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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
20–25 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
20–25 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
16–21 Nov
4.98 out of 5 average rating, 122 reviews
Flat in Winter Haven
One of the best in Polk
2 bedrooms, 2 beds
22–27 Aug
New place to stay
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds
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
20–25 Aug
4.98 out of 5 average rating, 125 reviews
Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5 bedrooms, 7 beds
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
21–26 Aug
4.87 out of 5 average rating, 31 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds
20–25 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds
20–25 Aug
4.98 out of 5 average rating, 44 reviews
Superhost
Home in Haines City
New! Golf Course Views - Private Pool & Spa - Near
4 bedrooms, 6 beds
20–25 Aug
New place to stay
Top guest favourite
Room in Winter Haven
Quiet & safe, for one or two.
2 single beds
21–26 Aug
4.96 out of 5 average rating, 105 reviews
Guest favourite
Cottage in Lake Wales
Lake Wales Vacation Rental w/ Screened-In Porch!
3 bedrooms, 4 beds
6–11 Sept
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Home in Davenport
Sunny-All-Day Pool Vacation Home
3 bedrooms, 4 beds
31 Aug – 5 Sept
4.95 out of 5 average rating, 101 reviews
Villa in Haines City
4BR Themed Villa | Pool & Cinema | Balmoral
4 bedrooms, 6 beds
7–12 Sept
New place to stay
Top guest favourite
Home in Winter Haven
Lovely Home on Lilac Lane - Winter Haven
3 bedrooms, 3 beds
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
13–18 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 9 reviews
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms, 5 beds
31 Oct – 5 Nov
New place to stay