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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Home in Winter Haven
Fantastic Water Front Home on the Chain of Lakes
4 bedrooms, 5 beds, 3 private bathrooms
13–18 Sept
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4.91 out of 5 average rating, 129 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
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
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
10–15 Sept
4.98 out of 5 average rating, 47 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
12–17 Sept
4.96 out of 5 average rating, 105 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds
10–15 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
10–15 Sept
4.9 out of 5 average rating, 10 reviews
Home in Auburndale
Pleasant 4 Bed, 2 Bath Home with Screened Pool
4 bedrooms, 4 beds
17–22 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Room in Winter Haven
Comfortable room
1 small double bed
11–16 Sept
New place to stay
Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds
11–16 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Room in Winter Haven
Historic touch private Ensuite in Winter Haven
2 queen beds
13–18 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Lakeland
Edinger's Nest
4 bedrooms, 6 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 63 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
Guest favourite
Cottage in Lake Wales
Lake Wales Vacation Rental w/ Screened-In Porch!
3 bedrooms, 4 beds
24–29 Sept
4.98 out of 5 average rating, 54 reviews
Superhost
Home in Davenport
Private Pool & Spa | Single-Story 4BR | Disney |
4 bedrooms, 4 beds
31 Oct – 5 Nov
New place to stay