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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, 178 reviews
Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
5 bedrooms, 7 beds
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
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
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
17–22 Aug
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Apartment in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds
14–19 Aug
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Home in Winter Haven
Lovely Home on Lilac Lane - Winter Haven
3 bedrooms, 3 beds
11–16 Sept
4.96 out of 5 average rating, 26 reviews
Guest favourite
Room in Winter Haven
Peace and Love Room 1B Private Entrance
1 queen bed
21–26 Aug
4.87 out of 5 average rating, 31 reviews
Guest favourite
Home in Winter Haven
Cozy Castle
2 bedrooms, 3 beds
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
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
18–23 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Room in Winter Haven
Historic touch private Ensuite in Winter Haven
2 queen beds
13–18 Aug
5.0 out of 5 average rating, 10 reviews
Home in Davenport
Davenport Disney Destination w/Pool
3 bedrooms, 4 beds
19–24 Sept
5.0 out of 5 average rating, 5 reviews
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds
5–10 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds
13–18 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Davenport
Sunny-All-Day Pool Vacation Home
3 bedrooms, 4 beds
19–24 Aug
4.95 out of 5 average rating, 101 reviews
Home in Haines City
Minniehaha Castle
4 bedrooms, 7 beds
25–30 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Lakeland
Luxury 3BR Near Downtown | Pet Friendly + Peaceful
3 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 108 reviews
Superhost
Home in Lakeland
The Blue Door Retreat | South Lakeland Unit #2
2 bedrooms, 3 queen beds
13–18 Aug
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