Florida keys Vacation Rentals - 155 Rentals Available

Offering this comfortable home for vacation rentals. This cozy, 2 bedroom (each Bedroom equipped with Flat Screen TV based on customer request), 2 baths

Beds: 2 Baths: 2 Sleep: 6

Beds: 2 Baths: 2 Sleep: 6

Located in one of Key West's most striking gated waterfront luxury neighborhoods, 'Foundry on the Waterfront' provides a unique opportunity

Beds: 3 Baths: 3 Sleep: 10

Beds: 3 Baths: 3 Sleep: 10

The home is nothing short of pure perfection. A completely turnkey, fully accommodating monthly vacation rental in Key West is very hard to come by, but

Beds: 4 Baths: 3 Sleep: 12

Beds: 4 Baths: 3 Sleep: 12

$1057.00/Night

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Oceanfront Home on Deep Water Canal w/Dock, Pool, Hot Tub,Kayaks, Pool Table and Fooseball Table! Turquoise waters and gentle sea breezes - enjoy th

Beds: 4 Baths: 3 Sleep: 10

$1057.00/Night

Beds: 4 Baths: 3 Sleep: 10

$20000.00/Night

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We proudly present the first of its collection, The Chateau On The Ocean; One of a  Kind. The Chateau is the ultimate culmination of luxury oceanfront

Beds: 7 Baths: 10 Sleep: 14

$20000.00/Night

Beds: 7 Baths: 10 Sleep: 14

This holiday travel home accommodate four large bedrooms & two full baths. All bedrooms tastefully furnished with island design furniture and accessori

Beds: 4 Baths: 2 Sleep: 8

Beds: 4 Baths: 2 Sleep: 8

Premium extra large two bedroom, two bathrooms with very large living room, wet bar, large kitchen with dining area, private patio, a king size bed,

Beds: 2 Baths: 2 Sleep: 8

Beds: 2 Baths: 2 Sleep: 8

Spectacular Oceanfront vacation Home Retreat. Have the whole family together but with three separate living spaces. This 5 bedroom, four and half bath,

Beds: 5 Baths: 4 Sleep: 12

Beds: 5 Baths: 4 Sleep: 12

This house has open views of the bay from the front bedrooms and balcony, where you can watch the sunset and green flash. Have a relaxing cocktail or a r

Beds: 2 Baths: 2 Sleep: 4

Beds: 2 Baths: 2 Sleep: 4

Offering amazing views of the ocean, our Key West condo near beach is a perfect base to enjoy your sun and sand holiday. This beautifully furnished 2 be

Beds: 2 Baths: 2 Sleep: 6

Beds: 2 Baths: 2 Sleep: 6

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