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Search results; Over 1,000 homes in Winter Haven

Superhost
Home in Winter Haven
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dtwn
3 bedrooms, 6 beds, 1.5 private bathrooms
20–25 Sept
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4.81 out of 5 average rating, 152 reviews
Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
5 bedrooms, 7 beds, 3.5 bathrooms
16–21 Nov
4.98 out of 5 average rating, 122 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
15–20 Aug
5.0 out of 5 average rating, 42 reviews
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, 45 reviews
Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bathroom
15–20 Aug
4.98 out of 5 average rating, 125 reviews
Top guest favourite
Villa in Haines City
Family 3BR Pool Home Near Disney w/ Private Patio
3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
5.0 out of 5 average rating, 15 reviews
Villa in Haines City
4BR Themed Villa | Pool & Cinema | Balmoral
4 bedrooms, 6 beds, 3 bathrooms
24–29 Aug
New place to stay
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds, 4.5 bathrooms
16–21 Aug
4.98 out of 5 average rating, 44 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
Superhost
Home in Davenport
3BR Luxury Disney Escape | Hot Tub & 2 King Suites
3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Aug
New place to stay
Guest favourite
Home in Davenport
Davenport Disney Destination w/Pool
3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Room in Winter Haven
Peace and Love Room 1B Private Entrance
1 queen bed, 1 bathroom
21–26 Aug
4.87 out of 5 average rating, 31 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 Davenport
Family Home| Pvt Pool, Spa & BBQ | Near Disney
4 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
New place to stay
Guest favourite
Home in Winter Haven
Cozy Castle
2 bedrooms, 3 beds, 1 bathroom
23–28 Nov
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Winter Haven
Lovely Home on Lilac Lane - Winter Haven
3 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
4.96 out of 5 average rating, 26 reviews
Superhost
Home in Haines City
Posh and Peaceful Golf Resort Gate Home w Pool
4 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Home in Lakeland
Family Heated Pool Home Sleep 12 Near Tampa Disney
4 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 48 reviews