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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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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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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Ocean Front Condo at 1800 Atlantic - Next to Smathers Beach

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 174733
Key West condo rental
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, resort
  • swimming pool
Rates per person (USD)
$1,750 - $2,750/week
$2,950 - $5,950/month
 
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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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Hurricane's Rebellion - a Key West Vacation Condo

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 185408
Key West condo rental - Exterior View
2 Bedrooms, Sleeps 6
  • Condo
  • 1 Bathroom
  • near the ocean
  • accept credit card
Rates per property (USD)
$1,200 - $1,800/week
 
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Henry's Penthouse on the Ocean in Key West (weekly / nightly rentals)

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 112032
Key West condo rental - Ahhh - the pool (heated) with ocean in background
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
 
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Fully Equipped Condo in the Heart of Beautiful Key West

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 162533
Key West condo rental - Front porch
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom
  • beach
  • swimming pool
 
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Modern Oceanside Living

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 204379
Key West condo rental - The beach leading to the pool and courtyard
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • town, waterfront
  • swimming pool
Rates per property (USD)
$2,100 - $3,000/week
 
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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

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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Henry's Piece Of Paradise On The Ocean In Key West (nightly / weekly)

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 103905
Key West condo rental - Ahhh - The pool (heated) with ocean in background
2 Bedrooms, Sleeps 5
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • 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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Key West Paradise On The Ocean

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 210496
Key West condo rental - Beautiful Heated Pool With Ocean in Background
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$3,500 - $6,000/month
 
Contact the Owner
View Property Details

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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Beautiful Waterfront Condo with Boat Slip

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 312460
Key West condo rental
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms, 1 Half Bath
 
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Luxury condo on the Atlantic

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 147664
Key West condo rental - Ocean view from patio
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach
  • accept credit card
Rates per property (USD)
$275 - $375/night
$1,750 - $2,600/week
 
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Caribbean Isle a luxury condo at Key West's newest oceanfront resort

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 189916
Key West condo rental - Private Beach
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms, 1 Half Bath
  • beach, resort
  • accept credit card
Rates per property (USD)
$255 - $380/night
$1,785 - $2,600/week
 
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Oceanfront

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 162417
Key West condo rental
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
 
Contact the Owner
View Property Details

Winter Weeks in Truman Annex at $700

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 184913
Key West condo rental
2 Bedrooms, Sleeps 6
  • Condo
  • 1 Bathroom
  • beach, town
  • swimming pool
Rates per property (USD)
$150 - $275/night
$700 - $1,500/week
 
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Duval Street Condominium, Totally Renovated Prime Location

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 181110
Key West condo rental - Balcony from street
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom
  • town
  • air-conditioning
Rates per property (USD)
$1,500/week
 
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Oceanfront Condominium - Direct Oceanfront at the Coral Reef

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 154612
Key West condo rental - Oceanfront swimming pool
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • resort, waterfront
  • 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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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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Key West Oceanfront Condo - 'The Sea Jay'

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 134883
Key West condo rental - Patio View
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • swimming pool
 
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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
 
Contact the Owner
View Property Details
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