Florida - Florida Keys Vacation Rental Getaways

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Sort by: Type BR/BA/Sleeps Price

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

Island Pearl

Key West
ISLAND PEARL: Loft bedroom 1-bath cottage, complete with living room and kitchen. French doors open...
Home 1 / 1 / 2

$210 - $392
Per Night

$1200 - $2320
Per Week

Lavender Jungle

Key West
LAVENDER JUNGLE: 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex. Renovated ki...
Condo 2 / 1 / 4

$1235 - $2828
Per Week

Mar 28 - May 29   *** MAY IS A SPECIAL MONTH IN EGRET COTTAGE *** Jus ...

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

Paradise Place

Key West
PARADISE PLACE: Ground level 1-bedroom 1-bath condo in the Palm Gardens community just 6 blocks f...
Condo 1 / 1 / 4

$160 - $355
Per Night

$935 - $2284
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

$1235 - $2828
Per Week

Apr 16 - May 31   *** SPECIAL COTTAGE @ SPECIAL PRICES*** Live like a ...

Atlantic Blues

Key West
ATLANTIC BLUES - Stylish Conch cottage with hardwood floors, glass tiles, granite countertops and ...
Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

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

$1235 - $2828
Per Week

Varela Cottage

Key West
VARELA COTTAGE: One bedroom cottage with sleeping loft and private Jacuzzi. Enter the great room w...
Home 1 / 1 / 4

Contact
Owner
Directly
For Rates

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 - $240
Per Night

$1120 - $1820
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

$200 - $260
Per Night

$1190 - $1820
Per Week

Key Lime Calypso: A cottage in the heart of Bahama Village

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

*
Online booking available

$270 - $350
Per Night

$1820 - $2800
Per Week

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

Key West
Casa Atlantica: A studio condo on the Atlantic shore of Key West Located just steps from the White ...
Condo 0 / 1 / 2

*
Online booking available

$180 - $240
Per Night

$1050 - $1680
Per Week

Premium studio condo

Key West
Premium studio condo Unit Description: This newly refurbished studio, decorated with island-inspire...
Condo 0 / 1 / 2

*
Online booking available

$163 - $325
Per Night

$1141 - $2275
Per Week

Pete's East Cottage: Cypress east cottage steps from Duval

Key West
This property has it all! The styling of the original shot gun homes of Key West restored with a bea...
Cottage 2 / 1 / 4

*
Online booking available

$270 - $370
Per Night

$1750 - $2800
Per Week

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

$179 - $450
Per Night

$1253 - $3150
Per Week

Ocean Pointe Suites at Key Largo

Keys
Please note these Check-in Day Requirements for this property: Nov 26 - Nov 28 : Thursday, Friday an...
Apartment 1 / 1 / 4

*
Online booking available

$185 - $350
Per Night

$1225 - $1820
Per Week

Pete's West Cottage steps from Duval

Key West
This property has it all! The styling of the original shot gun homes of Key West restored with a bea...
Cottage 2 / 1 / 4

*
Online booking available

$270 - $370
Per Night

$1750 - $2800
Per Week

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

$1425 - $3241
Per Week

Bogey's Retreat

Key West
BOGEY'S RETREAT: Ideal for a golfer, it is located at Key West Golf Club. 2 pools nearby. $...
Home 2 / 1.5 / 4

Contact
Owner
Directly
For Rates

A Little Slice of Paradise

Key West
A LITTLE SLICE OF PARADISE (monthly rental): Secluded community, steps from the golf course, minute...
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

Tranquility

Key West
TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity...
Home 1 / 1.5 / 4

$215 - $413
Per Night

$1225 - $2574
Per Week

Robin's Roost

Key West
ROBIN'S ROOST (monthly rental): In a quiet local neighborhood, open living space in this 1-bedroo...
Home 1 / 1.5 / 2

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

$1890 - $2800
Per Week

Ann Street Cottage: A bright and airy home near Duval Street

Key West
Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a ch...
Cottage 1 / 1.5 / 2

*
Online booking available

$240 - $320
Per Night

$1470 - $2450
Per Week

 

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