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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Home in Winter Haven
Lakefront Home on the Winter Haven Chain O’Lakes!
2 bedrooms, 3 beds, 1.5 private bathrooms
8–13 Sept
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4.96 out of 5 average rating, 116 reviews
Room in Winter Haven
LC 11 Ensuite Queen Bed with Walking Closet
1 bed, 1 bathroom
8–13 Sept
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, 126 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 42 reviews
Home in Haines City
Amazing pool house in Southern Dunes!
4 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
New place to stay
Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
4.98 out of 5 average rating, 126 reviews
Room in Winter Haven
Lovely Lakefront Stay w/Queen Bed
1 queen bed, 1 bathroom
1–6 Jan
5.0 out of 5 average rating, 4 reviews
Superhost
Room in Winter Haven
Comfortable room
1 small double bed, 1 bathroom
10–15 Sept
New place to stay
Flat in Winter Haven
One of the best in Polk
2 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
4.8 out of 5 average rating, 5 reviews
Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Room in Winter Haven
Garden Room with balcony in updated historic home
1 double bed, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds, 4.5 bathrooms
8–13 Sept
4.98 out of 5 average rating, 44 reviews
Guest favourite
Room in Winter Haven
Quiet & safe, for one or two.
2 single beds, 1 bathroom
9–14 Sept
4.96 out of 5 average rating, 105 reviews
Guest favourite
Room in Winter Haven
Peace and Love Room 1B Private Entrance
1 queen bed, 1 bathroom
2–7 Nov
4.88 out of 5 average rating, 32 reviews
Villa in Haines City
Fairway Oasis - Southern Dunes - Golf Course
4 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Home in Davenport
6BR pool retreat - game room & EV charger
6 bedrooms, 7 beds, 4 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 51 reviews
Home in Haines City
Cozy 6BR Balmoral Retreat | Pool, Spa & Waterpark
6 bedrooms, 6.5 bathrooms
8–13 Sept
Room in Winter Haven
Comfy, Frida Kahlo Blue Room w Dedicated Bathroom
1 bed, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 4 reviews