Islamorada Listings

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Monthly Rent $7500 - $8990

Beach Front Home, With Private Sandy Beach, Just what you have been looking for! Islamorada, Florida, Listing ID: 24285

MINIMUM STAY: 29 DAYS BEACH FRONT HOME! This is what you've been dreaming of - your very own single family home with a private sandy beach in the Keys. This home is new to the rental market. It is located in a highly desirable area of Islamorada on a dead end street. ...

  • Home
  • 2000-2500
  •  3
  •  2
Monthly Rent $5500 - $7500

Great Private Home with Spectacular Views of the Ocean from anywhere in Home!!!! Islamorada, Florida, Listing ID: 24289

Minimum Rental: 1 Month Location, location, location! This home has it all - ocean side Lower Matecumbe location, totally remodeled in 2009. Relax by the cocktail pool or sunbathe in the private roof top sunning area. There are blue water ocean views from almost every room...

  • Home
  • 1200-1400
  •  3
  •  3
Monthly Rent $3500 - $4500

"Meticulously" cared for Home the owners are now offering to share for your Vac! Islamorada, Florida, Listing ID: 24293

MINIMUM STAY: 28 DAYS Villa Riolo is an updated single family stilt home and perfect for your next holiday in Islamorada! It comfortably sleeps 4-6 in two bedrooms. This home has been meticulously cared for over the years and for the first time the owners are offering...

  • Home
  • 1000-1200
  •  2
  •  2
Monthly Rent $2575 - $4000

Exceptional Condo, Gated Ocean front Condo Complex with Swimming Pool, Hot Tub! Islamorada, Florida, Listing ID: 24295

MINIMUM STAY: 29 DAYS Exceptional condo with panoramic views of the Atlantic Ocean. This condo is in one of the most popular condo complexes in Islamorada - The Palms of Islamorada. Comfortably furnished and ready for your arrival this unit offers an updated kitchen with...

  • Condo
  • 800-1000
  •  2
  •  2
Monthly Rent $4400 - $5250

Extraordinary ocean front condo with panoramic views of the Atlantic Ocean!!! Islamorada, Florida, Listing ID: 24301

Minimum Rental: 1 Month Extraordinary ocean front condo with panoramic views of the Atlantic Ocean. Relax on your own balcony or use the spiral stairs to access the sandy beach below. This condo is located in one of the most prestigious condo complexes in Islamorada. It...

  • Condo
  • 1200-1400
  •  2
  •  2
Monthly Rent $3500 - $4500

Adorable 2 bedroom, 2 bath cozy cottage Islamorada, Florida, Listing ID: 25051

MINIMUM STAY: 28 DAYS Flamingo Cottage is an adorable 3 bedroom stilt home nestled among tropical foliage. There are two bedrooms and one bath on the main living level of this home plus a private studio type apartment with a private bath on the ground level. This home has...

  • Home
  • 800-1000
  •  2
  •  2
Monthly Rent $7850 - $8990

*Realize your dreams a beach home located on a beach and a place for your Boat!* Islamorada, Florida, Listing ID: 25054

Minimum Rental: 28 Days "My Paradise" is an oceanfront beach house with protected dockage and located in the Fishing Capital of the World - Islamorada. Realize your dreams - a beach home located on a swimmable beach and a place to dock your boat. This home is indeed a rare...

  • Home
  • 1400-1600
  •  3
  •  2
Monthly Rent $2300 - $3900

Exceptional Condo, Impeccably Maintained, In The Finest Complexes in Islamorada Islamorada, Florida, Listing ID: 25056

Minimum Rental: 28 Days "The Palms #301" is an exceptional condo has been impeccably maintained and is located in one of the finest condo complexes in Islamorada. It features an updated kitchen, remodeled baths and is comfortably furnished. This unit is ready for your arrival....

  • Condo
  • 800-1000
  •  2
  •  2
Monthly Rent $2400 - $24000

Great View of The Ocean-Pool-Hot Tub-Comfortably furnished-Updated Kitchen-Bath! Islamorada, Florida, Listing ID: 25058

Pure pleasure will be yours in this beautifully remodeled and immaculate condo. You'll love the uncluttered and modern decor along with the recent renovations. Enjoy the picturesque views of Alligator Reef and the Atlantic Ocean from this 4th floor balcony. Watch the fishing...

  • Condo
  • 800-1000
  •  2
  •  2
Monthly Rent $3100 - $4500

Great View of The Ocean-Pool-Hot Tub-Comfortably furnished-Updated Kitchen-Bath! Islamorada, Florida, Listing ID: 25059

A Diamond! Be among the first to rent this gorgeous two bedroom condo. It has been completely renovated from floor to ceiling. The floors have been replaced with tile and the old popcorn ceilings are gone. You'll adore the comfortable living room furnishings and the flat...

  • Condo
  • 800-1000
  •  2
  •  2

Great View of The Ocean-Pool-Hot Tub-Comfortably furnished-Updated Kitchen-Bath! Islamorada, Florida, Listing ID: 25060

Charming 2 bedroom, 2 bath condo with updated kitchen and baths. Walk out onto your balcony and enjoy the sea breezes and ever changing ocean views. The comfortable furnishings and convenient floor plan provide an inviting place to call home. You will enjoy your stay in this...

