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

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

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 146133
Key West house rental - Front of 316 Admirals Lane
4 Bedrooms, Sleeps 8
  • House
  • 4 Bathrooms
  • downtown, resort
  • swimming pool
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

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

'Conch Casa Grande' @ Truman Annex: 11' Ceilings, Private Pool & 6 Master Suites

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 177191
Key West house rental - Living in style: 12 French doors and 11' ceilings.
6 Bedrooms, Sleeps 16
  • House
  • 7 Bathrooms
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$7,700 - $15,000/week
$22,000 - $40,000/month
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

William Skelton -- Unbeatable Location, Location, Location! in Old Town Key West

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 172563
Key West house rental - Outside Back
4 Bedrooms, Sleeps 8
  • House
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$500 - $800/night
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

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

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

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 180171
Key West house rental - The falling water that gave this home its name.
5 Bedrooms, Sleeps 12
  • House
  • 4 Bathrooms, 1 Half Bath
  • downtown, near the ocean
  • accept credit card
Rates per property (USD)
$7,700 - $18,000/week
$24,000 - $44,000/month
View Property Details Contact the Owner

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

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 179832
Key West house rental - Private lane, off street parking, walk to downtown
3 Bedrooms, Sleeps 8
  • House
  • 2 Bathrooms
  • downtown, near the ocean
  • swimming pool
Rates per property (USD)
$3,000 - $5,500/month
View Property Details Contact the Owner

Monthly Rates-KW living at its finest-quiet neighborhood, near duval and beach

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 180167
Key West house rental - Front porch
3 Bedrooms, Sleeps 8
  • House
  • 3 Bathrooms
  • downtown, near the ocean
  • swimming pool
Rates per property (USD)
$2,800 - $3,500/week
$4,500 - $7,500/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

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

Historical Conch Home with Pool

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 175555
Key West house rental
3 Bedrooms, Sleeps 6
  • House
  • 2 Bathrooms
  • downtown, near the ocean
  • accept credit card
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

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

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
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