Florida - Florida Keys Vacation Rental Getaways

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  • Property Options
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Max Price Per Week $
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
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  • Ocean View
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  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

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

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

$1400 - $2300
Per Week

La Dolce Vita, Steps to Duval! 3 blks to South Beach!

Key West
La Dolce Vita is a one bedroom, one bath condo located in Old Town. Located just steps to Duval! Wal...
Condo 1 / 1 / 4

$188 - $288
Per Night

$1200 - $1800
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

$253 - $450
Per Night

$1743 - $3150
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 - $900
Per Night

$3290 - $6300
Per Week

Special "It's So Easy!" $1500 off ! Now $5000 + fees thro...

Marathon
Special "It's So Easy!" $1500 off ! Now $5000 + fees through 12/22/17 Brand new, state-of-the-art h...
Home 4 / 4 / 10

*
Online booking available

$5000 - $6500
Per Week

40% discount Catch Of The Day !! Fall season book today!

Marathon
Quick, easy access to Gulf and boating. Quiet location with privacy and beautiful views of the Gulf ...
Home 3 / 2 / 8

*
Online booking available

$1800 - $2500
Per Week

Pete's Cottages: Twin Cypress cottages 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...
Home 4 / 2 / 8

*
Online booking available

$451 - $900
Per Night

$3032 - $6300
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

$253 - $450
Per Night

$1743 - $3150
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

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

$208 - $324
Per Night

$1327 - $2590
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

$542 - $900
Per Night

$3601 - $6300
Per Week

Truman's Hideaway

Key West
TRUMAN'S HIDEAWAY: It's hard to say which is more impressive, the view of Florida Bay from your priv...
Condo 2 / 2 / 5

$315 - $580
Per Night

$1925 - $3879
Per Week

Charming home with pool and canal in Key Colony Beach!

Key Colony Beach
Absolutely charming, warm and inviting home. Single family home on lovely 12th Street in Key Colony ...
Home 3 / 2 / 8

*
Online booking available

$2000 - $2700
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

$262 - $400
Per Night

$1680 - $3080
Per Week

Canal, pool, 2 BRs and a great breezeway! Key Colony Beac...

Key Colony Beach
Canal, pool, 2 BRs and a great breezeway! Key Colony Beach, Florida Keys This second level two mast...
Home 2 / 2 / 8

*
Online booking available

$1500 - $2500
Per Week

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

$275 - $650
Per Night

$1640 - $3676
Per Week

Quick Ocean access in Key Colony Beach

Key Colony Beach
This 2100 sq ft bright and spacious property is located just 3 houses back from the canal entrance ...
Condo 3 / 2.5 / 8

*
Online booking available

$1250 - $1700
Per Week

Wind Swept

Key West
WIND SWEPT: Imagine yourself nestled within a serene, lushly landscaped picturesque community with w...
Home 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

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 - $480
Per Night

$1890 - $3640
Per Week

Key West Found

Key West
KEY WEST FOUND: 2 bedroom, 2.5 bath townhome in the historic brick Foundry building within the Trum...
Home 2 / 2.5 / 6

$280 - $616
Per Night

$1675 - $3901
Per Week

Conch Condo

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

$235 - $486
Per Night

$1365 - $3009
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

Emma's Secret

Key West
Emma's Secret (Monthly Rental) Located in one of Key West’s historic and most cultural neighborhoo...
Condo 2 / 1 / 4

Contact
Owner
Directly
For Rates

Osprey

Key West
OSPREY - This bright and colorful studio Key West rental cottage is located in the same small commun...
Cottage 0 / 1 / 2

$155 - $363
Per Night

$835 - $2240
Per Week

 

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