Key West Vacation Rental Getaways


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  • Beach Front
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  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Whitehead House

Key West
Unique two story, three bedroom, two bathroom home nested beside the Audubon House in Old Town Key W...
Home 3 / 2 / 6

Contact
Owner
Directly
For Rates

Olivia Cottage

Key West
30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, th...
Home 2 / 2.5 / 4

Contact
Owner
Directly
For Rates

The Victoria House

Key West
THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was buil...
Home 5 / 6 / 12

$865 - $1776
Per Night

$5800 - $12035
Per Week

Tranquility

Key West
TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity...
Home 1 / 2 / 3

$210 - $413
Per Night

$1175 - $2465
Per Week

Key West Charming

Key West
KEY WEST CHARMING: This downstairs 2 bedroom 1 bath home has been lovingly cared for by the owners....
Condo 2 / 1 / 4

$1175 - $2683
Per Week

The Hemingway

Key West
THE HEMINGWAY -- A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Tr...
Condo 2 / 2 / 6

$1350 - $3045
Per Week

Coral Garden

Key West
CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this h...
Condo 2 / 3 / 6

$150 - $338
Per Night

$900 - $2094
Per Week

Beach Club #303

Key West
Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes coo...
Condo 2 / 2 / 4

$270 - $400
Per Night

$1820 - $2730
Per Week

Southard Sophistication

Key West
30 DAY MINIMUM RENTAL This amazing restoration of a majestic Key West bungalow is incredible. Mo...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Southard Street - Queen Conch

Key West
On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet...
Home 4 / 4 / 8

$730 - $930
Per Night

$4900 - $6300
Per Week

Casa Marina Condo #4

Key West
30 DAY MINIMUM RENTAL A spacious one bedroom in a four condominium building in the Casa Marina Distr...
Condo 1 / 1 / 2

Contact
Owner
Directly
For Rates

Easy Livin'

Key West
EASY LIVIN' -- The name says it all! This lovely private home with pool is located in a secluded cu...
Home 3 / 4 / 8

$4000 - $9200
Per Week

Admiral's Paradise

Key West
In the fabulous Truman Annex enclave and near the Caroline Street walking gate directly to downtown ...
Home 3 / 3.5 / 6

$4500 - $6500
Per Week

Island Pearl

Key West
ISLAND PEARL: True island living in this 1 loft bedroom 1 bath cottage, complete with living room...
Home 1 / 1 / 2

$210 - $392
Per Night

$1200 - $2320
Per Week

Villa Soleil

Key West
VILLA SOLEIL -- Located in the historic Foundry building of Truman Annex, a beautiful gated communit...
Condo 2 / 3 / 6

$1650 - $3553
Per Week

Sunrise Suites

Key West
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly...
Condo 2 / 2 / 6

*
Online booking available

$239 - $399
Per Night

$1673 - $2793
Per Week

The Pearl in Paradise

Key West
Located on a quiet street in Key West, a tranquil residential neighborhood located just behind the K...
Home 2 / 2 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

Sunrise Suites

Key West
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly...
Condo 2 / 2 / 6

*
Online booking available

$239 - $399
Per Night

$1673 - $2793
Per Week

Southard Square

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Apartment 2 / 2 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

Pelican Landing Andros Retreat

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 2 / 2 / 8

*
Online booking available

$300 - $450
Per Night

$2100 - $3150
Per Week

Sunrise Suites

Key West
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly...
Condo 2 / 2 / 6

*
Online booking available

$239 - $399
Per Night

$1673 - $2793
Per Week

2 bedroom/2 bathroom premium condo

Key West
2 bedroom/2 bathroom premium condo Unit Description: This is a 2 bed/2 bathroom condo that features...
Condo 2 / 2 / 6

*
Online booking available

$225 - $450
Per Night

$1575 - $3150
Per Week

Sunrise Suites

Key West
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly...
Condo 2 / 2 / 6

*
Online booking available

$239 - $399
Per Night

$1673 - $2793
Per Week

Sunrise Suites

Key West
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly...
Condo 2 / 2 / 6

*
Online booking available

$239 - $399
Per Night

$1673 - $2793
Per Week

Pelican Landing Antigua Retreat

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 2 / 2 / 8

*
Online booking available

$300 - $450
Per Night

$2100 - $3150
Per Week

 

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