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Search results; Over 1,000 homes in Winter Haven

Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
5 bedrooms, 7 beds
17–22 Oct
4.98 out of 5 average rating, 121 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Winter Haven
Modern Legoland Retreat
3 bedrooms, 4 beds
9–14 Aug
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed
9–14 Aug
4.98 out of 5 average rating, 125 reviews
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds
17–22 Aug
4.98 out of 5 average rating, 44 reviews
Guest favourite
Room in Winter Haven
Peace and Love Room 1B Private Entrance
1 queen bed
21–26 Aug
4.87 out of 5 average rating, 31 reviews
Top guest favourite
Apartment in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds
9–14 Aug
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Lakeland
Romantic Lakefront – Feed Swans – Walkable Dining
1 bedroom, 1 king bed
23–28 Aug
5.0 out of 5 average rating, 148 reviews
Top guest favourite
Guest house in Dundee
New Modern Guest House! Great location. Smoke-Free
1 bedroom, 1 queen bed
9–14 Aug
4.98 out of 5 average rating, 41 reviews
Home in Lake Hamilton
Spacious Lakefront 5BR home, Near Disney, Legoland
5 bedrooms, 6 beds
29 Aug – 3 Sept
New place to stay
Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds
18–23 Aug
5.0 out of 5 average rating, 8 reviews
Home in Davenport
Davenport Disney Destination w/Pool
3 bedrooms, 4 beds
19–24 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Winter Haven
Cozy Castle
2 bedrooms, 3 beds
23–28 Nov
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds
10–15 Aug
4.98 out of 5 average rating, 44 reviews
Superhost
Home in Lakeland
Conveniently Located Pool Home Pet/Family Friendly
3 bedrooms, 4 beds
9–14 Aug
Top guest favourite
Guest house in Lakeland
Charming Guesthouse
1 bedroom, 1 queen bed
23–28 Sept
5.0 out of 5 average rating, 37 reviews
Townhouse in Davenport
Solterra resort townhouse w/ private pool
4 bedrooms, 5 beds
10–15 Oct
New place to stay
Home in Haines City
Minniehaha Castle
4 bedrooms, 7 beds
25–30 Aug
5.0 out of 5 average rating, 4 reviews