Key West Vacation Rentals

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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
View Property Details Contact the Owner

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

'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

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

Key West Luxury 2 Bedroom Condo in The Shipyard of Truman Annex in Old Town

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 208697
Key West condo rental - Outside View 1
2 Bedrooms, Sleeps 6
  • Condo
  • 1 Bathroom
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$1,200 - $1,800/week
View Property Details Contact the Owner

Tropical Retreat

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 207517
Key West house rental - Main House
4 Bedrooms, Sleeps 7
  • House
  • 3 Bathrooms
  • downtown
  • accept credit card
Rates per property (USD)
$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

Key West's Sunset Marina Ocean Front Condo

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 204628
Key West condo rental - Sunset picture taken from balcony of Condo
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • waterfront
  • swimming pool
View Property Details Contact the Owner

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
View Property Details Contact the Owner

“Southwinds” @ Key West Beach Club: 2 BR Beachfront Condo, Panoramic Ocean Views

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 204250
Key West property rental - Your balcony view speaks for itself...
2 Bedrooms, Sleeps 6
  • 2 Bathrooms
  • beach, waterfront
  • accept credit card
Rates per property (USD)
$6,600 - $11,000/month
View Property Details Contact the Owner

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

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 171742
Key West house rental
4 Bedrooms, Sleeps 8
  • House
  • 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
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

“Azure Morning” @ Kings Pointe: 3 Bedroom Condo on the Atlantic

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 202314
Key West condo rental - The view from your spacious balcony...
3 Bedrooms, Sleeps 8
  • Condo
  • near the ocean, waterfront
  • accept credit card
Rates per property (USD)
$2,200 - $3,800/week
$6,600 - $10,500/month
View Property Details Contact the Owner

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

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 195245
Key West house rental - After a day of fishing you can relax on your deck
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms
  • near the ocean, waterfront
  • accept credit card
Rates per property (USD)
$3,800 - $6,600/month
View Property Details Contact the Owner

“Southern Star” @ William Street: Luxurious 3BR/3BA Historic Old Town Home

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 193075
Key West house rental - A very private yard & a gorgeous pool....
3 Bedrooms, Sleeps 6
  • House
  • 3 Bathrooms
  • village, waterfront
  • accept credit card
Rates per property (USD)
$8,800/week
$12,000 - $20,000/month
View Property Details Contact the Owner

Key West Ocean Side Luxury @ 1800 Atlantic Condominiums 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

Ocean Paradise - 1 Week Minimum

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 14224
Key West private home rental - Front View
3 Bedrooms, Sleeps 8
  • Private Home
  • 4 Bathrooms
Rates per Private Home (USD)
$4,400 - $6,900/week
View Property Details Contact the Owner

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
View Property Details Contact the Owner

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
View Property Details Contact the Owner

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
View Property Details Contact the Owner

New Key West Home

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 147646
Key West property rental
3 Bedrooms, Sleeps 6
  • 3 Bathrooms
  • accept credit card
  • swimming pool
Rates per property (USD)
$300/night
$1,350/week
$3,000/month
View Property Details Contact the Owner

Ocean Retreat - 1 Week Minimum

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 72387
Key West villa rental
3 Bedrooms, Sleeps 8
  • Villa
  • 2 Bathrooms, 1 Half Bath
Rates per Villa (USD)
$2,900 - $4,900/week
View Property Details Contact the Owner

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
View Property Details Contact the Owner

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
View Property Details Contact the Owner

Tarpon Cove- New Waterfront Monthly Rental in Key West With Dockage.

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 143777
Key West house rental - Tarpon Cove as seen from your boat
3 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms
  • waterfront
  • air-conditioning
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

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

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
View Property Details Contact the Owner

Luxury Key West Water-Side Estate, Private Sanctuary

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 142301
Key West villa rental - Rear of house
3 Bedrooms, Sleeps 6
  • Villa
  • 1 Bathroom, 1 Half Bath
  • near the ocean, waterfront
  • swimming pool
View Property Details Contact the Owner

'Old Town Oasis' @ Truman Annex: Spacious 2 Bedroom Oceanfront Condo

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 401493
Key West condo rental - The Living Room: 10 ft ceilings & 50' high-def TV.
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • town, waterfront
  • air-conditioning
Rates per property (USD)
$2,500 - $5,500/week
View Property Details Contact the Owner
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