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Search results; Over 1,000 homes in Winter Haven

Top guest favourite
Home in Winter Haven
Spectacular Waterfront Home in Winter Haven
4 bedrooms, 5 beds, 3.5 private bathrooms
6–11 Aug
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4.98 out of 5 average rating, 137 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
6–11 Aug
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
5 bedrooms, 7 beds, 3.5 bathrooms
17–22 Oct
4.98 out of 5 average rating, 120 reviews
Top guest favourite
Home in Winter Haven
Modern Legoland Retreat
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
4.93 out of 5 average rating, 14 reviews
Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bathroom
6–11 Aug
4.98 out of 5 average rating, 124 reviews
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds, 4.5 bathrooms
7–12 Aug
4.98 out of 5 average rating, 44 reviews
Guest favourite
Room in Winter Haven
Peace and Love Room 1B Private Entrance
1 queen bed, 1 bathroom
8–13 Aug
4.87 out of 5 average rating, 31 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Winter Haven
Cozy Castle
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 24 reviews
Home in Haines City
Minniehaha Castle
4 bedrooms, 7 beds, 3 bathrooms
25–30 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cottage in Lake Wales
Lake Wales Vacation Rental w/ Screened-In Porch!
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
4.98 out of 5 average rating, 52 reviews
Home in Lake Hamilton
Spacious Lakefront 5BR home, Near Disney, Legoland
5 bedrooms, 6 beds, 2 bathrooms
29 Aug – 3 Sept
New place to stay
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
4.98 out of 5 average rating, 44 reviews
Superhost
Townhouse in Davenport
5 Bd/ 4.5 Ba/ The Enclaves At Festival (450 Cd)
5 bedrooms, 7 beds, 4.5 bathrooms
9–14 Aug
New place to stay
Home in Haines City
Stunning Lake View Balmoral Estate 5 Bedroom
4 bedrooms, 6 beds, 4.5 bathrooms
7–12 Aug
Superhost
Home in Davenport
Heated Pool + Movie Room | Champions Gate | 5BD
5 bedrooms, 9 beds, 4.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Home in Davenport
Davenport Disney Destination w/Pool
3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 8 reviews
Home in Lakeland
Lake House - Beautiful Views, Spacious & Modern
4 bedrooms, 5 beds, 3 bathrooms
6–11 Aug