Vacation Rentals in Key West Area Florida

BOOK FROM THE SOURCE

Book Direct with a Vacation Rental Management Company & Receive More Service, Savings and Safety.


Number of Guests

Bedrooms

Bathrooms
more filters

Price Range

Amenities
  Air Conditioning
  Dishwasher
  Fireplace
  Grill
  Hot Tub (Private)
  Luxury
  Pets Allowed
  Pool (Private)
  Ski-in/Ski-out
  Washer/Dryer
  Wheelchair Accessible

Activities and Interests
  Beach
  Biking
  Boating
  Canoeing
  Casino
  Corporate and Executive
  Disney
  Family Vacations
  Fishing
  Deep Sea Fishing
  Fly Fishing
  For Sale
  Golfing
  Group and Reunion
  Hang Gliding
  Hiking
  Honeymoon
  Horseback Riding
  Hunting
  Kayaking
  Lake
  LegoLand
  Mountain Biking
  Nightclub and Disco
  Over 55 Community
  Rental Exchange
  Sailing
  Scuba Diving
  Skiing
  State National Parks
  Cross Country Skiing
  Snowmobiling
  Spa
  Specials
  Surfing
  Theatre
  Ultra Luxury
  Wedding
  White Water Rafting
  Wind Surfing
  Wineries and Vineyards

Key West Area Destinations

Florida Keys Destinations

Map of Key West Area

The Vacation Rentals listed below are represented by Professional Property Management Companies who know the Key West Area area and have access to several properties.

These property managers provide local hospitality, additional services, and the very best in rates and availability while managing properties that are safe for you and your family. They will assist you in finding the right vacation rental for your vacation.

BOOK FROM THE SOURCE

Book Direct with a Vacation Rental Management Company & Receive More Service, Savings and Safety.


Private Spa Patio
$280/night
Townhouse in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways

Welcome to Paradise!
$214/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 4
Historic Hideaways

Bahamian Rhapsody
$5,000/month
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

Casablanca Key West Florida Historic Key West Vacation Rentals
$229/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 3
Historic Key West Vacation Rentals

Beach Club #112 Key West Florida Rent Key West Vacations
$350/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 8
Rent Key West Vacations

Steamplant 211 Key West Florida Historic Key West Vacation Rentals
$1,575/week
Condo in Key West Florida
2 Beds • 3 Full Baths • Sleeps 5
Historic Key West Vacation Rentals

Ashe Splashe (Monthly) Key West Florida Rent Key West Vacations
$5,323/month
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

Artist's House @ Duval Square Key West Florida Rent Key West Vacations
$340/night
Townhouse in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Poinciana House
$385/night
Home in Key West Florida
1 Bed • 2 Full Baths • Sleeps 4
Historic Hideaways

Colony Poolside Key West Florida Rent Key West Vacations
$240/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Rent Key West Vacations

Duval Street Suite
$200/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways

Harry Suite - First Floor Front 2 Bedroom 1 Bath Key West Florida Historic Key West Vacation Rentals
$269/night
Home in Key West Florida
2 Beds • 1 Full Bath • Sleeps 5
Historic Key West Vacation Rentals

Villa Paradiso Key West Florida Rent Key West Vacations
$480/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

Azure Hideaway
$3,500/month
Cottage in Key West Florida
2 Beds • 2 Full Baths • Sleeps 8
Historic Hideaways

Dreaming on Duval IV Key West Florida Rent Key West Vacations
$1,100/night
Bungalow in Key West Florida
4 Beds • 3 Full Baths • Sleeps 10
Rent Key West Vacations

Petite Maison Key West Florida Historic Key West Vacation Rentals
$289/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Key West Vacation Rentals

Inn Cogneato Key West Florida Historic Key West Vacation Rentals
$875/week
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Key West Vacation Rentals

Steamplant 209 Key West Florida Historic Key West Vacation Rentals
$1,575/week
Condo in Key West Florida
3 Beds • 3 Full Baths • Sleeps 7
Historic Key West Vacation Rentals

Petite Maison and Grande Maison Key West Florida Historic Key West Vacation Rentals
$1,019/night
Home in Key West Florida
6 Beds • 6 Full Baths • Sleeps 12
Historic Key West Vacation Rentals

The Truman Suites -  All 4 Suites Key West Florida Historic Key West Vacation Rentals
$795/night
Home in Key West Florida
6 Beds • 4 Full Baths • Sleeps 15
Historic Key West Vacation Rentals

Ann Street Gardens
$200/night
Cottage in Key West Florida
1 Bed • 1 Full Bath • Sleeps 3
Historic Hideaways

Coconut Cabana Key West Florida Rent Key West Vacations
$490/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Little Miss Magic Key West Florida Historic Key West Vacation Rentals
$4,950/month
Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Historic Key West Vacation Rentals

Townhomes on Windsor #6 Key West Florida Rent Key West Vacations
$595/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

Wish Upon A Star Key West Florida Historic Key West Vacation Rentals
$5,064/month
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Historic Key West Vacation Rentals

Valhalla
$450/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

CasaBella @ Duval Square Key West Florida Rent Key West Vacations
$340/night
Townhouse in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Rent Key West Vacations


Where to stay around Key West Area Florida

Our January 2020 property listings offer a selection of 152 vacation rentals near Key West Area. Find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Key West Area for a holiday or a weekend are on Find Rentals.


Where are the best places to stay in Key West Area?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Key West Area:

  • Key West: 152 vacation rentals
  • Old Town Key West: 7 vacation rentals

For nearby neighborhoods, please use our search to access the selection of vacation rentals available in and around Key West Area.

There are many other points of interest around Key West Area listed on Find Rentals where you can find a great place to stay. Try out the search to find a large selection of vacation rentals available near the city or region you're traveling to.


Which vacation rental managers have properties for rent in Key West Area Florida?

  • Florida Keys Vacation Rentals: 291 vacation rental properties
  • Rent Key West: 64 vacation rental properties
  • Vacation Homes of Key West: 0 vacation rental properties
  • Historic Key West Vacation Rentals: 42 vacation rental properties
  • Historic Hideaways: 45 vacation rental properties

Can I rent fishing rentals in Key West Area?

Absolutely, Find Rentals has 103 fishing rentals in Key West Area. You have also many other possibilities in Key West Area area, including:

Please use our search bar to access the selection of vacation rentals.


How can I find a vacation rental manager in Key West Area?

Find Rentals is the premiere guide for Vacation Rental Managers. We work with management companies from all over the world to provide you with the most robust selection of professionally managed rentals. Use the search to access the selection of management companies and rentals available.





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