Vacation Rentals in Key West Florida

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


Number of Guests

Bedrooms

Bathrooms
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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

In Business Since 2004
Reservations and Guest Services at Distinctive Beach Rentals
Book Direct 269 Vacation Rentals

Key West Area Destinations

Map of Key West

Key West Articles

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.

BOOK FROM THE SOURCE

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


$250/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Shipyard
$185/night
Condo in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Hideaways

Living Area
$2,700/month
Home in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Quilted Giraffe
$400/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

Kemp House
$550/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways

The Sanctuary
$6,000/month
Home in Key West Florida
5 Beds • 5 Full Baths • Sleeps 10
Historic Hideaways

$2,807/month
Cottage in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Rent Key West Vacations

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

$350/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

$790/night
Suite in Key West Florida
4 Beds • 4 Full Baths • Sleeps 8
Rent Key West Vacations

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

$1,127/week
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Key West Vacation Rentals

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

$3,194/month
Home in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Rent Key West Vacations

$2,903/month
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Rose Treehouse
$160/night
Home in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Solares
$1,950/month
Home in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

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

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

$149/night
Home in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Key West Vacation Rentals

Large Heated Pool
$2,500/month
Home in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Royal Palm
$250/night
Townhouse in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Hideaways

Pool Area
$625/night
Home in Key West Florida
4 Beds • 3 Full Baths • Sleeps 8
Historic Hideaways

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

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

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

$330/night
Cottage in Key West Florida
1 Bed • 2 Full Baths • Sleeps 2
Rent Key West Vacations


Where to stay around Key West Florida

Our November 2019 property listings offer a selection of 152 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: 2,335 vacation rentals
  • Florida Emerald Coast & Destin Area: 1,533 vacation rentals
  • Florida Keys: 584 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: 276 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: 44 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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