Key West Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Leeward Isle Key West Retreat

Key West
LEEWARD ISLE KEY WEST RETREAT -- Dwell in the possibility! From the moment you park in the private ...
Condo 2 / 2 / 4

$265 - $486
Per Night

$1575 - $3118
Per Week

Conch Wind

Key West
CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Co...
Condo 2 / 2 / 4

$265 - $486
Per Night

$1575 - $3118
Per Week

Tranquility

Key West
TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity...
Home 1 / 2 / 4

$215 - $413
Per Night

$1225 - $2574
Per Week

Sunset Lake

Key West
SUNSET LAKE -- Discover paradise and empty yourself of worries & hurries. Set at the end of a quie...
Home 3 / 3 / 6

Contact
Owner
Directly
For Rates

Bloom'n Paradise

Key West
BLOOM'N PARADISE - Relax in luxury in this beautiful Truman Annex private home that features three b...
Home 4 / 4 / 8

$5500 - $11375
Per Week

Coconut Cottage

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

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Owner
Directly
For Rates

A Place in Paradise

Key West
A PLACE IN PARADISE - You will experience true Key West living when you stay in this delightful 2 ...
Condo 2 / 3 / 6

$1625 - $3989
Per Week

Coral Garden

Key West
CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this h...
Condo 2 / 2.5 / 6

$180 - $350
Per Night

$1050 - $2231
Per Week

Papaya Place

Key West
PAPAYA PLACE pops with color! This great 2 bedroom 2 bath condominium at 1800 Atlantic Condominium...
Condo 2 / 2 / 6

$220 - $400
Per Night

$1325 - $2594
Per Week

A Suite Paradise

Key West
A SUITE PARADISE - This lovely home is truly a tropical hideaway tucked away in a secluded Key West ...
Home 2 / 2 / 6

Contact
Owner
Directly
For Rates

Duval Breeze

Key West
DUVAL BREEZE: Enjoy the great location of this beautiful 2 bedroom 2.5 bath townhome located in th...
Condo 2 / 2.5 / 6

$225 - $471
Per Night

$1350 - $3096
Per Week

Key West Crown Jewel

Key West
KEY WEST CROWN JEWEL: We know you'll enjoy staying in our little bit of Paradise. This 2-bedroom, 2...
Condo 2 / 2 / 6

$345 - $531
Per Night

$2145 - $3369
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

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Owner
Directly
For Rates

Robin's Roost

Key West
ROBIN'S ROOST (monthly rental): Tucked away in a quiet local neighborhood, Robin's Roost sits prett...
Home 1 / 1.5 / 2

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Owner
Directly
For Rates

Key West Found

Key West
KEY WEST FOUND – A striking 2 bedroom, 2.5 bath townhome located in the historic brick Foundry build...
Condo 2 / 3 / 6

$1650 - $3806
Per Week

Bogey's Retreat

Key West
BOGEY'S RETREAT: Welcome to Bogey's Retreat, your home away from home in Key West. This lovely tow...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Bahama House

Key West
Bahama House - Location, Location, Location! Totally gorgeous, this spacious house is conveniently ...
Home 3 / 3.5 / 8

$625 - $1298
Per Night

$4165 - $8374
Per Week

Amelia Home

Key West
AMELIA HOME - A 2 bedroom 2.5 bath private home with sparkling private pool that is only four block...
Home 2 / 2.5 / 6

$340 - $703
Per Night

$2205 - $4720
Per Week

The Victoria House

Key West
THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was buil...
Home 5 / 5.5 / 12

$865 - $1776
Per Night

$5800 - $12035
Per Week

Beach House Condo

Key West
BEACH HOUSE CONDO: Beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Cond...
Condo 2 / 2 / 4

$1450 - $3118
Per Week

Key West Ginger House

Key West
KEY WEST GINGER HOUSE - An absolute jewel a few doors from Duval Street, this single family home is ...
Home 2 / 2 / 6

$220 - $442
Per Night

$1365 - $2849
Per Week

Artist Garden

Key West
ARTIST GARDEN -- Bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admira...
Home 2 / 2.5 / 6

$1890 - $4002
Per Week

A Little Slice of Paradise

Key West
A LITTLE SLICE OF PARADISE (monthly rental): Imagine yourself in a secluded, gated community steps ...
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

Bahama Dreaming

Key West
BAHAMA DREAMING: When you're dreaming of the ideal place to stay in Key West, imagine this sweet 3-...
Home 3 / 2 / 8

$465 - $943
Per Night

$3100 - $6344
Per Week

Paradise Place

Key West
PARADISE PLACE – is a ground level one bedroom one bath condominium located in the Palm Gardens comm...
Condo 1 / 1 / 4

$160 - $355
Per Night

$935 - $2284
Per Week

 

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