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Search results; Over 1,000 homes in Winter Haven

Top guest favourite
Guest suite in Winter Haven
Cute & Cozy in Winter Haven, Florida
1 bedroom, 1 bed, 1 private bathroom
19–24 Aug
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4.9 out of 5 average rating, 116 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 42 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
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
19–24 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
19–24 Aug
4.98 out of 5 average rating, 125 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 bathrooms
19–24 Aug
5.0 out of 5 average rating, 15 reviews
Superhost
Home in Haines City
New! Golf Course Views - Private Pool & Spa - Near
4 bedrooms, 6 beds, 3 bathrooms
19–24 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
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds, 4.5 bathrooms
19–24 Aug
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Room in Winter Haven
Quiet & safe, for one or two.
2 single beds, 1 bathroom
20–25 Aug
4.96 out of 5 average rating, 105 reviews
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
Villa in Haines City
4BR Themed Villa | Pool & Cinema | Balmoral
4 bedrooms, 6 beds, 3 bathrooms
24–29 Aug
New place to stay
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
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 Davenport
3BR Luxury Disney Escape | Hot Tub & 2 King Suites
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Aug
New place to stay
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
Guest favourite
Home in Davenport
6 Bedrooms/ 5 Bathrooms/ Champions Gate (590 Ss)
6 bedrooms, 8 beds, 5 bathrooms
23–28 Aug
4.97 out of 5 average rating, 61 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
Home in Davenport
5 Bedrooms/ 4.5 Bathrooms/ Solterra (7872 Or)
5 bedrooms, 7 beds, 4.5 bathrooms
27 Sept – 2 Oct
4.88 out of 5 average rating, 16 reviews