Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$225 - $605
Per Night

$1575 - $4235
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

$160 - $440
Per Night

$1120 - $3080
Per Week

Coral Villa

Key West
CORAL VILLA: A beautiful 3-bedroom townhome in the gated community of Coral Hammock. Just off U.S....
Condo 3 / 3 / 8

$245 - $629
Per Night

$1715 - $4403
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 - $402
Per Night

$2310 - $2740
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

$175 - $495
Per Night

$1225 - $3465
Per Week

Sunny View

Key West
SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the monthly rental K...
Cottage 1 / 2 / 2

$179 - $179
Per Night

$1250 - $1250
Per Week

Papaya Place

Key West
PAPAYA PLACE: 2 bedroom 2 bath condo at 1800 Atlantic Blvd. with garden view overlooking the natur...
Condo 2 / 2 / 6

$200 - $550
Per Night

$1400 - $3850
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

$225 - $605
Per Night

$1575 - $4235
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

$210 - $550
Per Night

$1470 - $3850
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

$209 - $300
Per Night

$1260 - $2240
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

$700 - $1980
Per Night

$4900 - $13860
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

$270 - $319
Per Night

$1750 - $2091
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

Sundown Refuge

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

$300 - $748
Per Night

$2100 - $5236
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

$230 - $322
Per Night

$1470 - $2450
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 - $391
Per Night

$1890 - $2800
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

$210 - $605
Per Night

$1470 - $4235
Per Week

Stunning Old Town 3Br w/ Private Elevator, 5 Balconies & ...

Key West
Stunning Old Town 3Br w/ Private Elevator, 5 Balconies & Community Pool PROPERTY OVERVIEW Situated...
Villa 3 / 3.5 / 6

*
Online booking available

$433 - $981
Per Night

$3031 - $6869
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

$275 - $715
Per Night

$1925 - $5005
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

Southard Street Queen Conch - A Historic compound with la...

Key West
Southard Street Queen Conch - A Historic compound with large sunny pool On a lovely tree-lined resi...
Home 4 / 4 / 8

*
Online booking available

$790 - $1221
Per Night

$5320 - $8400
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 - $402
Per Night

$2310 - $2740
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

$182 - $182
Per Night

$1275 - $1275
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

$590 - $777
Per Night

$3990 - $6650
Per Week

Conch House in the Keys? 3Br with Stunning Backyard Pool

Key West
A memorable Key West retreat for up to six guests awaits at this lovely 3BR/2.5BA rental, one of two...
Condo 3 / 2.5 / 6

*
Online booking available

$2323 - $5772
Per Week

 

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