Key West Vacation Rentals and Vacation Home Rentals

Key West Vacation Rental Getaways

Featured Properties

Tropical Dreaming

Key West

Home

2 BR/ 3 BA

Sleeps 6
Bali Hideaway

Key West

Cottage

1 BR/ 1 BA

Sleeps 2
The Victoria House

Key West

Home

5 BR/ 6 BA

Sleeps 12

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More Photos Angela Cottage Key West 30 DAY MINIMUM RENTAL ANGELA COTTAGE This cute cottage just off of Frances Street is a great hid... Details \| Contact Manager	Home	2 / 2 / 4	Contact Owner Directly For Rates
More Photos Catherine House Key West This charming Key West style cottage is just a short walk to a selection of great restaurants, art g... Details \| Contact Manager	Home	2 / 2 / 4	$290 - $370 Per Night $1890 - $2380 Per Week
More Photos Bahama House Key West Bahama House - Location, Location, Location! Brand new and totally gorgeous, this spacious house is... Details \| Contact Manager	Home	3 / 4 / 8	$625 - $1297 Per Night $3750 - $8374 Per Week
More Photos Elizabeth Retreat Key West 30 DAY MINIMUM RENTAL Walk the historic streets of Key West, live in Old Town in a quiet resident... Details \| Contact Manager	Home	3 / 2 / 6	Contact Owner Directly For Rates
More Photos 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... Details \| Contact Manager	Condo	3 / 2 / 6	Contact Owner Directly For Rates
More Photos Key West Charming Key West KEY WEST CHARMING at the Shipyard Condominiums. This downstairs 2 bedroom 1 bath home has been lovi... Details \| Contact Manager	Condo	2 / 1 / 4	$1100 - $2538 Per Week
More Photos Conch Condo Key West CONCH CONDO -- This two-bedroom, two-bath condo was remodeled and completely refurnished in 2005. ... Details \| Contact Manager	Condo	2 / 2 / 4	$1300 - $2791 Per Week
More Photos Bali Hideaway Key West Perfect for two, this Bali style, studio cottage has it all... COMFORT and LOCATION. Located on an A... Details \| Contact Manager	Cottage	1 / 1 / 2	$190 - $250 Per Night $1260 - $1680 Per Week
More Photos 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... Details \| Contact Manager	Condo	2 / 2 / 4	Contact Owner Directly For Rates
More Photos Ann Street Cottage Key West This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so own... Details \| Contact Manager	Condo	1 / 2 / 2	$190 - $250 Per Night $1260 - $1680 Per Week
More Photos Sunrise Suites Key West Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly... Details \| Contact Manager or Book Online	Condo	2 / 2 / 6	* Online booking available $225 - $299 Per Night $1575 - $2093 Per Week
More Photos Townhomes on Windsor #3 Key West Elegance and modern sophistication are apparent as you enter any one of these six newly complete tow... Details \| Contact Manager	Home	3 / 3.5 / 6	$558 - $658 Per Night $3906 - $4606 Per Week
More Photos Beach House Condo Key West BEACH HOUSE CONDO: A beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Co... Details \| Contact Manager	Condo	2 / 2 / 4	$1300 - $2791 Per Week
More Photos Tropical Dreaming Key West TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. ... Details \| Contact Manager	Home	2 / 3 / 6	$340 - $682 Per Night $2100 - $4350 Per Week
More Photos Townhomes on Windsor #4 Key West Elegance and modern sophistication are apparent as you enter any one of these six newly complete tow... Details \| Contact Manager	Home	3 / 3.5 / 6	$558 - $658 Per Night $3906 - $4606 Per Week
More Photos Conch Wind Key West CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Co... Details \| Contact Manager	Condo	2 / 2 / 4	$230 - $471 Per Night $1375 - $2755 Per Week
More Photos 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... Details \| Contact Manager	Home	5 / 4 / 10	$870 - $2000 Per Night $5950 - $14000 Per Week
More Photos Duval Breeze Key West DUVAL BREEZE: Enjoy the great location of this beautiful 2 bedroom 2.5 bath townhome located in th... Details \| Contact Manager	Condo	2 / 3 / 6	$225 - $435 Per Night $1300 - $2719 Per Week
More Photos Finn Key Key West FINN KEY: A beautiful 2 bedroom 1 bath downstairs condominium located in the Shipyard section of... Details \| Contact Manager	Condo	2 / 1 / 4	$1100 - $2538 Per Week
More Photos Sunrise Suites Key West Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly... Details \| Contact Manager or Book Online	Condo	2 / 2 / 6	* Online booking available $225 - $299 Per Night $1575 - $2093 Per Week
More Photos Villa Tropicale Key West Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this... Details \| Contact Manager	Home	4 / 4 / 8	$710 - $990 Per Night $4830 - $6790 Per Week
More Photos Linger Longer Key West LINGER LONGER -- Enjoy a carefree vacation in this beautifully decorated, 2 bedroom 1.5 bath townho... Details \| Contact Manager	Condo	2 / 2 / 5	$1300 - $2864 Per Week
More Photos Coral Garden Key West CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this h... Details \| Contact Manager	Condo	2 / 3 / 6	$150 - $306 Per Night $900 - $1906 Per Week
May 2 - Jun 29 ~~~GET YOUR SUMMER STARTED RIGHT ~~~ Duval Sea Turt ...
More Photos Duval Sea Turtle Key West DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the ... Details \| Contact Manager	Condo	2 / 3 / 6	$225 - $435 Per Night $1300 - $2719 Per Week
More Photos Beach Club #213 Key West 30 DAY MINIMUM RENTAL Unique oceanfront living sitting 65 feet from the Atlantic awaits you at the ... Details \| Contact Manager	Condo	2 / 2 / 4	Contact Owner Directly For Rates