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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!!!!

  • 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...

  • 800-1000
  •  2
  •  1 1/2
Monthly Rent $7500 - $8990

Beach Front Home, With Private Sandy Beach, Just what you have been looking for! Islamarada, 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. ...

  • 2000-2500
  •  3
  •  2
Monthly Rent $4000 - $5500

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

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

  • 1000-1200
  •  2
  •  2
Monthly Rent $18500

Available this winter! But Hurry Islamarada, Florida, Listing ID: 24288

Casa Dorado is an exceptional privately owned single family home located directly on Florida Bay on Lower Matecumbe Key in Islamorada. The house is named after the owners' favorite species of fish, the Dolphinfish, also known as Dorado in Spanish speaking coastal areas. With...

  • 2500-3000
  •  3
  •  3 1/2
Monthly Rent $5250 - $7500

Great Private Home with Spectacular Views of the Ocean from anywhere in Home!!!! Islamarada, 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...

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

"Meticulously" cared for Home the owners are now offering to share for your Vac! Islamarada, 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...

  • 1000-1200
  •  2
  •  2
Monthly Rent $2200 - $3900

Gorgeous 2 bedroom, 2 bath condo. Gated Complex located on Atlantic Ocean! Islamarada, Florida, Listing ID: 24294

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

  • 800-1000
  •  2
  •  2
Monthly Rent $7500

!Upper Duplex Fabulous property gated compound located directly on Florida Bay! Islamarada, Florida, Listing ID: 24296

Minimum Rental: 7 Nights Upper Duplex - This is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. This is one of 3 separate units for rent by the week or...

  • 1000-1200
  •  2
  •  2
Monthly Rent $4400 - $5250

Extraordinary ocean front condo with panoramic views of the Atlantic Ocean!!! Islamarada, 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...

  • 1200-1400
  •  2
  •  2
Monthly Rent $3200 - $4800

Exceptional 5th floor 2 bedroom 2 bath condo at Beacon Reef. View of the Ocean!! Islamarada, Florida, Listing ID: 24302

MINIMUM STAY: ONE MONTH. 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 have chosen to spend your holiday here. The kitchen was remodeled in 2013 - granite counters, stainless steel...

  • 1200-1400
  •  2
  •  2
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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...

  • 1000-1200
  •  2
  •  2 1/2
Monthly Rent $3800 - $5200

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

Minimum Rental: 1 Month This is a gorgeous 3 bedroom townhouse in a private upscale ocean front condominium community! Everything you could want is located within the community

  • 2000-2500
  •  3
  •  2
Monthly Rent $30000

!A Private Residence with all the Amenities of a 5 Star Resort -Look no Further! Islamarada, Florida, Listing ID: 24306

Minimum Stay - One month. This is the ultimate vacation home! The owners have named it PARADISE and it is. If you are looking for a private residence with all the amenities of a 5 Star Resort - look no further. The moment the electric gate opens and you see the directional...

  • 5000-6000
  •  5
  •  4 1/2

The panoramic Open Water Views from this unit are Incredible! views on 3 sides! Plantation Key, Florida, Listing ID: 24307

Minimum Rental: 7 Nights (Saturday to Saturday) BROCKHAUS ON THE GULF is an end unit townhouse on the water's edge with water views on 3 sides! The main living area faces the Florida Bay, one side faces the inlet leading to the marina basin and the back faces the marina. The...

  • 1200-1400
  •  2
  •  2 1/2
Monthly Rent $8950 - $10500

Magnificent Home mouth of a wide canal in Tavernier Phenomenal Open Water View Plantation Key, Florida, Listing ID: 24309

MINIMUM STAY: 29 DAYS NEW RENTAL OPPORTUNITY! This magnificent home is located at the mouth of a wide canal in Tavernier and offers phenomenal open water views. The furnishings are new and provide a comfortable and extremely inviting living environment. This 4 bedroom...

  • 2500-3000
  •  4
  •  3
Monthly Rent $3800 - $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...

