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Search results; Over 1,000 homes in Winter Haven

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Guest favorite
Guesthouse in Winter Haven
The Paradise Hide Away
Hosted by Kelley
Apr 6 – 11
4.94 out of 5 average rating, 198 reviews
Superhost
Tiny home in Winter Haven
Bunk Bed tiny House, Quiet Private Marina Unit 14
Hosted by Cypress Inlet
Apr 12 – 17
4.84 out of 5 average rating, 67 reviews
Guest favorite
Guesthouse in Winter Haven
Adorable 1 bedroom Guesthouse near Lego Land
Hosted by Odenys
Apr 28 – May 3
4.84 out of 5 average rating, 141 reviews
Guest favorite
Home in Winter Haven
Newly remodeled House 3BR/2BA
Hosted by Penny
Apr 27 – May 2
4.88 out of 5 average rating, 33 reviews
Superhost
Home in Winter Haven
Family Home, King Bed & 2 Queens - near Legoland
Hosted by Laura
Apr 21 – 26
5.0 out of 5 average rating, 5 reviews
Guest favorite
Tiny home in Winter Haven
Cedar Cottage
Hosted by Ramona
Apr 14 – 19
4.93 out of 5 average rating, 129 reviews
Superhost
Cottage in Winter Haven
Just Beachin' Cabin Unit 10
Hosted by Cypress Inlet
Apr 5 – 10
4.8 out of 5 average rating, 113 reviews
Superhost
Home in Winter Haven
The Flamingo
Hosted by Carol
Apr 14 – 21
4.87 out of 5 average rating, 109 reviews
Superhost
Cottage in Winter Haven
Country Cottage on Lake Eloise Unit 9
Hosted by Cypress Inlet
Apr 13 – 18
4.78 out of 5 average rating, 72 reviews
Home in Winter Haven
Modern Heated Pool (salted) Home 15min to Legoland
Hosted by Hien
Apr 28 – May 3
4.72 out of 5 average rating, 106 reviews
Guest favorite
Home in Winter Haven
Canal Front/ Lake Life Home - 3Bed/2Bath
Hosted by EdifiCC Admin
Apr 13 – 18
4.95 out of 5 average rating, 20 reviews
Home in Winter Haven
4 Bedroom, Legoland, Pet Friendly, Pool, Gameroom
Hosted by Samuel
Apr 5 – 10
5.0 out of 5 average rating, 3 reviews
Home in Winter Haven
LegoRetreat / 10 min to Legoland & Restaurants
Hosted by Diana
Apr 16 – 21
New place to stay
Superhost
Home in Winter Haven
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn
Hosted by Ray & Layal
Apr 1 – 6
4.82 out of 5 average rating, 139 reviews
Guest favorite
Home in Winter Haven
Kid-friendly Home w/ Pool & BBQ
Hosted by a business
Apr 14 – 19
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Winter Haven
The Family Friendly Fun House
Hosted by Nathan
Jun 6 – 11
4.97 out of 5 average rating, 37 reviews
Guest favorite
Home in Winter Haven
Cozy Family Home Near Legoland
Hosted by Laura
Apr 19 – 24
4.93 out of 5 average rating, 136 reviews
Guest favorite
Home in Winter Haven
3/2 Great Family Home Near Legoland
Hosted by Laura
Apr 13 – 18
4.9 out of 5 average rating, 60 reviews