Islamorada Vacation Rentals

The Islamorada Village of Islands is situated between the saltwater wilderness of Everglades National Park in one direction and North America’s only coral barrier reef and the deep blue waters of the Florida Straits in the other. Owner Direct Vacation Rental has accommodations ranging from villas, to apartment rentals and condo rentals to satisfy all of your lodging needs.

Various vacation rental accommodations of either villa rentals or apartment rentals are located on one of the six islands that make up Islamorada. Stay in accommodation vacation rentals on the island of Plantation Key, Windley Key, Upper Matecumbe Key, and Lower Matecumbe Key. Accommodation of an apartment rental or villa rental can also be found on the offshore islands of Indian Key and Lignumvitae Key. Whichever island you choose you can be assured your accommodations will be first class.

The Islamorada area might be the only place on earth where it is possible to leave either your apartment rentals or villa rentals to catch a sailfish in the morning, and then venture into the backcountry in pursuit of bonefish, permit, tarpon, snook and redfish in just inches of water in the afternoon. With a fleet of highly skilled professional recreational fishing captains, Islamorada’s reputation as The Sport Fishing Capital of the World is well deserved.

Of course from vacation rentals there is much more to experience here in Islamorada then fishing. At Long Key State Park meander along lush, tropical nature trails. AtWindley Key Fossil Reef Geological State Park view an old quarry dug by the late Henry Flager’s railroad workers. At Lignumvitae Key Botanical State Park glimpse into Florida’s unique Island history dating back to the early 1800’s.

A trip to Islamorada would not be complete without sampling some of the local island cuisine headlined by succulent fresh seafood served everywhere from island tiki bars and dockside fish houses to gourmet beachfront cafes and secluded island bistros. All of which are located close to a number of villa rentals that are available. Shoppers will also be able to step out from their vacation rentals to enjoy many area boutiques and galleries filled with one-of-kind gifts, apparel and art.
Islamorada last minute deals on vacation homes will be highlighted in red if available. Start your accommodation search in Islamorada now. Just enter your travel dates, number of travelers, and click 'search' for a list of properties for rent.

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  • Islamorada Luxury Condo

    Islamorada: Bay Harbour: Condo in a gated community
    • 2 BDR
    • 3 BA
    • Sleeps 6
    • #209708
    avg $239 USD/night Paypal
    Escape to Islamorada in the Florida Keys and enjoy the breathtaking gulf and ocean views from your top floor balcony in this decorator furnished, two bedroom luxurious condo. This unit located in the complex of Bay Harbour offers a private 50' boat slip, heated swimming pool, hot tub, club house, fitness center, tennis courts, gas barbeque grills, tennis equipment, beach chairs and coolers. This spectacular condo offers two master bedrooms with private full bathrooms, additional half bath and full size washer and dryer. Additionally, each bedroom and the living room has flat screen televisions with cable tv. A dvd player is included in the living room. There is free wifi and telephone included for your use. The kitchen has stainless steel appliances, granite countertops and everything you need to prepare and serve a gourmet meal. The large balcony overlooking the water offers plenty of seating. Enjoy a meal or coffee while you take in the expansive views or enjoy the sunrise. Additionally, you will have a direct view of your boat parked in a private boat slip just steps away. Located at mile marker 75, this boater’s paradise is just minutes from fishing in the gulf or ocean, diving or snorkeling beautiful reefs, jet skiing, parasailing, kiteboarding or kayaking. Call to book your vacation of a lifetime.
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  • On the Ocean in Key West

    Key West: 1800 Atlantic: Condo
    • 2 BDR
    • 2 BA
    • Sleeps 5
    • #69125
    avg $288 USD/night Credit Card
    1350sq. ft. of fabulous living space located in a ocean front condo on the 2nd floor. Garden and partial ocean view from a 38ft private balcony accessible from the living and both bedrooms will make your vacation a memorable one and keep you coming back year after year. The property is decorated and managed / maintained by me personally assuring you of a memorable vacation in a property that is way above the average investor owned rentals offered by management companies. The average temperature is 77.8 degrees, making Key West the warmest city (average temperature) in the United States. It has never been below 41 or above 98 degrees.
  • This beautiful condo is on

    Key Largo: Moon Bay Yacht and Tennis Club: Condo in a complex
    • 2 BDR
    • 2 BA
    • Sleeps 4
    • #13373
    avg $161 USD/night Credit Card
    This beautiful condo is on the fourth floor. There is an elevator in the building. Being on the fourth floor makes for a spectacular view from the screened in porch, living room, dining room, and master bedroom. Ceiling fans. Moon Bay has everything you need for a great vacation. There are free tennis courts, pool, saunas, a private boat slip,basketball hoop, and a dock for fishing and swimming to mention just a few of the amenities. There is a recreation room with ping pong and a water front grill. Wireless Internet.
  • Paradise in Marathon in

    Marathon: House
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #203104
    avg $219 USD/night Paypal
    Diving, swimming and fishing all minutes from your private dock & garden patio, in the heart of the beautiful Florida Keys, 45 minutes to Key West & 15 minutes to one of the worlds few living reefs. This large private home has all the needs and comforts of home and then some, just bring your tooth brush. From the 6 person Hot Tub to the 42" DLP HD T. V, to walks on the world famous 7 Mile Bridge. No need for clocks here...You are in Paradise. Less than 10 miles to 3 State Parks an 1 mile to town Large Master bedroom with King Bed & Private Bath and tumbled marble double vanity. Sun Room with water view and Large Patio Set for your relaxation with lighted dock for night fishing. Fish from your private 50' Dock or Take a Dive at Sombrero Reef. Less than 15 min away.

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