Florida - Florida Keys Vacation Rental Getaways

Select a vacation destination from the list below.
You can narrow your search by selecting specific travel dates, a price range or other search options.

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

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

Parrot Perch

Key West
PARROT PERCH -- Located in the gated Shipyard Community in prestigious Truman Annex, this home is in...
Condo 2 / 2 / 5

$1255 - $2828
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

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

Finn Key

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

$1235 - $2828
Per Week

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

$195 - $384
Per Night

$1100 - $2429
Per Week

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

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

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

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

The Victoria House

Key West
THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was buil...
Home 5 / 6 / 12

$865 - $1776
Per Night

$5800 - $12035
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

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

$1890 - $4002
Per Week

Robin's Roost

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

Contact
Owner
Directly
For Rates

Linger Longer

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

$1425 - $3241
Per Week

Tropical Dreaming

Key West
TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. ...
Home 2 / 3 / 6

$340 - $703
Per Night

$2205 - $4720
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

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

Boater's Beach Haven

Key West
BOATER'S BEACH HAVEN: Located midtown on Florida Bay, you'll have first row seats for sunset ever...
Condo 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 / 3 / 6

$225 - $471
Per Night

$1350 - $3096
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

Walk to Sombrero Beach

Marathon
Escape to gorgeous Marathon, Florida Keys for a romantic getaway or a fun family retreat. For famili...
Home 3 / 2 / 8

*
Online booking available

$1360 - $1700
Per Week

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

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 / 3 / 6

$180 - $350
Per Night

$1050 - $2231
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

 

More Getaway Locations and Properties