Vacation Rentals in Key West Florida


Number of Guests

Bedrooms

Bathrooms

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

BOOK FROM THE SOURCE

Book Direct with a Vacation Rental Manager & Receive More Service, Savings and Safety

Key West Area Destinations


Southern Rentals and Real Estate


Find a Manager for Your Rental Property

The Vacation Rentals listed below are represented by Professional Property Management Companies who know the Key West 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.

Map of Key West

$340/night
Townhouse in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Blackbeard's Treasure
$5,200/month
Townhouse in Key West Florida
3 Beds • 3 Full Baths • Sleeps 8
Historic Hideaways

Endless Summer is completely fenced in and private...
$732/night
Home in Key West Florida
5 Beds • 5 Full Baths • Sleeps 12
Last Key Realty

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

Key West vacation rental with pool
$1,570/week
Condo in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Rent Key West Vacations

Moondance has a relaxing back patio that offers a peaceful view of the salt ponds...
$127/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Last Key Realty

Kemp House
$495/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways

$5,032/month
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Private Pool
$3,900/month
Home in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Hideaways

Monthly Key West Getaway 1 bedroom with pool close to it all
$4,258/month
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Villa Cubana is a tropical 2-story cottage located in the heart of Old Town...
$237/night
Cottage in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Last Key Realty

Sunset Dreams is a waterfront condo located at Sunset Marina...
$189/night
Condo in Key West Florida
3 Beds • 2 Full Baths • Sleeps 8
Last Key Realty

$510/night
Cottage in Key West Florida
4 Beds • 2 Full Baths • Sleeps 7
Historic Key West Vacation Rentals

The Admiral's Estate is a true historic Key West home, originally built for a high-ranking Naval Officer in the early 1900s...
$536/night
Estate in Key West Florida
5 Beds • 6 Full Baths • Sleeps 8
Last Key Realty

$500/night
Cottage in Key West Florida
4 Beds • 2 Full Baths • Sleeps 8
Rent Key West Vacations

$265/night
Home in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Key West Vacation Rentals

$499/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Historic Key West Vacation Rentals

Smooth Sailing has a stunning view of the Atlantic Ocean...
$303/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Last Key Realty

Pool Area
$650/night
Home in Key West Florida
4 Beds • 3 Full Baths • Sleeps 8
Historic Hideaways

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

$4,470/month
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Key West Vacation Rentals

$3,600/month
Cottage in Key West Florida
2 Beds • 3 Full Baths • Sleeps 1
Rent Key West Vacations

Spend a glorious month at Here Comes The Sun...
$204/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Last Key Realty

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

Pool
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Florida Keys Vacation Rentals

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

Ultimate Pool Cottage
$5,500/month
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways


Where to stay around Key West Florida

Our October 2019 property listings offer a selection of 234 vacation rentals near Key West. 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 for a holiday or a weekend are on Find Rentals.


Where are the best places to stay in Key West?

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:

  • Florida Gulf Coast: 2,818 vacation rentals
  • Florida Emerald Coast & Destin Area: 1,530 vacation rentals
  • Florida Keys: 671 vacation rentals

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


What are some fun things to do in Key West?

Find Rentals offers a selection of vacation rentals near parks and other areas of interest in Key West. Some of the most popular places to visit while you're traveling in Key West while on vacation are:

  • The Key West Butterfly and Nature Conservatory
  • Key West Garden Club
  • C. B. Harvey Rest Beach Park
  • Higgs Beach Dog Park
  • Indigenous Park

There are many other points of interest around Key West 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 Florida?

  • Florida Keys Vacation Rentals: 278 vacation rental properties
  • Rent Key West: 65 vacation rental properties
  • Vacation Homes of Key West: 0 vacation rental properties
  • Historic Key West Vacation Rentals: 42 vacation rental properties
  • Historic Hideaways: 40 vacation rental properties

Can I rent houses in Key West?

Yes. Find Rentals has 79 houses available for rent in Key West. Our other popular types of vacation rentals in Key West include:

  • Condos : 49 rentals available
  • Cottages : 31 rentals available
  • Villas : 12 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including townhouses and more.


Can I rent fishing rentals in Key West?

Absolutely, Find Rentals has 103 fishing rentals in Key West. You have also many other possibilities in Key West 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?

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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