Key West Vacation Rentals

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Villa Soleil-Enjoy America's Caribbean with Style and Comfort — Property 141421

  • Townhome
  • 2 bedrooms, sleeps 6
  • 2 bathrooms, 1 half bath
  • near the ocean, town
  • accept credit card

Truman Annex Shipyard Condo, Old Town Key West — Property 172414

  • Condo
  • 2 bedrooms, sleeps 4
  • 2 bathrooms
  • downtown, near the ocean
  • swimming pool
Rates per property (USD)
$1,400 - $2,000/week

“Manatee Manor” at Geiger Key: 3BR 2BA Private Home, 60’ Dock — Property 195245

  • House
  • 3 bedrooms, sleeps 8
  • 2 bathrooms
  • near the ocean, waterfront
  • accept credit card
Rates per property (USD)
$3,300 - $6,000/month

A Touch of Bermuda at Truman Annex — Property 102572

  • Cottage
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • near the ocean, town
  • swimming pool
Rates per property (USD)
$1,800 - $2,100/week

Luxury Townhome in Paradise - Stay for a month or more! — Property 127027

  • Townhome
  • 3 bedrooms, sleeps 6
  • 2 bathrooms
  • beach, near the ocean
  • swimming pool

Pita Vacation Home: Low Summer Rates, Fantasy Fest New Year's available!!! — Property 171742

  • House
  • 4 bedrooms, sleeps 8
  • 2 bathrooms
  • near the ocean, town
  • air-conditioning
Rates per property (USD)
$250 - $550/night
$1,500 - $3,500/week
$3,500 - $7,500/month

Brand new luxurious home in Historic Key West — Property 192220

  • House
  • 2 bedrooms, sleeps 4
  • 2 bathrooms, 1 half bath
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$7,500 - $10,500/month

Historic Private Estate: A Peaceful Oasis — Property 173113

  • Estate
  • 4 bedrooms, sleeps 8
  • 2 bathrooms, 1 half bath
  • near the ocean, town
  • swimming pool

A Hop, Skip and Jump to Duval Street (1 1/2 Blocks) — Property 144355

  • Townhome
  • 3 bedrooms, sleeps 8
  • 2 bathrooms, 1 half bath
  • downtown, near the ocean
  • air-conditioning

Truman Annex: Unique ground floor condominium — Property 188482

  • Condo
  • 2 bedrooms, sleeps 5
  • 2 bathrooms
  • downtown, near the ocean
  • swimming pool

Private Key West Weekly Vacation rental in the heart of Old Town — Property 187859

  • House
  • 2 bedrooms, sleeps 4
  • 2 bathrooms
  • near the ocean, resort
  • accept credit card
Rates per property (USD)
$1,800 - $2,500/week
SPECIAL OFFER! Cleaning Fee waived for Aug-Sept bookings August 1 - September 30

Key West Luxury - Tropical Home — Property 181296

  • House
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • downtown, near the ocean
  • accept credit card

Private Place — Property 185914

  • House
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • near the ocean, town
  • accept credit card
Rates per property (USD)
$295/night
$2,000/week

Charming Old Town Key West Home with pool. Walk to Duval Street! — Property 179832

  • House
  • 3 bedrooms, sleeps 8
  • 2 bathrooms
  • downtown, near the ocean
  • swimming pool
Rates per property (USD)
$3,000 - $5,500/month
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