Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $955
Per Night

$3664 - $6033
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

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

4 Palms

Key West
4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa, ...
Condo 2 / 2 / 6

$230 - $413
Per Night

$1390 - $2725
Per Week

A Place in Paradise

Key West
A PLACE IN PARADISE - Experience Key West living in this 2 bedroom 2.5 bath Conch-Style home in Tr...
Condo 2 / 2.5 / 6

$275 - $650
Per Night

$1640 - $3296
Per Week

Duval Square Courtyard Condo is just steps from the action

Key West
In the heart of Old Town, convenient to everything, this condo is set above a brick and tree lined c...
Condo 3 / 2 / 8

*
Online booking available

$433 - $732
Per Night

$2906 - $4900
Per Week

Pete's Cottages: Twin Cypress cottages 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...
Home 4 / 2 / 8

*
Online booking available

$533 - $955
Per Night

$3538 - $6033
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

$352 - $530
Per Night

$2338 - $3920
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

$1725 - $3516
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

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

$244 - $403
Per Night

$1516 - $2822
Per Week

Coconut Cottage

Key West
COCONUT COTTAGE -- Adorable, affordable, and near all the action.... You bet! Coconut Cottage is the...
Cottage 1 / 2 / 2

$200 - $200
Per Night

$1397 - $1397
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

True Paradise

Key West
TRUE PARADISE: Nestled in the ever popular local residential neighborhood known as The Meadows, thi...
Condo 2 / 2 / 4

$214 - $214
Per Night

$1500 - $1500
Per Week

Conch Wind

Key West
CONCH WIND: Conch-style townhome in Old Town Key West nestled in a quiet, secure compound. Ope...
Condo 2 / 2 / 4

$275 - $573
Per Night

$1725 - $3516
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

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

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

$298 - $478
Per Night

$1959 - $3342
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

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

$1725 - $3516
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

The Dolphin House

Key West
THE DOLPHIN HOUSE: Twice the comfort of and twice the amenities - located in the exclusive Truman An...
Home 4 / 3.5 / 8

$4650 - $10585
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

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

$165 - $165
Per Night

$1156 - $1156
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

$334 - $480
Per Night

$2212 - $3640
Per Week

 

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