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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Cottage in Winter Haven
Sweet Cottage- 5 mi to Legoland & 0.5 mi to dwntwn
2 bedrooms, 5 beds, 1.5 private bathrooms
18–23 Jul
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4.81 out of 5 average rating, 233 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
5.0 out of 5 average rating, 39 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
7–12 Jul
Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
4.98 out of 5 average rating, 115 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
23–28 Aug
Top guest favourite
Home in Winter Haven
Modern Legoland Retreat
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
4.97 out of 5 average rating, 39 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5.0 out of 5 average rating, 8 reviews, 5 bedrooms, 7 beds, 3 bathrooms
26–31 Jul
Top guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
5.0 out of 5 average rating, 121 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 6 beds, 3 bathrooms
13–18 Jul
Home in Winter Haven
Vacation Home only 8 minutes away from Legoland.
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
Top guest favourite
Home in Lake Alfred
Pet friendly Central Florida Bungalow
4.93 out of 5 average rating, 45 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Jul – 4 Aug
Place to stay in Winter Haven
Room with Free Boat & Jet Ski Parking Available
New place to stay, 1 bedroom, 1 bed, 1 bathroom
23–28 Jul
Superhost
Home in Winter Haven
White Door House!
New place to stay, 4 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Guest favourite
Home in Winter Haven
Cozy Castle
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Jul
Home in Haines City
Legoland, Theme Parks, Disney Haines City, Orlando
4.8 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 4 bathrooms
26–31 Jul
Guest favourite
Cottage in Lake Wales
Lake Wales Vacation Rental w/ Screened-In Porch!
4.98 out of 5 average rating, 49 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Lakeland
Family Heated Pool Home Sleep 12 Near Tampa Disney
5.0 out of 5 average rating, 44 reviews, 4 bedrooms, 7 beds, 2 bathrooms
26–31 Jul
Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
8–13 Jul
Home in Haines City
Minniehaha Castle
New place to stay, 4 bedrooms, 6 beds, 3 bathrooms
12–17 Jul
Room in Winter Haven
05-Downtown Winter Haven Private Suite
1 bed, 1 bathroom
15–20 Jul