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Search results; Over 1,000 homes in Winter Haven

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Guest favourite
Home in Winter Haven
Cozy2BR/2BR Near Legoland & Winter Haven Hospital
2 bedrooms, 2 beds, 2 private bathrooms
4–9 Oct
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5.0 out of 5 average rating, 30 reviews
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Home in Winter Haven
Pool+Jacuzzi+Game/Movie Rm+Near Legoland/Downtown
4 bedrooms, 7 beds
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
21–26 Sept
5.0 out of 5 average rating, 44 reviews
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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, 126 reviews
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Home in Winter Haven
Modern Legoland Retreat
3 bedrooms, 4 beds
21–26 Sept
4.94 out of 5 average rating, 17 reviews
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Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed
19–24 Sept
4.98 out of 5 average rating, 128 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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Top guest favourite
Home in Winter Haven
Lovely Home on Lilac Lane - Winter Haven
3 bedrooms, 3 beds
5–10 Oct
4.96 out of 5 average rating, 28 reviews
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Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds
28 Sept – 3 Oct
4.98 out of 5 average rating, 47 reviews
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Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds
16–21 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Apartment in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds
16–21 Sept
4.9 out of 5 average rating, 10 reviews
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Guest favourite
Room in Winter Haven
Quiet & safe, for one or two.
2 single beds
18–23 Sept
4.96 out of 5 average rating, 105 reviews
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Guest favourite
Room in Winter Haven
Historic touch private Ensuite in Winter Haven
2 queen beds
20–25 Sept
5.0 out of 5 average rating, 10 reviews
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Home in Auburndale
Pleasant 4 Bed, 2 Bath Home with Screened Pool
4 bedrooms, 4 beds
16–21 Sept
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
16–21 Sept
New place to stay
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Top guest favourite
Room in Winter Haven
Cozy room near Legoland/WinterHaven Hospital/CDL.
1 queen bed
24–29 Sept
4.9 out of 5 average rating, 89 reviews
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Home in Davenport
Sunny-All-Day Pool Vacation Home
3 bedrooms, 4 beds
29 Oct – 3 Nov
4.95 out of 5 average rating, 106 reviews
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Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds
17–22 Sept
4.98 out of 5 average rating, 44 reviews
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Home in Winter Haven
3bd/2ba + 2 car garage near Lake Alfred
3 bedrooms, 3 beds
16–21 Sept