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Vacation Rentals in Islamorada

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Bonefish Bay: Islamorada Luxury Home with Resort Amenities – Property 152005

  • Islamorada rental - house, 4 bedrooms, sleeps 10, 4 bathrooms, 1 half bath, beach, waterfront, swimming pool
  • $5,000/week
  • Calendar Last Updated On: Oct 8, 2008
Gorgeous home in the premier gated community in Islamorada. Bonefish Bay, an enclave of 12 Key West-style homes with all the amenities of a large resort.

Oceanfront, new home with panoramic ocean views - Islamorada, FL – Property 186650

  • Islamorada rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, beach, waterfront, swimming pool
  • $2,300 - $2,950/week
  • Calendar Last Updated On: Oct 7, 2008
This magnificent oceanfront home is at Mile Marker 85 in exclusive Angler's Reef - 51 homes inspired by Native Conch & British West Indies architecture.

Immaculate Fully Furnished 2/2 With Breathtaking Ocean Views – Property 167594

  • Islamorada rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, swimming pool
  • $1,110 - $1,250/week
  • Calendar Last Updated On: Oct 7, 2008
Immaculate 2 bedroom, 2 bathroom condo with breathtaking views of the Atlantic Ocean from the living room balcony. This condo boasts a queen bed in master bedroom, 2...
SPECIAL OFFER! October Special! $400 off any week! October 1 - October 31

Keys Bayside Townhouse - Pool, Tennis Court, & Private Beach – Property 208820

  • Islamorada rental - townhome, 2 bedrooms, sleeps 8, 1 bathroom, 1 half bath, beach, near the ocean, swimming pool
  • $1,200 - $1,500/week
  • Calendar Last Updated On: Oct 10, 2008
Welcome to this beautiful two-story town home located in Executive Bay Club in Islamorada, Florida! 2 large bedrooms and 1.5 baths.

New Luxurious Bay Harbour Waterfront Condo, 2 Master Bedrooms w/Private Baths – Property 321060

  • Islamorada rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, waterfront, swimming pool
  • $1,500 - $2,000/week
  • Calendar Last Updated On: Oct 7, 2008
Best Location in Complex! Relax in this luxurious gated waterfront condominium. Beautiful Water View, Heated Swimming Pool, Hot Tub, Tennis Courts, Fitness Center,...

Lovely Islamorada Studio in the Heart of the Keys – Property 121530

  • Islamorada rental - studio, sleeps 4, 1 bathroom, near the ocean, waterfront, accept credit card
  • Calendar Last Updated On: Oct 4, 2008
Come relax in paradise in the heart of the Florida of Keys. Relax by the heated pool overlooking the turquoise bay; fish from the dock, snorkel in the protected...

Futura Yacht Club Condominium Unit – Property 301565

  • Islamorada rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, swimming pool
  • $750 - $1,150/week
  • Calendar Last Updated On: Sep 24, 2008
Two privately owned condominium units at the Futura Yacht Club in the Village of Islamorada. Futura is located on the Gulf of Mexico and is a gated complex...

Beachfront Home located Bonefish Bay - Snook House – Property 178871

  • Islamorada rental - house, 4 bedrooms, sleeps 10, 4 bathrooms, beach, waterfront, accept credit card
  • $5,000 - $7,000/week
  • Calendar Last Updated On: Sep 23, 2008
Bonefish Bay - A Magnificent, 5-acre Parcel of Prime Bayfront Land. Sunset views, glorious open-water vistas, crescent-shaped sandy beach, luxurious warm swimming...

FL Keys Paradise: An Affordable Getaway on the Bay – Property 142122

  • Islamorada rental - condo, 2 bedrooms, sleeps 6, 1 bathroom, 1 half bath, resort, waterfront, swimming pool
  • Calendar Last Updated On: Sep 16, 2008
Escape from the world in this beautiful island paradise. Plenty of room to spread out in a two bedroom condo. Relax by the heated pool overlooking the turquoise bay;...

'Island Paradise' Best Fishing Area – Property 169166

  • Islamorada rental - townhome, 2 bedrooms, sleeps 6, 1 bathroom, 1 half bath, near the ocean, waterfront, accept credit card
  • $1,200/week
  • Calendar Last Updated On: Aug 19, 2008
This very clean and nicely decorated, newly renovated townhouse is located on the bay side in the heart of Islamorada on mile marker 76.

