Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

Aqua Lodge

Key West
What a unique way to spend time in Key West! Live like a Pirate for sometime while enjoying wildlif...
Yacht 1 / 0.5 / 3

$125 - $200
Per Night

$125 - $200
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

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

Island Pearl

Key West
ISLAND PEARL: True island living in this 1 loft bedroom 1 bath cottage, complete with living room...
Home 1 / 1 / 2

$210 - $392
Per Night

$1200 - $2320
Per Week

Easy Livin'

Key West
EASY LIVIN' -- The name says it all! This lovely private home with pool is located in a secluded cu...
Home 3 / 4 / 8

$4000 - $9200
Per Week

Sunset Lake

Key West
SUNSET LAKE -- Discover paradise and empty yourself of worries & hurries. Set at the end of a quie...
Home 3 / 3 / 6

Contact
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

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

Key Lime Pie

Key West
KEY LIME PIE - A little slice of Paradise located only one block from the Historic Seaport and clos...
Home 2 / 2 / 4

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

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

Villa Soleil

Key West
VILLA SOLEIL -- Located in the historic Foundry building of Truman Annex, a beautiful gated communit...
Condo 2 / 3 / 6

$1650 - $3553
Per Week

A Little Slice of Paradise

Key West
A LITTLE SLICE OF PARADISE (monthly rental): Imagine yourself in a secluded, gated community steps ...
Home 2 / 2 / 6

Contact
Owner
Directly
For Rates

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

Bahama Dreaming

Key West
BAHAMA DREAMING: When you're dreaming of the ideal place to stay in Key West, imagine this sweet 3-...
Home 3 / 2 / 8

$465 - $906
Per Night

$2925 - $6018
Per Week

Varela Cottage

Key West
VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1.5 bedroom 1 bath cot...
Home 1 / 1 / 4

Contact
Owner
Directly
For Rates

May 25 - Sep 19   *** ATLANTIC BLUES WILL MAKE YOU SMILE *** Sure, it ...

Atlantic Blues

Key West
ATLANTIC BLUES - A stylish example of a Conch cottage, renovated with gorgeous hardwood floors, be...
Home 2 / 1 / 4

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Owner
Directly
For Rates

A Zen Ocean Garden

Key West
A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condominium for focusing on what is i...
Condo 2 / 2 / 6

$300 - $488
Per Night

$1800 - $3250
Per Week

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

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

Beach House Condo

Key West
BEACH HOUSE CONDO: Beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Cond...
Condo 2 / 2 / 4

$1350 - $2973
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

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

 

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