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

BOOK DIRECT

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

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.


Old Town Key West Florida Vacation Rentals

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

Rose Haven
$275/night
Townhouse in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Coconut Cabana
$515/night
Home in Old Town Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

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

Kemp House
$1,000/night
Home in Old Town Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways

Havana Lane
$1,000/night
Cottage in Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Solares
$3,000/month
Apartment in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Quilted Giraffe
$425/night
Home in Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

Truman House
$850/night
Home in Old Town Key West Florida
4 Beds • 3 Full Baths • Sleeps 10
Historic Hideaways

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

Poinciana House
$350/night
Home in Old Town Key West Florida
1 Bed • 2 Full Baths • Sleeps 4
Historic Hideaways

Campbell Suite
$355/night
Condo 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

The Courtyard
$355/night
Condo in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Coral Condo
$199/night
Condo in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 4
Historic Hideaways

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

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

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

Front of Home
$4,300/month
Home in Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Historic Hideaways

Duval Street Suite
$280/night
Townhouse in Old Town Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways

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

Ann Street Cottage
$325/night
Cottage in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Rent Key West Vacations

Ann Street Tranquility
$350/night
Cottage in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Rent Key West Vacations

Living Area
$3,250/month
Home in Old Town Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways


IDEA DRIVEN VACATIONS

Where to stay around Old Town Key West Florida

Our March 2023 property listings offer a selection of 25 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: 2,826 vacation rentals
  • Florida Emerald Coast & Destin Area: 2,490 vacation rentals
  • Florida Keys: 519 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, Nelson English Park, Fort Zachary Taylor Historic State Park, Blue Sky Charter Company LLC. 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: 294 vacation rental properties
  • Rent Key West Vacations: 57 vacation rental properties
  • Historic Hideaways: 36 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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