Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

Finn Key

Key West
FINN KEY: A beautiful 2 bedroom 1 bath downstairs condominium located in the Shipyard section of...
Condo 2 / 1 / 4

$1175 - $2683
Per Week

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

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

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

Southard Sophistication

Key West
30 DAY MINIMUM RENTAL This amazing restoration of a majestic Key West bungalow is incredible. Mo...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Tres Gatos

Key West
TRES GATOS: Spend a month (or two) in one of Key West's most revered neighborhoods and live like a ...
Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

Key Lime Calypso

Key West
The best of Key West, in the middle of Historic Old Town and a half block from Duval Street and the ...
Home 2 / 1 / 4

$270 - $350
Per Night

$1820 - $2310
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

Colony Poolside

Key West
Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas ...
Condo 1 / 1 / 2

$190 - $250
Per Night

$1260 - $1680
Per Week

Olivia Cottage

Key West
30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, th...
Home 2 / 2.5 / 4

Contact
Owner
Directly
For Rates

Tranquility

Key West
TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity...
Home 1 / 2 / 3

$210 - $413
Per Night

$1175 - $2465
Per Week

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

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

Contact
Owner
Directly
For Rates

Duval Square Courtyard Condo

Key West
In the heart of Old Town, convenient to everything. The condo is set above a brick, tree lined court...
Condo 3 / 2 / 6

$310 - $410
Per Night

$2030 - $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

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

La Brisa #304W Egrets Landing

Key West
30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy a...
Condo 2 / 2 / 4

Contact
Owner
Directly
For Rates

Papaya Place

Key West
PAPAYA PLACE pops with color! This great 2 bedroom 2 bath condominium at 1800 Atlantic Condominium...
Condo 2 / 2 / 6

$220 - $381
Per Night

$1250 - $2406
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

Ann Street Tranquility

Key West
This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so own...
Condo 1 / 1 / 2

$200 - $260
Per Night

$1330 - $1750
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 - $399
Per Night

$1673 - $2793
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

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

 

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