Vacation Rentals in Islamorada

If you are looking for the locals island life, this is it! Brand new 3/2 Tropical pool home in the heart of Islamorada, mile marker 81.5.

Gorgeous home in the premier gated community in Islamorada. Bonefish Bay, an enclave of 12 Key West-style homes with all the amenities of a large resort.

This magnificent oceanfront home is at Mile Marker 85 in exclusive Angler's Reef - 51 homes inspired by Native Conch & British West Indies architecture.

Immaculate 2 bedroom, 2 bathroom condo with breathtaking views of the Atlantic Ocean from the living room balcony. This condo boasts a queen bed in master bedroom, 2...

This is a Canal-front property in Islamorada, on the ocean side with 3 bedrooms, and 2 full baths. Two of the bedrooms and living room all exit to the screen porch...

'Caddy Corners' is a charming Key West style three-bedroom, two-bath home located in the heart of Islamorada on the Florida Keys.

Crooked Corners is a charming Key West Style three-bedroom, two-bath home located in the heart of Islamorada on the Florida Keys.

Best Location in Complex! Relax in this luxurious gated waterfront condominium. Beautiful Water View, Heated Swimming Pool, Hot Tub, Tennis Courts, Fitness Center,...

Come relax in paradise in the heart of the Florida of Keys. Relax by the heated pool overlooking the turquoise bay; fish from the dock, snorkel in the protected...

SuCasa is one acre of land with two private homes and a one bedroom apartment. There is a 116 foot dock that can handle a large boat.

La Casa Grande is a beautiful three story home located in the famous Florida Keys. This luxurious home features ocean views from most rooms, a swimming pool,...

Ocean front executive retreat with overwhelming views of the Atlantic, large open verandas, 165 feet of private sandy beach, 15 x 30 seaside heated swimming pool, 37...

Once you enter into the fenced yard, you have arrived in paradise!! Welcome to this private oceanfront estate. Upstairs, there are 2 bedrooms and 2 bathrooms and...

Beautiful canal-front home located in prestigious Venetian Shores sub-division. 100 foot dock with davits and fish cleaning station on wide deep water canal.

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...

We are 50 ft from the ocean. We have oceanfront terraces that are 28 ft long and are screened in. We are newly remodeled and redecorated.

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

Boater's paradise is a beautiful canal front home with swimming pool, 4 bedroom/2 bathrooms, sleeps 8 in the famous Florida Keys.

Escape from the world in this beautiful island paradise. Plenty of room to spread out in a two bedroom condo. Relax by the heated pool overlooking the turquoise bay;...