Key West Vacation Rentals

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Luxurious 2 bedroom/2.5 bath home located in Old Town Truman Annex

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 220663
Key West townhome rental - Spacious Kitchen and Dining area
2 Bedrooms, Sleeps 4
  • Townhome
  • 2 Bathrooms, 1 Half Bath
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$1,600 - $2,500/week
$4,500 - $7,000/month
 
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Villa Soleil, Elegant Truman Annex condo in Old Town Key West

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 188516
Key West condo rental - Villa Soleil
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$1,200 - $2,000/week
 
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Villa Fleur, Elegant Truman Annex condo in the heart of Old Town

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 207098
Key West condo rental - Living Room
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$1,200 - $1,800/week
 
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Truman Annex Shipyard Condo, Old Town Key West

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 172414
Key West condo rental - Living Area
2 Bedrooms, Sleeps 4
  • Condo
  • 2 Bathrooms
  • downtown, near the ocean
  • swimming pool
Rates per property (USD)
$2,000/week
 
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GrandReopening OceanView Studio! Beach 30ft Away! Atlantic Ocean see from King

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 311616
Key West studio rental
Studio, Sleeps 2
  • Studio
  • 1 Bathroom
  • beach, downtown
  • air-conditioning
Rates per property (USD)
$999 - $2,000/week
 
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Royal Street Gardens Tropical Key West Getaway

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 220727
Key West townhome rental - Entrance features a private garden and deck
1 Bedroom, Sleeps 2
  • Townhome
  • 1 Bathroom
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$50 - $66/night
$350 - $500/week
$1,400 - $2,000/month
 
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SPECIAL OFFER! December Rate Specials (December 20 - December 29)

Villa Nomade, Elegant Truman Annex condo in the heart of Old Town

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 158403
Key West condo rental - Garden
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$1,200 - $2,000/week
 
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Special Offer

Beautiful Duval St. Condo, Location, Location!!!!

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 156723
Key West condo rental - Living room
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$200 - $275/night
$1,000 - $1,500/week
$4,000 - $5,000/month
 
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Secret Garden in Key West

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 168086
Key West condo rental
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$1,100 - $2,100/week
 
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Petronia Palms, Just Off Duval St. and Has a Large Pool!

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 210550
Key West cottage rental - Petronia Palms!
1 Bedroom, Sleeps 4
  • Cottage
  • 1 Bathroom
  • downtown, near the ocean
  • accept credit card
 
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Truman Annex - Just Renovated with Private Garden Area

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 151840
Key West condo rental - Living Space
1 Bedroom, Sleeps 4
  • Condo
  • 1 Bathroom
  • beach, downtown
  • swimming pool
 
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Casa de Suenos (House of Dreams)

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 147469
Key West condo rental - Living room has lots of light and bamboo floors
1 Bedroom, Sleeps 4
  • Condo
  • 1 Bathroom
  • downtown, near the ocean
  • swimming pool
Rates per property (USD)
$2,200 - $4,200/month
 
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High End Luxury House on Old Town Lane, Pool--Free Wireless Monthly Rentals Only

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 159918
Key West house rental - Tucked away at the end of a quiet lane...
2 Bedrooms, Sleeps 4
  • House
  • 2 Bathrooms
  • downtown, near the ocean
  • accept credit card
 
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Brand new luxurious home in Historic Key West

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 192220
Key West house rental - Beautiful front entry with double porches
2 Bedrooms, Sleeps 4
  • House
  • 2 Bathrooms, 1 Half Bath
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$8,500 - $10,500/month
 
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Historic Hideaways - Key Lime House

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 169673
Key West house rental
2 Bedrooms, Sleeps 4
  • House
  • 2 Bathrooms, 1 Half Bath
  • downtown, near the ocean
  • accept credit card
 
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The Sanctuary - Studio in a Lush Gated Compound

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 175751
Key West studio rental - The Garden
Studio, Sleeps 4
  • Studio
  • 1 Bathroom
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$158/night
 
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2 BR 2 BA Charming Historic Old Town Cottage

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 303038
Key West cottage rental
2 Bedrooms, Sleeps 4
  • Cottage
  • 2 Bathrooms
  • downtown, village
  • tennis
 
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Tropical Island Getaway, Garden Level condo in the Truman Annex

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 156587
Key West condo rental - Front view
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom
  • downtown, near the ocean
  • swimming pool
 
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Truman Annex Shipyard with Tropical Garden

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 102625
Key West condo rental - Comfortable Patio
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom
  • beach, downtown
  • accept credit card
 
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Villa Nomade, Elegant Condo in Old Town Key West

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 78797
Key West condo rental - Garden patio
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom
  • downtown, near the ocean
  • air-conditioning
Rates per property (USD)
$1,200 - $2,000/week
 
Contact the Owner
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