  • Condo
  • 800-1000
  •  2
  •  2
Monthly Rent $2100 - $3000

Great View of The Ocean-Pool-Hot Tub-Comfortably furnished-Updated Kitchen-Bath! Islamorada, Florida, Listing ID: 25061

Minimum Rental: 28 Days "The Palms #417" has great views of Florida Bay and our fabulous Keys sunsets. This complex is conveniently located just steps from a full service marina and 2 highly acclaimed restaurants. Watch the sun rise over the ocean as fishing boats leave on...

  • Condo
  • 800-1000
  •  1
  •  2
Monthly Rent $3200 - $4500

Beautiful Views Most Desirable Unit in the Upper Keys Near Everything Fish Swim! Islamorada, Florida, Listing ID: 25067

NEW ON THE RENTAL MARKET - Beacon Reef is one of the most desirable condominium complexes in the Upper Keys. Located in Islamorada it is convenient to everything - restaurants, fishing, diving, snorkeling, swim with the dolphin programs and much more. Picture yourself...

  • Condo
  • 1200-1400
  •  2
  •  2
Monthly Rent $6000 - $6900

ISLAMORADA, 2017 NEW CONSTRUCTION Home at VENETIAN SHORES ideal for a dream vacation!!! Islamorada, Florida, Listing ID: 25592

MINIMUM STAY: ONE MONTH! This 2017 NEW CONSTRUCTION at VENETIAN SHORES ideally located in Islamorada very close to fine shops, restaurants and marinas. This Single 2 story family home, with one car garage, pool and outdoor living area on a quiet kayaking plugged canal with a...

  • Home
  • 2125
  •  3
  •  2 1/2
Monthly Rent $5500

harming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! Islamorada, Florida, Listing ID: 25667

MINIMUM RENTAL 1 MONTH Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area into the sunroom ...

  • Home
  • 1494
  •  3
  •  2

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Bayfront townhouse located in the lush tropical setting of Rock Harbor Club. Key Largo, Florida, Listing ID: 24303

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MINIMUM STAY: 30 DAYS NEW HOME (2013) Spend the fall or winter in the Florida Keys! You will love this wonderful 2013 built stilt home. Features include an open living area with gourmet kitchen, stainless steel appliances, including a wine refrigerator and granite...

  • Home
  • 1400-1600
  •  3
  •  2
Monthly Rent $5950 - $7950

The Florida Keys at its best.3 Bedrooms and 2 Plantation Key, Florida, Listing ID: 24311

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  • 2000-2500
  •  3
  •  2 1/2
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  • 2000-2500
  •  4
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  • Home
  • 800-1000
  •  2
  •  1
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Private Paradise Home in Key Largo with marina and beach access Key Largo, Florida, Listing ID: 24791

Gorgeously decorated interior and walk around balcony! The master includes one queen size bed and the second bedroom includes a twin and full size bedroom set. Each room has it's own TV. Kitchen is equipped with stove, refrigerator, dish washer, and microwave, as well as stocked...

  • Home
  • 800-1000
  •  2
  •  2
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  • 800-1000
  •  1
  •  1
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  • Condo
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  •  2
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  • Condo
  • 1000-1200
  •  2
  •  2
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  • Home
  • 1800-2000
  •  4
  •  2
Monthly Rent $1600 - $2500

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  • Condo
  • 600-800
  •  1
  •  1
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  •  3
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  • Condo
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Luxury updated Waterfront Beachside Escape in Paradise Tavernier, Florida, Listing ID: 25216

Escape to the tropics in luxury style...2 Bedroom/ 2 Bath upstairs on the main level with central air-conditioning, private screened balcony with outdoor or indoor lounging with water views. Downstairs in-laws quarters/efficiency air-conditioned cottage can sleep 6 additional...

  • Beach Home
  • 1600-1800
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Ground floor 3 bedroom condo ,situated near Bonita Beaches. Gated community Naples, Florida, Listing ID: 25318

Our property overlooks a lake, fountain and small waterfall. It is situated in lush grounds well tendered gardens. It is very peaceful even in high season. The property it self is furnished and well maintained to a very high standard. There are 9 local beaches the nearest...

  • Condo
  • 1200-1400
  •  3
  •  2
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Directly on Beach - 11th Floor Views - Free Wifi - Minutes to Shops Fort Myers Beach, Florida, Listing ID: 25427

Riviera Club is ON THE BEACH! Gorgeous view of the Gulf of Mexico with the feeling that you are actually sitting on the beach! Completely renovated with beautiful furnishings and all the amenities for your carefree vacation in Southwest Florida. This unit is on the 11th floor...

  • Condo
  • 1000-1200
  •  2
  •  2

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Welcome home! Relax in this Fully Remodeled & Furnished 3/2 modern villa right off the beach in highly-sought-after Fort Lauderdale Beach. Well equipped & tastefully decorated w brand new kitchen & SS appliances, 2 Queen beds, 1 King bed, TVs in all rooms. Minutes to Downtown Ft...

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