Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

La Dolce Vita, Steps to Duval! 3 blks to South Beach!

Key West
La Dolce Vita is a one bedroom, one bath condo located in Heart of the Historic District of Old Tow...
Condo 1 / 1 / 4

*
Online booking available

$188 - $288
Per Night

$1200 - $1800
Per Week

The Hemingway

Key West
THE HEMINGWAY -- A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Tr...
Condo 2 / 2 / 4

$230 - $493
Per Night

$1425 - $3241
Per Week

Crowner's Jewel

Key West
CROWNER'S JEWEL: Delightful 2 bedroom 2.5 bath Conch-style townhome in the quiet gated community o...
Condo 2 / 2.5 / 6

$275 - $650
Per Night

$1640 - $3676
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

$298 - $478
Per Night

$1959 - $3342
Per Week

Easy Livin'

Key West
EASY LIVIN' : Private home with pool in Truman Annex, a gated community in historic Old Town, in ...
Home 3 / 4 / 8

$4080 - $8831
Per Week

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 / 4

$157 - $157
Per Night

$1099 - $1099
Per Week

Shrimp Party

Key West
Shrimp Party (MONTHLY RENTAL): Key West Pinks, parties and drinks, that is the theme for this island...
Home 2 / 2 / 4

$238 - $238
Per Night

$1663 - $1663
Per Week

Duval Square Retreat: A beautiful condo steps from the ac...

Key West
Duval Square Retreat: A beautiful condo steps from the action Duval Square - The Retreat. In the he...
Condo 2 / 2.5 / 4

*
Online booking available

$271 - $584
Per Night

$1805 - $4085
Per Week

Atlantic Paradise

Key West
ATLANTIC PARADISE -- Imagine the ocean only several yards from your balcony, in a secure gated compl...
Condo 2 / 2 / 6

$230 - $396
Per Night

$1390 - $2616
Per Week

Lavender Jungle

Key West
LAVENDER JUNGLE: 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex. Renovated ki...
Condo 2 / 1 / 4

$205 - $390
Per Night

$1235 - $2535
Per Week

Artist Garden

Key West
ARTIST GARDEN : 2 bedroom 2.5 bath located in the prestigious Admirals Lane neighborhood of Truman...
Home 2 / 2.5 / 4

$315 - $616
Per Night

$1910 - $4118
Per Week

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

$551 - $1030
Per Night

$3664 - $7213
Per Week

Vista Fresco : Oceanside condominiums with resort-style a...

Key West
Vista Fresco : Oceanside condominiums with resort-style amenities Enjoy the resort-style amenities ...
Condo 2 / 2 / 4

*
Online booking available

$307 - $403
Per Night

$2022 - $3080
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

$193 - $193
Per Night

$1350 - $1350
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

Casa Atlantica: A one BR condo on the Atlantic shore of K...

Key West
Casa Atlantica: A one BR condo on the Atlantic shore of Key West Located just steps from the White ...
Condo 1 / 1 / 2

*
Online booking available

$226 - $340
Per Night

$1454 - $2590
Per Week

Tropical Dreaming

Key West
TROPICAL DREAMING: This tropical 2-bedroom home with classic art features, hardwood floors, tall ...
Home 2 / 2.5 / 6

$345 - $732
Per Night

$2275 - $4937
Per Week

Duval Breeze

Key West
DUVAL BREEZE: 2 bedroom 2.5 bath townhome in Duval Square. 1st floor offers an open floor plan w...
Home 2 / 2.5 / 6

$240 - $508
Per Night

$1385 - $3154
Per Week

Osprey

Key West
OSPREY - This bright and colorful studio Key West rental cottage is located in the same small commun...
Cottage 0 / 1 / 2

$155 - $325
Per Night

$835 - $2009
Per Week

Coral Casita

Key West
Coral Casita - Weekly Vacation Rental Completely re-designed, re-decorated and ready for your isla...
Home 3 / 3 / 8

$245 - $432
Per Night

$1380 - $2670
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

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

$179 - $179
Per Night

$1250 - $1250
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 - $374
Per Night

$1230 - $2334
Per Week

Conch Adventure

Key West
CONCH ADVENTURE - Nestled in a quiet corner of the Shipyard Condominiums in Truman Annex, this 2 bed...
Condo 2 / 1 / 4

$205 - $390
Per Night

$990 - $2535
Per Week

Enjoy gentle ocean breezes and gorgeous views at Sea Orch...

Key West
Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E) La Brisa beach condomi...
Condo 2 / 2 / 4

*
Online booking available

$280 - $370
Per Night

$1895 - $2940
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