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  • Keys Holiday Rentals
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PALMS 314

(Last Update: 24 Apr 2023)

"The Palms #314" is a sensational oceanfront views are yours from both the master bedroom and the balcony of this beautifully appointed condo. Watc


  • 2 Bedrooms
  • 2 Bathrooms
  • 5 Sleeps

PALMS 309

(Last Update: 24 Apr 2023)

"The Palms #309" is an exceptional condo with panoramic views of the Atlantic Ocean.  This condo is in one of the most popular condo complexes in


  • 2 Bedrooms
  • 2 Bathrooms
  • 5 Sleeps

PALMS 402

(Last Update: 24 Apr 2023)

"The Palms #402" is a beautifully remodeled and immaculate condo. You'll love the uncluttered and modern décor along with the recent renovatio


  • 2 Bedrooms
  • 2 Bathrooms
  • 4 Sleeps

PALMS 407

(Last Update: 24 Apr 2023)

"The Palms #407" is a charming 2 bedroom, 2 bath condo with updated kitchen and baths. Walk out onto your balcony and enjoy the sea breezes and eve


  • 2 Bedrooms
  • 2 Bathrooms
  • 4 Sleeps

PALMS 405

(Last Update: 24 Apr 2023)

"The Palms #405" is a diamond! Be among the first to rent this gorgeous two bedroom condo. It has been completely renovated from floor to ceiling.


  • 2 Bedrooms
  • 2 Bathrooms
  • 6 Sleeps

PALMS 301

(Last Update: 24 Apr 2023)

"The Palms #301" is an exceptional condo has been impeccably maintained and is located in one of the finest condo complexes in Islamorada. It featu


  • 2 Bedrooms
  • 2 Bathrooms
  • 6 Sleeps

MY PARADISE

(Last Update: 24 Apr 2023)

Minimum Rental: 28 Days    "My Paradise" is an oceanfront beach house with protected dockage and located in the Fishing Capital of the World - Isla


  • 3 Bedrooms
  • 2 Bathrooms
  • 6 Sleeps

MOON BAY A410

(Last Update: 24 Apr 2023)

"Moon Bay #A410" is a 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and l


  • 2 Bedrooms
  • 1.5 Bathrooms
  • 6 Sleeps

PALM HARBOR

(Last Update: 24 Apr 2023)

"Palm Harbor" is a spacious elegant home with pool and dock. Gently swaying palm trees greet you at the gated entrance to this wonderful home. The gro


  • 4 Bedrooms
  • 3 Bathrooms
  • 8 Sleeps

BEACON REEF #306

(Last Update: 24 Apr 2023)

Minimum Rental: 1 Month      Enjoy a relaxing stay here in the Keys at this immaculate and charming two bedroom and two bath condo.   While


  • 2 Bedrooms
  • 2 Bathrooms
  • 4 Sleeps

ROCK HARBOR CLUB P-8

(Last Update: 24 Apr 2023)

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 overs


  • 2 Bedrooms
  • 2.5 Bathrooms
  • 6 Sleeps

CASA DORADO

(Last Update: 24 Apr 2023)

"Casa Dorado" is an exceptional privately owned single family home located directly on Florida Bay on Lower Matecumbe Key in Islamorada.   The ho


  • 3 Bedrooms
  • 3.5 Bathrooms
  • 8 Sleeps

BROCK HAUS ON THE GULF

(Last Update: 24 Apr 2023)

  "Brock Haus 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


  • 2 Bedrooms
  • 2.5 Bathrooms
  • 6 Sleeps

PELICAN LANDING

(Last Update: 24 Apr 2023)

MINIMUM STAY:   28 NIGHTS     Pelican Landing is located in the prestigious neighborhood of Port Antigua on a deep and wide canal. The main f


  • 4 Bedrooms
  • 2 Bathrooms
  • 8 Sleeps

MARTIN FAMILY FISH CAMP

(Last Update: 24 Apr 2023)

