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Search results; Over 1,000 homes in Winter Haven

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Top guest favourite
Home in Winter Haven
Stunning Luxury House on the Chain of Lakes
5 bedrooms, 9 beds, 5 private bathrooms
19–24 Sept
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4.97 out of 5 average rating, 29 reviews
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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
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Home in Winter Haven
Pool+Jacuzzi+Game/Movie Rm+Near Legoland/Downtown
4 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
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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, 43 reviews
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Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5 bedrooms, 7 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 12 reviews
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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
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Top guest favourite
Home in Davenport
6BR family retreat w/ pool & game room
6 bedrooms, 7 beds, 4 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 53 reviews
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Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 128 reviews
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Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds, 4.5 bathrooms
16–21 Sept
4.98 out of 5 average rating, 44 reviews
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Superhost
Room in Winter Haven
Comfortable room
1 small double bed, 1 bathroom
16–21 Sept
New place to stay
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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
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Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 47 reviews
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Home in Haines City
Cozy 6BR Balmoral Retreat | Pool, Spa & Waterpark
6 bedrooms, 6.5 bathrooms
20–25 Sept
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Top guest favourite
Home in Lakeland
Family Heated Pool Home Sleep 12 Near Tampa Disney
4 bedrooms, 7 beds, 2 bathrooms
23–28 Sept
5.0 out of 5 average rating, 49 reviews
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Guest favourite
Room in Winter Haven
Garden Room with balcony in updated historic home
1 double bed, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 17 reviews
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Top guest favourite
Room in Winter Haven
Jaguar Bedroom with private bath.
1 queen bed, 1 bathroom
17–22 Sept
4.94 out of 5 average rating, 17 reviews
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Home in Auburndale
Pleasant 4 Bed, 2 Bath Home with Screened Pool
4 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Room in Winter Haven
Quiet & safe, for one or two.
2 single beds, 1 bathroom
18–23 Sept
4.96 out of 5 average rating, 105 reviews