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

$220 - $442
Per Night

$1365 - $2849
Per Week

Bloom'n Paradise

Key West
BLOOM'N PARADISE: Private residence with 3 bedrooms and 3 bathrooms in the main house plus a pool...
Home 4 / 4 / 8

$5500 - $11375
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

$1550 - $3278
Per Week

Brisa del Mar

Key West
BRISA DEL MAR - 2 bedroom, 2 bath condo located oceanfront with a direct view of Atlantic Ocean. F...
Condo 2 / 2 / 6

$225 - $388
Per Night

$1325 - $2444
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 / 6

$1890 - $4002
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

$220 - $400
Per Night

$1325 - $2594
Per Week

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY: Formerly owned by actress and fan dancer, Sally Rand. 60" Smart TV and surroun...
Home 3 / 2.5 / 6

Contact
Owner
Directly
For Rates

Bogey's Retreat

Key West
BOGEY'S RETREAT: Ideal for a golfer, it is located at Key West Golf Club. 2 pools nearby. $...
Home 2 / 1.5 / 4

Contact
Owner
Directly
For Rates

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

$265 - $486
Per Night

$1575 - $3118
Per Week

Finn Key

Key West
FINN KEY: 2 bedroom 1 bath downstairs condo in The Shipyard section of Truman Annex, one of the most...
Condo 2 / 1 / 4

$1235 - $2828
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

$1625 - $3618
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

$220 - $400
Per Night

$1325 - $2594
Per Week

Amelia Home

Key West
AMELIA HOME - 2 bedroom 2.5 bath home with sparkling private pool only four blocks from the Atlanti...
Home 2 / 2.5 / 6

$340 - $703
Per Night

$2205 - $4720
Per Week

Boater's Beach Haven

Key West
BOATER'S BEACH HAVEN: Located midtown on Florida Bay. Take advantage of the private boat dock; b...
Condo 2 / 2 / 6

Contact
Owner
Directly
For Rates

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

Contact
Owner
Directly
For Rates

A Suite Paradise

Key West
A SUITE PARADISE - A tropical hideaway tucked in a secluded Key West neighborhood minutes from Duva...
Home 3 / 2 / 6

Contact
Owner
Directly
For Rates

Tres Gatos

Key West
TRES GATOS: Spend a month (or two) in one of Key West's most revered neighborhoods and live like a ...
Home 2 / 1 / 4

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Owner
Directly
For Rates

Heliconia House

Key West
HELICONIA HOUSE (monthly rental): Pristine 3 bedroom private home is a true island escape. Locate...
Home 3 / 2.5 / 6

Contact
Owner
Directly
For Rates

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

$1425 - $3241
Per Week

Sunny View

Key West
SUNNY VIEW: Adorable, affordable, and a great location! Located in Old Town Key West, this 1 bedroo...
Home 1 / 2 / 2

Contact
Owner
Directly
For Rates

Duval Breeze

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

$225 - $471
Per Night

$1350 - $3096
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

$265 - $486
Per Night

$1575 - $3118
Per Week

May 16 - May 31   *** CASA GRANDE OFFERING GRAND RATES FOR JUNE 2015 ...

Casa Grande

Key West
CASA GRANDE: Located on a quaint lane steps from Duval Street with room to park 2 vehicles off-str...
Home 5 / 5.5 / 12

$785 - $1658
Per Night

$5300 - $11310
Per Week

Key West Charming

Key West
KEY WEST CHARMING: Downstairs 2 bedroom 1 bath home in Truman Annex, a secluded gated community in ...
Condo 2 / 1 / 4

$1235 - $2828
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

$340 - $703
Per Night

$2205 - $4720
Per Week

 

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