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

Varela Cottage

Key West
VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1.5 bedroom 1 bath cot...
Home 1 / 1 / 4

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

$1350 - $3045
Per Week

Tropical Dreaming

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

$340 - $682
Per Night

$2100 - $4350
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

$1350 - $2973
Per Week

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

Villa Soleil

Key West
VILLA SOLEIL -- Located in the historic Foundry building of Truman Annex, a beautiful gated communit...
Condo 2 / 3 / 6

$1650 - $3553
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

$190 - $384
Per Night

$1050 - $2320
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

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

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

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

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

Sunrise Suites

Key West
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly...
Condo 2 / 2 / 6

*
Online booking available

$159 - $499
Per Night

$1173 - $3493
Per Week

Crowner's Jewel

Key West
CROWNER'S JEWEL: Experience the finest in Key West living when you stay in this delightful 2 bedro...
Condo 2 / 3 / 6

$1550 - $3081
Per Week

Aqua Lodge

Key West
What a unique way to spend time in Key West! Live like a Pirate for sometime while enjoying wildlif...
Yacht 1 / 0.5 / 3

$125 - $200
Per Night

$125 - $200
Per Week

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

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

$175 - $338
Per Night

$1000 - $2094
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 / 2 / 6

Contact
Owner
Directly
For Rates

Conch Condo

Key West
CONCH CONDO -- This second-floor 2-bedroom 2-bath condo features fully equipped kitchen, two full...
Condo 2 / 2 / 4

$1350 - $2973
Per Week

Island Spice

Key West
ISLAND SPICE -- A beautiful 2 bedroom, 2.5 bath townhome, located in the historic Foundry building o...
Condo 2 / 3 / 6

$2000 - $4060
Per Week

Casa de Lida beach

Marathon
 LOCATION: Marathon, Marathon Area, Florida Keys, Florida, USA (Key West 50 mi, Miami 90 mi, Ft...
Home 4 / 4 / 10

*
Online booking available

$6000 - $9000
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

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 - $471
Per Night

$1575 - $2900
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 - $381
Per Night

$1250 - $2406
Per Week

 

More Getaway Locations and Properties