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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Cottage in Winter Haven
7 - Country Cottage 2bed/1bath - Unit 9
2 bedrooms, 3 beds, 1 private bathroom
5–10 Jul
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4.86 out of 5 average rating, 145 reviews
Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
5 bedrooms, 7 beds, 3.5 bathrooms
23–28 Aug
4.98 out of 5 average rating, 114 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
7–12 Jul
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Winter Haven
Modern Legoland Retreat
3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bathroom
11–16 Jul
5.0 out of 5 average rating, 120 reviews
Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5 bedrooms, 7 beds, 3 bathrooms
26–31 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Lake Alfred
Pet friendly Central Florida Bungalow
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Jul
4.93 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
4.97 out of 5 average rating, 38 reviews
Guest favourite
Home in Winter Haven
Cozy Castle
2 bedrooms, 3 beds, 1 bathroom
2–7 Jul
4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in Lakeland
Sleep 11 • Fire Pit • 7 Beds • Near SEU & Legoland
3 bedrooms, 7 beds, 2 bathrooms
3–8 Jul
5.0 out of 5 average rating, 15 reviews
Home in Winter Haven
Vacation Home only 8 minutes away from Legoland.
3 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
New place to stay
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 bathrooms
13–18 Jul
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Winter Haven
White Door House!
4 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
New place to stay
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds, 4.5 bathrooms
4–9 Aug
4.98 out of 5 average rating, 44 reviews
Superhost
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds, 2.5 bathrooms
8–13 Aug
New place to stay
Top guest favourite
Villa in Haines City
Family 3BR Pool Home Near Disney w/ Private Patio
3 bedrooms, 3 beds, 2 bathrooms
16–21 Jul
5.0 out of 5 average rating, 14 reviews
Villa in Haines City
Fairway Oasis - Southern Dunes - Golf Course
4 bedrooms, 6 beds, 2 bathrooms
24–29 Jul
Top guest favourite
Home in Davenport
NEW Amazing Location! 4BR | Pool | Mid-Term Stays!
4 bedrooms, 1 queen bed, 3 bathrooms
13–18 Jul
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Winter Haven
Roomy 3BR Near Lake Howard & Downtown Winter Haven
3 bedrooms, 3 beds, 2.5 bathrooms
27 Jul – 1 Aug
3.5 out of 5 average rating, 4 reviews