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Search results; Over 1,000 homes in Winter Haven

Guest favourite
Home in Winter Haven
Lake Home | Heated Pool, Dock, Kayaks & EV Charger
3 bedrooms, 3 beds, 2.5 private baths
Aug 15–20
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5.0 out of 5 average rating, 29 reviews
Top guest favourite
Home in Winter Haven
Family Friendly Lake House W/ Pool Near Legoland
5 bedrooms, 7 beds, 3.5 baths
Nov 16–21
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 baths
Aug 13–18
5.0 out of 5 average rating, 42 reviews
Guest favourite
Guesthouse in Winter Haven
Charming Lakeside Cottage
1 bedroom, 1 queen bed, 1 bath
Aug 15–20
4.98 out of 5 average rating, 125 reviews
Top guest favourite
Apartment in Winter Haven
Luxury by Legoland 106
2 bedrooms, 4 beds, 2 baths
Aug 17–22
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Condo in Winter Haven
Waterfront Condo | Pool & Dock | Near Legoland
2 bedrooms, 2 beds, 2 baths
Aug 13–18
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, 2 baths
Sep 11–16
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, 1 bath
Aug 21–26
4.87 out of 5 average rating, 31 reviews
Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
3 bedrooms, 6 beds, 3 baths
Aug 13–18
5.0 out of 5 average rating, 15 reviews
Villa in Haines City
Fairway Oasis - Southern Dunes - Golf Course
4 bedrooms, 6 beds, 2 baths
Aug 13–18
Top guest favourite
Villa in Haines City
Family 3BR Pool Home Near Disney w/ Private Patio
3 bedrooms, 3 beds, 2 baths
Aug 29–Sep 3
5.0 out of 5 average rating, 16 reviews
Guest favourite
Guesthouse in Auburndale
The Auburndale Cottage―Game Room―Central Florida
2 bedrooms, 3 beds, 1 bath
Aug 18–23
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Winter Haven
Cozy Castle
2 bedrooms, 3 beds, 1 bath
Nov 23–28
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Davenport
4BR family villa w/ pool & balcony
4 bedrooms, 8 beds, 3 baths
Aug 15–20
4.98 out of 5 average rating, 53 reviews
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds, 4 baths
Oct 5–10
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Lakeland
Luxury 3BR Near Downtown | Pet Friendly + Peaceful
3 bedrooms, 4 beds, 2 baths
Aug 23–28
5.0 out of 5 average rating, 108 reviews
Top guest favourite
Home in Davenport
Mickey themed villa/pool & Gameroom/mins to disney
3 bedrooms, 6 beds, 2 baths
Aug 18–23
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Winter Haven
Roomy 3BR Near Lake Howard & Downtown Winter Haven
3 bedrooms, 3 beds, 2.5 baths
Aug 15–20
3.5 out of 5 average rating, 4 reviews
Superhost
Home in Haines City
New! Golf Course Views - Private Pool & Spa - Near
4 bedrooms, 6 beds, 3 baths
Aug 13–18
New place to stay