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

Key West Crown Jewel

Key West
KEY WEST CROWN JEWEL: 2-bedroom, 2-bath, penthouse condominium with 1350 square feet of living spac...
Condo 2 / 2 / 6

$375 - $570
Per Night

$2250 - $3950
Per Week

Beach Club #104 - Unique oceanfront living with breathtak...

Key West
Beach Club #104 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65...
Condo 2 / 2 / 6

*
Online booking available

$290 - $370
Per Night

$1890 - $3290
Per Week

Duval Square Courtyard Condo is just steps from the action

Key West
In the heart of Old Town, convenient to everything, this condo is set above a brick and tree lined c...
Condo 3 / 2 / 8

*
Online booking available

$330 - $520
Per Night

$2100 - $4340
Per Week

Duval Breeze

Key West
DUVAL BREEZE: 2 bedroom 2.5 bath townhome in Duval Square. 1st floor offers an open floor plan w...
Condo 2 / 2.5 / 6

$225 - $471
Per Night

$1350 - $3096
Per Week

Papaya Place

Key West
PAPAYA PLACE: 2 bedroom 2 bath condo at 1800 Atlantic Blvd. with garden view overlooking the natur...
Condo 2 / 2 / 6

$230 - $413
Per Night

$1390 - $2725
Per Week

Coral Villa

Key West
CORAL VILLA: A beautiful 3-bedroom townhome in the gated community of Coral Hammock. Just off U.S....
Condo 3 / 3 / 8

$220 - $432
Per Night

$1365 - $2828
Per Week

Truman's Hideaway

Key West
TRUMAN'S HIDEAWAY: Lovely condo in the exclusive Harbour Place condominium complex in Truman Annex. ...
Condo 2 / 2 / 5

$305 - $504
Per Night

$1900 - $3770
Per Week

Vista Fresco : Oceanside condominiums with resort-style a...

Key West
Vista Fresco : Oceanside condominiums with resort-style amenities Enjoy the resort-style amenities ...
Condo 2 / 2 / 6

*
Online booking available

$270 - $340
Per Night

$1680 - $2660
Per Week

Boater's Beach Haven

Key West
BOATER'S BEACH HAVEN: Located midtown on Florida Bay. Take advantage of the private boat dock; b...
Condo 2 / 2 / 6

Contact
Owner
Directly
For Rates

1 bedroom/1 bathroom premium condo

Key West
1 bedroom/1 bathroom premium condo Unit Description: This is a 1 bed/1 bathroom condo that features...
Condo 1 / 1 / 4

*
Online booking available

$175 - $369
Per Night

$1225 - $2583
Per Week

May 3 - Jun 1   SUPER SAVINGS WITH SUMMER PRICING DURING THE MONTH ...

Parrot Perch

Key West
PARROT PERCH: Great location and great value for a great vacation. Parrot Perch is an upstairs 2...
Condo 2 / 2 / 5

$191 - $422
Per Night

$1148 - $2973
Per Week

President's Walk is perfectly located in the Truman Annex

Key West
President?s Walk is perfectly located in the Truman Annex. A quick stroll to Duval Street and minute...
Condo 2 / 1.5 / 4

*
Online booking available

$1890 - $3150
Per Week

May 3 - Jun 1   SUPER SAVINGS WITH SUMMER PRICING DURING THE MONTH ...

Key West Charming

Key West
KEY WEST CHARMING: Downstairs 2 bedroom 1 bath home in Truman Annex, a secluded gated community in ...
Condo 2 / 1 / 4

$205 - $375
Per Night

$1235 - $2828
Per Week

Hidden Treasure

Key West
HIDDEN TREASURE (monthly rental): You could easily pass by this jewel of a home without ever knowing...
Condo 2 / 2 / 4

Contact
Owner
Directly
For Rates

Beach Club #204 - Unique Oceanfront living

Key West
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peacef...
Condo 2 / 2 / 5

*
Online booking available

$290 - $370
Per Night

$1890 - $3500
Per Week

Enjoy soothing ocean breezes at Tropical Tranquility (La ...

