Islamorada, Florida


Properties Available 47 properties available
Dreamy Keys living is yours at this deluxe Islamorada escape. This canal-front duplex style property comes fully equipped for luxury coastal leisure, with common area outdoor features including a boat dock, a sparkling in-ground pool, and surrounding deck furnished for outdoor comfort with multiple seating areas, a gas grill, and a shady palapa hut
Treasure Harbor Hideaway - Lower (597744)
Islamorada, FL
House
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
PROPERTY NAME: Sunshine Place84371 Overseas Highway, Islamorada, FLLOCATION: Oceanside HouseMINIMUM STAY: WeeklyMILE MARKER: 84.3DETAILS: "Sunshine Place" is setup perfectly for privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground lev
Waterfront Home With Beautiful VIews (348025)
Islamorada, FL
House Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 3 guests
PROPERTY NAME: Beacon Reef #30683201 Old Highway, Islamorada, FloridaLOCATION: Ocean Side CondoMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 83.2DETAILS: Enjoy a relaxing stay here in the Keys at this immaculate and charming two bedroom and two bath condo. While the owners attend to their other
Gorgeous 2 bedroom condo with panoramic views of the Atlantic Ocean. (348000)
Islamorada, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
PROPERTY NAME: The Palms #31779901 Overseas Highway, Islamorada, FLLOCATION: Bayside Condominium MINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 79.9DETAILS: The Palms of Islamorada is a condo complex consisting of 84 units and is located directly on the Atlantic Ocean. The complex features separ
1 bedroom unit with a nice view of the Florida bay. (348017)
Islamorada, FL
Condo
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 3 guests
PROPERTY NAME: Beacon Reef #50383201 Old Highway, Islamorada, FloridaLOCATION: Ocean side CondoMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 83.2DETAILS: This exquisite condo has been TOTALLY remodeled and updated from top to bottom. This is a 5th floor unit with ocean views from the balcony an
Beautiful unit in one of the most prestigious Condo Complex in Islamorada (348008)
Islamorada, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
PROPERTY NAME: The Palms #30179901 Overseas Highway, Islamorada, FLLOCATION: Bayside Condominium MINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 79.9DETAILS: An exceptional condo has been impeccably maintained and is located in one of the finest condo complexes in Islamorada. It features an update
Darling condo with panoramic views of the Atlantic Ocean (348013)
Islamorada, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
PROPERTY NAME: Beacon Reef #50183201 Old Highway, Islamorada, FloridaLOCATION: Ocean side CondoMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 83.2 DETAILS: Exceptional 5th floor (top floor) 2 bedroom 2 bath condo at Beacon Reef. Ocean views from the open air balcony. You'll be so glad you ha
This condo is located in one of Islamorada's most prestigious condo complexes. (348010)
Islamorada, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Nestled within the serene surroundings of Islamorada, Florida, awaits a charming oasis at 116 Stromboli Drive. This single-family home, gracefully situated in the heart of one of Florida's most picturesque locations, invites you to embrace coastal living at its finest. Tucked away in the tranquil neighborhood of Islamorada, this residence offers t
La Dolce Vita Villa (604704)
Islamorada, FL
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
PROPERTY NAME: Little Bay Compound82246 Overseas Highway, Islamorada, FloridaLOCATION: Cottage and Two Story Duplex Located Directly on the Florida BayMINIMUM STAY: Weekly or MonthlyMILE MARKER: 82.2DETAILS: - Special pricing for renting all three units- Located on a one-acre lush tropical setting in a gated compound directly on Florida Bay- One o
Entire Compound on Gated Bayfront Property (551730)
Islamorada, FL
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Escape the hustle and bustle of everyday life in the tropical Florida Keys, where tranquility and fun await. This condo is steps away from the water, with all you ever need for entertainment in a 10-mile radius. Tour the area and check out Rain Barrell Village, Theater of the Sea, the History of Diving Museum, or the Laura Quinn Wild Bird Sanctuary
Escape to the Keys A6 (295246)
Islamorada, FL
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
PROPERTY NAME: Lyons Landing105 Severino Dr., Islamorada, FloridaLOCATION: Bayside canal home located in the Venetian Shores CommunityMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 86DETAILS: Exceptional VENETIAN SHORES single family home with pool, dock, boat lift and outdoor living area! Ever
Exceptional VENETIAN SHORES home with pool, dock and boat lift. (348015)
Islamorada, FL
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
PROPERTY NAME: Beacon Reef #40683201 Old Highway, Islamorada, FloridaLOCATION: Ocean side CondoMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 83.2DETAILS: excellent choice for your vacation getaway, whether you're planning on staying a month or the entire season, this is a great unit. Beacon Ree
Beautiful unit in one of the most prestigious Condo Complex in Islamorada (348011)
Islamorada, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests

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