Vacation Rentals in Key West Florida

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

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 Key West

Why is Key West Florida such a Special Place?

Key West is a unique island and has its own atmosphere separate from any other place in the world. It is the southernmost city in the continental United States. The Old Town Architecture, Duvall Street Bars and Shops, Bahama Village, Fantasy Fest, Banyan Trees, Sunsets, Hemingway House, and Rodriguez Cigar Store are not to be missed. The geograhy of Key West make fishing, snorkeling, and kayaking in the mangroves a unique experience. The lively nightlife, beaches, historic sites, pirate history, iconic Key Lime Pie, pink shrimp, eclectic culture, vibe, and energy make Key West one of our favorite places to vacation.

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


Key West Florida Vacation Rentals

Welcome to Paradise!
$185/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 4
Historic Hideaways

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

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

Duval Square Retreat
$375/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Duval Square Penthouse
$851/night
Condo in Key West Florida
4 Beds • 4 Full Baths • Sleeps 10
Rent Key West Vacations

Private Front Porch
$140/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 3
Rent Key West Vacations

Duval Square Courtyard Condo 31
$385/night
Condo in Key West Florida
3 Beds • 2 Full Baths • Sleeps 8
Rent Key West Vacations

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

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

Casa de Cuba
$605/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Cubana Casita
$3,250/month
Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Private Pool
$228/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Rent Key West Vacations

1017-2 Windsor -Shad-13
$166/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Catherine House
$440/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Front Porch
$165/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Namaste
$395/night
Cottage in Key West Florida
1 Bed • 2 Full Baths • Sleeps 2
Rent Key West Vacations

Louisa House
$550/night
Home in Key West Florida
4 Beds • 3 Full Baths • Sleeps 10
Rent Key West Vacations

Amelia by the Sea
$7,500/month
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways

Entrance
$400/night
Home in Key West Florida
4 Beds • 6 Full Baths • Sleeps 9
Rent Key West Vacations

Villa Serena @ Duval Square
$385/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Living Room Colony Calypso Key West
$219/night
Cottage in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Rent Key West Vacations

Pete's East Cottage
$295/night
Cottage in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Rent Key West Vacations

Campbell Suite
$355/night
Condo in Key West Florida
1 Bed • 1 Full Bath • Sleeps 2
Historic Hideaways

Beach Club #112
$350/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 5
Rent Key West Vacations

TRENDING IN KEY WEST

Key West Brewfest

Key West Brewfest
by Anthony Vaarwerk

Key West Lobster Festival

Key West Lobster Festival
by Anthony Vaarwerk

Key West Songwriters Festival

Key West Songwriters Festival
by Anthony Vaarwerk

Fifth Annual Key Lime Festival

Fifth Annual Key Lime Festival
by Anthony Vaarwerk


IDEA DRIVEN VACATIONS

Where to stay around Key West Florida

Our June 2023 property listings offer a selection of 94 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: 4,811 vacation rentals
  • Florida Emerald Coast & Destin Area: 974 vacation rentals
  • Florida Keys: 501 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, Higgs Beach Dog Park, Indigenous Park, Blue Sky Charter Company LLC., Fran Ford White-crowned Pigeon Preserve and a few more.

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: 280 vacation rental properties
  • Rent Key West Vacations: 55 vacation rental properties
  • Historic Hideaways: 36 vacation rental properties

Can I rent homes in Key West?

Yes. Find Rentals has 42 homes available for rent in Key West. Our other popular types of vacation rentals in Key West include:

  • Condos : 29 rentals available
  • Cottages : 14 rentals available
  • Townhouses : 6 rentals available

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


Can I rent fishing rentals in Key West?

Absolutely, Find Rentals has 79 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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