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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Cottage in Winter Haven
2 - Ships Ahoy Bungalow 2 bed/2 bath - Unit 17
2 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
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4.87 out of 5 average rating, 174 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
9–14 Jul
Top guest favourite
Home in Winter Haven
Modern Legoland Retreat
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
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
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 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
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
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
10–15 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
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
Guest favourite
Home in Winter Haven
Cozy Castle
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Jul
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
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 Jul
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
Guest favourite
Place to stay in Lake Alfred
The Scandinavian Contemporary Blauw
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Jul
Superhost
Home in Winter Haven
Roomy 3BR Near Lake Howard & Downtown Winter Haven
3.5 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
24–29 Aug
Top guest favourite
Home in Davenport
Sunny-All-Day Pool Vacation Home
4.96 out of 5 average rating, 95 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul