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Search results; Over 1,000 homes in Winter Haven

Top guest favourite
Guest suite in Winter Haven
Horse Farm on a Beautiful Lake
1 bedroom, 3 beds, 1 private bathroom
11–16 Jul
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4.96 out of 5 average rating, 309 reviews
Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
5 bedrooms, 7 beds, 3.5 bathrooms
23–28 Aug
4.98 out of 5 average rating, 115 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
7–12 Jul
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Winter Haven
Modern Legoland Retreat
3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
4.97 out of 5 average rating, 39 reviews
Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5 bedrooms, 7 beds, 3 bathrooms
26–31 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 121 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 bathrooms
13–18 Jul
5.0 out of 5 average rating, 14 reviews
Home in Winter Haven
Vacation Home only 8 minutes away from Legoland.
3 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
New place to stay
Top guest favourite
Home in Winter Haven
Lovely Home on Lilac Lane - Winter Haven
3 bedrooms, 3 beds, 2 bathrooms
4–9 Sept
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Home in Lake Alfred
Pet friendly Central Florida Bungalow
2 bedrooms, 2 queen beds, 1 bathroom
30 Jul – 4 Aug
4.93 out of 5 average rating, 44 reviews
Superhost
Home in Davenport
Star Wars Arcade! Hot Tub & Pool near Disney Parks
4 bedrooms, 6 beds, 3 bathrooms
11–16 Jul
5.0 out of 5 average rating, 3 reviews
Place to stay in Winter Haven
Room with Free Boat & Jet Ski Parking Available
1 bedroom, 1 double bed, 1 bathroom
23–28 Jul
New place to stay
Superhost
Home in Winter Haven
White Door House!
4 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
New place to stay
Guest favourite
Cottage in Lake Wales
Lake Wales Vacation Rental w/ Screened-In Porch!
3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Home in Lakeland
Luxury 3BR Near Downtown | Pet Friendly + Peaceful
3 bedrooms, 4 beds, 2 bathrooms
8–13 Jul
5.0 out of 5 average rating, 103 reviews
Superhost
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds, 2.5 bathrooms
8–13 Aug
New place to stay
Home in Haines City
Legoland, Theme Parks, Disney Haines City, Orlando
3 bedrooms, 5 beds, 4 bathrooms
26–31 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Winter Haven
Cozy Castle
2 bedrooms, 3 beds, 1 bathroom
11–16 Jul
4.95 out of 5 average rating, 22 reviews