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Search results; Over 1,000 places in Winter Haven

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Superhost
Cottage in Winter Haven
Country Cottage on Lake Eloise Unit 9
Individual Host
Apr 20 – 25
4.79 out of 5 average rating, 77 reviews
Home in Winter Haven
Charming Lakefront Pool Home - 5 Min to Legoland!
Professional Host
Apr 28 – May 3
4.68 out of 5 average rating, 139 reviews
Guest favorite
Cottage in Winter Haven
8 Life's a Beach Retreat Unit 13
Individual Host
Apr 25 – 30
4.85 out of 5 average rating, 84 reviews
Home in Winter Haven
Modern Heated Pool (salted) Home 15min to Legoland
4 beds
May 19 – 24
4.72 out of 5 average rating, 109 reviews
Guest favorite
Guest suite in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
1 queen bed
Apr 28 – May 3
4.86 out of 5 average rating, 73 reviews
Guest favorite
Home in Winter Haven
Glass Haven: Serene Getaway 7 min from Legoland!
3 beds
Jun 5 – 10
5.0 out of 5 average rating, 44 reviews
Superhost
Cottage in Winter Haven
9 Just Beachin' Cabin Unit 10
Individual Host
Apr 28 – May 3
4.8 out of 5 average rating, 117 reviews
Guest favorite
Home in Winter Haven
Lakefront Home on the Winter Haven Chain O’Lakes!
Apr 28 – May 3
4.93 out of 5 average rating, 70 reviews
Guest favorite
Guesthouse in Winter Haven
Suite Lake Haven
Apr 28 – May 3
4.95 out of 5 average rating, 85 reviews
Guest favorite
Home in Winter Haven
Newly remodeled House 3BR/2BA
4 beds
Jun 1 – 6
4.89 out of 5 average rating, 36 reviews
Guest favorite
Tiny home in Winter Haven
Cedar Cottage
3 beds
Apr 22 – 27
4.93 out of 5 average rating, 134 reviews
Guest favorite
Guesthouse in Auburndale
Cozy 2-bedroom guesthouse on the lake
2 beds
May 19 – 24
4.98 out of 5 average rating, 94 reviews
Guest favorite
Home in Winter Haven
Heated pool/hot tub, near Legoland, Disney,
9 beds
Apr 29 – May 4
4.81 out of 5 average rating, 42 reviews
Guest favorite
Home in Winter Haven
Lake Life! Canal Front Home - 3Bed/2Bath
3 beds
Apr 29 – May 4
4.96 out of 5 average rating, 24 reviews
Guest favorite
Home in Winter Haven
Spacious 3 Bed, 2 Bath Home Near Legoland
Individual Host
Jun 1 – 6
4.97 out of 5 average rating, 264 reviews
Guest favorite
Home in Winter Haven
Hidden Haven Lakehouse Pool by Legoland
Individual Host
May 13 – 18
4.9 out of 5 average rating, 152 reviews
Guest favorite
Home in Winter Haven
3-br peaceful home near Legoland
3 beds
Apr 21 – 26
4.88 out of 5 average rating, 52 reviews
Home in Winter Haven
The Lakeview Oasis Getaway!
Professional Host
May 25 – 30
4.73 out of 5 average rating, 33 reviews