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Search results; Over 1,000 homes in Winter Haven

Top guest favourite
Home in Winter Haven
Legoland Lakehouse Canoe & Kayak Retreat
3 bedrooms, 3 beds, 3 private bathrooms
30 Aug – 4 Sept
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4.92 out of 5 average rating, 220 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
20–25 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
20–25 Aug
4.98 out of 5 average rating, 46 reviews
Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bathroom
20–25 Aug
4.98 out of 5 average rating, 125 reviews
Flat in Winter Haven
One of the best in Polk
2 bedrooms, 2 beds, 2 bathrooms
22–27 Aug
New place to stay
Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5 bedrooms, 7 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 10 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
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
Guest favourite
Home in Haines City
Minniehaha Castle
4 bedrooms, 7 beds, 3 bathrooms
25–30 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds, 2 bathrooms
24–29 Aug
4.89 out of 5 average rating, 9 reviews
Villa in Haines City
4BR Themed Villa | Pool & Cinema | Balmoral
4 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
New place to stay
Guest favourite
Home in Davenport
The Ultimate Family Getaway Near Disney
3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
4.95 out of 5 average rating, 19 reviews
Villa in Haines City
Fairway Oasis - Southern Dunes - Golf Course
4 bedrooms, 6 beds, 2 bathrooms
25–30 Aug
Top guest favourite
Home in Davenport
4BR family villa w/ pool & balcony
4 bedrooms, 8 beds, 3 bathrooms
14–19 Sept
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Home in Lakeland
Luxury 3BR Near Downtown | Pet Friendly + Peaceful
3 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 108 reviews
Guest favourite
Cottage in Lake Wales
Lake Wales Vacation Rental w/ Screened-In Porch!
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 53 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 bathrooms
20–25 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Lakeland
Lakeland Retreat: Private Heated Pool & Yard Games
3 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 34 reviews