Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Ashe Splashe

Key West
30 DAY MINIMUM RENTAL From the owners of South of Frances here is another beautiful restoration of a...
Home 3 / 3 / 6

Contact
Owner
Directly
For Rates

Townhomes on Windsor #3

Key West
Elegance and modern sophistication are apparent as you enter any one of these six newly complete tow...
Home 3 / 3.5 / 6

$558 - $658
Per Night

$3906 - $4606
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

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

Vista Fresco

Key West
Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setti...
Condo 2 / 2 / 4

$250 - $290
Per Night

$1680 - $1960
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

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

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

Paradise Harbor Retreat

Key West
Island elegance and a blend of modern sophistication marks this distinctive four level waterfront lu...
Home 3 / 4 / 6

$458 - $658
Per Night

$3206 - $4606
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

Island Spice

Key West
ISLAND SPICE -- A beautiful 2 bedroom, 2.5 bath townhome, located in the historic Foundry building o...
Condo 2 / 3 / 6

$2000 - $4060
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

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

Shipyard Palms

Key West
In the heart of Old Town, with the beautiful community of private homes and condominium of Truman An...
Condo 2 / 1.5 / 4

$1190 - $1820
Per Week

Pete's East Cottage

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

$280 - $330
Per Night

$1820 - $2170
Per Week

Dreaming On Duval

Key West
There's a new place on Duval Street in historic Key West and it is unique! Dreaming On Duval premie...
Home 5 / 4 / 10

$870 - $2000
Per Night

$5950 - $14000
Per Week

A Place in Paradise

Key West
A PLACE IN PARADISE - You will experience true Key West living when you stay in this delightful 2 ...
Condo 2 / 3 / 6

$1550 - $3444
Per Week

Pete's Cottages

Key West
This property has it all! This award winning renovation offers the styling of the original shot g...
Home 4 / 2 / 8

$450 - $620
Per Night

$3010 - $4340
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

Duval Roost

Key West
This sanctuary is located one half block from Duval Street in the heart of Old Town tucked away on a...
Home 3 / 3.5 / 6

$410 - $570
Per Night

$2730 - $3780
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

Catherine House

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

$290 - $370
Per Night

$1890 - $2380
Per Week

Bloom'n Paradise

Key West
Relax in luxury in this beautiful Truman Annex private home. This property features three bedrooms a...
Home 4 / 4 / 8

$5500 - $7500
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

 

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