Key West Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Finn Key

Key West
FINN KEY: A beautiful 2 bedroom 1 bath downstairs condominium located in the Shipyard section of ...
Condo 2 / 1 / 4

$1175 - $2683
Per Week

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

Easy Livin'

Key West
EASY LIVIN' -- The name says it all! This lovely private home with pool is located in a secluded cu...
Home 3 / 4 / 8

$4000 - $9200
Per Week

Atlantic Blues

Key West
ATLANTIC BLUES - A stylish example of a Conch cottage, renovated with gorgeous hardwood floors, be...
Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

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 - $381
Per Night

$1250 - $2406
Per Week

Bahama House

Key West
Bahama House - Location, Location, Location! Totally gorgeous, this spacious house is conveniently ...
Home 3 / 4 / 8

$625 - $1298
Per Night

$4165 - $8374
Per Week

Key Lime Pie

Key West
KEY LIME PIE - A little slice of Paradise located only one block from the Historic Seaport and clos...
Home 2 / 2 / 4

Contact
Owner
Directly
For Rates

Artist Garden

Key West
ARTIST GARDEN -- Bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admira...
Home 2 / 3 / 6

$1800 - $3698
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 / 3 / 6

$340 - $682
Per Night

$2100 - $4350
Per Week

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY: This home has everything, including a bit of Key West history. Formerly owned ...
Home 3 / 3 / 6

Contact
Owner
Directly
For Rates

Egret Cottage

Key West
EGRET COTTAGE -- An Idyllic 1 bedroom cottage that is tucked away in a tropical oasis, peaceful and ...
Home 1 / 1 / 4

$190 - $384
Per Night

$1050 - $2320
Per Week

Cayo Hueso Sunshine

Key West
CAYO HUESO SUNSHINE: Awaken your senses with tropical breezes, tourquoise waters and Key West Suns...
Home 2 / 3 / 6

Contact
Owner
Directly
For Rates

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 - $616
Per Night

$2145 - $5390
Per Week

Island Pearl

Key West
ISLAND PEARL: True island living in this 1 loft bedroom 1 bath cottage, complete with living room...
Home 1 / 1 / 2

$210 - $392
Per Night

$1200 - $2320
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

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 - $2843
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

Contact
Owner
Directly
For Rates

A Little Slice of Paradise

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

Contact
Owner
Directly
For Rates

A Zen Ocean Garden

Key West
A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condominium for focusing on what is i...
Condo 2 / 2 / 6

$300 - $488
Per Night

$1800 - $3250
Per Week

Sundown Refuge

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

$1900 - $3770
Per Week

Key West Charming

Key West
KEY WEST CHARMING: This downstairs 2 bedroom 1 bath home has been lovingly cared for by the owners....
Condo 2 / 1 / 4

$1175 - $2683
Per Week

Linger Longer

Key West
LINGER LONGER -- Enjoy a carefree vacation in this beautifully decorated, 2 bedroom 1.5 bath townho...
Condo 2 / 2 / 5

$1350 - $3045
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

Oct 25 - Jan 2   *** CORAL VILLA WANTS YOU TO TAKE A BREAK IN JANUAR ...

Coral Villa

Key West
CORAL VILLA -- Located right in the middle of the action, Coral Villa is a beautiful 3-bedroom townh...
Condo 3 / 3 / 8

$215 - $394
Per Night

$1300 - $2500
Per Week

Lavender Jungle

Key West
LAVENDER JUNGLE - Beautiful 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex, thi...
Condo 2 / 1 / 4

$1175 - $2683
Per Week

 

More Getaway Locations and Properties