Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Angela Cottage

Key West
30 DAY MINIMUM RENTAL ANGELA COTTAGE This cute cottage just off of Frances Street is a great hid...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

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

Sunny View

Key West
SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the perfect escape f...
Home 1 / 2 / 2

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Owner
Directly
For Rates

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

Amelia Home

Key West
AMELIA HOME - A 2 bedroom 2.5 bath private home with sparkling private pool that is only four block...
Home 2 / 3 / 6

$340 - $682
Per Night

$2100 - $4350
Per Week

La Brisa #302E Tropical Tranquility

Key West
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for ...
Condo 1 / 1 / 2

$170 - $240
Per Night

$1120 - $1610
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

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

Casa Atlantica One Bedroom

Key West
Situated on the Atlantic shore of Key West and offering breathtaking panoramas, this outstanding pro...
Condo 1 / 1 / 2

$170 - $220
Per Night

$1120 - $1470
Per Week

Key West Found

Key West
KEY WEST FOUND – A striking 2 bedroom, 2.5 bath townhome located in the historic brick Foundry build...
Condo 2 / 3 / 6

$1650 - $3553
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

Vista Verde

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

$230 - $290
Per Night

$1540 - $1960
Per Week

Packer Retreat

Key West
30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectur...
Home 3 / 3.5 / 6

Contact
Owner
Directly
For Rates

Bali Hideaway

Key West
Perfect for two, this Bali style, studio cottage has it all... COMFORT and LOCATION. Located on an A...
Cottage 1 / 1 / 2

$190 - $250
Per Night

$1260 - $1680
Per Week

Townhomes on Windsor #5

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

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

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

Southard Street - Queen Conch

Key West
On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet...
Home 4 / 4 / 8

$730 - $930
Per Night

$4900 - $6300
Per Week

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

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

Casa Atlantica Studio

Key West
A spacious studio apartment and large deck make this the perfect romantic getaway, feast your eyes o...
Home 1 / 1 / 2

$160 - $200
Per Night

$1050 - $1330
Per Week

Key West Crown Jewel

Key West
KEY WEST CROWN JEWEL: We know you'll enjoy staying in our little bit of Paradise. This 2-bedroom, 2...
Condo 2 / 2 / 6

$345 - $616
Per Night

$2145 - $5390
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

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

Havana Lane

Key West
Thoughtfully restored, Havana Lane, hearkens back to a time when cigar makers lived in the neighborh...
Home 2 / 2 / 4

$320 - $430
Per Night

$2030 - $2800
Per Week

 

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