Florida keys Vacation Rentals - 166 Rentals Available

Relish ocean serenity in this residence set directly on a secluded beach, where an open-concept design seamlessly merges the living area and gourmet kit

Beds: 4 Baths: 4 Sleep: 12

Indulge in the epitome of coastal living in this expansive duplex penthouse boasting ocean views in Islamorada. Relish captivating tranquility with an o

Beds: 3 Baths: 2 Sleep: 10

This grand peninsula retreat, embraced by the Ocean and lush mangroves offering utmost privacy, has been designed for ultimate vacationing. Nestled alon

Beds: 5 Baths: 4 Sleep: 12

Relish ocean serenity in this residence set directly on a secluded beach, where an open-concept design seamlessly merges the living area and gourmet kit

Beds: 3 Baths: 3 Sleep: 10

Hidden in the heart of Islamorada, this oceanfront villa offers an unmatched privilege of a secluded private beach—an experience few can claim. Expans

Beds: 6 Baths: 4 Sleep: 16

This quaint Keys-style home offers timeless charm in a premier waterfront setting on an ocean-access canal. The open-concept living, kitchen, and dining

Beds: 3 Baths: 2 Sleep: 10

Indulge in the epitome of coastal living in this expansive duplex penthouse boasting ocean views in Islamorada. Relish captivating tranquility with a gr

Beds: 5 Baths: 3 Sleep: 14

Indulge in the epitome of coastal living in these two connected expansive duplex penthouses boasting ocean views in Islamorada. Relish captivating tranq

Beds: 8 Baths: 5 Sleep: 24

This great 2 bedroom mobile home (with completely re-modeled, and tastefully upgraded kitchen, living room, and bathroom) is situated in a terrific priv

Beds: 2 Baths: 1 Sleep: 4

Studio One's weekly waterfront rental is located on the ground level. We have a four night minimum stay.  Our units differ vastly

Beds: 1 Baths: 1 Sleep: 2