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Search results; Over 1,000 homes in Winter Haven

Top guest favourite
Home in Winter Haven
Beautiful Lake House Boating Fishing near Legoland
3 bedrooms, 3 beds, 1 private bathroom
1–6 Aug
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4.99 out of 5 average rating, 151 reviews
Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
5 bedrooms, 7 beds, 3.5 bathrooms
9–14 Oct
4.98 out of 5 average rating, 117 reviews
Top guest favourite
Home in Winter Haven
Modern Legoland Retreat
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
4.98 out of 5 average rating, 41 reviews
Guest favourite
Room in Winter Haven
Peace and Love Room 1B Private Entrance
1 queen bed, 1 bathroom
1–6 Aug
4.87 out of 5 average rating, 31 reviews
Home in Winter Haven
Vacation Home only 8 minutes away from Legoland.
3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Winter Haven
BlockHaven near Legoland, Disney
3 bedrooms, 4 beds, 1.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 27 reviews
Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.98 out of 5 average rating, 124 reviews
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Aug
4.98 out of 5 average rating, 44 reviews
Guest favourite
Home in Winter Haven
Cozy Castle
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 24 reviews
Superhost
Home in Winter Haven
White Door House!
4 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Lakeland
Family Heated Pool Home Sleep 12 Near Tampa Disney
4 bedrooms, 7 beds, 2 bathrooms
12–17 Aug
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Apartment in Winter Haven
Waterfront Condo |Pool Access |Dock |Patio Views
2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
4.89 out of 5 average rating, 9 reviews
Townhouse in Davenport
Orlando Family Fun | Disney | Cinema |Free Parking
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Haines City
New! Golf Course Views - Private Pool & Spa - Near
4 bedrooms, 6 beds, 3 bathrooms
1–6 Aug
New place to stay
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 14 reviews
Home in Davenport
3BR Home Near Disney | Private Pool + Coffee Bar
3 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
New place to stay
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds, 5 bathrooms
26–31 Aug