Key West Vacation Rentals

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Available Thanksgiving - Key West Ocean Side Luxury w/ High Speed Internet

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 174861
Key West condo rental - Overhead view of 1800 Atlantic pool & beach
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, resort
  • swimming pool
Rates per property (USD)
$1,050/week
 
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A Touch of Bermuda at Truman Annex

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 102572
Key West cottage rental - Welcome to our front door
2 Bedrooms, Sleeps 6
  • Cottage
  • 2 Bathrooms
  • near the ocean, town
  • accept credit card
Rates per property (USD)
$2,000 - $2,100/week
 
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Key West's Sunset Marina Ocean Front Condo

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 204628
Key West condo rental - Sunset picture taken from balcony of Condo
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • waterfront
  • swimming pool
 
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Villa Soleil-Enjoy America's Caribbean with Style and Comfort

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 141421
Key West townhome rental - Truman Annex Gated Community
2 Bedrooms, Sleeps 6
  • Townhome
  • 2 Bathrooms, 1 Half Bath
  • near the ocean, town
  • accept credit card
 
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“Southwinds” @ Key West Beach Club: 2 BR Beachfront Condo, Panoramic Ocean Views

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 204250
Key West property rental - Your balcony view speaks for itself...
2 Bedrooms, Sleeps 6
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$6,600 - $11,000/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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Fantasy Fest discount** Supermodel Vacation Rental

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 210467
Key West townhome rental - Front Entry
2 Bedrooms, Sleeps 5
  • Townhome
  • 2 Bathrooms
  • swimming pool
  • air-conditioning
Rates per property (USD)
$2,600 - $3,200/week
$4,800 - $6,200/month
 
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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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Private Place

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 185914
Key West house rental - Master Bedroom
2 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms
  • near the ocean, town
  • accept credit card
Rates per property (USD)
$295/night
$2,000/week
 
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Brand New, Old Town, Key West Cottages

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 173972
Key West cottage rental
2 Bedrooms, Sleeps 6
  • Cottage
  • 2 Bathrooms
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$300 - $350/night
$1,950/week
$6,500/month
 
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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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A quiet, luxury condo close to the Ocean with nightly rates from $199-$285

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 145707
Key West condo rental - Sunrise Suites
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • near the ocean
  • accept credit card
Rates per property (USD)
$185 - $340/night
$1,150 - $1,700/week
$3,000 - $5,000/month
 
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'Old Town Oasis' @ Truman Annex: Spacious 2 Bedroom Oceanfront Condo

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 401493
Key West condo rental - The Living Room: 10 ft ceilings & 50' high-def TV.
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • town, waterfront
  • air-conditioning
Rates per property (USD)
$2,500 - $5,500/week
 
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