Vacation Rentals in Key West Florida

BOOK DIRECT

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

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


Key West Florida Vacation Rentals

Private Pool and Patio
$151/night
Home in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Casa Caribe
$700/night
Home in Key West Florida
4 Beds • 4 Full Baths • Sleeps 8
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

Mansion Front
$2,400/night
Home in Key West Florida
11 Beds • 11 Full Baths • Sleeps 22
Rent Key West Vacations

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

Beach Club #304
$375/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
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

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

Balcony
$191/night
Condo in Key West Florida
• 1 Full Bath • Sleeps 2
Rent Key West Vacations

DCM_3560
$100/night
Apartment in Key West Florida
2 Beds • 1 Full Bath • Sleeps 4
Rent Key West Vacations

Shared Pool
$150/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

The Captain's Hideaway
$500/night
Key West Florida
3 Beds • 3 Full Baths • Sleeps 8
Historic Hideaways

Community Pool and Clubhouse
$128/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

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

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

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

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

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

Living room and dining area Artist's House @ Duval Square Key West
$300/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

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

Pool with Waterfall
$6,000/month
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways

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

Private Pool and Patio
$187/night
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Rent Key West Vacations

Hyatt Sunset Harbor
$250/night
Key West Florida
1 Bed • 1 Full Bath • Sleeps 4
Hilton Head Vacations

TRENDING IN KEY WEST

Annual Hemingway Days

Annual Hemingway Days
by Anthony Vaarwerk

Key West Lobster Festival

Key West Lobster Festival
by Anthony Vaarwerk

Key West Brewfest

Key West Brewfest
by Anthony Vaarwerk


IDEA DRIVEN VACATIONS

Where to stay around Key West Florida

Our March 2023 property listings offer a selection of 98 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: 2,824 vacation rentals
  • Florida Emerald Coast & Destin Area: 2,490 vacation rentals
  • Florida Keys: 520 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: 294 vacation rental properties
  • Rent Key West Vacations: 57 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.





  • key west vacation homes rentals
  • vacation rentals by owner in key west
  • key west vacation home rentals
  • luxury rentals key west
  • vacation rentals in key west