Holiday lettings & accommodation in Florida Keys - HolidayHomes base64Hash Holiday lettings & accommodation in Florida Keys - HolidayHomes

Holiday lettings & accommodation in Florida Keys

Find 14,762 available offers from 38 partners

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Top-Rated Lettings and Properties in Florida Keys

Book Holiday Letting Offers with the Highest User Rating

House Marathon
Children-friendly holiday home with heated pool, barbeque & terrace | Pets allowed
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House Key Largo
Holiday home with garden, terrace & heated pool
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House Marathon
Holiday home with garden, barbecue & private pool
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House Islamorada
Blue Dolphin Oceanfront Estate, Millionaire's Row, Private Saltwater Pool
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House Marathon
House with terrace, private pool & barbecue | Nature view
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House Sugarloaf Shores
Holiday home with barbeque, private pool & terrace
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House Key Colony Beach
Holiday home with barbecue, terrace & pool | Nature view
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House Marathon
UPDATED, 4 BIKES 2 KAYAKS, WALK TO SOMBRERO BEACH!
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House Marathon
Fully equipped spacious house with terrace & barbecue | Close to the beach
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House Marathon
Immediate Availability, Beach, 70 ft Dock - Marathon VACA-23-16 Entire House
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House Key West
House with terrace, hot tub & private pool | Next to West Martello Tower | City view
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House Key Largo
ESCAPE TO PARADISE! WATERFRONT PROPERTY! LOWEST PRICE IN THE KEYS! BEST LOCATION
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House Islamorada
House with private pool
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House Islamorada
Gorgeous 3/2 plus loft Islamorada next to Marina, Pool, Dock & Beach
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House Key West
Available Florida Keys pool home near Key West. 2025 Sum/Fall 30% off discount
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Top 15 Recommended holiday lettings in Florida Keys

Find your perfect vacation rental in Florida Keys from just £113 per night!

House Big Pine Key
House ∙ 8 guests ∙ 3 bedrooms

112 m² House

Big Pine Key, Monroe County, Florida, United States
This spacious house rental in Big Pine Key accommodates 8 guests and features a fully equipped kitchen for convenient dining.
from £179
per night
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House Marathon
6 guests ∙ 3 bedrooms

House

Marathon, Monroe County, Florida, United States
This spacious house rental in Marathon accommodates 6 guests and features a family-friendly kitchen for a comfortable stay.
from £222
per night
(13)
View deal
House Key Largo
8 guests ∙ 3 bedrooms

House

Key Largo, Monroe County, Florida, United States
This spacious house rental in Key Largo accommodates 8 guests and features a private pool for a relaxing getaway.
from £113
per night
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House Key Colony Beach
12 guests ∙ 4 bedrooms

House

Key Colony Beach, Monroe County, Florida, United States
This spacious house rental in Key Colony Beach accommodates 12 guests and welcomes pets for a comfortable stay.
from £613
per night
(35)
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House Tavernier
6 guests ∙ 2 bedrooms

House

Tavernier, Monroe County, Florida, United States
This family-friendly house rental in Tavernier accommodates 6 guests and features a private hot tub for relaxation.
from £162
per night
(5)
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House Key West
House ∙ 14 guests ∙ 5 bedrooms

186 m² House

Key West, Monroe County, Florida, United States
This spacious house rental in Key West accommodates 14 guests and features a private pool for ultimate relaxation.
from £318
per night
(14)
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House Key West
House ∙ 10 guests ∙ 3 bedrooms

155 m² House

Key West, Monroe County, Florida, United States
This spacious house rental in Key West accommodates up to 10 guests and features a private pool for relaxation.
from £181
per night
(18)
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House Big Pine Key
House ∙ 12 guests ∙ 5 bedrooms

223 m² House

Big Pine Key, Monroe County, Florida, United States
This spacious house rental in Big Pine Key accommodates 12 guests and features a private pool for relaxation.
from £451
per night
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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 getaway.
from £793
per night
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