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Search results; Over 1,000 homes in Winter Haven

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Guest favourite
Cottage in Winter Haven
Sweet Cottage - 5 mi to Legoland & 0.5 mi to Dtwn
2 bedrooms, 5 beds, 1.5 private bathrooms
1–6 Oct
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4.81 out of 5 average rating, 235 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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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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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
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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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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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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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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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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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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Home in Haines City
Amazing pool house in Southern Dunes!
4 bedrooms, 6 beds, 3 bathrooms
11–16 Oct
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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
Royal Retreat Disney Themed Pool Home, Arcade, Theater
8 bedrooms, 17 beds, 5 bathrooms
23–28 Nov
4.96 out of 5 average rating, 119 reviews
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Flat in Davenport
Modern Escape Near Disney
1 bedroom, 1 king bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Four Corners
Family Home w/ Pvt Pool & Game Room | Walk to Club
5 bedrooms, 7 beds, 4.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Apartment in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
4.9 out of 5 average rating, 10 reviews
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Home in Lakeland
Family Heated Pool Home Sleep 12 Near Tampa Disney
4 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 50 reviews