Florida - Florida Keys Vacation Rental Getaways

Select a vacation destination from the list below.
You can narrow your search by selecting specific travel dates, a price range or other search options.

Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Beach Club #204 - 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 - $420
Per Night

$1890 - $3010
Per Week

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

Whitehead House: A unique two story home beside the Audub...

Key West
Whitehead House: A unique two story home beside the Audubon House Whitehead House is a unique two-s...
Home 3 / 2 / 6

*
Online booking available

$370 - $500
Per Night

$2380 - $4200
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

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

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

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

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

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

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

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 - $4760
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

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

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

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

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

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

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

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

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 - $3290
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 - $2450
Per Week

 

More Getaway Locations and Properties