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

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

Contact
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

Beach House Condo

Key West
BEACH HOUSE CONDO: 2 bedroom 2 bath downstairs condo in the gated Shipyard Condominium area of Tru...
Condo 2 / 2 / 4

$1450 - $3118
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

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

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

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

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

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

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

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

$220 - $413
Per Night

$1365 - $2694
Per Week

May 12 - Jun 30   *** ALL YOU NEED is A LITTLE SLICE of PARADISE ** ...

A Little Slice of Paradise

Key West
A LITTLE SLICE OF PARADISE (monthly rental): Secluded community, steps from the golf course, minute...
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

Coral Garden

Key West
CORAL GARDEN: 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock. Fully-eq...
Condo 2 / 2.5 / 6

$180 - $350
Per Night

$1050 - $2231
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

A Zen Ocean Garden

Key West
A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condo. Enjoy the ocean breezes while...
Condo 2 / 2 / 6

$300 - $494
Per Night

$1800 - $3250
Per Week

Key West Crown Jewel

Key West
KEY WEST CROWN JEWEL: 2-bedroom, 2-bath, penthouse condominium with 1350 square feet of living spac...
Condo 2 / 2 / 6

$345 - $531
Per Night

$2145 - $3369
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

Wind Swept

Key West
WIND SWEPT: 2 bedroom 1.5 bath townhome which includes kitchen, dining alcove, living room and scre...
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

Apr 30 - May 31   *** ESCAPE TO SUNDOWN REFUGE AND SAVE IN JUNE *** ...

Sundown Refuge

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

$2000 - $3915
Per Week

May 16 - May 31   >>>>>SPEND SUMMER AT PERFECT PINEAPPLE<<<<< Splash ...

Perfect Pineapple

Key West
PERFECT PINEAPPLE: Long considered a sign of hospitality, the pineapple is now widely recognized as...
Home 2 / 1 / 4

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Owner
Directly
For Rates

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

Conch Condo

Key West
CONCH CONDO -- 2-bedroom 2-bath upstairs condo features fully equipped kitchen, custom furniture, ...
Condo 2 / 2 / 4

$1350 - $2973
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

 

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