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Key West Vacation Rentals

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

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 187082
Key West house rental - The Red Door
4 Bedrooms, Sleeps 8
  • House
  • 3 Bathrooms
  • town
  • swimming pool
Rates per property (USD)
$5,000 - $8,500/month
View Property Details Contact the Owner

The Perfect Get-away in Paradise

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 185263
Key West condo rental - Aerial view of our property.
Studio, Sleeps 4
  • Condo
  • 1 Bathroom
  • 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

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

Waterfront Luxury in Old Town Key West

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 166032
Key West condo rental
1 Bedroom, Sleeps 5
  • Condo
  • 1 Bathroom
  • resort, waterfront
  • accept credit card
Rates per property (USD)
$285 - $370/night
$1,450 - $2,420/week
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

Modern Oceanside Living

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 204379
Key West condo rental - The beach leading to the pool and courtyard
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • town, waterfront
  • swimming pool
Rates per property (USD)
$2,000 - $3,000/week
View Property Details Contact the Owner

Luxury Waterfront at the Galleon Resort in Old Town

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 161268
Key West condo rental - Living room & balcony at night
2 Bedrooms, Sleeps 8
  • Condo
  • 2 Bathrooms
  • resort, waterfront
  • accept credit card
Rates per property (USD)
$460 - $585/night
$2,750 - $3,850/week
View Property Details Contact the Owner

Villa Fleur, Elegant Truman Annex condo in the heart of Old Town

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 207098
Key West condo rental - Living Room
2 Bedrooms, Sleeps 4
  • 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

Galleon Resort Efficiency in Old Town

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 169027
Key West studio rental
Studio, Sleeps 2
  • Studio
  • 1 Bathroom
  • resort, waterfront
  • accept credit card
Rates per property (USD)
$170 - $220/night
$1,000 - $1,452/week
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

Truman Annex - Just Renovated with Private Garden Area

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 151840
Key West condo rental - Living Space
1 Bedroom, Sleeps 4
  • Condo
  • 1 Bathroom
  • beach, downtown
  • swimming pool
View Property Details Contact the Owner

Private Estate: A Peaceful Oasis

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 173113
Key West estate rental - Swimming Pool
4 Bedrooms, Sleeps 8
  • Estate
  • 3 Bathrooms
  • near the ocean, town
  • swimming pool
Rates per property (USD)
$15,000/month
View Property Details Contact the Owner

Colony Cabana #7

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 76142
Key West bungalow rental
1 Bedroom, Sleeps 2
  • Bungalow
  • 1 Bathroom
Rates per Bungalow (USD)
$235 - $2,595/night
$1,050 - $1,932/week
View Property Details Contact the Owner

Tropical Dreaming

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 72849
Key West private home rental
2 Bedrooms, Sleeps 6
  • Private Home
  • 2 Bathrooms, 1 Half Bath
Rates per Private Home (USD)
$467 - $1,398/night
$1,569 - $5,378/week
View Property Details Contact the Owner

Emma's Secret

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 88184
Key West condo rental
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom
View Property Details Contact the Owner

Emma's Escape

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 88185
Key West condo rental
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom
View Property Details Contact the Owner

Amelia Home

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 72848
Key West private home rental
2 Bedrooms, Sleeps 6
  • Private Home
  • 2 Bathrooms, 1 Half Bath
Rates per Private Home (USD)
$467 - $1,398/night
$1,569 - $5,378/week
View Property Details Contact the Owner

Louisa

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 82032
Key West condo rental
1 Bedroom, Sleeps 4
  • Condo
  • 1 Bathroom
Rates per Condo (USD)
$236 - $485/night
$691 - $2,103/week
View Property Details Contact the Owner

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

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

A Touch of Bermuda at Truman Annex

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 102572
Key West cottage rental
2 Bedrooms, Sleeps 6
  • Cottage
  • 2 Bathrooms
  • near the ocean, town
  • swimming pool
Rates per property (USD)
$1,800 - $2,100/week
View Property Details Contact the Owner

Angela

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 82031
Key West condo rental
1 Bedroom, Sleeps 4
  • Condo
  • 1 Bathroom
Rates per Condo (USD)
$236 - $485/night
$691 - $2,103/week
View Property Details Contact the Owner

Villa Paradiso

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 20874
Key West private home rental
3 Bedrooms, Sleeps 6
  • Private Home
  • 3 Bathrooms
Rates per Private Home (USD)
$575 - $6,055/night
$2,730 - $4,788/week
View Property Details Contact the Owner

Casa de Cuba

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 20884
Key West private home rental
3 Bedrooms, Sleeps 6
  • Private Home
  • 2 Bathrooms
Rates per Private Home (USD)
$600 - $6,451/night
$3,010 - $5,040/week
View Property Details Contact the Owner

Louisa House

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 20885
Key West private home rental
4 Bedrooms, Sleeps 8
  • Private Home
  • 4 Bathrooms
Rates per Private Home (USD)
$645 - $6,055/night
$3,150 - $5,376/week
View Property Details Contact the Owner

Southard Street: House

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 20888
Key West private home rental
4 Bedrooms, Sleeps 8
  • Private Home
  • 4 Bathrooms
Rates per Private Home (USD)
$945 - $8,645/night
$4,760 - $7,308/week
View Property Details Contact the Owner

Duval Square #15/16

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 20897
Key West private home rental
4 Bedrooms, Sleeps 8
  • Private Home
  • 4 Bathrooms
Rates per Private Home (USD)
$580 - $5,882/night
$2,730 - $4,788/week
View Property Details Contact the Owner

Duval Square #27

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 20898
Key West condo rental
2 Bedrooms, Sleeps 4
  • Condo
  • 2 Bathrooms
Rates per Condo (USD)
$305 - $3,445/night
$1,470 - $2,688/week
View Property Details Contact the Owner

Treetop Villa

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 72851
Key West private home rental
5 Bedrooms, Sleeps 12
  • Private Home
  • 6 Bathrooms
Rates per Private Home (USD)
$2,013/night
$1,035 - $11,360/week
View Property Details Contact the Owner
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