Key West Vacation Rentals

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The White House Key West's Finest Monthly Rental/4 BR — Property 187082

  • House
  • 4 bedrooms, sleeps 8
  • 3 bathrooms
  • town
  • swimming pool
Rates (shown in USD)
$5,500 - $8,500/month

“Falling Water” @ Old Town: Breathtaking 3-Home Compound with Large Private Pool — Property 180171

  • House
  • 5 bedrooms, sleeps 12
  • 4 bathrooms, 1 half bath
  • downtown, near the ocean
  • accept credit card
Rates (shown in USD)
$24,000 - $44,000/month

Luxury Waterfront at the Galleon Resort in Old Town — Property 161268

  • Condo
  • 2 bedrooms, sleeps 8
  • 2 bathrooms
  • resort, waterfront
  • accept credit card
Rates (shown in USD)
$460 - $585/night
$2,337 - $3,850/week

Historic Private Estate: A Peaceful Oasis — Property 173113

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

Waterfront Luxury in Old Town Key West — Property 166032

  • Condo
  • 1 bedroom, sleeps 5
  • 1 bathroom
  • resort, waterfront
  • accept credit card
Rates (shown in USD)
$285 - $370/night
$1,700 - $2,420/week

Luxury condo on the Atlantic — Property 147664

  • Condo
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • beach
  • accept credit card
Rates (shown in USD)
$275 - $375/night
$1,750 - $2,525/week

Casa de Suenos (House of Dreams) — Property 147469

  • Condo
  • 1 bedroom, sleeps 4
  • 1 bathroom
  • downtown, near the ocean
  • swimming pool
Rates (shown in USD)
$2,200 - $4,200/month

Truman Annex (Gated 4BR's/4Bath's-private Pool) — Property 146133

  • House
  • 4 bedrooms, sleeps 8
  • 4 bathrooms
  • downtown, resort
  • swimming pool

Oceanfront — Property 162417

  • Condo
  • 2 bedrooms, sleeps 6
  • 2 bathrooms
  • beach, waterfront
  • accept credit card

Villa Soleil, Elegant Truman Annex condo in Old Town Key West — Property 188516

  • Condo
  • 2 bedrooms, sleeps 4
  • 1 bathroom
  • downtown, near the ocean
  • accept credit card
Rates (shown in USD)
$1,200 - $2,000/week

Gorgeous Waterfront Condominium With Stunning Views! — Property 163420

  • Condo
  • 2 bedrooms, sleeps 4
  • 2 bathrooms
  • beach, waterfront
  • accept credit card
Rates (shown in USD)
$325 - $440/night
$2,100 - $2,800/week
$7,500 - $10,000/month

Heron Estate -- Luxury Rental on water with dock — Property 188043

  • Estate
  • 4 bedrooms, sleeps 9
  • 4 bathrooms
  • near the ocean, waterfront
  • accept credit card
Rates (shown in USD)
$3,000 - $5,000/week
$10,000 - $18,000/month

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 (shown in USD)
$1,800 - $2,500/week

Sophisticated Elegance on Fleming Street — Property 166595

  • House
  • 3 bedrooms, sleeps 6
  • 2 bathrooms, 3 half baths
  • beach, downtown
  • accept credit card
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