Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Catherine House: A charming Old Town Key West cottage

Key West
This charming Key West style cottage is just a short walk to a selection of great restaurants, art g...
Home 2 / 2 / 4

*
Online booking available

$289 - $600
Per Night

$1895 - $4200
Per Week

Tucked away near the Southernmost Point, Louisa's Hideawa...

Key West
Tucked away near the Southernmost Point, Louisa's Hideaway is it! Tucked away near the upper end of...
Home 3 / 3 / 6

*
Online booking available

$523 - $900
Per Night

$3349 - $6300
Per Week

Beach Club #204 - Unique Oceanfront living

Key West
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peacef...
Condo 2 / 2 / 5

*
Online booking available

$280 - $530
Per Night

$1833 - $3920
Per Week

Parrot Perch

Key West
PARROT PERCH: Great location and great value for a great vacation. Parrot Perch is an upstairs 2...
Condo 2 / 2 / 5

$235 - $486
Per Night

$1365 - $3009
Per Week

Pete's West Cottage steps from Duval

Key West
This property has it all! The styling of the original shot gun homes of Key West restored with a bea...
Cottage 2 / 1 / 4

*
Online booking available

$244 - $450
Per Night

$1580 - $3150
Per Week

Key Lime Pie

Key West
KEY LIME PIE: One block from the Historic Seaport and close enough to bike to all the sites and att...
Home 2 / 2 / 4

$206 - $206
Per Night

$1444 - $1444
Per Week

Sundown Refuge

Key West
SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refug...
Condo 2 / 2 / 5

$330 - $711
Per Night

$2025 - $4060
Per Week

Coral Casita

Key West
Coral Casita - Weekly Vacation Rental Completely re-designed, re-decorated and ready for your isla...
Home 3 / 3 / 8

$245 - $450
Per Night

$1380 - $2781
Per Week

Amelia Home

Key West
AMELIA HOME - 2 bedroom 2.5 bath home with sparkling private pool only four blocks from the Atlanti...
Home 2 / 2.5 / 6

$345 - $732
Per Night

$2275 - $4937
Per Week

Hidden Treasure

Key West
HIDDEN TREASURE (monthly rental): You could easily pass by this jewel of a home without ever knowing...
Condo 2 / 2 / 4

$165 - $165
Per Night

$1156 - $1156
Per Week

Duval Square Castaway: A condo steps from the action

Key West
In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's bric...
Condo 2 / 2.5 / 6

*
Online booking available

$271 - $550
Per Night

$1769 - $3850
Per Week

Boater's Beach Haven

Key West
BOATER'S BEACH HAVEN: Located midtown on Florida Bay. Take advantage of the private boat dock; b...
Condo 2 / 2 / 6

$314 - $314
Per Night

$2200 - $2200
Per Week

A Little Slice Of Paradise

Key West
A LITLE SLICE OF PARADISE: Imagine yourself in a secluded, gated community steps from the golf cours...
Home 2 / 1.5 / 6

$154 - $154
Per Night

$1075 - $1075
Per Week

Perfect Pineapple

Key West
PERFECT PINEAPPLE - Long considered a sign of hospitality, the pineapple is now widely recognized as...
Home 2 / 1 / 4

$216 - $216
Per Night

$1514 - $1514
Per Week

Conch Corner

Key West
CONCH CORNER: Here's a little gem in a long-established local residential neighborhood just across f...
Home 3 / 3 / 6

$214 - $214
Per Night

$1500 - $1500
Per Week

President's Walk

Key West
PRESIDENT'S WALK: It wasn't that long ago that President Truman took casual walks in this same loca...
Home 2 / 1.5 / 4

$245 - $522
Per Night

$1440 - $3277
Per Week

1Br Restored Conch House w/ Pool & Deck

Key West
Enjoy a classic Key West vacation at this charming 1BR apartment in a restored 1920's conch house. T...
Condo 1 / 1 / 3

*
Online booking available

$823 - $2010
Per Week

Wind Swept

Key West
WIND SWEPT: Imagine yourself nestled within a serene, lushly landscaped picturesque community with w...
Home 2 / 1.5 / 6

$159 - $159
Per Night

$1113 - $1113
Per Week

Beach Club #104 - Unique oceanfront living with breathtak...

Key West
Beach Club #104 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65...
Condo 2 / 2 / 6

*
Online booking available

$262 - $480
Per Night

$1706 - $3640
Per Week

Coconut Cottage

Key West
COCONUT COTTAGE -- Adorable, affordable, and near all the action.... You bet! Coconut Cottage is the...
Cottage 1 / 2 / 2

$200 - $200
Per Night

$1397 - $1397
Per Week

Louisa House: A comfortable four bedroom vacation hideaway

Key West
Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic be...
Home 4 / 3.5 / 8

*
Online booking available

$520 - $900
Per Night

$3491 - $6300
Per Week

Key West Charming

Key West
KEY WEST CHARMING: Downstairs 2 bedroom 1 bath home in Truman Annex, a secluded gated community in ...
Condo 2 / 1 / 4

$205 - $435
Per Night

$1235 - $2828
Per Week

Emma's Secret

Key West
Emma's Secret (Monthly Rental) Located in one of Key West’s historic and most cultural neighborhoo...
Condo 2 / 1 / 4

$162 - $162
Per Night

$1131 - $1131
Per Week

Casa Atlantica: A studio condo on the Atlantic shore of K...

Key West
Casa Atlantica: A studio condo on the Atlantic shore of Key West Located just steps from the White ...
Condo 0 / 1 / 2

*
Online booking available

$190 - $300
Per Night

$1137 - $2380
Per Week

4 Palms

Key West
4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa, ...
Condo 2 / 2 / 6

$230 - $413
Per Night

$1390 - $2725
Per Week

 

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