Florida Keys Vacation Rentals

Isn't it time you took a vacation in the Florida Keys, United States. This 120 mile stretch of island chains is home to North America’s only living-coral barrier reef. It has all the rental accommodations you could hope for in villas, condos and home rentals.

Exploring this amazing area is something you simply cannot miss when visiting Florida. Choose a villa rental right on the ocean or a... read more
Isn't it time you took a vacation in the Florida Keys, United States. This 120 mile stretch of island chains is home to North America’s only living-coral barrier reef. It has all the rental accommodations you could hope for in villas, condos and home rentals.

Exploring this amazing area is something you simply cannot miss when visiting Florida. Choose a villa rental right on the ocean or a condo rental with all the amenities. Make sure you pack your swim fins as there are shallow reefs for snorkelers, and deeper reefs for experienced divers.

Boating, sailing, kayaking and eco-tours abound here with a unique feature on each island destination. Many of the islands are connected by an amazing forty-two bridges! There are plenty of villa rentals in this area for all your accommodation needs. Water based activities reign supreme in this area. After a restful sleep in your vacation rental get out into the sun and swim with the dolphins, deep sea fish, try numerous water sports, or simply enjoy the sandy beaches!

Key Largo offers some of the finest diving and snorkelling in the Florida Keys. There are many Key Largo dive companies that run guided trips to the park and to area sunken wrecks just off Key Largo. Check out the many villa rentals and condo rentals in this area.

Islamorada, just south of Key Largo, is known for its world class sport fishing. Offshore sport fishing can be equally exciting during the winter months for sailfish just off the reefs of Islamorada. Want to just lay back and enjoy the day? Head to Big Pine Key and the Lower Florida Keys. Boating is one of the number one attractions and there are many different tours and trips for diving and snorkelling or out in the back-country for fishing or bird watching.

The Southernmost Point in the continental U.S. is Key West. Here you can hide out in several accommodation types including tucked-away vacation rentals where you can take it slow, walk the beaches and watch the sunsets.

Whatever your taste, a Florida Keys vacation has something for every individual, couple and family. You can rent holiday lodging accommodations directly from owners of villas, homes, apartments and condos right here in the Florida Keys, FL, USA.

If you are looking for vacation rentals in Florida, the Florida Keys are well worth a visit. You may also chose to stay in Southeast Florida or head over to Southwest Florida. Don't forget you are just a short drive away from the happiest place on earth over at Disney World where vacation rental homes are plentiful, and the excitement never ends.
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5 Vacation Rentals

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  • On the Ocean in Key West

    Key West: 1800 Atlantic: Condo
    2 BDR • 2 BA • Sleeps 5 • #69125
    245 to 405 USD/night
    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.
  • Executive Bay 2 / 1.5

    Islamorada: Executive Bay Club: Townhouse in a gated community
    2 BDR • 2 BA • Sleeps 4 • #234599
    140 to 140 USD/night
    Come to Paradise and Enjoy it with Comfort. Located on Mile Marker 87 in Islamorada ( Fishing Capital of the World ), part of the Wonderful Florida Keys. Executive Bay Club is a Private Gated Community with 24 Hr Security, Heated Pool and Club House, Tennis Courts, Private Beach, Fishing off your own Dock and incredible sunsets. Our Two Story Unit is nicely decorated and furnished, Granite Kitchen counter tops, stainless steel appliances , complete with everything you need. Large Living Room and Dining Room with large flat panel LCD TV , and Outside Patio with a relaxing atmosphere. Master Bedroom (Queen Size Bed) plus a Loft, Second Bedroom Has 2 Twin Size Beds, Full Bathroom upstairs, Half Bathroom on the first floor. This unit is in a great location, across the pool, clubhouse and steps to the beach and fishing pier.
  • Buttonwood Bay Condo

