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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
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, 42 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
7–12 Sept
4.98 out of 5 average rating, 44 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, 126 reviews
Top guest favourite
Home in Lakeland
Family Heated Pool Home Sleep 12 Near Tampa Disney
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 49 reviews
Room in Winter Haven
Lovely Lakefront Stay w/Queen Bed
1 queen bed, 1 bathroom
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, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 9 reviews
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
Home in Davenport
Hidden Lagoon: 5BR Pool Home, Close to Disney
5 bedrooms, 7 beds, 3 bathrooms
11–16 Sept
New place to stay
Villa in Haines City
Fairway Oasis - Southern Dunes - Golf Course
4 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
Home in Davenport
Peaceful & Modern Retreat - Pool & Themed Rooms!
4 bedrooms, 6 beds, 3 bathrooms
9–14 Sept
New place to stay
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 46 reviews
Home in Haines City
Cozy 6BR Balmoral Retreat | Pool, Spa & Waterpark
6 bedrooms, 6.5 bathrooms
8–13 Sept
Flat in Winter Haven
One of the best in Polk
2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Davenport
6BR pool retreat - game room & EV charger
6 bedrooms, 7 beds, 4 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 51 reviews
Top guest favourite
Home in Davenport
Megan and Josh's Place
4 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
4.98 out of 5 average rating, 52 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Davenport
4BR family villa w/ pool & balcony
4 bedrooms, 8 beds, 3 bathrooms
16–21 Sept
4.98 out of 5 average rating, 55 reviews