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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 bed, 1 private bathroom
12–17 Sept
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4.98 out of 5 average rating, 127 reviews
Home in Winter Haven
Pool+Jacuzzi+Game/Movie Rm+Near Legoland/Downtown
4 bedrooms, 7 beds
11–16 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
Room in Winter Haven
LC 11 Ensuite Queen Bed with Walking Closet
1 bed
26 Sept – 1 Oct
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
Home in Haines City
Amazing pool house in Southern Dunes!
4 bedrooms, 6 beds
13–18 Sept
New place to stay
Room in Winter Haven
Lovely Lakefront Stay w/Queen Bed
1 queen bed
1–6 Jan
5.0 out of 5 average rating, 4 reviews
Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds
10–15 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds
10–15 Sept
4.98 out of 5 average rating, 44 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
Superhost
Room in Winter Haven
Comfortable room
1 small double bed
10–15 Sept
New place to stay
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
Top guest favourite
Home in Lakeland
Family Heated Pool Home Sleep 12 Near Tampa Disney
4 bedrooms, 7 beds
10–15 Sept
5.0 out of 5 average rating, 49 reviews
Home in Winter Haven
3bd/2ba + 2 car garage near Lake Alfred
3 bedrooms, 3 beds
10–15 Sept
Guest favourite
Room in Winter Haven
Peace and Love Room 1B Private Entrance
1 queen bed
2–7 Nov
4.88 out of 5 average rating, 32 reviews
Home in Haines City
Cozy 6BR Balmoral Retreat | Pool, Spa & Waterpark
6 bedrooms
10–15 Sept
Villa in Haines City
Fairway Oasis - Southern Dunes - Golf Course
4 bedrooms, 6 beds
21–26 Sept
Guest favourite
Room in Winter Haven
Garden Room with balcony in updated historic home
1 double bed
13–18 Sept
4.94 out of 5 average rating, 17 reviews
Home in Davenport
Hidden Lagoon: 5BR Pool Home, Close to Disney
5 bedrooms, 7 beds
13–18 Sept
New place to stay