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

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

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

Townhomes on Windsor #3
$750/night
Townhouse in Key West Florida
3 Beds • 3 Full Baths • Sleeps 1
Rent Key West Vacations

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

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

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

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

Open Concept Living and Dining CasaBella @ Duval Square Key West
$325/night
Condo in Key West Florida
2 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

Dining Area
$280/night
Villa in Key West Florida
5 Beds • 4 Full Baths • Sleeps 10
Rent Key West Vacations

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

Welcome Home!
$6,500/month
Home in Key West Florida
3 Beds • 2 Full Baths • Sleeps 6
Historic Hideaways

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

Key West vacation rental with pool
$332/night
Condo 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

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

Kemp House
$750/night
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways

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

La Brisa 405E Sea Orchid
$340/night
Condo in Key West Florida
2 Beds • 2 Full Baths • Sleeps 4
Rent Key West Vacations

Casa Angelina
$6,500/month
Home in Key West Florida
3 Beds • 3 Full Baths • Sleeps 6
Historic Hideaways

Pete's Cottages
$595/night
Cottage in Key West Florida
4 Beds • 2 Full Baths • Sleeps 8
Rent Key West Vacations

Campbell Eyebrow House
$7,400/month
Home in Key West Florida
1 Bed • 2 Full Baths • Sleeps 2
Historic Hideaways

Villa Bella Private Pool
$420/night
Villa in Key West Florida
5 Beds • 4 Full Baths • Sleeps 12
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

TRENDING IN KEY WEST

Key West Lobster Festival

Key West Lobster Festival
by Anthony Vaarwerk

Annual Hemingway Days

Annual Hemingway Days
by Anthony Vaarwerk

Key West Songwriters Festival

Key West Songwriters Festival
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: 2,842 vacation rentals
  • Florida Emerald Coast & Destin Area: 2,491 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 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.





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