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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Guest suite in Winter Haven
Horse Farm on a Beautiful Lake
1 bedroom, 3 beds, 1 private bathroom
10–15 Sept
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4.95 out of 5 average rating, 314 reviews
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
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds, 4.5 bathrooms
10–15 Sept
4.98 out of 5 average rating, 44 reviews
Room in Winter Haven
LC 11 Ensuite Queen Bed with Walking Closet
1 bed, 1 bathroom
9–14 Sept
Home in Winter Haven
Pool+Jacuzzi+Game/Movie Rm+Near Legoland/Downtown
4 bedrooms, 7 beds, 2 bathrooms
11–16 Sept
New place to stay
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
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
Home in Lakeland
Family Heated Pool Home Sleep 12 Near Tampa Disney
4 bedrooms, 7 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 49 reviews
Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 9 reviews
Home in Davenport
Hidden Lagoon: 5BR Pool Home, Close to Disney
5 bedrooms, 7 beds, 3 bathrooms
13–18 Sept
New place to stay
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Home in Davenport
Megan and Josh's Place
4 bedrooms, 5 beds, 3 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 53 reviews
Home in Haines City
Cozy 6BR Balmoral Retreat | Pool, Spa & Waterpark
6 bedrooms, 6.5 bathrooms
9–14 Sept
Top guest favourite
Home in Davenport
Josh & Megan’s Place
5 bedrooms, 10 beds, 5 bathrooms
23–28 Oct
4.99 out of 5 average rating, 95 reviews
Top guest favourite
Home in Davenport
Mickey themed villa/pool & Gameroom/mins to disney
3 bedrooms, 6 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Haines City
Posh and Peaceful Golf Resort Gate Home w Pool
4 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Villa in Davenport
Retreat with Pool, Jacuzzi, Game Room, BBQ, Cinema
4 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
4.95 out of 5 average rating, 104 reviews
Home in Davenport
Peaceful & Modern Retreat - Pool & Themed Rooms!
4 bedrooms, 6 beds, 3 bathrooms
12–17 Sept
New place to stay