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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Cottage in Winter Haven
5 - Life's a Beach Retreat 1bed/1bath - Unit 13
1 bedroom, 1 bed, 1 private bathroom
27 Sept – 2 Oct
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4.84 out of 5 average rating, 179 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, 123 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
21–26 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
21–26 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
21–26 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
Top guest favourite
Guest house in Dundee
New Modern Guest House! Great location. Smoke-Free
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
4.98 out of 5 average rating, 43 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
Top guest favourite
Home in Lakeland
Luxury 3BR Near Downtown | Pet Friendly + Peaceful
3 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 108 reviews
Top guest favourite
Home in Lakeland
Lakeland Retreat: Private Heated Pool & Yard Games
3 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 34 reviews
Superhost
Home in Lakeland
Conveniently Located Pool Home Pet/Family Friendly
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Villa in Haines City
4BR Themed Villa | Pool & Cinema | Balmoral
4 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
New place to stay
Flat in Haines City
Serenity at Greenleefe
1 bedroom, 2 beds, 1 bathroom
21–26 Aug
New place to stay
Top guest favourite
Home in Davenport
Sunny-All-Day Pool Vacation Home
3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
4.95 out of 5 average rating, 102 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
Villa in Haines City
Fairway Oasis - Southern Dunes - Golf Course
4 bedrooms, 6 beds, 2 bathrooms
25–30 Aug
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds, 4.5 bathrooms
22–27 Aug
4.98 out of 5 average rating, 44 reviews