Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Duval Square Penthouse

Key West
Beautiful four bedroom penthouse condo steps from the action has been recently upgraded. This four ...
Condo 4 / 5 / 8

$410 - $590
Per Night

$2730 - $3990
Per Week

Whitehead House

Key West
Unique two story, three bedroom, two bathroom home nested beside the Audubon House in Old Town Key W...
Home 3 / 2 / 6

Contact
Owner
Directly
For Rates

Sundown Refuge

Key West
SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refu...
Condo 2 / 2 / 5

$1900 - $3770
Per Week

La Brisa #405E Sea Orchid

Key West
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for...
Condo 2 / 2 / 4

$200 - $290
Per Night

$1330 - $1960
Per Week

Elizabeth Retreat

Key West
30 DAY MINIMUM RENTAL Walk the historic streets of Key West, live in Old Town in a quiet resident...
Home 3 / 2 / 6

Contact
Owner
Directly
For Rates

Atlantic Blues

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

Contact
Owner
Directly
For Rates

Bahama House

Key West
Bahama House - Location, Location, Location! Totally gorgeous, this spacious house is conveniently ...
Home 3 / 4 / 8

$625 - $1173
Per Night

$4165 - $7639
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

Conch Condo

Key West
CONCH CONDO -- This second-floor 2-bedroom 2-bath condo features fully equipped kitchen, two full...
Condo 2 / 2 / 4

$1350 - $2973
Per Week

Apr 8 - Apr 30   *** SOUTHARD CHARM FOR A GREAT RATE! *** April spr ...

Southard Charm

Key West
SOUTHARD CHARM (formerly Garden House): A lovely jewel, Southard Charm is a quaint Conch house nest...
Home 3 / 2 / 8

$400 - $856
Per Night

$2650 - $5873
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 / 6

$1350 - $3045
Per Week

Ann Street Cottage

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

$190 - $250
Per Night

$1260 - $1680
Per Week

Vista Verde

Key West
Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setti...
Condo 2 / 2 / 4

$230 - $290
Per Night

$1540 - $1960
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

Casa Marina Condo #4

Key West
30 DAY MINIMUM RENTAL A spacious one bedroom in a four condominium building in the Casa Marina Distr...
Condo 1 / 1 / 2

Contact
Owner
Directly
For Rates

Waterfront Escape

Key West
Located in Big Coppitt is this secluded, waterfront paradise. This 3 bedroom, 3 bathroom house featu...
Home 3 / 3 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Pelican Landing Dominica Retreat

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 2 / 2 / 8

*
Online booking available

$300 - $450
Per Night

$2100 - $3150
Per Week

Pelican Landing St. Thomas Penthouse

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 4 / 4 / 14

*
Online booking available

$500 - $650
Per Night

$3500 - $4550
Per Week

Shipyard 253

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 2 / 1 / 6

*
Online booking available

$1500 - $2100
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

Pelican Landing St. Kitts Penthouse

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 3 / 4 / 10

*
Online booking available

$400 - $550
Per Night

$2800 - $3850
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 / 4

*
Online booking available

$239 - $399
Per Night

$1673 - $2793
Per Week

205E La Brisa

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 2 / 2 / 4

*
Online booking available

$1750 - $2450
Per Week

Key Haven Retreat

Key West
This Key Haven open-water home has it all!! Enjoy the custom in-ground pool. Bar-b-que and dine in y...
Home 4 / 3 / 10

*
Online booking available

Contact
Owner
Directly
For Rates

Manatee Manor

Key West
Just 10 miles from Old Town you?ll find a seaside neighborhood that recalls Lower Keys life in the g...
Home 3 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

 

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