Florida Keys Vacation Rentals

Property 11-20 of 58

Canal Islamorada

Villa Bella - MM 86, 3 bedrooms, 3.5 baths, sleeps 7. Gated estate home featuring unique second-floor terrace. Private. Ample deep-water dock with easy access to both ocean and bay with drawbridge. Heated pool, Jacuzzi, superb open-water views. High-speed internet.

Canal Islamorada

Villa Capri - MM 86.5, 3 bedrooms, 3 baths, sleeps 6. Gated, Elegant and private with many amenities. Ample deep-water dock with 50amps and easy access to both the ocean and bay with drawbridge. High-speed wireless internet.

Canal Key West

Equity! - SUNSET AT IT'S BEST! A spacious 3 bedroom, 4 bath, luxurious Keys rental home with your own private gym located on Key Haven; just 8 minutes away from downtown Key West! The house features 40' boat dockage, with easy accessibility to the Gulf of Mexico and The Atlantic Ocean. Sip your favorite champagne while enjoying the Gulf view and fabulous sunset from the huge top floor master bedroom that includes a separate lounge area and private office. The master bedroom suite features a large bathroom with a jacuzzi tub and size-able walk-in shower. This private, 4700 sf, executive home offers other luxury amenities such as marble tile throughout, Wifi, lighted outdoor walk-in shower, and aerobic gym equipment including a Stair-master, elliptical machine, and spin bike. Bedding: 1 King, 2 Queen,

Bayfront Islamorada

Blue Water Bay - Enjoy the Fantastic Sunsets Islamorada is famous for, from this beautiful bay front home, located in the heart of town. This 3 bedroom 2 bath home offers open water views, deep water dockage, heated swimming pool and comes equipped with a modern kitchen , flat screen TV, high-speed internet, and much more.

Bayfront Islamorada

Little Bay - Islamorada is famous for its amazing Sunsets and its incredible fishing. From this beautiful bay front home located in the heart of town, you can have both. Walking distance to all shops and restaurants but extremely quite and peaceful. Enjoy this 2 acre gated property with protected deep water dockage. This property consists of 3 separate living quarters; each one has 2 bedrooms and 2 baths. Living quarters may be rented separately or all together for a total of 6 Bedrooms / 6 Baths.

Bayfront Islamorada

Montelabre - Elegant, luxurious and very private estate home in a class of its own. Oversized heated swimming pool with Jacuzzi overlooking Florida Bay with an open-water sunset view. Deep-water dockage and davits accommodating boats up to 40 feet. Pick fruits from the private orchard within the grounds. Gated with full security system.

Bayfront Long Key

Layton Estate - MM 69, 3 bedrooms, 3 baths, sleeps 6-8. Wonderful sunset views over open water. Dock, swimming pool, charming large gazebo.

Tropical Landscaping Sugarloaf Shores

Old Florida Charmer - Old Florida charmer. Rare Mid Century Modern home in Sugarloaf Shores. Built in 1958 and completely updated in and out with stainless steel appliances, Exposed beams, tongue and grove ceilings,exposed concrete block and interior and exterior brick features. The kitchen/dining room and 1 bedroom open w/sliding glass doors to the lanai. Newly screened in large lanai creates a beautiful second living area. Separate laundry/storage room. 2,277 sq. ft. under roof. Large fenced in back yard is part of the 13,200 sq ft lot.

Shipyard Key West

Casa Hibiscus - Shipyard Condominium: 1st floor,2 bedrooms (Queen,Twins) 1 bath, tile floor through out, French doors in the living room open onto the garden deck for outdoor dining or to catch the tropical breezes. Outdoor porch furniture and a gas barbecue are available for cooking your catch or grilling up a casual meal. washer/dryer, shared heated pool, dishwasher, WIFI by the pool, parking for one vehicle only. (Unit can be rented with the Casa Poinciana to make a 4 bedroom 2 bath.)

Old Town Key West

Camelot - Private, 3 bedrooms 2 bath fully furnished Historical Conch Home with pool. This conch single family home (listed on the National Historic Register) in the heart of Key West's "Old Town District" is situated 5 blocks from World famous Duval St. and 2 blocks from Key West Harbor water front boardwalk, sunset activities, great waterfront restaurants and fishing, snorkeling and dive boats. High ceilings, tile and wood floors, French doors, Dade County Pine walls, ceiling fans, porches & Patios are among the many beautiful Key West features of this conch home.