Top guest favourite
Home in Lake Alfred
Pet friendly Central Florida Bungalow
4.93 out of 5 average rating, 45 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Jul – 4 Aug
Superhost
Villa in Davenport
Star Wars game room and private pool
4 bedrooms, 5 beds, 2 bathrooms
23–29 Aug