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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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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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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William Skelton -- Unbeatable Location, Location, Location! in Old Town Key West

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 172563
Key West house rental - Outside Back
4 Bedrooms, Sleeps 8
  • House
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$500 - $800/night
 
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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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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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'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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Truman Annex (Gated 4BR's/4Bath's-private Pool)

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 146133
Key West house rental - Front of 316 Admirals Lane
4 Bedrooms, Sleeps 8
  • House
  • 4 Bathrooms
  • downtown, resort
  • swimming pool
 
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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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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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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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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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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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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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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
 
Contact the Owner
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