MINIMUM STAY:   7 Nights    Saturday to Saturday The Martin Family Fish Camp is located on a private peninsula and offers two houses named


  • 4 Bedrooms
  • 3 Bathrooms
  • 12 Sleeps

CONCH BAR SOUTH

(Last Update: 24 Apr 2023)

"Conch Bar South" is a magnificent home is located at the mouth of a wide canal in Plantation Key and offers phenomenal open water views. The furnishi


  • 4 Bedrooms
  • 3 Bathrooms
  • 10 Sleeps

BLUE WATER RETREAT

(Last Update: 24 Apr 2023)

"Blue Water Retreat" is all about the location, location, location!  This home has it all - ocean side Lower Matecumbe location, remodeled in 2009


  • 3 Bedrooms
  • 3 Bathrooms
  • 8 Sleeps

BEACON REEF 222

(Last Update: 24 Apr 2023)

"Beacon Reef 222" is an extraordinary ocean front condo with panoramic views of the Atlantic Ocean.   Relax on your own balcony or use the spiral


  • 2 Bedrooms
  • 2 Bathrooms
  • 4 Sleeps

BEACON REEF #503

(Last Update: 23 Jun 2023)

MINIMUM STAY:    28 DAYS     This exquisite condo has been TOTALLY remodeled and updated from top to bottom.  This is a 5th floor unit with


  • 2 Bedrooms
  • 2 Bathrooms
  • 4 Sleeps

BEACON REEF 310

(Last Update: 24 Apr 2023)

"Beacon Reef 310" is one of the most desirable condominium complexes in the Upper Keys.   Located in Islamorada it is convenient to everything - res


  • 2 Bedrooms
  • 2 Bathrooms
  • 4 Sleeps

OCEAN HARBOUR K31

(Last Update: 24 Apr 2023)

MINIMUM STAY:  One Month   Gorgeous 3 bedroom ocean front condo with unobstructed ocean views NEW to the rental market and available now!   Be


  • 3 Bedrooms
  • 2 Bathrooms
  • 6 Sleeps

TROPICAL OASIS

(Last Update: 24 Apr 2023)

"Tropical Oasis" is an exceptional single family home designed for tropical living - charming interior and extraordinary outdoor living areas. Open co


  • 4 Bedrooms
  • 4 Bathrooms
  • 10 Sleeps

SUNSHINE PLACE

(Last Update: 24 Apr 2023)

"Sunshine Place" is setup perfectly for privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a


  • 1 Bedrooms
  • 1.5 Bathrooms
  • 3 Sleeps

Twice the Charm - Beautiful Canalfront Home with Above Ground Pool, Dock and Mother-In-Law Suite

(Last Update: 24 Apr 2023)

Minimum Rental: 28 Days "Twice the Charm" is a gorgeous newly remodeled single family home.  You’ll love the convenient location in the Ocean Shore


  • 4 Bedrooms
  • 3 Bathrooms
  • 10 Sleeps

WEST PLAZA DEL LAGO

(Last Update: 24 Apr 2023)

"West Plaza Del Lago" promises to be a favorite. Beautifully remodeled roomy single family stilt home with vaulted ceilings and located in prestigi


  • 2 Bedrooms
  • 2 Bathrooms
  • 5 Sleeps

VILLA RIOLO

(Last Update: 24 Apr 2023)

MINIMUM STAY: 1 MONTH........."Villa Riolo" is an updated single family stilt home and perfect for your next holiday in Islamorada! It comfortably sle


  • 2 Bedrooms
  • 2 Bathrooms
  • 6 Sleeps

PALMS 417

(Last Update: 24 Apr 2023)

"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


  • 1 Bedrooms
  • 2 Bathrooms
  • 4 Sleeps

PLANTATION ADVENTURE

(Last Update: 24 Apr 2023)

"Plantation Adventure" is a sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR a


