Holiday houses in Winter Haven
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Top-rated holiday rentals in Winter Haven
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Haven holiday rentals
Other great holiday 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
26 Jul – 2 Aug
$286 NZD per night
Guest favourite
Guesthouse in Winter Haven
4.91 out of 5 average rating, 54 reviewsComfy Guest House
30 Aug – 6 Sep
$194 NZD per night
Guest favourite
Home in Winter Haven
4.99 out of 5 average rating, 93 reviewsBeautiful Lake House Boating Fishing near Legoland
19–26 Jun
$244 NZD per night
Guest favourite
Home in Winter Haven
4.89 out of 5 average rating, 36 reviewsNewly remodeled House 3BR/2BA
25 Oct – 1 Nov
$224 NZD per night
Guest favourite
Home in Winter Haven
4.97 out of 5 average rating, 63 reviewsThe Dalt Retreat
14–21 Sep
$263 NZD per night
Guest favourite
Guest suite in Winter Haven
4.86 out of 5 average rating, 73 reviewsCute & Cozy Guesthouse in Winter Haven
22–29 Sep
$165 NZD per night
Guest favourite
Tiny home in Winter Haven
4.95 out of 5 average rating, 20 reviewsTiny home in Winter Haven hosted by Bob & Susana
10–17 Jul
$186 NZD per night
Guest favourite
Guesthouse in Auburndale
4.98 out of 5 average rating, 94 reviewsCozy 2-bedroom guesthouse on the lake
11–18 Dec
$231 NZD per night
Quick stats about holiday 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
Destinations to explore
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- Rentals with a fireplace Winter Haven
- Monthly Rentals Winter Haven
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- Rentals with outdoor seating Winter Haven
- Rentals with pools Winter Haven
- Pet-friendly rentals Winter Haven
- Waterfront rentals Winter Haven
- Rentals with a washing machine and dryer Winter Haven
- Rentals with lake access Winter Haven
- Family-friendly rentals Winter Haven
- Rentals with a fire pit Winter Haven
- Rentals with a hot tub Winter Haven
- House rentals Winter Haven
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