Vacation Rentals in Old Town Key West Florida

BOOK DIRECT

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

OLD TOWN KEY WEST


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
  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

Map of Old Town Key West

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


Old Town Key West Florida Vacation Rentals

Solares
$2,500/month
Apartment in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Noah's Retreat
$800/night
Home in Old Town Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways

Hilltop Hideaway
$2,500/month
Home in Old Town Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Historic Hideaways

La Hacienda
$5,000/month
Home in Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

Quilted Giraffe
$475/night
Home in Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

Poinciana House
$375/night
Home in Old Town Key West Florida
1 Bed • 2 Full Baths • Sleeps 4
Historic Hideaways

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

Rose Treehouse
$180/night
Home in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

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

Coral Condo
$180/night
Condo in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 4
Historic Hideaways

Duval Street Suite
$300/night
Townhouse in Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways

Havana Lane
$360/night
Cottage in Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Ann Street Gardens
$299/night
Cottage in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 3
Historic Hideaways

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

Private Spa Patio
$325/night
Townhouse in Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways

Campbell Suite
$275/night
Condo in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

The Courtyard
$325/night
Condo in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Truman House
$800/night
Home in Old Town Key West Florida
4 Beds • 3 Full Baths • Sleeps 10
Historic Hideaways

Townhomes on Windsor #4
$595/night
Townhouse in Old Town Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

Ann Street Cottage
$270/night
Cottage in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Rent Key West Vacations

Key West 1 bedroom cottage rental close to Duval
$300/night
Cottage in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Rent Key West Vacations

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


IDEA DRIVEN VACATIONS

Where to stay around Old Town Key West Florida

Our October 2022 property listings offer a selection of 22 vacation rentals near Old Town 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 Old Town Key West for a holiday or a weekend are on Find Rentals.


Where are the best places to stay in Old Town 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 Old Town Key West:

  • Florida Gulf Coast: 2,940 vacation rentals
  • Florida Emerald Coast & Destin Area: 2,365 vacation rentals
  • Florida Keys: 472 vacation rentals

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


What are some fun things to do in Old Town Key West?

Find Rentals offers a selection of vacation rentals near parks and other areas of interest in Old Town Key West. Some of the most popular places to visit while you're traveling in Old Town Key West while on vacation are The Key West Butterfly and Nature Conservatory, Danger Charters, Nancy Forrester's Secret Garden, Eastern National, Nelson English Park and a few more.

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

  • Florida Keys Vacation Rentals: 245 vacation rental properties
  • Rent Key West: 59 vacation rental properties
  • Historic Key West Vacation Rentals: 0 vacation rental properties
  • Historic Hideaways: 36 vacation rental properties
  • At Home In Key West: 0 vacation rental properties

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


How can I find a vacation rental manager in Old Town 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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