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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Truman Annex: Spacious quarters, beautifully landscaped rear patio

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 135930
Key West townhome rental - View of front
2 Bedrooms, Sleeps 6
  • Townhome
  • 2 Bathrooms
  • beach, near the ocean
  • accept credit card
Rates per property (USD)
$1,800 - $2,500/week
 
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Luxury Townhome in Paradise - Stay for a month or more!

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 127027
Key West townhome rental - Amazing view from back deck - check it out!
3 Bedrooms, Sleeps 6
  • Townhome
  • 2 Bathrooms
  • beach, near the ocean
  • swimming pool
 
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Historic Restored 'Eyebrow' Home

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 169698
Key West house rental
3 Bedrooms, Sleeps 6
  • House
  • 3 Bathrooms
  • near the ocean, town
  • swimming pool
 
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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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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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Live Like a 'Resident Conch' at the Key West Golf Club

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 314751
Key West townhome rental
2 Bedrooms, Sleeps 6
  • Townhome
  • 2 Bathrooms, 1 Half Bath
  • near the ocean
  • swimming pool
 
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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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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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Private Estate: A Peaceful Oasis

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 173113
Key West estate rental - Swimming Pool
4 Bedrooms, Sleeps 8
  • Estate
  • 3 Bathrooms
  • near the ocean, town
  • swimming pool
Rates per property (USD)
$15,000/month
 
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Key West Vacation Townhouse in the Truman Annex

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 209088
Key West townhome rental - Dining room
2 Bedrooms, Sleeps 6
  • Townhome
  • 2 Bathrooms, 1 Half Bath
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$1,450 - $2,250/week
$4,500 - $7,500/month
 
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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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3 Bed, 3 Bath, Waterfront - 9 Miles from Key West -

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 322888
Key West house rental
3 Bedrooms, Sleeps 6
  • House
  • 3 Bathrooms
  • near the ocean, waterfront
  • air-conditioning
 
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A Hop, Skip and Jump to Duval Street (1 1/2 Blocks)

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 144355
Key West townhome rental
3 Bedrooms, Sleeps 8
  • Townhome
  • 2 Bathrooms, 1 Half Bath
  • downtown, near the ocean
  • air-conditioning
 
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Truman Annex: Unique ground floor condominium

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 188482
Key West condo rental - Large back deck
2 Bedrooms, Sleeps 5
  • Condo
  • 2 Bathrooms
  • downtown, near the ocean
  • swimming pool
Rates per property (USD)
$1,400 - $2,000/week
 
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Truman Annex: Beautiful ground floor condominium with large deck

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 136334
Key West condo rental - Front view of property
2 Bedrooms, Sleeps 6
  • Condo
  • 1 Bathroom
  • beach, near the ocean
  • swimming pool
 
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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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Charming Old Town Key West Home with pool. Walk to Duval Street!

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 179832
Key West house rental - Private lane, off street parking, walk to downtown
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms
  • downtown, near the ocean
  • swimming pool
Rates per property (USD)
$3,000 - $5,500/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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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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Charming Townhome in Old Town Key West Monthly Rental

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 168577
Key West townhome rental
3 Bedrooms, Sleeps 6
  • Townhome
  • 2 Bathrooms, 1 Half Bath
  • downtown, near the ocean
  • swimming pool
Rates per property (USD)
$2,150/week
$8,500/month
 
Contact the Owner
View Property Details
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