Search results; Over 1,000 places in Winter Haven

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Guest favourite
Home in Winter Haven
Beautiful Lake Front Cottage
10 guests3 bedrooms6 beds3 baths
Apr 8–13
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Apr 8–13
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$563 CAD per night

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Top guest favourite
Guesthouse in Winter Haven
Charming Lakeside Cottage
1 bed
Mar 20–25
$181 CAD per night
5.0 out of 5 average rating, 42 reviews
Superhost
Guesthouse in Winter Haven
The Russell Lake House
2 bunk beds
Apr 5–10
$144 CAD per night
4.87 out of 5 average rating, 263 reviews
Top guest favourite
Home in Winter Haven
Kid-friendly Home w/ Pool & BBQ
Free cancellation
Apr 12–17
$368 CAD per night
4.97 out of 5 average rating, 62 reviews
Superhost
Guest suite in Winter Haven
Teagans Guest Sweet
Free cancellation
Mar 19–24
$142 CAD per night
4.86 out of 5 average rating, 29 reviews
Guest favourite
Villa in Winter Haven
Dock & Lanai: Elegant Villa in Winter Haven!
5 beds
Mar 16–21
$872 CAD per night
5.0 out of 5 average rating, 5 reviews
Guest favourite
Apartment in Winter Haven
*Great Value*clean and cozy waterfront apt
1 queen bed
Mar 30–Apr 4
$128 CAD per night
5.0 out of 5 average rating, 5 reviews
Guest favourite
Guesthouse in Winter Haven
Winter Oasis
1 queen bed
Mar 22–27
$157 CAD per night
4.95 out of 5 average rating, 55 reviews
Top guest favourite
Guest suite in Winter Haven
Chain of Lakes GuestHouse 1br/1ba Guest Suite
Free cancellation
Aug 29–Sep 3
$153 CAD per night
4.98 out of 5 average rating, 150 reviews
Top guest favourite
Home in Winter Haven
Cheerful 4 Bed, 3 Bath Home with Screened Pool
Free cancellation
Mar 23–28
$503 CAD per night
4.99 out of 5 average rating, 116 reviews
Guest favourite
Home in Winter Haven
Fantastic Water Front Home on the Chain of Lakes
Free cancellation
May 6–11
$695 CAD per night
4.95 out of 5 average rating, 110 reviews
Top guest favourite
Home in Eagle Lake
The House at Eagle Lake
4 beds
Apr 7–12
$399 CAD per night
5.0 out of 5 average rating, 35 reviews
Superhost
Tiny homes in Winter Haven
Tiny Paradise
Free cancellation
Mar 24–29
$170 CAD per night
4.85 out of 5 average rating, 47 reviews
Guest favourite
Guest suite in Lake Alfred
The Exclusive Tatman Evergreen Suite
Free cancellation
Mar 25–30
$151 CAD per night
4.96 out of 5 average rating, 123 reviews
Guest favourite
Home in Winter Haven
Lake House with Cozy Loft & Basement near Legoland
6 beds
Mar 16–21
$359 CAD per night
4.93 out of 5 average rating, 28 reviews
Home in Winter Haven
6 Mi to Legoland: Retreat w/ Pool & Fenced Yard
4 beds
Mar 23–28
$339 CAD per night
New place to stay
Top guest favourite
Farm stay in Winter Haven
Quiet, Country and Close to Everything!
Free cancellation
Apr 6–11
$199 CAD per night
4.99 out of 5 average rating, 153 reviews
Guest favourite
Guest suite in Winter Haven
The Treehouse at Camellia Grove - Winter Haven
Free cancellation
Apr 6–11
$252 CAD per night
4.85 out of 5 average rating, 73 reviews
Superhost
Apartment in Winter Haven
Soul Mate Vintage Studio
1 queen bed
Mar 20–25
$190 CAD per night
4.9 out of 5 average rating, 160 reviews