Key West Listings

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Monthly Rent $3000

Boating/Fishing dream - 50' bulkhead, deep water canal. Walk to marina/restauran Key West, Florida, Listing ID: 23596

Welcoming community on deep water canal. Private home, backyard on canal. Fully furnished. 2 Bedroom & pull out couch in living room. Best fishing in the keys!!!!

  • Home
  • 1200-1400
  •  2
  •  2

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Monthly Rent $2400

Completely redone, immaculate bayside condo in the beautiful Florida Keys. Offered at the lowest monthly rate in the upper Keys! Tavernier, Florida, Listing ID: 23702

This is a completely redone, immaculate two-story condo in a 35-unit complex. It has two king size tempurpedic beds upstairs, and two queen size futons downstairs. There are flat screen TVs in the living rooms and bedrooms, and wireless access. The unit is located in a direct...

  • Condo
  • 800-1000
  •  2
  •  1 1/2
Monthly Rent $12000

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 $3675 - $4750

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

*****SUMMER SPECIAL ***** RECEIVE A $100 VISA GIFT CARD FOR ALL BOOKINGS BETWEEN JUNE 1, 2018 AND AUGUST 31, 2018. RESERVATION MUST BE MADE BY JUNE 30, 2018. MINIMUM STAY: 28 DAYS Villa Riolo is an updated single family stilt home and perfect for your next holiday...

  • Home
  • 1000-1200
  •  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 $2875 - $3725

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

MINIMUM STAY: 28 Nights. Bayfront townhouse located in the lush tropical setting of Rock Harbor Club in Key Largo. You'll love the open water views from the two oversized screened balconies - one off the main living area and the other off the master suite. There's something...

  • Home
  • 1000-1200
  •  2
  •  2 1/2
Monthly Rent $3800 - $4850

3 BR Townhouse Oceanside with 30' Dock and Boat Lift Key Largo, Florida, Listing ID: 24304

Minimum Rental: 1 MONTH * SPRING SPECIAL $200 DISCOUNT FOR ALL RESERVATIONS MADE BY MAY 15, 2018 FOR BOOKINGS BETWEEN MAY 1, 2018 AND AUGUST 31, 2018 This is a gorgeous 3 bedroom townhouse in a private upscale ocean front condominium community! Everything you...

  • Condo
  • 2261
  •  3
  •  2
Monthly Rent $4750

Stay in the Florida Keys! You will love this wonderful 2013 built stilt home!!!! Plantation Key, Florida, Listing ID: 24310

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

MINIMUM STAY: 28 DAYS NEW OPPORTUNITY to LIVE THE LIFE! This 3 Bedrooms and 2

  • Home
  • 2000-2500
  •  3
  •  2 1/2
Monthly Rent $8500 - $9950

!Exceptional Home Designed for Tropical Living Pool Boat Dock Tropical Setting!! Key Largo, Florida, Listing ID: 24316

*****SUMMER SPECIAL ***** RECEIVE A $100 VISA GIFT CARD FOR ALL BOOKINGS BETWEEN JUNE 1, 2018 AND AUGUST 31, 2018. RESERVATION MUST BE MADE BY JUNE 30, 2018. MINIMUM STAY: 1 MONTH Exceptional single family home designed for tropical living - charming interior and...

  • Home
  • 2000-2500
  •  4
  •  4
Monthly Rent $3175 - $3525

Key Largo's Finest Bay Front Condominium Complexes Beautiful View of Florida Bay Key Largo, Florida, Listing ID: 24317

MINIMUM STAY: 7 NIGHTS. This 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and lots of natural light. You'll love the updated kitchen with granite counters, new cabinetry and appliances. New linens...

  • Condo
  • 800-1000
  •  2
  •  1 1/2
Monthly Rent $2500 - $3000

Private house in Bay Haven. Water and light included. Public beach and boat ramp Key Largo, Florida, Listing ID: 24669

Located in Key Largo, FL Mile marker 95. 66 miles from Miami International Airport. Private beach and boat ramp 1 mile south. Excellent restaurants and shopping centers nearby. Boat and sporting goods rental nearby.

  • Home
  • 800-1000
  •  2
  •  1
Monthly Rent $2800

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
Monthly Rent $4750 - $5200

Water views from almost every room in this home! Key Largo, Florida, Listing ID: 25022

*****SUMMER SPECIAL ***** RECEIVE A $100 VISA GIFT CARD FOR ALL BOOKINGS BETWEEN JUNE 1, 2018 AND AUGUST 31, 2018. RESERVATION MUST BE MADE BY JUNE 30, 2018. Minimum Rental: 28 Days "Casa Kai" has water views from almost every room in this home! Gaze at the water from...

  • Home
  • 1800-2000
  •  4
  •  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
Monthly Rent $6500 - $7500

THE GORGEOUS POOL, HOT TUB, and TIKI BAR are ready and waiting SENSATIONAL HOME Plantation Key, Florida, Listing ID: 25068

*****SUMMER SPECIAL ***** RECEIVE A $100 VISA GIFT CARD FOR ALL BOOKINGS BETWEEN JUNE 1, 2018 AND AUGUST 31, 2018. RESERVATION MUST BE MADE BY JUNE 30, 2018. MINIMUM STAY: 29 DAYS Sensational remodeled single family home on Plantation Key awaits your arrival. The...

  • Home
  • 1800-2000
  •  4
  •  3
Monthly Rent $4500

Charming 2 Bed 2 Bath Open Living Area Large Kitchen Boat Dock Overlooking Canal Plantation Key, Florida, Listing ID: 25069

*****SUMMER SPECIAL ***** RECEIVE A $100 VISA GIFT CARD FOR ALL BOOKINGS BETWEEN JUNE 1, 2018 AND AUGUST 31, 2018. RESERVATION MUST BE MADE BY JUNE 30, 2018. Minimum Stay 1 Month. "Beba's Reef House" will capture your imagination the moment you enter the home and rise to...

  • Home
  • 1400-1600
  •  2
  •  2
Monthly Rent $4500 - $4800

Oceanside Florida Keys Fishing Diving Mecca 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
  •  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