Florida - Florida Keys Vacation Rental Getaways

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  • Property Options
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  • Pets Allowed
  • Private Pool
  • Pool Access
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
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  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Villa Tropicale

Key West
Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this...
Home 4 / 4 / 8

$710 - $990
Per Night

$4830 - $6790
Per Week

Duval Square Penthouse

Key West
Beautiful four bedroom penthouse condo steps from the action has been recently upgraded. This four ...
Condo 4 / 5 / 8

$410 - $590
Per Night

$2730 - $3990
Per Week

Whitehead House

Key West
Unique two story, three bedroom, two bathroom home nested beside the Audubon House in Old Town Key W...
Home 3 / 2 / 6

Contact
Owner
Directly
For Rates

Sundown Refuge

Key West
SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refu...
Condo 2 / 2 / 5

$1900 - $3770
Per Week

La Brisa #405E Sea Orchid

Key West
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for...
Condo 2 / 2 / 4

$200 - $290
Per Night

$1330 - $1960
Per Week

Elizabeth Retreat

Key West
30 DAY MINIMUM RENTAL Walk the historic streets of Key West, live in Old Town in a quiet resident...
Home 3 / 2 / 6

Contact
Owner
Directly
For Rates

Atlantic Blues

Key West
ATLANTIC BLUES - A stylish example of a Conch cottage, renovated with gorgeous hardwood floors, be...
Home 2 / 1 / 4

Contact
Owner
Directly
For Rates

Bahama House

Key West
Bahama House - Location, Location, Location! Totally gorgeous, this spacious house is conveniently ...
Home 3 / 4 / 8

$625 - $1173
Per Night

$4165 - $7639
Per Week

Island Pearl

Key West
ISLAND PEARL: True island living in this 1 loft bedroom 1 bath cottage, complete with living room...
Home 1 / 1 / 2

$210 - $392
Per Night

$1200 - $2320
Per Week

Conch Condo

Key West
CONCH CONDO -- This second-floor 2-bedroom 2-bath condo features fully equipped kitchen, two full...
Condo 2 / 2 / 4

$1350 - $2973
Per Week

Casa de Lida beach

Marathon
 LOCATION: Marathon, Marathon Area, Florida Keys, Florida, USA (Key West 50 mi, Miami 90 mi, Ft...
Home 4 / 4 / 10

*
Online booking available

$6000 - $9000
Per Week

Apr 8 - Apr 30   *** SOUTHARD CHARM FOR A GREAT RATE! *** April spr ...

Southard Charm

Key West
SOUTHARD CHARM (formerly Garden House): A lovely jewel, Southard Charm is a quaint Conch house nest...
Home 3 / 2 / 8

$400 - $856
Per Night

$2650 - $5873
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 / 6

$1350 - $3045
Per Week

Ann Street Cottage

Key West
This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so own...
Condo 1 / 2 / 2

$190 - $250
Per Night

$1260 - $1680
Per Week

Vista Verde

Key West
Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setti...
Condo 2 / 2 / 4

$230 - $290
Per Night

$1540 - $1960
Per Week

Sunrise Suites

Key West
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly...
Condo 2 / 2 / 6

*
Online booking available

$239 - $399
Per Night

$1673 - $2793
Per Week

Casa Marina Condo #4

Key West
30 DAY MINIMUM RENTAL A spacious one bedroom in a four condominium building in the Casa Marina Distr...
Condo 1 / 1 / 2

Contact
Owner
Directly
For Rates

Waterfront Escape

Key West
Located in Big Coppitt is this secluded, waterfront paradise. This 3 bedroom, 3 bathroom house featu...
Home 3 / 3 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Brand new 3 bedroom,2 bath with dockage!

Ramrod Key
A paradise is immersed when entering Ramrod Key. It offers you a close relationship with the nature ...
Home 3 / 2 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Orchid Suite

Tavernier
Orchid Suite Unit Description: The Caribbean Orchid Suite features a romantic, semi-enclosed privat...
Condo 0 / 1 / 2

*
Online booking available

$149 - $209
Per Night

$1043 - $1463
Per Week

Pelican Landing Dominica Retreat

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 2 / 2 / 8

*
Online booking available

$300 - $450
Per Night

$2100 - $3150
Per Week

Pelican Landing St. Thomas Penthouse

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 4 / 4 / 14

*
Online booking available

$500 - $650
Per Night

$3500 - $4550
Per Week

Shipyard 253

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 2 / 1 / 6

*
Online booking available

$1500 - $2100
Per Week

Sunrise Suites

Key West
Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly...
Condo 2 / 2 / 6

*
Online booking available

$239 - $399
Per Night

$1673 - $2793
Per Week

Pelican Landing St. Kitts Penthouse

Key West
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age req...
Condo 3 / 4 / 10

*
Online booking available

$400 - $550
Per Night

$2800 - $3850
Per Week

 

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