Key West Vacation Rentals - HolidayHomes base64Hash Key West Vacation Rentals - HolidayHomes

Key West Vacation Rentals

Browse 5,343 available vacation homes and compared across 13 trusted partners

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Top-Rated Vacation rentals in Key West

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

House Key West
CORAL CABANA Lush Porch Views of the Pool & Gardens, near Golf Course!
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Condo Key West
Fully equipped condo with heated pool | Close to West Martello Tower | Nature view | Next to the beach | Good for workation
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House Key West
Welcome To Poseidon's Paradise Midtown Home & Incredible Pool 28 Nights Min
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House Key West
House with yard, terrace & private pool | Near Duval Street
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House Key West
Fully equipped vacation home with private pool, patio & barbeque | Dogs allowed
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Condo Key West
Steps To The Beach And The Sunrise-No Contact Check-In
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House Key West
Vacation home with yard, private pool & jacuzzi | Near Mallory Square
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House Key West
House with grill, yard & heated pool | Next to West Martello Tower | City view | Perfect for remote work
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House Key West
Vacation home with hot tub, private pool & patio | Next to West Martello Tower | City view
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Condo Key West
Stunning Oceanfront Retreat with Panoramic Views & Private Balcony
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House Key West
Historic House, Gorgeous Porch, Great Location, See 5 Star Reviews
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House Key West
Beachfront 2BDR Condo, Pool & Hot Tub w/ Ocean Views | Papaya Place by AvantStay
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Condo Key West
Key West Oceanfront Escape with Pool, Balcony & Steps from Smathers Beach
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House Key West
Fully equipped spacious house with garden, private pool & BBQ | Nature view | Good for workation | Pets are welcome
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House Key West
Child-friendly vacation home with yard, private pool & grill | City view | Pets allowed
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Top 15 most Recommended Vacation Rentals in Key West

Discover your ideal Key West vacation rental with real-time comparisons of 5,343 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Key West
House ∙ 10 guests ∙ 3 bedrooms

155 m² House

Key West, Monroe County, Florida, United States
This house rental in Key West accommodates 10 guests and features a private pool for a relaxing stay.
from $232
per night
(18)
View deal
House Key West
House ∙ 16 guests ∙ 8 bedrooms

372 m² House

Key West, Monroe County, Florida, United States
This spacious house rental in Key West accommodates 16 guests and features a private pool for a relaxing stay.
from $1,046
per night
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House Key West
House ∙ 6 guests ∙ 2 bedrooms

88 m² House

Key West, Monroe County, Florida, United States
This house rental in Key West accommodates 6 guests and features a kitchen for your convenience.
from $218
per night
(94)
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House Key West
House ∙ 21 guests ∙ 8 bedrooms

370 m² House

Key West, Monroe County, Florida, United States
This spacious house rental in Key West accommodates 21 guests and features a private pool for ultimate relaxation.
from $2,602
per night
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House Key West
House ∙ 8 guests ∙ 4 bedrooms

176 m² House

Key West, Monroe County, Florida, United States
This house rental in Key West accommodates 8 guests and features a private pool for relaxation and enjoyment.
from $280
per night
(2)
View deal
House Key West
16 guests ∙ 6 bedrooms

House

Key West, Monroe County, Florida, United States
This spacious house rental in Key West accommodates 16 guests and features a private pool for ultimate relaxation.
from $1,096
per night
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House Key West
House ∙ 13 guests ∙ 5 bedrooms

236 m² House

Key West, Monroe County, Florida, United States
This spacious house rental in Key West accommodates 13 guests and features a private pool for relaxation.
from $1,129
per night
(43)
View deal
House Key West
House ∙ 8 guests ∙ 3 bedrooms

189 m² House

Key West, Monroe County, Florida, United States
This spacious house rental in Key West accommodates 8 guests and features a beautiful balcony for relaxing evenings.
from $516
per night
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House Key West
7 guests ∙ 3 bedrooms

House

Key West, Monroe County, Florida, United States
This house rental in Bahama Village accommodates 7 guests and features a private pool for your enjoyment.
from $443
per night
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