Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Villa Tropicale: A lush, secluded estate in the Casa Mari...

Key West
Villa Tropicale: A lush, secluded estate in the Casa Marina District Tropical seclusion best descri...
Home 4 / 4 / 8

*
Online booking available

$850 - $1402
Per Night

$5740 - $9940
Per Week

Parrot Perch

Key West
PARROT PERCH: Great location and great value for a great vacation. Parrot Perch is an upstairs 2...
Condo 2 / 2 / 5

$235 - $486
Per Night

$1365 - $3009
Per Week

Casa Grande

Key West
CASA GRANDE: You hear all the time about grand homes tucked away in little private corners of Key We...
Home 5 / 5.5 / 12

$805 - $1689
Per Night

$5350 - $11433
Per Week

Jan 21 - Mar 18   *** GET READY TO BOOGEY AT BOGEY'S RETREAT FOR 10% ...

Bogey's Retreat

Key West
BOGEY'S RETREAT (monthly rental): Welcome to Bogey's Retreat, your home away from home in Key West. ...
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY (monthly rental): This home has everything, including a bit of Key West history. ...
Home 3 / 2.5 / 6

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Owner
Directly
For Rates

Louisa House: A comfortable four bedroom vacation hideaway

Key West
Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic be...
Home 4 / 3.5 / 8

*
Online booking available

$490 - $900
Per Night

$3290 - $6300
Per Week

Conch Corner

Key West
CONCH CORNER: Here's a little gem in a long-established local residential neighborhood just across f...
Home 3 / 3 / 6

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Owner
Directly
For Rates

Catherine House: A charming Old Town Key West cottage

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

*
Online booking available

$320 - $600
Per Night

$2100 - $4200
Per Week

Bowe Conch House

Key West
BOWE CONCH HOUSE (monthly rental): The Bowe Conch House has evolved within the Thomas family, Conchs...
Cottage 3 / 2 / 6

Contact
Owner
Directly
For Rates

Leeward Isle Key West Retreat

Key West
LEEWARD ISLE KEY WEST RETREAT: Small gated compound with only 13 properties, this townhome communi...
Condo 2 / 2 / 4

$275 - $508
Per Night

$1600 - $3168
Per Week

Villa Paradiso: A unique mid-town paradise

Key West
This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Medit...
Home 3 / 3 / 6

*
Online booking available

$450 - $720
Per Night

$2940 - $5320
Per Week

Cayo Hueso Sunshine

Key West
CAYO HUESO SUNSHINE: Awaken your senses with tropical breezes, turquoise waters and Key West Sunshin...
Home 2 / 3 / 6

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Owner
Directly
For Rates

Wind Swept

Key West
WIND SWEPT: Imagine yourself nestled within a serene, lushly landscaped picturesque community with w...
Home 2 / 1.5 / 6

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Owner
Directly
For Rates

Duval Square Castaway: A condo steps from the action

Key West
In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's bric...
Condo 2 / 2.5 / 6

*
Online booking available

$300 - $550
Per Night

$1960 - $3850
Per Week

Havana Lane: A classic conch cottage with rustic charm

Key West
Havana Lane hearkens back to a time when cigar makers lived in the neighborhood, gathering on porch ...
Home 2 / 2 / 4

*
Online booking available

$320 - $570
Per Night

$2030 - $3850
Per Week

Pete's West Cottage steps from Duval

Key West
This property has it all! The styling of the original shot gun homes of Key West restored with a bea...
Cottage 2 / 1 / 4

*
Online booking available

$270 - $475
Per Night

$1750 - $3150
Per Week

Paradise Place

Key West
PARADISE PLACE: Ground level 1-bedroom 1-bath condo in the Palm Gardens community just 6 blocks f...
Condo 1 / 1 / 4

$165 - $363
Per Night

$945 - $2313
Per Week

Linger Longer

Key West
LINGER LONGER: 2 bedroom 1.5 bath townhome in Truman Annex. Master bedroom with queen bed and gue...
Condo 2 / 1.5 / 5

$230 - $493
Per Night

$1425 - $3241
Per Week

Finn Key

Key West
FINN KEY: 2 bedroom 1 bath downstairs condo in The Shipyard section of Truman Annex, one of the most...
Condo 2 / 1 / 4

$205 - $435
Per Night

$1235 - $2828
Per Week

Tranquility

Key West
TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity...
Cottage 1 / 1.5 / 4

$215 - $418
Per Night

$1230 - $2603
Per Week

Pete's East Cottage: Cypress east cottage steps from Duval

Key West
This property has it all! The styling of the original shot gun homes of Key West restored with a bea...
Cottage 2 / 1 / 4

*
Online booking available

$270 - $475
Per Night

$1750 - $3150
Per Week

Whitehead House: A unique two story home beside the Audub...

Key West
Whitehead House: A unique two story home beside the Audubon House Whitehead House is a unique two-s...
Home 3 / 2 / 6

*
Online booking available

$370 - $700
Per Night

$2380 - $4900
Per Week

Green Orchid

Key West
GREEN ORCHID (monthly rental): Have you been dreaming of living like a local in Key West? Your dream...
Cottage 2 / 2.5 / 4

Contact
Owner
Directly
For Rates

Duval Square Penthouse: A large, beautiful condo steps fr...

Key West
Duval Square Penthouse: A large, beautiful condo steps from the action Beautiful four bedroom penth...
Condo 4 / 4.5 / 10

*
Online booking available

$460 - $810
Per Night

$3080 - $5820
Per Week

Truman's Hideaway

Key West
TRUMAN'S HIDEAWAY: It's hard to say which is more impressive, the view of Florida Bay from your priv...
Condo 2 / 2 / 5

$315 - $580
Per Night

$1925 - $3879
Per Week

Key West Getaway Information

A ninety minute drive south of Miami lies the island of Key West. The biggest and most well-known city in Florida's southernmost archipelago offers a vacationer a myriad of things to do and see. The experience of Key West goes well beyond the its sugar sandy beaches and clear emerald waters.

The Key West National Wildlife Refuge consists of all the keys except the Ballast Key. The land and water mass stretch 25 miles west from the resort city of Key West. The width of the refuge is 15 miles. Nearly 300 species of birds have been recorded within this refuge area and other southwestern Florida refuges. Visitors will find the boat access only islands clearly designated, open to public or restricted lands. A visitor center and a number of private outfitters along U.S. Highway 1 offer extensive details.

The Key West National Wildlife Refuge offers a visitor center on the mainland introducing and outlining visitation of the refuge islands. Paddling, nature photography and wildlife viewing opportunities are supreme. Certain areas are off-limits to visitors. These are usually wildlife nesting areas. Sea kayaking is a favorite area recreation offering a relaxing way to explore some of Florida's most pristine reaches. Outfitters dot US 1 providing guides along with gear necessary to reach the backcountry of the Keys. Excursions take the visitor to shallow flats where creatures such as spiny lobsters, stone crabs, barracudas, stingrays, and sea stars may be observed. The abundant birdlife is particularly enjoyed through a good pair of binoculars. Snorkeling and scuba diving are very popular recreations as well; rental gear is offered through private outfitters.

More Getaway Locations and Properties