Key West
Enjoy soothing ocean breezes at Tropical Tranquility (La Brisa #302E) La Brisa beach condominiums o...
Condo 1 / 1 / 4

*
Online booking available

$170 - $220
Per Night

$1120 - $2030
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

$230 - $428
Per Night

$1425 - $3241
Per Week

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

$230 - $413
Per Night

$1390 - $2725
Per Week

May 3 - Jun 1   SUPER SAVINGS WITH SUMMER PRICING DURING THE MONTH ...

Crowner's Jewel

Key West
CROWNER'S JEWEL: Delightful 2 bedroom 2.5 bath Conch-style townhome in the quiet gated community o...
Condo 2 / 2.5 / 6

$217 - $466
Per Night

$1318 - $3277
Per Week

The Palms @ Windsor Lane-Elegant w/Private Pool & Parking...

Key West
The Palms @ Windsor Lane-Elegant w/Private Pool & Parking Near Duval Nestled in a quaint, old town ...
Condo 3 / 3.5 / 6

*
Online booking available

$600 - $895
Per Night

$3990 - $7000
Per Week

2 bedroom/2 bathroom premium condo

Key West
2 bedroom/2 bathroom premium condo Unit Description: This is a 2 bed/2 bathroom condo that features...
Condo 2 / 2 / 6

*
Online booking available

$207 - $625
Per Night

$1449 - $4375
Per Week

Beach Club #112 - Unique Oceanfront living

Key West
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peacef...
Condo 2 / 2 / 5

*
Online booking available

$290 - $370
Per Night

$1890 - $3290
Per Week

A Place in Paradise

Key West
A PLACE IN PARADISE - Experience Key West living in this 2 bedroom 2.5 bath Conch-Style home in Tr...
Condo 2 / 2.5 / 6

$260 - $504
Per Night

$1625 - $3618
Per Week

Leeward Isle Key West Retreat

Key West
LEEWARD ISLE KEY WEST RETREAT: Small gated compound with only 13 properties, this townhome communi...
Condo 2 / 2 / 4

$265 - $420
Per Night

$1575 - $3118
Per Week

Sundown Refuge

Key West
SUNDOWN REFUGE: Brilliant sunshine and magnificent sunsets in the Harbour Place condo complex in Tru...
Condo 2 / 2 / 5

$310 - $617
Per Night

$2000 - $3915
Per Week

Key West Getaway Information

A ninety minute drive south of Miami lies the island of Key West. The biggest and most well-known city in Florida's southernmost archipelago offers a vacationer a myriad of things to do and see. The experience of Key West goes well beyond the its sugar sandy beaches and clear emerald waters.

The Key West National Wildlife Refuge consists of all the keys except the Ballast Key. The land and water mass stretch 25 miles west from the resort city of Key West. The width of the refuge is 15 miles. Nearly 300 species of birds have been recorded within this refuge area and other southwestern Florida refuges. Visitors will find the boat access only islands clearly designated, open to public or restricted lands. A visitor center and a number of private outfitters along U.S. Highway 1 offer extensive details.

The Key West National Wildlife Refuge offers a visitor center on the mainland introducing and outlining visitation of the refuge islands. Paddling, nature photography and wildlife viewing opportunities are supreme. Certain areas are off-limits to visitors. These are usually wildlife nesting areas. Sea kayaking is a favorite area recreation offering a relaxing way to explore some of Florida's most pristine reaches. Outfitters dot US 1 providing guides along with gear necessary to reach the backcountry of the Keys. Excursions take the visitor to shallow flats where creatures such as spiny lobsters, stone crabs, barracudas, stingrays, and sea stars may be observed. The abundant birdlife is particularly enjoyed through a good pair of binoculars. Snorkeling and scuba diving are very popular recreations as well; rental gear is offered through private outfitters.

More Getaway Locations and Properties