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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Cottage in Winter Haven
Sweet Cottage - 5 mi to Legoland & 0.5 mi to Dtwn
2 bedrooms, 5 beds, 1.5 private bathrooms
18–23 Jul
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4.81 out of 5 average rating, 233 reviews
Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
4.98 out of 5 average rating, 116 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
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
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, 8 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, 122 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 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
Flat in Winter Haven
Luxury by Legoland 106
4.97 out of 5 average rating, 39 reviews, 2 bedrooms, 4 beds, 2 bathrooms
20–25 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
6–11 Sept
Home in Winter Haven
Vacation Home only 8 minutes away from Legoland.
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
28 Jul – 2 Aug
Top guest favourite
Home in Lakeland
Family Heated Pool Home Sleep 12 Near Tampa Disney
5.0 out of 5 average rating, 45 reviews, 4 bedrooms, 7 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Home in Haines City
Florida Dream Home
4.98 out of 5 average rating, 44 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
4–9 Aug
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
Home in Davenport
Davenport Disney Destination w/Pool
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
25–30 Jul
Superhost
Townhouse in Davenport
NEW Disney Resort Free Waterpark Private Pool Gym
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
27 Sept – 2 Oct
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
12–17 Jul
Top guest favourite
Home in Davenport
5BR Spacious Villa with Private Pool, Near Disney
5.0 out of 5 average rating, 44 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
15–20 Aug