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Search results; Over 1,000 homes in Winter Haven

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Guest favourite
Home in Winter Haven
Luxury 3BR•Heated Pool• Game Room• Legoland 4 Min
3 bedrooms, 6 beds, 2 private bathrooms
18–23 Oct
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4.96 out of 5 average rating, 67 reviews
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Home in Winter Haven
Pool+Jacuzzi+Game/Movie Rm+Near Legoland/Downtown
4 bedrooms, 7 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 45 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, 128 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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Top guest favourite
Home in Winter Haven
Lovely Home on Lilac Lane - Winter Haven
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.97 out of 5 average rating, 29 reviews
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Top guest favourite
Home in Winter Haven
Modern Legoland Retreat
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.94 out of 5 average rating, 18 reviews
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Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
4.98 out of 5 average rating, 48 reviews
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Top guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bathroom
5–10 Oct
4.98 out of 5 average rating, 129 reviews
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Guest favourite
Room in Winter Haven
Quiet & safe, for one or two.
2 single beds, 1 bathroom
1–6 Oct
4.96 out of 5 average rating, 105 reviews
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Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 15 reviews
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Home in Auburndale
Pleasant 4 Bed, 2 Bath Home with Screened Pool
4 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Villa in Haines City
6BR Lake View Home | Private Pool | Near Legoland
6 bedrooms, 8 beds, 5.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Davenport
Magical FL Stay, Pool & Themed Rooms Near “Disney”
3 bedrooms, 6 beds, 2 bathrooms
28 Nov – 3 Dec
5.0 out of 5 average rating, 8 reviews
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Superhost
Home in Eagle Lake
Extended Stay Winter haven, Eagle Lake, & Lakeland
4 bedrooms, 5 beds, 2 bathrooms
20–25 Mar
New place to stay
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Superhost
Home in Davenport
Family & Pet-Friendly Pool Home | Near Disney
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Oct
New place to stay
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Home in Haines City
Amazing pool house in Southern Dunes!
4 bedrooms, 6 beds, 3 bathrooms
11–16 Oct
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Superhost
Townhouse in Davenport
5 Bd/ 4.5 Ba/ The Enclaves At Festival (450 Cd)
5 bedrooms, 7 beds, 4.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Winter Haven
Charlie’s Choice: Your Perfect Home Base
4 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews