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

Holiday lettings & accommodation in Florida Keys

Find 14,625 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 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
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
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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House Marathon
Private Lazy River Pool, 4-bed house, & dock
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House Big Pine Key
Castaway On The Keys: Experience Spectacular Open Water Living on Bogie Channel, Pool & Dockage!
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House Key Largo
House with private pool & barbeque | Suitable for remote work
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Top 15 Recommended holiday lettings in Florida Keys

Find your perfect vacation rental in Florida Keys from just £129 per night!

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 £429
per night
View deal
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 £167
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 £205
per night
(13)
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House Marathon
10 guests ∙ 4 bedrooms

House

Marathon, Monroe County, Florida, United States
This spacious house rental in Marathon accommodates 10 guests and features a refreshing pool for relaxation.
from £341
per night
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House Marathon
10 guests ∙ 4 bedrooms

House

Marathon, Monroe County, Florida, United States
This spacious house rental in Marathon accommodates 10 guests and features a private pool for a relaxing stay.
from £360
per night
(10)
View deal
House Big Pine Key
House ∙ 7 guests ∙ 3 bedrooms

126 m² House

Big Pine Key, Monroe County, Florida, United States
This spacious house rental in Big Pine Key accommodates 7 guests and features a private pool for a relaxing stay.
from £130
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 spacious house rental in Key West accommodates 6 guests and features a lovely balcony for relaxation.
from £190
per night
(94)
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House Key Largo
House ∙ 10 guests ∙ 4 bedrooms

237 m² House

Key Largo, Monroe County, Florida, United States
This spacious house rental in Key Largo accommodates 10 guests and features a private pool for a relaxing stay.
from £144
per night
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House Marathon
House ∙ 10 guests ∙ 4 bedrooms

232 m² House

Marathon, Monroe County, Florida, United States
This spacious house rental in Marathon accommodates 10 guests and features a private pool for relaxation and enjoyment.
from £318
per night
(58)
View deal

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