Florida - Florida Keys Vacation Rental Getaways

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Sort by: Type BR/BA/Sleeps Price

Linger Longer

Key West
LINGER LONGER: 2 bedroom 1.5 bath townhome in Truman Annex. Master bedroom with queen bed and gue...
Condo 2 / 1.5 / 5

$230 - $493
Per Night

$1425 - $3241
Per Week

Catherine House: A charming Old Town Key West cottage

Key West
This charming Key West style cottage is just a short walk to a selection of great restaurants, art g...
Home 2 / 2 / 4

*
Online booking available

$304 - $600
Per Night

$1995 - $4200
Per Week

Fan-tastic Getaway

Key West
FAN-tastic GETAWAY: Formerly owned by actress and fan dancer, Sally Rand. 60" Smart TV and sur...
Home 3 / 2.5 / 6

Contact
Owner
Directly
For Rates

Sep 3 - Oct 31   **CORAL VILLA - 15% RENTAL RATES FROM SEPTEMBER TH ...

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 - $3360
Per Night

$1365 - $2781
Per Week

Duval Square Retreat: A beautiful condo steps from the ac...

Key West
Duval Square Retreat: A beautiful condo steps from the action Duval Square - The Retreat. In the he...
Condo 2 / 2.5 / 4

*
Online booking available

$238 - $500
Per Night

$1596 - $3500
Per Week

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

Key West
The Palms @ Windsor Lane-Elegant w/Private Pool & Parking Near Duval Welcome to The Palms @ Windsor...
Condo 3 / 3.5 / 6

*
Online booking available

$490 - $1080
Per Night

$3430 - $7000
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 - $493
Per Night

$1425 - $3241
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...
Home 2 / 2.5 / 6

$225 - $508
Per Night

$1350 - $3154
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

$1500 - $1900
Per Week

Sep 3 - Oct 17   PAPAYA PLACE *** RED HOT SUMMER SAVINGS WITH 15% OF ...

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

$220 - $413
Per Night

$1325 - $2725
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 - $580
Per Night

$1625 - $3676
Per Week

Bowe Conch House

Key West
BOWE CONCH HOUSE: The Bowe Conch House has evolved within the Thomas family, Conchs, born and raised...
Cottage 3 / 2 / 6

Contact
Owner
Directly
For Rates

Sip your coffee looking out to a tropical sunrise

Marathon
Picture yourself on a tropical island, half-asleep in a poolside lounge chair of your own private ho...
Home 4 / 3 / 10

*
Online booking available

$4100 - $5600
Per Week

Casa Atlantica: A one BR condo on the Atlantic shore of K...

Key West
Casa Atlantica: A one BR condo on the Atlantic shore of Key West Located just steps from the White ...
Condo 1 / 1 / 2

*
Online booking available

$190 - $320
Per Night

$1131 - $2590
Per Week

Mediterranean styling, oceanview, pool, dockage, hot tub

Marathon
Gorgeous, 4 bedroom, 4 full bath home, plus 1/2 bath, located on exclusive Tingler Island and near S...
Home 4 / 4.5 / 10

*
Online booking available

$4000 - $5500
Per Week

Finn Key

Key West
FINN KEY: 2 bedroom 1 bath downstairs condo in The Shipyard section of Truman Annex, one of the most...
Condo 2 / 1 / 4

$205 - $435
Per Night

$1235 - $2828
Per Week

Perfect Pineapple

Key West
PERFECT PINEAPPLE - Long considered a sign of hospitality, the pineapple is now widely recognized as...
Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

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

$428 - $450
Per Night

$1750 - $3500
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 - $580
Per Night

$1900 - $3879
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

$257 - $400
Per Night

$1596 - $3080
Per Week

2 Bedrooms Apartment at the Mutiny 88347

Coral Gables
Please note these Check-in Day Requirements for this property: Jan 01 2017 - Jan 06 2017 : Sunday, M...
Apartment 2 / 2 / 4

*
Online booking available

$385 - $615
Per Night

$2695 - $4305
Per Week

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

$276 - $500
Per Night

$1796 - $3920
Per Week

Sep 8 - Oct 31   **CROWNER'S JEWEL - 15% OFF SEPTEMBER THROUGH OCTOB ...

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

$260 - $580
Per Night

$1625 - $3676
Per Week

Duval Square Castaway: A condo steps from the action

Key West
In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's bric...
Condo 2 / 2.5 / 6

*
Online booking available

$238 - $440
Per Night

$1596 - $3150
Per Week

Conch Condo

Key West
CONCH CONDO -- 2-bedroom 2-bath upstairs condo features fully equipped kitchen, custom furniture, ...
Condo 2 / 2 / 4

$225 - $486
Per Night

$1350 - $3009
Per Week

 

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