Key West Vacation Rentals

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Luxury Truman Annex Home - Classic Key West Charm

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 164696
Key West house rental - Casa Cristol
3 Bedrooms, Sleeps 6
  • House
  • 3 Bathrooms
  • beach, resort
  • swimming pool
View Property Details Contact the Owner

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
View Property Details Contact the Owner

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
View Property Details Contact the Owner

Direct Oceanfront Free Wireless Internet

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 149233
Key West condo rental - This is the view from the master bedroom
3 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms, 1 Half Bath
  • beach
  • accept credit card
Rates per property (USD)
$350/night
$2,350/week
View Property Details Contact the Owner

Key West 3 Bedroom Condo- Direct Beach Front

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 208046
Key West condo rental - 1800 Atlantic Condo
3 Bedrooms, Sleeps 8
  • Condo
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
View Property Details Contact the Owner

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
View Property Details Contact the Owner

Hammock House at the Gulf - 200 degree panoramic view

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 179624
Key West house rental - Imagine yourself in this hammock,on the Gulf Ocean
4 Bedrooms, Sleeps 8
  • House
  • 3 Bathrooms
  • beach, waterfront
  • air-conditioning
Rates per property (USD)
$15,000/month
View Property Details Contact the Owner

Shipyard Treasure -- Luxury Truman Annex Condo in Old Town Key West

  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
View Property Details Contact the Owner

Key West Tropical Townhouse

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 120270
Key West townhome rental
3 Bedrooms, Sleeps 8
  • Townhome
  • 3 Bathrooms
  • beach, near the ocean
  • accept credit card
View Property Details Contact the Owner

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
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

Wasser House -- Casual chic, near the beach! Summer rates!!

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 172562
Key West house rental
3 Bedrooms, Sleeps 8
  • House
  • beach, near the ocean
  • accept credit card
Rates per property (USD)
$250 - $550/night
$1,500 - $3,500/week
$3,500 - $7,500/month
View Property Details Contact the Owner

Sophisticated Elegance on Fleming Street

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 166595
Key West house rental - Private, Lush, Elegant Yard and Outdoor Spaces
3 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms, 3 Half Baths
  • beach, downtown
  • accept credit card
View Property Details Contact the Owner

Available For Fantasy Fest - 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
View Property Details Contact the Owner

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
View Property Details Contact the Owner

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
View Property Details Contact the Owner

Key West Conch Cottage, 'Casa Louisa''

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 135603
Key West cottage rental - Pool/Patio
3 Bedrooms, Sleeps 6
  • Cottage
  • 2 Bathrooms
  • beach, town
  • accept credit card
View Property Details Contact the Owner

September Weeks in Truman Annex as Low as $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
View Property Details Contact the Owner

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
View Property Details Contact the Owner

Emma House 2b/2.5b, Add Cottage 3b/3.5b, Private Pool

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 175495
Key West house rental - Beautiful Emma House, Key West, FL
2 Bedrooms, Sleeps 6
  • House
  • 3 Bathrooms, 1 Half Bath
  • beach, downtown
  • swimming pool
Rates per property (USD)
$2,100 - $3,250/week
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

Private Pool Garden Villa

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 301700
Key West villa rental
3 Bedrooms, Sleeps 7
  • Villa
  • 2 Bathrooms, 1 Half Bath
  • beach, near the ocean
  • tennis
View Property Details Contact the Owner

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
View Property Details Contact the Owner

Hemingway Hideaway in the Heart of Key West--Tasteful, Charming

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 127835
Key West house rental - Privacy Abounds--Lush, beautiful, fresh
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms
  • beach, downtown
  • swimming pool
View Property Details Contact the Owner

Abaco Dreams 3Br 2Ba Beautiful Pool Home in Key West

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 172729
Key West house rental - Abaco Dreams Pool
3 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms
  • beach, near the ocean
  • accept credit card
Rates per property (USD)
$350/night
$2,100/week
View Property Details Contact the Owner

Paradise On The Ocean At Key West

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 400974
Key West condo rental - The Balcony view
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • beach, town
  • air-conditioning
Rates per property (USD)
$1,250 - $2,800/week
View Property Details Contact the Owner

Private Key West Retreat with Pool. Excellent Location!

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 98034
Key West house rental - Outdoor Living Area, covered deck leading to pool
3 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms
  • beach, town
  • air-conditioning
Rates per property (USD)
$1,500 - $2,250/week
View Property Details Contact the Owner
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