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

Winter Haven Vacation Rentals

Browse 392 available vacation homes and compared across 8 trusted partners

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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
Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!
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House Winter Haven
Vacation home with barbecue & patio | Lake view
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House Winter Haven
Lakefront Family Retreat Private Dock, Tiki Bar & Kayaks Near Legoland
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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 | Suitable for remote work
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House Winter Haven
Vacation home with terrace, yard & private pool | Lake view
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Apartment Winter Haven
2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.
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House Winter Haven
Family-friendly beautiful house with jacuzzi | Lake view | Good for workation | Pet-friendly
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House Winter Haven
Lake Shipp House with pool and dock on the water
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House Winter Haven
Child-friendly vacation home with garden, grill & patio | Lake view | 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
Fantastic Water Front Home on the Chain of Lakes
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House Winter Haven
Vacation home with garden & patio | Good for workation
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House Winter Haven
The Old Haven - An Enduring Piece of Nostalgia
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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 392 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Winter Haven
House ∙ 12 guests ∙ 4 bedrooms

House with hot tub, BBQ & pool

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 $141
per night
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House Winter Haven
House ∙ 6 guests ∙ 2 bedrooms

Vacation home | Lake view

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 $104
per night
(13)
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House Winter Haven
House ∙ 6 guests ∙ 2 bedrooms

Vacation home | Perfect for remote work

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 $95
per night
(37)
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House Winter Haven
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with garden | City view

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 $95
per night
(15)
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House Winter Haven
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly vacation home with private pool, jacuzzi & terrace | Lake view | Good for workation

Winter Haven, Polk County, Florida, United States
This house rental in Winter Haven accommodates 8 guests and features a private pool for your enjoyment.
from $376
per night
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Condo Winter Haven
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with terrace | Lake view

Winter Haven, Polk County, Florida, United States
This Winter Haven condo accommodates 4 and features a beautiful waterfront view for a serene living experience.
from $180
per night
(11)
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House Winter Haven
House ∙ 6 guests ∙ 5 bedrooms

Fully equipped house with patio & barbeque | Good for workation

Winter Haven, Polk County, Florida, United States
Charming house rental in Winter Haven for 6 guests featuring a cozy fireplace and ample parking for your convenience.
from $227
per night
(15)
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House Winter Haven
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped lovely house with yard | Perfect for remote work

Winter Haven, Polk County, Florida, United States
This house rental in Winter Haven accommodates 8 guests and features a spacious yard perfect for outdoor activities.
from $211
per night
(4)
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House Winter Haven
House ∙ 7 guests ∙ 3 bedrooms

Fully equipped beautiful house with patio & barbeque | Lake view

Winter Haven, Polk County, Florida, United States
This house rental in Winter Haven accommodates 7 guests and features a modern kitchen for convenient meal preparation.
from $123
per night
(62)
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