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Search results; Over 1,000 homes in Winter Haven

Top guest favourite
Flat in Winter Haven
Florida Penthouse in luxurious mansion!
1 bedroom, 1 bed, 1 private bathroom
17–22 Aug
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4.98 out of 5 average rating, 179 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, 121 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
13–18 Aug
5.0 out of 5 average rating, 42 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
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
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
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 bathrooms
13–18 Aug
5.0 out of 5 average rating, 15 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, 16 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
Home in Davenport
Beautifully Maintained Family home
5 bedrooms, 5 beds, 3 bathrooms
13–18 Aug
New place to stay
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
Home in Winter Haven
Cozy Castle
2 bedrooms, 3 beds, 1 bathroom
23–28 Nov
4.96 out of 5 average rating, 24 reviews
Guest favourite
Townhouse in Davenport
Lovely 4BR Home w/ Pool & BBQ at Solterra
4 bedrooms, 5 beds, 3 bathrooms
26–31 Aug
5.0 out of 5 average rating, 17 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
Top guest favourite
Apartment in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds, 2 bathrooms
14–19 Aug
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds, 3 bathrooms
18–23 Aug
5.0 out of 5 average rating, 9 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, 5 reviews
Guest favourite
Room in Winter Haven
Historic touch private Ensuite in Winter Haven
2 queen beds, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Winter Haven
Roomy 3BR Near Lake Howard & Downtown Winter Haven
3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Aug
3.5 out of 5 average rating, 4 reviews