Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Southernmost Dacha

Key West
30 DAY MINIMUM RENTAL A spacious ground floor one bedroom in a four unit condominium building in the...
Condo 1 / 1 / 2

Contact
Owner
Directly
For Rates

Coconut Cabana

Key West
An Old town Key West home, located in the Historic District and just one half a block off Duval Stre...
Home 3 / 2 / 6

$380 - $540
Per Night

$2450 - $3570
Per Week

Villa Tropicale

Key West
Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this...
Home 4 / 4 / 8

$710 - $990
Per Night

$4830 - $6790
Per Week

A Little Slice of Paradise

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

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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

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

Beach Club #213

Key West
30 DAY MINIMUM RENTAL Unique oceanfront living sitting 65 feet from the Atlantic awaits you at the ...
Condo 2 / 2 / 4

Contact
Owner
Directly
For Rates

Beach Club #201

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

Artist Garden

Key West
ARTIST GARDEN -- Bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admira...
Home 2 / 3 / 6

$1800 - $3698
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

Albury Bungalow

Key West
30 DAY MINIMUM RENTAL ALBURY BUNGALOW A perfect spot for two couples, two singles or others wan...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

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

Pete's West Cottage

Key West
This property has it all! This award winning renovation has been completed recently and offers the ...
Home 2 / 1 / 4

$260 - $330
Per Night

$1680 - $2170
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

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

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

Casa de Cuba

Key West
Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vac...
Home 3 / 2 / 6

$470 - $650
Per Night

$3080 - $4340
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

La Brisa #303W

Key West
30 DAY MINIMUM RENTAL Let "the breeze" of La Brisa cool you as you relax on your ocean view or natur...
Condo 2 / 2 / 4

Contact
Owner
Directly
For Rates

Villa Paradiso

Key West
This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Medit...
Home 3 / 3 / 6

$380 - $540
Per Night

$2450 - $3570
Per Week

Louisa House

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

$470 - $660
Per Night

$3150 - $4480
Per Week

La Brisa #403E Ocean Vista

Key West
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for ...
Condo 2 / 2 / 4

$180 - $280
Per Night

$1190 - $1820
Per Week

La Brisa #401N Blue Heron Hideaway

Key West
30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy an...
Condo 3 / 2 / 6

Contact
Owner
Directly
For Rates

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

Beach Club #103

Key West
Unique oceanfront living sitting 65 feet from the Atlantic. Enjoy an ocean view as ocean breezes co...
Condo 2 / 2 / 4

$270 - $400
Per Night

$1820 - $2730
Per Week

 

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