Vacation rentals in Winter Haven
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Top-rated vacation rentals in Winter Haven
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Winter Haven vacation rentals
Other great vacation rentals in Winter Haven
Guest favourite
Villa in Lake Wales
4.99 out of 5 average rating, 179 reviewsLakefront, Dock, 2 Kayaks, near Bok & Legoland
Jul. 26 – Aug. 2
$233 CAD per night
Guest favourite
Guesthouse in Winter Haven
4.91 out of 5 average rating, 54 reviewsComfy Guest House
Aug. 30 – Sep. 6
$157 CAD per night
Guest favourite
Home in Winter Haven
4.99 out of 5 average rating, 93 reviewsBeautiful Lake House Boating Fishing near Legoland
Jun. 19 – 26
$198 CAD per night
Guest favourite
Home in Winter Haven
4.89 out of 5 average rating, 36 reviewsNewly remodeled House 3BR/2BA
Oct. 25 – Nov. 1
$182 CAD per night
Guest favourite
Home in Winter Haven
4.97 out of 5 average rating, 63 reviewsThe Dalt Retreat
Sep. 14 – 21
$213 CAD per night
Guest favourite
Guest suite in Winter Haven
4.86 out of 5 average rating, 73 reviewsCute & Cozy Guesthouse in Winter Haven
Sep. 22 – 29
$134 CAD per night
Guest favourite
Tiny homes in Winter Haven
4.95 out of 5 average rating, 20 reviewsTiny home in Winter Haven hosted by Bob & Susana
Jul. 10 – 17
$151 CAD per night
Guest favourite
Guesthouse in Auburndale
4.98 out of 5 average rating, 94 reviewsCozy 2-bedroom guesthouse on the lake
Dec. 11 – 18
$188 CAD per night
Quick stats about vacation rentals in Winter Haven
Total rentals
370 properties
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
210 properties are a good fit for families
Total number of reviews
14K reviews
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- Rentals with a fireplace Winter Haven
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