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Search results; Over 1,000 homes in Winter Haven

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Top guest favourite
Guest suite in Winter Haven
Cute & Cozy in Winter Haven, Florida
1 bedroom, 1 bed, 1 private bathroom
5–10 Oct
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4.9 out of 5 average rating, 116 reviews
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Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds
5–10 Oct
5.0 out of 5 average rating, 45 reviews
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Home in Winter Haven
Pool+Jacuzzi+Game/Movie Rm+Near Legoland/Downtown
4 bedrooms, 7 beds
18–23 Oct
5.0 out of 5 average rating, 4 reviews
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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, 128 reviews
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Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed
5–10 Oct
4.98 out of 5 average rating, 129 reviews
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Home in Winter Haven
Modern Legoland Retreat
3 bedrooms, 4 beds
4–9 Oct
4.94 out of 5 average rating, 18 reviews
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Home in Winter Haven
Lovely Home on Lilac Lane - Winter Haven
3 bedrooms, 3 beds
5–10 Oct
4.97 out of 5 average rating, 29 reviews
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Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5 bedrooms, 7 beds
26–31 Oct
5.0 out of 5 average rating, 12 reviews
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Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds
1–6 Oct
5.0 out of 5 average rating, 15 reviews
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Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds
5–10 Oct
4.98 out of 5 average rating, 48 reviews
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Apartment in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds
12–17 Oct
4.9 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Lake Alfred
Lake Alfred Bungalow-Near Disney-Pet Friendly
2 bedrooms, 2 beds
5–10 Oct
4.94 out of 5 average rating, 49 reviews
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Guest house in Winter Haven
The Pool House
1 bedroom, 1 queen bed
1–6 Oct
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Villa in Haines City
Fairway Oasis - Southern Dunes - Golf Course
4 bedrooms, 6 beds
24–29 Nov
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Room in Winter Haven
Quiet & safe, for one or two.
2 single beds
1–6 Oct
4.96 out of 5 average rating, 105 reviews
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Home in Auburndale
Pleasant 4 Bed, 2 Bath Home with Screened Pool
4 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Haines City
Amazing pool house in Southern Dunes!
4 bedrooms, 6 beds
11–16 Oct
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Guest favourite
Room in Winter Haven
Historic touch private Ensuite in Winter Haven
2 queen beds
18–23 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Guest house in Dundee
New Modern Guest House! Great location. Smoke-Free
1 bedroom, 1 queen bed
1–6 Oct
4.98 out of 5 average rating, 45 reviews