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Search results; Over 1,000 homes in Winter Haven

Top guest favourite
Flat in Winter Haven
Florida Penthouse in luxurious mansion!
1 bedroom, 1 bed, 1 private bathroom
16–21 Sept
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4.98 out of 5 average rating, 181 reviews
Home in Winter Haven
Pool+Jacuzzi+Game/Movie Rm+Near Legoland/Downtown
4 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
New place to stay
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
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, 3.5 bathrooms
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, 1 bathroom
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, 2 bathrooms
25–30 Sept
4.96 out of 5 average rating, 27 reviews
Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5 bedrooms, 7 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.98 out of 5 average rating, 47 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 bathrooms
11–16 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Room in Winter Haven
Quiet & safe, for one or two.
2 single beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 105 reviews
Home in Auburndale
Pleasant 4 Bed, 2 Bath Home with Screened Pool
4 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds, 2 bathrooms
12–17 Sept
4.9 out of 5 average rating, 10 reviews
Superhost
Room in Winter Haven
Comfortable room
1 small double bed, 1 bathroom
11–16 Sept
New place to stay
Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds, 1 bathroom
12–17 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, 1 bathroom
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, 2.5 bathrooms
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, WC
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Home in Haines City
Cozy 6BR Balmoral Retreat | Pool, Spa & Waterpark
6 bedrooms, 6.5 bathrooms
11–16 Sept
Superhost
Home in Davenport
Private Pool & Spa | Single-Story 4BR | Disney |
4 bedrooms, 4 beds, 3 bathrooms
31 Oct – 5 Nov
New place to stay