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Search results; Over 1,000 homes in Winter Haven

Superhost
Guest suite in Winter Haven
Cozy Family Vacation Villa
3 bedrooms, 4 beds, 1 private bathroom
6–11 Sept
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4.91 out of 5 average rating, 33 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, 126 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
4–9 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
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
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bathroom
4–9 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
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
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds, 4.5 bathrooms
5–10 Sept
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 46 reviews
Home in Davenport
Hidden Lagoon: 5BR Pool Home, Close to Disney
5 bedrooms, 7 beds, 3 bathrooms
7–12 Sept
New place to stay
Guest favourite
Room in Winter Haven
Garden Room with balcony in updated historic home
1 double bed, 1 bathroom
4–9 Sept
4.94 out of 5 average rating, 17 reviews
Guest favourite
Room in Winter Haven
Quiet & safe, for one or two.
2 single beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 105 reviews
Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds, 1 bathroom
5–10 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Room in Winter Haven
Jaguar Bedroom with private bath.
1 queen bed, 1 bathroom
5–10 Sept
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Winter Haven
STAR WARS Galaxy WORLD near LEGO land/Disney World
1 bedroom, 4 beds, 1 bathroom
26 Nov – 1 Dec
4.99 out of 5 average rating, 165 reviews
Villa in Haines City
4BR Themed Villa | Pool & Cinema | Balmoral
4 bedrooms, 6 beds, 3 bathrooms
21–26 Sept
New place to stay
Top guest favourite
Home in Davenport
Magic Place | 15 Min Disney Park |Heated Pool |BBQ
4 bedrooms, 6 beds, 4.5 bathrooms
4–9 Sept
4.99 out of 5 average rating, 83 reviews