    Key Largo: Condo
    3 BDR • 2 BA • Sleeps 4 • #256212
    172 to 172 USD/night  
    Beautiful bright and remodeled Buttonwood Bay Condo. It's one of the few 3 bedroom with 2 full bath units for rent in the community. No stairs inside the unit. It is a spacious corner unit with a 2000 sq ft single floor plan. Located close to the tennis courts and pool. Our home has new furniture and all new kitchen appliances. From the moment you enter the apartment you enjoy a beautiful view. It's the perfect place to sit back and relax. The master bedroom has a queen bed and a spacious private full size bathroom with double sinks along with a large shower. The master bedroom has his and hers walk in closets. The second bedroom has a queen size bed and plenty of closet space. The third bedroom has a trundle bed and a television. The second renovated bathroom has tub/shower and modern glass sink. The kitchen features all new appliances and is fully equipped. The dining table seats 5 and the kitchen bar seats 3. The relaxing and beautiful view of the waterway is fully visible from the living room and partly from two of the bedrooms. Enjoy sitting and relaxing on the large comfortable leather couch. The views are amazing. You can open the wall to wall glass sliding doors and bring the outside in as you feel the sea breeze. From the unit you can see manatees, tarpon or even porpoises. Enjoy the morning light as you sip your coffee or the beautiful sunsets off the Martini Deck located very close to the unit. Our home is equipped with Wi-Fi. The coral rock boat dock is adjacent to the building and a few steps to the Florida bay. In addition to the very rare sandy beach, the community of Buttonwood Bay has: - 3 heated pools - 5 tennis courts - a renovated clubhouse - a basketball hoop - a volleyball court - a game room - a library - a newer fitness center overlooking the marina - saunas - an observation deck - several sunset decks throughout the bay - Boat launch - large boat slips that may rented Buttonwood Bay has a 24 hr manned gate-house and security patrol throughout the private 42 acre community. There are many places to visit such as John Penne Kamp Coral Reef State Park, Everglades National Park, and all the other islands leading to Key West. There are many fun things to do like fishing, swimming with the dolphins and feeding the tarpon at Robbies. You'll also have excellent dining choices from casual to fine dining located nearby. We welcome you to our special home away from home and know you will love it
  • Islamorada Luxury Condo

    Islamorada: Bay Harbour: Condo in a gated community
    2 BDR • 3 BA • Sleeps 6 • #209708
    243 to 343 USD/night
    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.
  • Bayside 3BR/3BA w/ Heated

    Marathon: Please Select Building Type
    3 BDR • 3 BA • Sleeps 8 • #238859
    228 to 396 USD/night
    Soak in water views on the sun-kissed rooftop terrace of this 3BR/3BA home. Enjoy a master suite oasis with luxurious jetted tub and private deck. Keep your boat at your fingertips with plenty of dock space for rent nearby. Sleeps 8.. Mariners will find this 3BR/3BA home the perfect retreat after a day on the water. Dock your boat nearby at one of the many spots available for rent, and then stroll back to the house to rest and recharge. You’ll feel on top of the world as you gaze over the clear waters of Florida Bay from the comfort of your 700-square-foot rooftop terrace, furnished with plenty of comfortable chairs, sofas, and recliners. End your day in the tranquil master suite. After a glass of wine or a nightcap on your private balcony, enjoy a soak in the jetted tub or a movie on the flat screen TV. ABOUT THE HOUSE For the ultimate movie night, gather your group in the spacious living area on the second floor and play your favorite films on the 55” flat screen TV. A sofa and love seat offer seating for five. Discerning chefs will appreciate the kitchen’s stainless steel GE appliances and dishwasher. Enjoy meals at the dining table for six or on the balcony with views of the neighborhood. Unwind in the first-floor master suite with a queen bed, walk-in closet, and 40” TV. The en-suite bath will be your oasis; rinse off in the walk-in shower or soak in the jetted tub. The private deck with a bistro set is perfect for enjoying coffee or a romantic cocktail for two. The second bedroom, located on the first floor, includes two twin beds, a 26” flat screen, and an en-suite bath. On the second level, the versatile third bedroom contains a queen bed and a queen-size futon to use as seating or sleeping accommodations for two. On the second-floor balcony, you’ll find a spiral staircase leading to your expansive private roof terrace. Lounge on recliners and soak in the sun, or gather your group in the shaded seating area to enjoy games, conversation, and panoramic bay views. Plan a barbecue on the shaded patio beneath the house, equipped with a gas grill and a dining area for eight. Two parking spaces are available, and you’ll find a washer/dryer on the first floor. THE LOCATION Take advantage of well-kept shared amenities. Lounge by the pool and enjoy sweeping bay views while you swim, or head down to the docks, where boat owners can rent bayside space to store their vessel. Idyllic Sunset Park Beach is just a 5-minute drive from your door. Florida Keys Aquarium Encounters, less than a half mile away, is perfect for a family-friendly afternoon of snorkeling and discovering marine life.

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