Florida - Florida Keys Vacation Rental Getaways

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Sort by: Type BR/BA/Sleeps Price

Chillin' on the dock!

Marathon
Beautiful 3 bedroom home on Flamingo Island. Panaramic view of the harbor from this porrch. Downsta...
Home 3 / 3 / 8

*
Online booking available

$3000 - $4000
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

$320 - $420
Per Night

$2100 - $3500
Per Week

Direct and easy gulf access!

Marathon
Beautiful two bedroom, two bath home in Marathon has a fantastic Gulf view and quick, easy access t...
Home 2 / 2 / 6

*
Online booking available

$1360 - $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

Beach Club #201 - 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 / 6

*
Online booking available

$290 - $420
Per Night

$1890 - $3010
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

$225 - $525
Per Night

$1575 - $3675
Per Week

Southard Street Queen Conch - A Historic compound with la...

Key West
Southard Street Queen Conch - A Historic compound with large sunny pool On a lovely tree-lined resi...
Home 4 / 4 / 8

*
Online booking available

$750 - $1030
Per Night

$5040 - $7700
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

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 - $420
Per Night

$1890 - $3010
Per Week

Havana Lane: A classic conch cottage with rustic charm

Key West
Thoughtfully restored, Havana Lane, hearkens back to a time when cigar makers lived in the neighborh...
Home 2 / 2 / 4

*
Online booking available

$320 - $430
Per Night

$2030 - $3640
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

$250 - $350
Per Night

$1680 - $3150
Per Week

Lovely home on beautiful Coco Plum Beach with 100' of dee...

Marathon
Lovely home on beautiful Coco Plum Beach with 100' of deep water dockage! Lovely home on beautiful ...
Home 5 / 4 / 12

*
Online booking available

$4500 - $6500
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 / 4.5 / 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 / 4.5 / 8

*
Online booking available

$3000 - $4000
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 / 4.5 / 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 / 3.5 / 8

*
Online booking available

$490 - $690
Per Night

$3290 - $5600
Per Week

Duval Square Penthouse: A large, beautiful condo steps fr...

Key West
Duval Square Penthouse: A large, beautiful condo steps from the action Beautiful four bedroom penth...
Condo 4 / 4.5 / 10

*
Online booking available

$470 - $690
Per Night

$3080 - $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

$200 - $260
Per Night

$1190 - $1820
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 / 2.5 / 6

*
Online booking available

$250 - $350
Per Night

$1680 - $2800
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

Contact
Owner
Directly
For Rates

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 - $2000
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 - $2800
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

 

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