Key West Vacation Rentals

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Luxurious 4 bedroom/3 full bath home with private pool in Old Town Truman Annex

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 220630
Key West townhome rental - Located in the Gated Community of Truman Annex
4 Bedrooms, Sleeps 8
  • Townhome
  • 3 Bathrooms
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$3,500 - $5,500/week
$10,000 - $15,000/month
 
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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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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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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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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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Sophisticated Elegance on Fleming Street

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 166595
Key West house rental - Private, Lush, Elegant Yard and Outdoor Spaces
3 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms, 3 Half Baths
  • beach, downtown
  • accept credit card
 
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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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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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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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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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Luxury historic home near Duval Street available for monthly rental only

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 153705
Key West house rental - Front
3 Bedrooms, Sleeps 6
  • House
  • 3 Bathrooms, 1 Half Bath
  • 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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Monthly Rates-KW living at its finest-quiet neighborhood, near duval and beach

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 180167
Key West house rental - Front porch
3 Bedrooms, Sleeps 8
  • House
  • 3 Bathrooms
  • downtown, near the ocean
  • swimming pool
Rates per property (USD)
$2,800 - $3,500/week
$4,500 - $7,500/month
 
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Old Town Key West Luxury Compound

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 179397
Key West house rental - Front View
4 Bedrooms, Sleeps 8
  • House
  • 3 Bathrooms
  • downtown, near the ocean
  • swimming pool
Rates per property (USD)
$5,000 - $9,000/month
 
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Historical Conch Home with Pool

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 175555
Key West house rental
3 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms
  • 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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Hemingway Hideaway in the Heart of Key West--Tasteful, Charming

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 127835
Key West house rental - Privacy Abounds--Lush, beautiful, fresh
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms
  • beach, downtown
  • swimming pool
Rates per property (USD)
$5,600/month
 
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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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