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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Cottage in Winter Haven
5 - Life's a Beach Retreat 1bed/1bath - Unit 13
1 bedroom, 1 bed, 1 private bathroom
27 Sept – 2 Oct
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4.84 out of 5 average rating, 178 reviews
Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
5 bedrooms, 7 beds
17–22 Oct
4.98 out of 5 average rating, 121 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Winter Haven
Modern Legoland Retreat
3 bedrooms, 4 beds
9–14 Aug
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed
9–14 Aug
4.98 out of 5 average rating, 125 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds
11–16 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds
10–15 Aug
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds
17–22 Aug
4.98 out of 5 average rating, 44 reviews
Home in Haines City
Minniehaha Castle
4 bedrooms, 7 beds
25–30 Aug
5.0 out of 5 average rating, 4 reviews
Home in Davenport
Davenport Disney Destination w/Pool
3 bedrooms, 4 beds
19–24 Sept
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
10–15 Aug
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Villa in Haines City
Family 3BR Pool Home Near Disney w/ Private Patio
3 bedrooms, 3 beds
10–15 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Davenport
Heated Pool + Movie Room | Champions Gate | 5BD
5 bedrooms, 9 beds
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Home in Lake Hamilton
Spacious Lakefront 5BR home, Near Disney, Legoland
5 bedrooms, 6 beds
29 Aug – 3 Sept
New place to stay
Top guest favourite
Home in Lake Alfred
Lake Alfred Bungalow-Near Disney-Pet Friendly
2 bedrooms, 2 queen beds
10–15 Aug
4.94 out of 5 average rating, 47 reviews
Top guest favourite
Home in Davenport
Sunny-All-Day Pool Vacation Home
3 bedrooms, 4 beds
19–24 Aug
4.95 out of 5 average rating, 100 reviews
Home in Haines City
Stunning Lake View Balmoral Estate 5 Bedroom
4 bedrooms, 6 beds
10–15 Aug
Guest favourite
Home in Davenport
6BR Themed Villa w/ Game Room+ Pool & Spa Solterra
6 bedrooms, 8 beds
9–14 Aug
5.0 out of 5 average rating, 8 reviews
Home in Davenport
Luxury Pool Home | Kids Lounge|20 min to Disney
4 bedrooms, 8 beds
11–16 Sept
New place to stay