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Search results; Over 1,000 homes in Winter Haven

Top guest favourite
Farm stay in Winter Haven
Quiet, Country and close to Legoland!
2 bedrooms, 3 beds, 1 private bathroom
21–26 Aug
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4.99 out of 5 average rating, 201 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, 122 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
4.98 out of 5 average rating, 46 reviews
Flat in Winter Haven
One of the best in Polk
2 bedrooms, 2 beds, 2 bathrooms
22–27 Aug
New place to stay
Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bathroom
19–24 Aug
4.98 out of 5 average rating, 125 reviews
Guest favourite
Room in Winter Haven
Peace and Love Room 1B Private Entrance
1 queen bed, 1 bathroom
21–26 Aug
4.87 out of 5 average rating, 31 reviews
Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5 bedrooms, 7 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Winter Haven
Cozy Castle
2 bedrooms, 3 beds, 1 bathroom
23–28 Nov
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Guest house in Dundee
New Modern Guest House! Great location. Smoke-Free
1 bedroom, 1 queen bed, 1 bathroom
19–24 Aug
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Room in Winter Haven
Quiet & safe, for one or two.
2 single beds, 1 bathroom
21–26 Aug
4.96 out of 5 average rating, 105 reviews
Top guest favourite
Apartment in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds, 2 bathrooms
24–29 Aug
4.89 out of 5 average rating, 9 reviews
Guest favourite
Home in Haines City
Minniehaha Castle
4 bedrooms, 7 beds, 3 bathrooms
25–30 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Davenport
4BR family villa w/ pool & balcony
4 bedrooms, 8 beds, 3 bathrooms
14–19 Sept
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Home in Lakeland
Luxury 3BR Near Downtown | Pet Friendly + Peaceful
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 108 reviews
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds, 4.5 bathrooms
19–24 Aug
4.98 out of 5 average rating, 44 reviews
Guest favourite
Home in Davenport
Davenport Disney Destination w/Pool
3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 5 reviews
Villa in Haines City
4BR Themed Villa | Pool & Cinema | Balmoral
4 bedrooms, 6 beds, 3 bathrooms
24–29 Aug
New place to stay
Guest favourite
Home in Lake Wales
Cozy Studio by the Gardens
1 bedroom, 2 beds, 1 bathroom
19–24 Aug
4.96 out of 5 average rating, 25 reviews