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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Home in Winter Haven
Florida Oasis w/ Pool near LEGOLAND
3 bedrooms, 4 beds, 1.5 private bathrooms
20–25 Aug
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4.79 out of 5 average rating, 349 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, 121 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
13–18 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, 1 bathroom
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, 2 bathrooms
17–22 Aug
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Home in Winter Haven
Lovely Home on Lilac Lane - Winter Haven
3 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Apartment in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds, 2 bathrooms
14–19 Aug
4.89 out of 5 average rating, 9 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
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, 42 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
Flat in Lakeland
Romantic Lakefront – Feed Swans – Walkable Dining
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 148 reviews
Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 8 reviews
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds, 4 bathrooms
5–10 Oct
5.0 out of 5 average rating, 3 reviews
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
Guest favourite
Room in Winter Haven
Historic touch private Ensuite in Winter Haven
2 queen beds, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 10 reviews
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
Sunny-All-Day Pool Vacation Home
3 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
4.95 out of 5 average rating, 101 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 Lakeland
Family Heated Pool Home Sleep 12 Near Tampa Disney
4 bedrooms, 7 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 47 reviews