  • 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

  • 2000-2500
  •  3
  •  2 1/2
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!Tropical Retreat Wonderful Home Billiard/Game Room Pool Boat Dock A True Gem!!! Plantation Key, Florida, Listing ID: 24314

Minimum Rental: 1 Month Spacious elegant home with pool and dock. Gently swaying palm trees greet you at the gated entrance to this wonderful home. The ground level entry features a billiard/game room, bedroom and full bath. An open curved staircase leads to the 2nd floor...

  • 2500-3000
  •  4
  •  3
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!Exceptional Home Designed for Tropical Living Pool Boat Dock Tropical Setting!! Key Largo, Florida, Listing ID: 24316

MINIMUM STAY: 1 MONTH Exceptional single family home designed for tropical living - charming interior and extraordinary outdoor living areas. Open concept living area on the middle level of the home offers a formal dining with 8 chairs and 3 bar stools at the kitchen counter....

  • 2000-2500
  •  4
  •  4
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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...

  • 800-1000
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Private house in Bay Haven. Water and light included. Public beach and boat ramp Key Largo, Florida, Listing ID: 24669

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  • 800-1000
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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...

  • 800-1000
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Water views from almost every room in this home! Key Largo, Florida, Listing ID: 25022

MINIMUM STAY: 28 Nights Water views from almost every room in this home! Gaze at the water from your bedroom, the dining area, the balcony, or the Tiki! This home is so close to open water you almost feel like it is on the open water. The expansive ocean views from the...

  • 1800-2000
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  •  2
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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...

  • 800-1000
  •  2
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*Realize your dreams a beach home located on a beach and a place for your Boat!* Islamorada, Florida, Listing ID: 25054

Oceanfront - Beach - Protected Dock 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 find in The Florida Keys. From the moment you arrive,...

  • 1400-1600
  •  3
  •  2

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

This 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. Be sure to look at the Visual Tour to...

  • 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...

  • 800-1000
  •  2
  •  2

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...

  • 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...

  • 800-1000
  •  2
  •  2
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Great View of The Ocean-Pool-Hot Tub-Comfortably furnished-Updated Kitchen-Bath! Islamorada, Florida, Listing ID: 25061

Everything in this unit is exquisite - furnishings, linens, updated kitchen, appliances, and bathrooms. 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. ...

  • 800-1000
  •  1
  •  2
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Beautiful Views Most Desirable Unit in the Upper Keys Near Everything Fish Swim! Islamorada, Florida, Listing ID: 25067

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  • 1200-1400
  •  2
  •  2
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THE GORGEOUS POOL, HOT TUB, and TIKI BAR are ready and waiting SENSATIONAL HOME Plantation Key, Florida, Listing ID: 25068

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  • 1800-2000
  •  4
  •  3
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Charming 2 Bed 2 Bath Open Living Area Large Kitchen Boat Dock Overlooking Canal Plantation Key, Florida, Listing ID: 25069

Minimum Stay 1 Month. "Beba's Reef House" will capture your imagination the moment you enter the home and rise to the main living level through the reef painted on the walls of the stair well and the photos of fish captured by the owner during numerous dives here in the Keys....

  • 1400-1600
  •  2
  •  2
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*Gorgeous 4 Bed 3 Bath Has Plenty of Room/Boat/BBQ/Cleaning Station/Ice Machine* Key Largo, Florida, Listing ID: 25070

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  • 1400-1600
  •  4
  •  3
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*Exceptional 3 Story Townhouse Heated Pool Marina Views from Two Balconies Dock! Key Largo, Florida, Listing ID: 25071

Minimum Rental: 1 Month Exceptional 3 story townhouse located in a quiet oceanfront complex with heated pool and marina. Inspiring ocean views from two balconies and a ground level patio to BBQ. Protected marina and deeded boat slip easily accommodates a boat up to 30' (33'...

  • 2500-3000
  •  3
  •  2
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*Lush Tropical Gardens World Famous Dive Sites First Class and Affordable Pool!* Key Largo, Florida, Listing ID: 25072

Minimum Rental: 7 Nights Calling all fishermen and divers... Whether you plan to fish or dive on your next visit to the Keys, you will find these exceptional accommodations first class and affordable. World famous dive sites are minutes away and phenomenal fishing is at...

  • 800-1000
  •  2
  •  1 1/2
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...

  • 1600-1800
  •  2
  •  2