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

2 Br, 1 Ba Margaritavilla Beach Cottage In Old Town

Key West
IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you ...
Cottage 2 / 1 / 6

$290 - $516
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

Tranquility in Paradise - Home with dock - Sugarloaf Key, Fl

Sugarloaf Key
This pet friendly home completed on 2012 has 5 rooms, 3 king size beds, and 4 twins plus a twin sofa...
Home 5 / 3 / 10

Contact
Owner
Directly
For Rates

2/2 corner unit condo just a mile from Sombrero Beach

Marathon
2/2 second floor corner condo completely renovated with canal view! This cute condo has a serene be...
Condo 2 / 2 / 4

*
Online booking available

$1500 - $2000
Per Week

2 Br, 2 Ba Margaritavilla Beach Cottage In Old Town

Key West
IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you ...
Cottage 2 / 2 / 6

$350 - $660
Per Night

1 Br Margaritavilla Beach Cottage In Old Town Key West

Key West
IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you...
Cottage 1 / 1 / 2

$240 - $468
Per Night

535 Ocean Way Home

Key Largo
This is a very spacious 2,352 sf canal front house accommodating up to 12 guess. It is fully furnish...
Home 3 / 2 / 12

*
Online booking available

Contact
Owner
Directly
For Rates

Sunset Dream Bayside Islamorada sleeps 4-6

Islamorada
Located on the bayside in Beautiful Islamorada this 2Br 1 and half bath condo is on the 4th floor wi...
Condo 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

Beach Club #103 - Unique oceanfront living with breathtak...

Key West
Beach Club #103 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65...
Condo 2 / 2 / 6

*
Online booking available

$281 - $597
Per Night

$2019 - $4438
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

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

$573 - $1316
Per Night

$4282 - $9771
Per Week

Mermaid's Dream

Key West
Ocean views from your wrap around balcony and the Olympic sized pool await you at this beautiful hom...
Condo 2 / 2 / 4

Contact
Owner
Directly
For Rates

Amelia Home

Key West
AMELIA HOME - 2 bedroom 2.5 bath home with sparkling private pool only four blocks from the Atlanti...
Home 2 / 2.5 / 6

$300 - $880
Per Night

$2100 - $6160
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

$1300 - $2000
Per Week

1 bedroom condo at resort, near Sombrero Beach

Marathon
Newly Renovated Condo, Canal Front. Walk To Shopping, Restaurants & Golf. 1 Bedroom, 1 Bath, Sleeps...
Condo 1 / 1 / 4

*
Online booking available

$100 - $125
Per Night

$700 - $800
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

$3500 - $6000
Per Week

Perfect Pineapple

Key West
Sit along side your private pool for morning coffee or your evening glass of wine. Long considered ...
Home 2 / 1 / 4

$221 - $221
Per Night

$1544 - $1544
Per Week

Duval Sea Turtle

Key West
DUVAL SEA TURTLE: This townhome has 2 bedrooms and 2.5 baths with a balcony off the master bedroom ...
Home 2 / 2.5 / 6

$210 - $550
Per Night

$1470 - $3850
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

$250 - $660
Per Night

$1750 - $4620
Per Week

Lazy Gecko

Key West
Beautifully recently remodeled 2 bed/1.5 bath condo located just 4 blocks to Duval Street and the Hi...
Condo 2 / 1.5 / 4

$220 - $220
Per Night

$1537 - $1537
Per Week

Boat House

Key West
This unique 1 bedroom, 2 bath cottage is about to become your home away from home! Step in to a tra...
Cottage 1 / 2 / 2

$204 - $204
Per Night

$1428 - $1428
Per Week

Casa de Rosalie

Key West
Private home that accommodates 8 guests to enjoy the large outdoor dining area while viewing your pr...
Home 3 / 2 / 8

$286 - $286
Per Night

$2000 - $2000
Per Week

Oceanfront 2Br w/ Private Beach ? Close to Top-Rated Scub...

Islamorada
Oceanfront 2Br w/ Private Beach ? Close to Top-Rated Scuba & Snorkeling Straight from the pages of ...
Home 2 / 2 / 4

*
Online booking available

$195 - $344
Per Night

Tranquility

Key West
Settled in a small community of Old Town yet only a short walk to Duval Street, this lovely cottage ...
Cottage 1 / 1.5 / 4

$175 - $495
Per Night

$1225 - $3465
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

$1200 - $1400
Per Week

 

More Getaway Locations and Properties