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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Guest house in Winter Haven
Cozy Guesthouse in Winter Haven 2
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
,
4.95 out of 5 average rating, 55 reviews
Home in Winter Haven
Pool+Jacuzzi+Game/Movie Rm+Near Legoland/Downtown
4 bedrooms, 7 beds
20–25 Sept
New place to stay
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds
21–26 Sept
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
5 bedrooms, 7 beds
16–21 Nov
4.98 out of 5 average rating, 126 reviews
Top guest favourite
Home in Winter Haven
Lovely Home on Lilac Lane - Winter Haven
3 bedrooms, 3 beds
25–30 Sept
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds
14–19 Sept
4.98 out of 5 average rating, 47 reviews
Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed
12–17 Sept
4.98 out of 5 average rating, 127 reviews
Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5 bedrooms, 7 beds
26–31 Oct
5.0 out of 5 average rating, 11 reviews
Guest favourite
Room in Winter Haven
Quiet & safe, for one or two.
2 single beds
13–18 Sept
4.96 out of 5 average rating, 105 reviews
Superhost
Room in Winter Haven
Comfortable room
1 small double bed
11–16 Sept
New place to stay
Home in Auburndale
Pleasant 4 Bed, 2 Bath Home with Screened Pool
4 bedrooms, 4 beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds
11–16 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds
11–16 Sept
4.9 out of 5 average rating, 10 reviews
Superhost
Camper van/Motorhome in Winter Haven
Y - RV/Camp Site #2 at Cypress Inlet
1 bed
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Home in Lake Hamilton
Spacious Lakefront 5BR home, Near Disney, Legoland
5 bedrooms, 6 beds
11–16 Sept
Guest favourite
Room in Winter Haven
Historic touch private Ensuite in Winter Haven
2 queen beds
20–25 Sept
5.0 out of 5 average rating, 10 reviews
Home in Winter Haven
3bd/2ba + 2 car garage near Lake Alfred
3 bedrooms, 3 beds
11–16 Sept
Villa in Haines City
Fairway Oasis - Southern Dunes - Golf Course
4 bedrooms, 6 beds
21–26 Sept
Top guest favourite
Townhouse in Davenport
4 Bd/3 Bt- Sleeps 8! Close Disney, Self Check-in
4 bedrooms, 5 beds
29 Nov – 4 Dec
5.0 out of 5 average rating, 30 reviews