Key West Vacation Rentals

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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
View Property Details Contact the Owner

'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)
$2,500 - $5,000/week
$7,700 - $12,000/month
View Property Details Contact the Owner

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
  • beach, downtown
  • accept credit card
Rates per property (USD)
$1,450 - $2,250/week
$4,500 - $7,500/month
View Property Details Contact the Owner

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
View Property Details Contact the Owner

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
View Property Details Contact the Owner

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
View Property Details Contact the Owner

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
View Property Details Contact the Owner

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)
$1,400 - $2,000/week
View Property Details Contact the Owner

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
View Property Details Contact the Owner

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
View Property Details Contact the Owner

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
View Property Details Contact the Owner

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)
$200 - $350/night
$1,250 - $1,950/week
$4,000 - $6,500/month
View Property Details Contact the Owner

Historic Hideaways - Key Lime House

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 169673
Key West house rental
2 Bedrooms, Sleeps 4
  • House
  • 2 Bathrooms, 1 Half Bath
  • downtown, near the ocean
  • accept credit card
View Property Details Contact the Owner

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
Rates per property (USD)
$3,000/month
View Property Details Contact the Owner

2 BR 2 BA Charming Historic Old Town Cottage

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 303038
Key West cottage rental
2 Bedrooms, Sleeps 4
  • Cottage
  • 2 Bathrooms
  • downtown, village
  • tennis
View Property Details Contact the Owner

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
View Property Details Contact the Owner
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