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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Luxury Condo-Walk to Beach/Duval St. Reduced Till Dec 14

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 203228
Key West condo rental - Living Room open to the Dining area and Kitchen.
2 Bedrooms, Sleeps 5
  • Condo
  • 1 Bathroom
  • beach, downtown
  • swimming pool
Rates per property (USD)
$1,100 - $1,600/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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Campbell Courtyard Townhouse 'In the Sky'

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 167721
Key West townhome rental - Large, Heated Pool in Lush Tropical Setting
2 Bedrooms, Sleeps 6
  • Townhome
  • 2 Bathrooms, 1 Half Bath
  • downtown
  • accept credit card
Rates per property (USD)
$3,500 - $5,500/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

Key West Truman Annex

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 212518
Key West townhome rental - Key West
2 Bedrooms, Sleeps 6
  • Townhome
  • 1 Bathroom, 1 Half Bath
  • downtown, near the ocean
  • swimming pool
 
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Truman Annex - Two-Story Shipyard Cottage

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 212151
Key West condo rental - Street View
2 Bedrooms, Sleeps 5
  • Condo
  • 2 Bathrooms
  • beach, downtown
  • swimming pool
Rates per property (USD)
$1,300 - $1,900/week
$3,500 - $6,000/month
 
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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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'Old Town Oasis' @ Truman Annex: Spacious 2 BR Oceanfront Condo

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 181289
Key West condo rental - Your own personal poolside sunset, no crowding.
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • downtown, waterfront
  • accept credit card
Rates per property (USD)
$3,300 - $5,000/week
$8,800 - $12,000/month
 
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Key West Luxury - Tropical Home

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 181296
Key West house rental - Welcome to your tropical paradise!
2 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms
  • downtown, near the ocean
  • accept credit card
 
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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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Truman Annex, Old Town, Key West, Private Setting with Luxury Features

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 123714
Key West house rental - Front Entrance
2 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms, 1 Half Bath
  • downtown, resort
  • swimming pool
 
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Key West Luxury 2 Bedroom Condo in The Shipyard of Truman Annex in Old Town

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 208697
Key West condo rental - Outside View 1
2 Bedrooms, Sleeps 6
  • Condo
  • 1 Bathroom
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$1,200 - $1,800/week
 
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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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Hemingway's Hideaway Truman Annex Key West

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 195479
Key West townhome rental - Entrance to Foundry Building
2 Bedrooms, Sleeps 6
  • Townhome
  • 2 Bathrooms, 1 Half Bath
  • beach, downtown
  • swimming pool
Rates per property (USD)
$1,700 - $2,800/week
 
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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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Spacious 2 bedroom, walking distance to Duval

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 189800
Key West apartment rental - Back Deck
2 Bedrooms, Sleeps 6
  • Apartment
  • 2 Bathrooms
  • downtown
  • accept credit card
Rates per property (USD)
$300 - $400/night
$1,800/week
$6,000/month
 
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Emma House 2b/2.5b, Add Cottage 3b/3.5b, Private Pool

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 175495
Key West house rental - Beautiful Emma House, Key West, FL
2 Bedrooms, Sleeps 6
  • House
  • 3 Bathrooms, 1 Half Bath
  • beach, downtown
  • swimming pool
Rates per property (USD)
$2,100 - $3,250/week
 
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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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White Street Villa

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 176876
Key West condo rental
2 Bedrooms, Sleeps 8
  • Condo
  • 2 Bathrooms
  • beach, downtown
  • accept credit card
 
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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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Casa Manana -Monthly Old Town home with private heated pool

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 143224
Key West house rental - Heated Pool
2 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$4,500/month
 
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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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