Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Key West Ginger House

Key West
KEY WEST GINGER HOUSE: 2 bedrooms, 2 full baths ensuite. Historic home built in 1933 takes adv...
Home 2 / 2 / 6

$240 - $471
Per Night

$1680 - $3299
Per Week

Beach Club #112 - Unique Oceanfront living

Key West
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peacef...
Condo 2 / 2 / 5

*
Online booking available

$350 - $503
Per Night

$2310 - $3296
Per Week

Beach Club #204 - Unique Oceanfront living

Key West
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peacef...
Condo 2 / 2 / 5

*
Online booking available

$350 - $535
Per Night

$2310 - $3520
Per Week

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

$340 - $524
Per Night

$2240 - $3221
Per Week

Wind Swept

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

$157 - $157
Per Night

$1099 - $1099
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

$480 - $711
Per Night

$3220 - $5250
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

$330 - $616
Per Night

$2310 - $4314
Per Week

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

$880 - $1310
Per Night

$5950 - $8614
Per Week

A two BR rooftop condo in the heart of Old Town Key West

Key West
This 2 bedroom, 2.5 bath rooftop town home is located within the quaint community of Duval Square. B...
Condo 2 / 2.5 / 6

*
Online booking available

$340 - $524
Per Night

$2240 - $3221
Per Week

Ann Street Cottage: A bright and airy home near Duval Street

Key West
Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a ch...
Cottage 1 / 1.5 / 2

*
Online booking available

$270 - $422
Per Night

$1680 - $2660
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

$290 - $471
Per Night

$1890 - $2800
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

$400 - $597
Per Night

$2660 - $4900
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

$280 - $449
Per Night

$1820 - $3150
Per Week

Key Lime Pie

Key West
KEY LIME PIE: One block from the Historic Seaport and close enough to bike to all the sites and att...
Home 2 / 2 / 4

$210 - $210
Per Night

$1473 - $1473
Per Week

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

$600 - $944
Per Night

$3990 - $5917
Per Week

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

Key West
Casa Atlantica: A studio condo on the Atlantic shore of Key West Located just steps from the White ...
Condo 0 / 1 / 2

*
Online booking available

$210 - $333
Per Night

$1260 - $2240
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

$340 - $524
Per Night

$2240 - $3221
Per Week

Island Wind

Key West
ISLAND WIND : Welcome to a tropical sun drenched oasis in the heart of Old Town Key West. This char...
Home 2 / 2 / 4

$275 - $573
Per Night

$1925 - $4009
Per Week

Hidden Treasure

Key West
HIDDEN TREASURE (monthly rental): You could easily pass by this jewel of a home without ever knowing...
Condo 2 / 2 / 4

$170 - $170
Per Night

$1187 - $1187
Per Week

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 - $573
Per Night

$1925 - $4009
Per Week

Tucked away near the Southernmost Point, Louisa's Hideawa...

Key West
Tucked away near the Southernmost Point, Louisa's Hideaway is it! Tucked away near the upper end of...
Home 3 / 3 / 6

*
Online booking available

$600 - $876
Per Night

$3990 - $6300
Per Week

1Br Restored Conch House w/ Pool & Deck

Key West
Enjoy a classic Key West vacation at this charming 1BR apartment in a restored 1920's conch house. T...
Condo 1 / 1 / 3

*
Online booking available

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Beach Club #103 - Unique oceanfront living with breathtak...

Key West
Beach Club #103 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65...
Condo 2 / 2 / 6

*
Online booking available

$350 - $503
Per Night

$2310 - $3296
Per Week

Casa de Rosalie

Key West
CASA DE ROSALIE (monthly rental): This classic 3-bedroom Conch home is located across the street fr...
Home 3 / 2 / 8

$286 - $286
Per Night

$2000 - $2000
Per Week

Emma's Secret

Key West
Emma's Secret (Monthly Rental) Located in one of Key West’s historic and most cultural neighborhoo...
Condo 2 / 1 / 4

$165 - $165
Per Night

$1156 - $1156
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