Vacation Rentals on the Florida Keys - Page 5 of 42

Come and enjoy our newly furnished ground level condo. We are located in historic Truman Annex, centrally located in Old Town Key West.

Luxurious one bedroom apartment in home across the charming private street from the long sandy beach. There is a 60 foot deep water dock with quick access to the...

We invite you to experience comfortable 'Conch' living at Hurricane's Rebellion. Come to Key West and relax in the privacy and comfort of a home.

Fantastic Direct Beach Front House! If you are a nature lover, this is the house to rent in the Lower Keys. Long Beach Estates is an exclusive, private, nature...

Bonefish Bay - A Magnificent, 5-acre Parcel of Prime Bayfront Land. Sunset views, glorious open-water vistas, crescent-shaped sandy beach, luxurious warm swimming...

Located in a secure gated community, off the beaten path, this spacious handicap accessible apartment, on third floor, includes great room, end-unit (largest floor...

Beautifully renovated in/out large home. One in from Open water on canal, with awesome, unique cut in boat slip under the house!

Two privately owned condominium units at the Futura Yacht Club in the Village of Islamorada. Futura is located on the Gulf of Mexico and is a gated complex...

This spectacular waterfront property has a large swimming pool and over 270 feet of dock. Strategically located on Vaca Cut. Take your Boat westward into the Gulf of...

For a TROPICAL VACATION come to our beautiful designer furnished cottage at Venture Out Resort on Cudjoe Key. We provide two free bicycles for your enjoyment!!! Our...

Everything you will need to assure your Key West Vacation is a success is here at my Sunset Marina Ocean Front Condo. The best value-added feature with this...

Once you see this roomy two storey townhouse, you won’t want to stay anywhere else! Filled with natural light, this end unit is ‘tucked away’ in an exclusive and...

Spacious 3 bedroom waterfront home with open wrap around deck. Private balcony off master bedroom provides spectacular open water view.

Villa Largo is a luxurious vacation retreat for families, romantic couples, or corporate retreats. This oceanfront mansion offers 4 floors of total luxury.

The Cottage at Big Pine Key is located in the Doctor's Arm subdivision and just off Bogie Channel. The Cottage is Cape Cod style with an open floor plan.

The Lodge is a very comfortable, 2 bedroom 1 bath home on the water in a quiet, desirable Big Pine Key neighborhood. It is well decorated and equipped, and has...

Luxurious 4th floor condominium offers spectacular panoramic views of the ocean, marina & sunsets. Enjoy the beautiful turquoise waters the Keys are famous for from...

A beautiful house on 3 acres of privately-owned gulfside property in Key Largo. Inside, the home is tastefully decorated with nautical-style decor and artwork.

This waterfront, pool home is located in the scuba diving capital of the world. It sits on 120 feet of waterfront on a turning basin, looking down a canal that leads...

'A Cut Above' is located on Marvin D. Adams Waterway in Key Largo. 'The Cut', as it is known by the locals, is a man-made waterway through natural keystone that...