Florida - Florida Keys Vacation Rental Getaways

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Sort by: Type BR/BA/Sleeps Price

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 / 2 / 4

*
Online booking available

$1890 - $2800
Per Week

Villa Tropicale: A lush, secluded estate in the Casa Mari...

Key West
Villa Tropicale: A lush, secluded estate in the Casa Marina District Tropical seclusion best descri...
Home 4 / 4 / 8

*
Online booking available

$850 - $1100
Per Night

$5740 - $8540
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 / 3 / 6

*
Online booking available

$250 - $350
Per Night

$1680 - $2800
Per Week

Villa Paradiso: A unique mid-town paradise

Key West
This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Medit...
Home 3 / 3 / 6

*
Online booking available

$450 - $590
Per Night

$2940 - $5110
Per Week

Straight shot to the Atlantic Ocean!

Marathon
Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. Thi...
Home 3 / 5 / 8

*
Online booking available

$3000 - $4000
Per Week

Quick Atlantic access, dockage, pool

Marathon
Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. Thi...
Home 3 / 5 / 8

*
Online booking available

$3000 - $4000
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 - $2940
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 / 2 / 2

*
Online booking available

$240 - $320
Per Night

$1470 - $2380
Per Week

Duck Key offerings at beautiful Hawk's Cay Resort

Duck Key
All the comforts of home! Each beautiful unit features a full kitchen, comfortable living space, mu...
Condo 2 / 2 / 4

*
Online booking available

$3200 - $4900
Per Week

Tarpon, dolphin, cobia--name your fishing season

Marathon
Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. Thi...
Home 3 / 5 / 8

*
Online booking available

$3000 - $4000
Per Week

Louisa House: A comfortable four bedroom vacation hideaway

Key West
Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic be...
Home 4 / 4 / 8

*
Online booking available

$490 - $690
Per Night

$3290 - $5600
Per Week

Tucked away near the Southernmost Point, Louisa's Hideawa...

Key West
Tucked away near the Southernmost Point, Louisa's Hideaway is it! Tucked away near the upper end of...
Home 3 / 3 / 6

*
Online booking available

$580 - $780
Per Night

$3710 - $5950
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

$175 - $450
Per Night

$1225 - $3150
Per Week

Tropical condo with spectacular ocean view

Key Colony Beach
14 NIGHT MINIMUM STAY Each unit is fully furnished and has two bedrooms, two bathrooms, dining area,...
Condo 2 / 2 / 4

*
Online booking available

$1000 - $1500
Per Week

Two Bedroom

Marathon
Two Bedroom Unit Description: Our Waterfront Villas are situated right on the Gulf of Mexico and c...
Villa 2 / 2 / 6

*
Online booking available

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Owner
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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 / 3 / 4

*
Online booking available

$250 - $350
Per Night

$1680 - $3150
Per Week

Pool, gulffront, putting green, horsehoes, dockage and more

Marathon
Welcome to the finest private luxury compound in the Florida Keys! Located in beautiful Marathon, ju...
Home 4 / 4 / 10

*
Online booking available

$3000 - $4200
Per Week

Brand New 3 BR, 2 bath with dockage and great introductor...

Ramrod Key
Brand New 3 BR, 2 bath with dockage and great introductory pricing!!!!!! A paradise is immersed whe...
Home 3 / 2 / 8

*
Online booking available

$1300 - $2300
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

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 - $430
Per Night

$2100 - $3430
Per Week

 

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