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Search results; Over 1,000 homes in Winter Haven

Top guest favourite
Guest suite in Winter Haven
Cute & Cozy in Winter Haven, Florida
1 bedroom, 1 bed, 1 private bathroom
14–19 Aug
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4.9 out of 5 average rating, 116 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, 121 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds
14–19 Aug
5.0 out of 5 average rating, 42 reviews
Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed
15–20 Aug
4.98 out of 5 average rating, 125 reviews
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds
17–22 Aug
4.98 out of 5 average rating, 45 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds
14–19 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds
16–21 Aug
4.98 out of 5 average rating, 44 reviews
Villa in Haines City
4BR Themed Villa | Pool & Cinema | Balmoral
4 bedrooms, 6 beds
24–29 Aug
New place to stay
Home in Lake Hamilton
Spacious Lakefront 5BR home, Near Disney, Legoland
5 bedrooms, 6 beds
29 Aug – 3 Sept
New place to stay
Home in Davenport
Beautifully Maintained Family home
5 bedrooms, 5 beds
14–19 Aug
New place to stay
Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds
18–23 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Room in Winter Haven
Cozy room near Legoland/WinterHaven Hospital/CDL.
1 queen bed
17–22 Aug
4.9 out of 5 average rating, 88 reviews
Guest favourite
Room in Winter Haven
Peace and Love Room 1B Private Entrance
1 queen bed
21–26 Aug
4.87 out of 5 average rating, 31 reviews
Guest favourite
Home in Winter Haven
Cozy Castle
2 bedrooms, 3 beds
23–28 Nov
4.96 out of 5 average rating, 24 reviews
Superhost
Home in Davenport
7 Bd/ 5.5 Ba/ Windsor Island Resort (3409 Lw)
7 bedrooms
14–19 Aug
New place to stay
Guest favourite
Home in Davenport
Davenport Disney Destination w/Pool
3 bedrooms, 4 beds
19–24 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds
14–19 Aug
4.89 out of 5 average rating, 9 reviews
Guest favourite
Room in Winter Haven
Historic touch private Ensuite in Winter Haven
2 queen beds
14–19 Aug
5.0 out of 5 average rating, 10 reviews
Home in Davenport
Hidden Lagoon: 5BR Pool Home, Close to Disney
5 bedrooms, 7 beds
15–20 Aug
New place to stay