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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Cottage in Winter Haven
2 - Ships Ahoy Bungalow 2 bed/2 bath - Unit 17
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
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4.87 out of 5 average rating, 180 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, 125 reviews
Top guest favourite
Home in Winter Haven
Winter Haven Waterfront Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Haines City
Florida Dream Home
4 bedrooms, 5 beds, 4.5 bathrooms
2–7 Sept
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Home in Davenport
The New Woodlands Villa | 4 Bed 3 Bath Villa
4 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Lakeland
Family Heated Pool Home Sleep 12 Near Tampa Disney
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 49 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 bathrooms
2–7 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Guest house in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bathroom
2–7 Sept
4.98 out of 5 average rating, 126 reviews
Top guest favourite
Home in Davenport
Megan and Josh's Place
4 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
4.98 out of 5 average rating, 52 reviews
Top guest favourite
Home in Davenport
6BR pool retreat - game room & EV charger
6 bedrooms, 7 beds, 4 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 51 reviews
Top guest favourite
Home in Davenport
Mickey themed villa/pool & Gameroom/mins to disney
3 bedrooms, 6 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Winter Haven
Lakefront home w/heated pool minutes from Legoland
5 bedrooms, 7 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Guest house in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds, 1 bathroom
3–8 Sept
5.0 out of 5 average rating, 9 reviews
Room in Winter Haven
Lovely Lakefront Stay w/Queen Bed
1 queen bed, 1 bathroom
1–6 Jan
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Lakeland
Nature Lover's Lake Home Heated Pool Sunrise View
3 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.94 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Home in Lakeland
Luxury Pool Retreat | Heated Pool & Pet Friendly
5 bedrooms, 7 beds, 3 bathrooms
2–7 Sept
4.95 out of 5 average rating, 66 reviews
Top guest favourite
Home in Lakeland
Lakeland Retreat: Private Heated Pool & Yard Games
3 bedrooms, 4 beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 35 reviews
Home in Davenport
Hidden Lagoon: 5BR Pool Home, Close to Disney
5 bedrooms, 7 beds, 3 bathrooms
7–12 Sept
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