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Vacation Rentals in Key West

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Truman Annex, Old Town, Key West, Private Setting with Luxury Features – Property 123714

  • Key West rental - house, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, downtown, resort, swimming pool
  • Calendar Last Updated On: Sep 6, 2008
Fully maintained and cared for, luxury features, just two blocks from Duval and Mallory Square in Old Town Key West, a two story townhome located in the Truman Annex...

Henry's Penthouse on the Ocean in Key West (weekly / nightly rentals) – Property 112032

  • Key West rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • Calendar Last Updated On: Sep 5, 2008
Spectacular ocean views from this condo located on the top floor with 1350 sq ft of fabulous living space and a 45 ft private balcony accessible from the living and...

Luxury Waterfront at the Galleon Resort in Old Town – Property 161268

  • Key West rental - condo, 2 bedrooms, sleeps 8, 2 bathrooms, resort, waterfront, accept credit card
  • $2,750 - $3,850/week
  • Calendar Last Updated On: Sep 8, 2008
This condo is a 2BR/2BA Penthouse Loft on the 5th floor overlooking the marina. On the first floor is a full sized, fully equipped kitchen, breakfast area, dining...
SPECIAL OFFER! Reduced for September - $900 weekly September 1 - September 30

Shipyard Treasure -- Luxury Truman Annex Condo in Old Town Key West – Property 203228

  • Key West rental - condo, 2 bedrooms, sleeps 5, 1 bathroom, beach, downtown, swimming pool
  • $1,100 - $1,600/week
  • Calendar Last Updated On: Sep 4, 2008
Decorated in casual contemporary style, this second floor condo is newly-renovated, and centrally located within easy walking distance to all the sites and...

Key West Beautiful Beachfront Condo(212) – Property 193126

  • Key West rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $1,449 - $2,200/week
  • Calendar Last Updated On: Aug 30, 2008
Premium Beachfront Condo located between Smathers and Higgs Beach. Unit 212. This beautifully landscaped 2 Bedroom 2 Bath Condo is your home away from home.

Hurricane's Rebellion - Key West's Best Port in the Storm – Property 185408

  • Key West rental - condo, 2 bedrooms, sleeps 6, 1 bathroom, near the ocean, accept credit card
  • $1,380 - $2,070/week
  • Calendar Last Updated On: Aug 26, 2008
We invite you to experience comfortable 'Conch' living at Hurricane's Rebellion. Come to Key West and relax in the privacy and comfort of a home.

Key West's Sunset Marina Ocean Front Condo – Property 204628

  • Key West rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, waterfront, swimming pool
  • Calendar Last Updated On: Aug 28, 2008
Everything you will need to assure your Key West Vacation is a success is here at my Sunset Marina Ocean Front Condo. The best value-added feature with this...

“Southwinds” @ Key West Beach Club: 2 BR Beachfront Condo, Panoramic Ocean Views – Property 204250

  • Key West rental - , 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • Calendar Last Updated On: Aug 21, 2008
On the south shore of Key West is a home with the best of both worlds: it is less than a mile from Old Town Key West, yet it is right on the beach, with commanding...

Hemingway's Hideaway Truman Annex Key West – Property 195479

  • Key West rental - townhome, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, beach, downtown, swimming pool
  • $1,700 - $2,800/week
  • Calendar Last Updated On: Aug 20, 2008
Location, Location, Location, Best in Truman Annex, private yet has front deck plus deck off main bedroom. Near all major attractions, 200ft.

5-Star Key West Vacation – Property 202596

  • Key West rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, town, waterfront, swimming pool
  • $3,600/week
  • Calendar Last Updated On: Aug 17, 2008
Time-Share Penthouse Units for weeks 2 & 3 of 2009. The Galleon Resort is a 5 story time-share facility located on the Gulf of Mexico, in old-town Key West, just 3...

Henry's Piece Of Paradise On The Ocean In Key West (nightly / weekly) – Property 103905

  • Key West rental - condo, 2 bedrooms, sleeps 5, 2 bathrooms, beach, waterfront, accept credit card
  • Calendar Last Updated On: Aug 15, 2008
1350 sq ft of fabulous living space located on the 2nd floor, with garden and partial ocean views from a 38 ft private balcony accessible from the living and both...

A Touch of Bermuda at Truman Annex – Property 102572

  • Key West rental - cottage, 2 bedrooms, sleeps 6, 2 bathrooms, near the ocean, town, swimming pool
  • $1,800 - $2,100/week
  • Calendar Last Updated On: Aug 11, 2008
Envision yourself relaxing in a wood framed conch cottage with sloping tin roof in the heart of Old Town in Key West. This is the best value in Key West as it is no...

Campbell Courtyard Townhouse 'In the Sky' – Property 167721

  • Key West rental - townhome, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, downtown, accept credit card
  • Calendar Last Updated On: Aug 8, 2008
Few properties in Key West can offer a true combination of quality, location and privacy like this one! Perched above the 600-block of Fleming Street (between...

Villa Soleil-Enjoy America's Caribbean with Style and Comfort – Property 141421

  • Key West rental - townhome, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, near the ocean, town, accept credit card
  • Calendar Last Updated On: Aug 11, 2008
Villa Soleil is an elegant townhouse located in the Truman Annex section of Old Town, close to the ocean and great sunset views.

'Old Town Oasis' @ Truman Annex: Spacious 2 BR Oceanfront Condo – Property 181289

  • Key West rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, downtown, waterfront, accept credit card
  • $2,500 - $5,000/week
  • Calendar Last Updated On: Jul 9, 2008
What if you could stay right on the dock in Old Town but with the quiet and solitude of an exclusive gated community? The Green Parrot (oldest blues bar in America)...

Old Town Truman & Duval Townhome – Property 320640

  • Key West rental - house, 2 bedrooms, sleeps 6, 2 bathrooms, internet access
  • Calendar Last Updated On: Jul 5, 2008
Large secluded Old Town Conch-Style town home is located on Truman Avenue just one block from Duval Street. First floor has a bedroom with a private bath, fully...

Key West Ocean Side Luxury @ 1800 Atlantic Condominiums w/ High Speed Internet – Property 174861

  • Key West rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, resort, swimming pool
  • Calendar Last Updated On: Jun 11, 2008
Be our guest at one of the best that 1800 Atlantic Condominiums has to offer. With a wonderful tropical setting on the Atlantic Ocean & Smathers Beach, this...

Caribbean Isle a luxury condo at Key West's newest oceanfront resort – Property 189916

  • Key West rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, beach, resort, accept credit card
  • $1,785 - $2,600/week
  • Calendar Last Updated On: May 29, 2008
Luxury condo at Beachside Resort offering two bedrooms, two bathrooms, half bath, living room, dining area, fully equipped kitchen/breakfast room, balcony...

Luxury condo on the Atlantic – Property 147664

  • Key West rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, accept credit card
  • $1,750 - $2,525/week
  • Calendar Last Updated On: May 29, 2008
There is no more lovely or romantic way to enjoy America's tropics than at Key West Azure Vista, an elegant Key West, Florida condominium located in the prestigious...

Spacious 2 bedroom, walking distance to Duval – Property 189800

  • Key West rental - apartment, 2 bedrooms, sleeps 6, 2 bathrooms, downtown, accept credit card
  • $1,800/week
  • Calendar Last Updated On: May 12, 2008
Spacious 2 bedroom, 2 bath. Located just steps from the Zero'0' Mile Marker. It is the perfect place to vacation. This unit is fully equipped with a great kitchen,...
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