  • 4 Bedrooms
  • 3 Bathrooms
  • 10 Sleeps

LITTLE BAY - Lower Duplex

(Last Update: 24 Apr 2023)

Little Bay's Lower Duplex is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gat


  • 2 Bedrooms
  • 2 Bathrooms
  • 6 Sleeps

FISH WHISTLE

(Last Update: 24 Apr 2023)

MINIMUM STAY: 28 DAYS  FISH WHISTLE  is an amazing privately owned estate located directly on Snake Creek in Islamorada.  It offers s


  • 4 Bedrooms
  • 3.5 Bathrooms
  • 10 Sleeps

FLAMINGO COTTAGE

(Last Update: 24 Apr 2023)

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 t


  • 2 Bedrooms
  • 2 Bathrooms
  • 6 Sleeps

KEY LARGO YACHT CLUB 20

(Last Update: 24 Apr 2023)

This is a gorgeous 3 bedroom townhouse in a private upscale ocean front condominium community! Everything you could want is located within the communi


  • 3 Bedrooms
  • 2 Bathrooms
  • 6 Sleeps

LITTLE BAY - Cottage

(Last Update: 24 Apr 2023)

"Little Bay's Cottage" is one of three rental units on this property. The cottage is a ground level dwelling separate from two duplex units. It offers


  • 2 Bedrooms
  • 2 Bathrooms
  • 6 Sleeps

KEY LARGO YACHT CLUB 8

(Last Update: 24 Apr 2023)

"Key Largo Yacht Club #8" is an exceptional 3 story townhouse located in a quiet oceanfront complex with heated pool and marina. Inspiring ocean views


  • 3 Bedrooms
  • 2 Bathrooms
  • 6 Sleeps

BEBA'S REEF HOUSE

(Last Update: 24 Apr 2023)

"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 wall


  • 2 Bedrooms
  • 2 Bathrooms
  • 4 Sleeps

BEACON REEF 501

(Last Update: 24 Apr 2023)

"Beacon Reef 501" is an exceptional 5th floor (top floor) 2 bedroom 2 bath condo at Beacon Reef.    Ocean views from the open air balcony.   Yo


  • 2 Bedrooms
  • 2 Bathrooms
  • 4 Sleeps

LYONS LANDING

(Last Update: 24 Apr 2023)

"Lyons Landing" is an exceptional VENETIAN SHORES single family home with pool, dock, boat lift and outdoor living area!  Everything you need for a s


  • 4 Bedrooms
  • 3 Bathrooms
  • 10 Sleeps

LITTLE BAY - Upper Duplex

(Last Update: 24 Apr 2023)

Little Bay's Upper Duplex is one of three rental units on this fabulous property.   The Little Bay property is a one acre lush tropical setting in a


  • 2 Bedrooms
  • 2 Bathrooms
  • 6 Sleeps

MANATEE MANOR

(Last Update: 24 Apr 2023)

"Manatee Manor" is a 3 Bedrooms and 2 ½ Baths home with POOL, Dock, and all new furnishings make this your opportunity to experience The Florida Keys


  • 3 Bedrooms
  • 2.5 Bathrooms
  • 8 Sleeps

MOON BAY A206

(Last Update: 24 Apr 2023)

"Moon Bay A206" is calling all fishermen and divers...  Whether you plan to fish or dive on your next visit to the Keys, you will find these exceptio


  • 2 Bedrooms
  • 1.5 Bathrooms
  • 6 Sleeps

Bay Therapy

(Last Update: 24 Apr 2023)

MINIMUM STAY: 28 Days. Happy vacationing starts here. Owners call their special getaway 'Bay Therapy' for many reasons. It is located in a great n


  • 3 Bedrooms
  • 2 Bathrooms
  • 8 Sleeps

ANTIGUA PLACE

(Last Update: 24 Apr 2023)

Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home!   There is a wonderful open concept floor pla


  • 3 Bedrooms
  • 2 Bathrooms
  • 6 Sleeps