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Vacation Rentals in Key West

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Waterfront Luxury in Old Town Key West – Property 166032

  • Key West rental - condo, 1 bedroom, sleeps 5, 1 bathroom, resort, waterfront, accept credit card
  • $1,450 - $2,420/week
  • Calendar Last Updated On: Oct 4, 2008
This is a large (1245 SF) 1BR/1BA condo on the 6th floor of the Galleon Resort & Marina.....and is a one of a kind. It features a fantastic, fully equipped kitchen,...

Luxury Townhome in Paradise - Stay for a month or more! – Property 127027

  • Key West rental - townhome, 3 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, swimming pool
  • Calendar Last Updated On: Sep 30, 2008
Spectacular sunset views from the back deck of this town home located on the tropical Key West Golf Course will make your vacation a memorable one.

Direct Oceanfront Free Wireless Internet – Property 149233

  • Key West rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, beach, accept credit card
  • $2,350/week
  • Calendar Last Updated On: Sep 26, 2008
! Nothing between our balcony and the ocean except 20 yards of sand! Free high speed Internet! This very upscale unit is one of the largest in this tropical...

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
  • $1,200 - $1,800/week
  • Calendar Last Updated On: Sep 30, 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.

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: Sep 24, 2008
Villa Soleil is an elegant townhouse located in the Truman Annex section of Old Town, close to the ocean and great sunset views.

Tropical Retreat – Property 207517

  • Key West rental - house, 4 bedrooms, sleeps 7, 3 bathrooms, downtown, accept credit card
  • Calendar Last Updated On: Sep 18, 2008
Enjoy the uniqueness of Key West while staying at the gorgeous historic four bedrooms, three-bath home in Old Town. Originally built in 1910’s, this authentic Conch...

High End Luxury House on Old Town Lane, Pool--Free Wireless Monthly Rentals Only – Property 159918

  • Key West rental - house, 2 bedrooms, sleeps 4, 2 bathrooms, downtown, near the ocean, accept credit card
  • Calendar Last Updated On: Sep 12, 2008
(Monthly Rentals Only) : 621 Canfield Lane, Key West, Florida Tucked away at the end of a quiet and peaceful Old Town Lane is this luxurious single family home.

Secret Garden in Key West – Property 168086

  • Key West rental - condo, 2 bedrooms, sleeps 4, 1 bathroom, downtown, near the ocean, accept credit card
  • $1,100 - $2,100/week
  • Calendar Last Updated On: Sep 11, 2008
This elegant little hideaway has one foot in Truman Annex and the other in Bahama Village. This great location, together with an interior by one of Key West's...

Truman Annex: Spacious town home with large deck – Property 204471

  • Key West rental - townhome, 2 bedrooms, sleeps 4, 1 bathroom, 1 half bath, beach, near the ocean, accept credit card
  • $1,600 - $2,500/week
  • Calendar Last Updated On: Aug 23, 2008
Southern Palm is a townhome located within the gated community of Truman Annex in Key West's Old Town area. The Master Bedroom has Queen Bed and private balcony.

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,...

Oceanfront – Property 162417

  • Key West rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • Calendar Last Updated On: May 4, 2008
Discover the charm and grace of Old Key West in a new and distinctive setting. Luxury, two-bedroom, two-bath, waterfront condominium set in a topical garden paradise...

Emma House 2b/2.5b, Add Cottage 3b/3.5b, Private Pool – Property 175495

  • Key West rental - house, 2 bedrooms, sleeps 6, 3 bathrooms, 1 half bath, beach, downtown, swimming pool
  • $2,100 - $3,250/week
  • Calendar Last Updated On: Jan 23, 2008
Emma House & Cottage are in the Best Location in Key West - Heart of Old Town in Truman Annex. Emma House without the cottage has 2 bedroom with 1 king and 2 twins,...

Brand New, Old Town, Key West Cottages – Property 173972

  • Key West rental - cottage, 2 bedrooms, sleeps 6, 2 bathrooms, downtown, near the ocean, accept credit card
  • $1,250 - $1,950/week
  • Calendar Last Updated On: Jan 8, 2008
This beautiful newly renovated Conch House features granite counters, Jenn Air appliances, and custom cabinets in the kitchen.

Truman Annex: Spacious quarters, beautifully landscaped rear patio – Property 135930

  • Key West rental - townhome, 2 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, accept credit card
  • $1,800 - $2,500/week
  • Calendar Last Updated On: Dec 17, 2007
'The Plantation' is a townhome located within the gated community of Truman Annex in Key West's Old Town area. In addition to the Master Bedroom, with it's King Bed...

Hemingway Hideaway in the Heart of Key West--Tasteful, Charming – Property 127835

  • Key West rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, beach, downtown, swimming pool
  • Calendar Last Updated On: Dec 16, 2007
Historic charmer, one block from Hemingway's home, great location, and off street parking for two cars. There is historic context to Ernest Hemingway with this home.

Southard Street: House – Property 20888

  • Key West rental - private home, 4 bedrooms, sleeps 8, 4 bathrooms,
  • $4,760 - $7,308/week
  • Calendar Last Updated On: Oct 6, 2008
On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation suites sharing...

Duval Square #15/16 – Property 20897

  • Key West rental - private home, 4 bedrooms, sleeps 8, 4 bathrooms,
  • $2,730 - $4,788/week
  • Calendar Last Updated On: Oct 6, 2008
Perfect Island retreat located on famous Duval Street. Easy walking distance to shopping, restaurants, art galleries, museums, groceries, entertainment, and the...

Treetop Villa – Property 72851

  • Key West rental - private home, 5 bedrooms, sleeps 12, 6 bathrooms,
  • $1,035 - $11,360/week
  • Calendar Last Updated On: Oct 6, 2008
TREETOP VILLA - This gracious historical property, dating from the early 20th century, was built by prominent cigar manufacturer, William Otis Johnson.

Windsor Villa Bimini – Property 76158

  • Key West rental - private home, 2 bedrooms, sleeps 6, 3 bathrooms, 1 half bath,
  • $2,870 - $4,788/week
  • Calendar Last Updated On: Oct 6, 2008
Elegance and modern sophistication is the best way to describe this newly completed townhome. Located in the heart of the quiet Old Town neighborhood just three...

Windsor Villa Caicos – Property 76159

  • Key West rental - private home, 2 bedrooms, sleeps 6, 3 bathrooms, 1 half bath,
  • $2,870 - $4,788/week
  • Calendar Last Updated On: Oct 6, 2008
Elegance and modern sophistication is the best way to describe this newly completed townhome. Located in the heart of the quiet Old Town neighborhood just three...
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