Islamorada Listings

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Monthly Rent $4000 - $5500

Available this winter! But Hurry Islamorada, Florida, Listing ID: 24286

MINIMUM STAY: 28 DAYS NEW LISTING - Available this winter! But Hurry

  • Home
  • 1000-1200
  •  2
  •  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 $3675 - $4750

"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 $4400 - $5300

Oceanfront 5th floor (top floor) 2 bedroom 2 bath condo at Beacon Reef. Islamorada, Florida, Listing ID: 24302

Minimum Rental: 28 Days NEW ON THE RENTAL MARKET. PHOTO UPDATES COMING SOON. "Beacon Reef 522" offers magnificent 180 degree oceanfront views. Enjoy the sea breezes as your relax on your private balcony and gaze at the water. Whether staying one month or more you...

  • Condo
  • 1275
  •  2
  •  2
Monthly Rent $2400 - $4100

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 $3300 - $4600

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

Breezy Keys House on wide canal with immediate access to Gulf and Ocean. Great Fishing and Restaurants nearby. Islamorada, Florida, Listing ID: 26134

Updated two story Keys House on a wide canal in the Venetian Shores neighborhood of Islamorada. Heated pool, Tiki Hut and Boat Lift handling boats up to 12,500 lbs. Close to all the best restaurants in Islamorada and new Publix Supermarket. Three bedrooms and three bathrooms...

  • Home
  • 2000
  •  3
  •  3
Monthly Rent $9000 - $12000

'Sunrise on Sunset' is the ULTIMATE BEACH FRONT HOME Islamorada, Florida, Listing ID: 26729

*** SPECIAL: 25% OFF RENT - MARCH THROUGH AUGUST 2019! *** "Sunrise on Sunset" is the ULTIMATE BEACH FRONT HOME. There are BREATH TAKING OCEAN VIEWS from almost every room in this house! Play in the sand, walk into the ocean or sit under the covered ground level area. ...

  • Beach Home
  • 3580
  •  3
  •  3
Monthly Rent $5300

Beacon Reef #503 - *NEW RENTAL* Immaculate 2/2 Condo in Islamorada! Islamorada, Florida, Listing ID: 26740

MINIMUM STAY: 28 DAYS FIRST TIME ON RENTAL MARKET. 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 and master bedroom suite. The furnishings are all brand new. There are three...

  • Condo
  • 1275
  •  2
  •  2

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  • 2000-2500
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