New Beautiful Ocean View Bay Harbour Condo with Deep Water Dock – Property 318327

  • Islamorada rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, swimming pool, air-conditioning
  • Calendar Last Updated On: Jul 31, 2008
Gorgeous new Bay Harbour gated condo community on Lower Matecumbe, MM 74 1/2.Lush tropical landscaping, heated pool with jetted spa, two lighted tennis courts, club...

Islamorada - Florida Keys - Dockage included! – Property 163762

  • Islamorada rental - condo, 3 bedrooms, sleeps 7, 2 bathrooms, near the ocean, waterfront, accept credit card
  • $1,040/week
  • Calendar Last Updated On: Jul 1, 2008
Bay front complex in sunny Islamorada! A private 70 unit community with heated pool, tennis court and sunning beach. This three bedroom, two bath condo offers...

New Bay Harbour Condominium Ocean View and Boat Dock – Property 158151

  • Islamorada rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, near the ocean, waterfront, swimming pool
  • Calendar Last Updated On: Apr 21, 2008
Escape the everyday stress of the mainland for the quiet, relaxed atmosphere of the Florida Keys in an exclusive gate community.

Executive Bay 'Tommy Bahama ' Bayside Beauty Townhouse – Property 183745

  • Islamorada rental - townhome, 2 bedrooms, sleeps 8, 2 bathrooms, resort, waterfront, accept credit card
  • Calendar Last Updated On: Mar 6, 2008
Sip a margarita under your indoor 'tiki hut' or from your bamboo bar in the living room. Located in the heart of the Florida Keys, adjacent to Founder's Park, less...

Florida Keys Vacation Condo Rental An Oceanfront Paradise – Property 308534

  • Islamorada rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, swimming pool
  • Calendar Last Updated On: Jan 23, 2008
Our clean and quiet tropical paradise is located right on the beach in beautiful Islamorada Key. You take an awaiting elevator all the way to the 5th floor...

Beautiful New Bay Harbour Condo - 30' Boat Dock Included! – Property 152204

  • Islamorada rental - condo, 3 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, near the ocean, waterfront, accept credit card
  • $1,750 - $2,500/week
  • Calendar Last Updated On: Jan 22, 2008
Watch the sunrise from the spacious balcony overlooking the Atlantic Ocean. This brand new three bedroom, two and-a-half bath condominium sleeps eight people.

Islamorada Vacation Condo – Property 133065

  • Islamorada rental - , 2 bedrooms, sleeps 6, 1 bathroom, 1 half bath, near the ocean, waterfront, swimming pool
  • Calendar Last Updated On: Jan 12, 2008
Visit this beautifully decorated third floor condo on the bay with one bedroom with a king sized bed and second bedroom with two twin beds.

Breathtaking Futura Yacht Club Penthouse on the Bay - Marina & Deeded Boat Slip – Property 305104

  • Islamorada rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, waterfront, swimming pool
  • Calendar Last Updated On: Dec 17, 2007
Save$$$$$$ If you plan to Vacation in the next week or two - you may save Hundreds of Dollars due to last minute cancellations.

Islamorada Sunsets Bayside - Beautiful & Charming Gulf Front Townhouse – Property 132106

  • Islamorada rental - townhome, 2 bedrooms, sleeps 6, 1 half bath, beach, waterfront, swimming pool
  • Calendar Last Updated On: Dec 16, 2007
Enjoy our PRIVATE BEACH with panoramic views of the Gulf of Mexico ,spectacular sunsets! Excellent Fishing, snorkeling and boating in your backyard.

Beautiful Bayfront Condo with Marina ,Pool and Beach – Property 160322

  • Islamorada rental - condo, 3 bedrooms, sleeps 7, 2 bathrooms, beach, waterfront, swimming pool
  • $1,000/week
  • Calendar Last Updated On: Dec 16, 2007
Quiet gated community at mile marker 88.5 bayside in Islamorada with world class fishing and diving,2 lighted tennis courts, large heated pool, large 65 slip marina,...
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