Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Beach House Condo

Key West
BEACH HOUSE CONDO: Beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Cond...
Condo 2 / 2 / 4

$1350 - $2973
Per Week

Egret Cottage

Key West
EGRET COTTAGE -- An Idyllic 1 bedroom cottage that is tucked away in a tropical oasis, peaceful and ...
Home 1 / 1 / 4

$190 - $384
Per Night

$1050 - $2320
Per Week

Bahama House

Key West
Bahama House - Location, Location, Location! Totally gorgeous, this spacious house is conveniently ...
Home 3 / 4 / 8

$625 - $1298
Per Night

$4165 - $8374
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 - $499
Per Night

$1673 - $2713
Per Week

Lavender Jungle

Key West
LAVENDER JUNGLE - Beautiful 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex, thi...
Condo 2 / 1 / 4

$1175 - $2683
Per Week

Linger Longer

Key West
LINGER LONGER -- Enjoy a carefree vacation in this beautifully decorated, 2 bedroom 1.5 bath townho...
Condo 2 / 2 / 5

$1350 - $3045
Per Week

Bogey's Retreat

Key West
BOGEY'S RETREAT: Welcome to Bogey's Retreat, your home away from home in Key West. This lovely tow...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Crowner's Jewel

Key West
CROWNER'S JEWEL: Experience the finest in Key West living when you stay in this delightful 2 bedro...
Condo 2 / 3 / 6

$1550 - $3081
Per Week

Atlantic Blues

Key West
ATLANTIC BLUES - A stylish example of a Conch cottage, renovated with gorgeous hardwood floors, be...
Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

Parrot Perch

Key West
PARROT PERCH -- Located in the gated Shipyard Community in prestigious Truman Annex, this home is in...
Condo 2 / 2 / 5

$1175 - $2719
Per Week

Conch Condo

Key West
CONCH CONDO -- This second-floor 2-bedroom 2-bath condo features fully equipped kitchen, two full...
Condo 2 / 2 / 4

$1350 - $2973
Per Week

Bloom'n Paradise

Key West
BLOOM'N PARADISE - Relax in luxury in this beautiful Truman Annex private home that features three b...
Home 4 / 4 / 8

$5500 - $11375
Per Week

Oct 25 - Jan 2   *** CORAL VILLA WANTS YOU TO TAKE A BREAK IN JANUAR ...

Coral Villa

Key West
CORAL VILLA -- Located right in the middle of the action, Coral Villa is a beautiful 3-bedroom townh...
Condo 3 / 3 / 8

$215 - $394
Per Night

$1300 - $2500
Per Week

Leeward Isle Key West Retreat

Key West
LEEWARD ISLE KEY WEST RETREAT -- Dwell in the possibility! From the moment you park in the private ...
Condo 2 / 2 / 4

$265 - $471
Per Night

$1575 - $2900
Per Week

Bahama Dreaming

Key West
BAHAMA DREAMING: When you're dreaming of the ideal place to stay in Key West, imagine this sweet 3-...
Home 3 / 2 / 8

$465 - $906
Per Night

$2925 - $6018
Per Week

Southard Charm

Key West
SOUTHARD CHARM (formerly Garden House): A lovely jewel, Southard Charm is a quaint Conch house nest...
Home 3 / 2 / 8

$400 - $856
Per Night

$2650 - $5873
Per Week

Tropical Dreaming

Key West
TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. ...
Home 2 / 3 / 6

$340 - $682
Per Night

$2100 - $4350
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

$175 - $338
Per Night

$1000 - $2094
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

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

Sundown Refuge

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

$1900 - $3770
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 - $499
Per Night

$1673 - $2713
Per Week

A Suite Paradise

Key West
A SUITE PARADISE - This lovely home is truly a tropical hideaway tucked away in a secluded Key West ...
Home 2 / 2 / 6

Contact
Owner
Directly
For Rates

Oct 16 - Nov 28   *** AMAZING AND TRUE, DUVAL SEA TURTLE FOR 10% OFF ...

Duval Sea Turtle

Key West
DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the ...
Condo 2 / 3 / 6

$225 - $457
Per Night

$1350 - $2864
Per Week

Duval Breeze

Key West
DUVAL BREEZE: Enjoy the great location of this beautiful 2 bedroom 2.5 bath townhome located in th...
Condo 2 / 3 / 6

$225 - $457
Per Night

$1350 - $2864
Per Week

 

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