Vacation Rentals in Key West Area Florida

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Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.

KEY WEST AREA


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

KEY WEST AREA DESTINATIONS

FLORIDA KEYS DESTINATIONS

Map of Key West Area

The Vacation Rental Properties listed below are professionally managed by Vacation Rental Management Companies who know the Key West Area area.

Vacation Rental Management Companies provide local hospitality, professional rental services, and the very best in rates and availability while managing vacation rentals that are safe for you and your family. They will assist you in finding the perfect rental property for your vacation.

BOOK DIRECT

Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.


Key West Area Florida Vacation Rentals

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

Paradise Grand
$9,500/month
Home in Key West Area Florida
5 Beds • 4 Full Baths • Sleeps 10
Historic Hideaways

Pilar's Secret
Home in Key West Area Florida
3 Beds • 2 Full Baths • Sleeps 8
Rent Key West Vacations

Solaris Garden Cottage
Cottage in Key West Area Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Key West Vacation Rentals

Rose Treehouse
$225/night
Home in Key West Area Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Key West 2 bedroom condo rental oceanfront
$350/night
Condo in Key West Area Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Connie's Cottage
Home in Key West Area Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Lola’s Place
$3,570/month
Home in Key West Area Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Key West Vacation Rentals

Ann Street Gardens
$355/night
Cottage in Key West Area Florida
1 Bed • 1 Full Bath • Sleeps 3
Historic Hideaways

Beach Club #408
$480/night
Condo in Key West Area Florida
4 Beds • 3 Full Baths • Sleeps 8
Rent Key West Vacations

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

Bella Vita
$250/night
Condo in Key West Area Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Copa Cabana - Monthly Rental
Home in Key West Area Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Key West Vacation Rentals

Havana Hideaway
$500/night
Condo in Key West Area Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Hideaways

Suite Caroline (Monthly)
$3,194/month
Home in Key West Area Florida
1 Bed • 1 Full Bath • Sleeps 2
Rent Key West Vacations

Banana Key
$500/night
Condo in Key West Area Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Hideaways

Shared Pool
$2,500/month
Condo in Key West Area Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Potter's Cottage
$399/night
Home in Key West Area Florida
2 Beds • 2 Full Baths • Sleeps 5
Historic Key West Vacation Rentals

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

Castaway Cove - Monthly Rental
Townhouse in Key West Area Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Key West Vacation Rentals

Petunia Cottage
$700/week
Home in Key West Area Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Key West Vacation Rentals

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

$1,575/week
Home in Key West Area Florida
4 Beds • 4 Full Baths • Sleeps 8
Historic Key West Vacation Rentals

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


IDEA DRIVEN VACATIONS

Where to stay around Key West Area Florida

Our May 2022 property listings offer a selection of 139 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: 133 vacation rentals
  • Old Town Key West: 27 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: 230 vacation rental properties
  • Rent Key West: 60 vacation rental properties
  • Vacation Homes of Key West: 0 vacation rental properties
  • Historic Key West Vacation Rentals: 57 vacation rental properties
  • Historic Hideaways: 32 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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