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

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

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

Pete's West Cottage

Key West
This property has it all! This award winning renovation has been completed recently and offers the ...
Home 2 / 1 / 4

$260 - $330
Per Night

$1680 - $2170
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

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

Casa Atlantica Studio

Key West
A spacious studio apartment and large deck make this the perfect romantic getaway, feast your eyes o...
Home 1 / 1 / 2

$160 - $200
Per Night

$1050 - $1330
Per Week

Bali Hideaway

Key West
Perfect for two, this Bali style, studio cottage has it all... COMFORT and LOCATION. Located on an A...
Cottage 1 / 1 / 2

$190 - $250
Per Night

$1260 - $1680
Per Week

Shipyard 106-2

Key West
Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom an...
Condo 1 / 1 / 4

*
Online booking available

$1500 - $2100
Per Week

Casa Marina Condo #4

Key West
30 DAY MINIMUM RENTAL A spacious one bedroom in a four condominium building in the Casa Marina Distr...
Condo 1 / 1 / 2

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

Southernmost Dacha

Key West
30 DAY MINIMUM RENTAL A spacious ground floor one bedroom in a four unit condominium building in the...
Condo 1 / 1 / 2

Contact
Owner
Directly
For Rates

Ann Street Tranquility

Key West
This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so own...
Condo 1 / 1 / 2

$200 - $260
Per Night

$1330 - $1750
Per Week

Key Lime Calypso

Key West
The best of Key West, in the middle of Historic Old Town and a half block from Duval Street and the ...
Home 2 / 1 / 4

$270 - $350
Per Night

$1820 - $2310
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

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

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

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

$155 - $355
Per Night

$900 - $2175
Per Week

La Brisa #302E Tropical Tranquility

Key West
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for ...
Condo 1 / 1 / 2

$170 - $240
Per Night

$1120 - $1610
Per Week

Casa Atlantica One Bedroom

Key West
Situated on the Atlantic shore of Key West and offering breathtaking panoramas, this outstanding pro...
Condo 1 / 1 / 2

$170 - $220
Per Night

$1120 - $1470
Per Week

Colony Poolside

Key West
Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas ...
Condo 1 / 1 / 2

$190 - $250
Per Night

$1260 - $1680
Per Week

Pete's East Cottage

Key West
This property has it all! This award winning renovation has been completed recently and offers the ...
Home 2 / 1 / 4

$280 - $330
Per Night

$1820 - $2170
Per Week

Orchid Suite

Tavernier
Orchid Suite Unit Description: The Caribbean Orchid Suite features a romantic, semi-enclosed privat...
Condo 0 / 1 / 2

*
Online booking available

$149 - $209
Per Night

$1043 - $1463
Per Week

Shipyard 253

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 2 / 1 / 6

*
Online booking available

$1500 - $2100
Per Week

Tropical Efficiency

Tavernier
Tropical Efficiency Unit Description: The Tropical One-Bedroom Efficiencies are located near the wa...
Condo 1 / 1 / 4

*
Online booking available

$119 - $199
Per Night

$833 - $1393
Per Week

Pool View Cottage

Tavernier
Pool View Cottage Unit Description: The Caribbean Cottages are located close to our private beach a...
Condo 1 / 1 / 4

*
Online booking available

$199 - $325
Per Night

$1393 - $2275
Per Week

 

More Getaway Locations and Properties