Winter Haven Vacation Rentals - HolidayHomes base64Hash Winter Haven Vacation Rentals - HolidayHomes

Winter Haven Vacation Rentals

Browse 397 available vacation homes and compared across 12 trusted partners

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Guests
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Top-Rated Vacation rentals in Winter Haven

Book the highest-rated Winter Haven vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Winter Haven
Hook, Line & Leisure: Lakefront Gem w/ Porch!
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House Winter Haven
Waterfront Lakehouse, Private Dock, Tiki Bar, Playground, Near Legoland Lake Idylwild Delight
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Cabin Winter Haven
Cottage | Lake view
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House Winter Haven
Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events
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House Winter Haven
Vacation home with terrace & garden | Nature view | Suitable for remote work
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House Winter Haven
Lake Shipp House with pool and dock on the water
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House Winter Haven
Vacation home with terrace, yard & private pool | Lake view
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House Winter Haven
House with jacuzzi, private pool & grill | Lake view
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House Winter Haven
Family-friendly pleasant house with patio & barbeque | Lake view | Good for workation | Dogs allowed
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House Winter Haven
Child-friendly spacious house with terrace & grill | Lake view | Suitable for remote work | Pets are welcome
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House Winter Haven
Vacation home with garden & patio | Good for workation
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House Winter Haven
Children-friendly house with garden, patio & private pool
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House Winter Haven
Beautiful home located in a gated community only 20 miles from LegoLand!
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House Winter Haven
Child-friendly vacation home with BBQ, garden & private pool | Lake view | Good for workation
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House Winter Haven
Newly remodeled Vacation Home with Saltwater Pool
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Top 15 most Recommended Vacation Rentals in Winter Haven

Discover your ideal Winter Haven vacation rental with real-time comparisons of 397 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Winter Haven
House ∙ 6 guests ∙ 3 bedrooms

202 m² House

Winter Haven, Polk County, Florida, United States
This house rental in Winter Haven accommodates 6 guests and features a private pool for a relaxing stay.
from $200
per night
(1)
View deal
House Winter Haven
House ∙ 5 guests ∙ 2 bedrooms

152 m² House

Winter Haven, Polk County, Florida, United States
This house rental in Winter Haven accommodates 5 guests and features a family-friendly yard perfect for outdoor activities.
from $102
per night
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Condo Winter Haven
Condo ∙ 4 guests ∙ 2 bedrooms

78 m² Condo

Winter Haven, Polk County, Florida, United States
This Winter Haven condo accommodates 4 and features a lovely balcony with stunning lakeview.
from $139
per night
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House Winter Haven
12 guests ∙ 4 bedrooms

House

Winter Haven, Polk County, Florida, United States
Spacious house rental in Winter Haven for 12 guests featuring a private pool for relaxation and fun.
from $140
per night
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House Winter Haven
House ∙ 6 guests ∙ 2 bedrooms

153 m² House

Winter Haven, Polk County, Florida, United States
This house rental in Winter Haven accommodates 6 guests and features a family-friendly atmosphere with ample parking.
from $94
per night
(9)
View deal
House Winter Haven
6 guests ∙ 3 bedrooms

House

Winter Haven, Polk County, Florida, United States
This house rental in Winter Haven accommodates 6 guests and features a spacious backyard perfect for outdoor gatherings.
from $111
per night
(13)
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House Winter Haven
6 guests ∙ 2 bedrooms

House

Winter Haven, Polk County, Florida, United States
This house rental in Winter Haven accommodates 6 guests and features a family-friendly atmosphere with convenient parking.
from $94
per night
(35)
View deal
Villa Winter Haven
Villa ∙ 8 guests ∙ 4 bedrooms

474 m² Villa

Winter Haven, Polk County, Florida, United States
This spacious villa in Winter Haven accommodates 8 guests and features a private pool for relaxation and fun.
from $367
per night
(14)
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House Winter Haven
4 guests ∙ 2 bedrooms

House

Winter Haven, Polk County, Florida, United States
This house rental in Winter Haven accommodates 4 guests and features a spacious yard perfect for outdoor activities.
from $94
per night
(14)
View deal

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