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From423US$ /night
Check-in
14Feb2026Select date
Check-out
15Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Property overview

, Key West, FL, United States, 33040
-
Close to South Beach
Great
8.2
/10

Leeward Isle: Key West

Leeward Isle is located in Duval, Key West. The air-conditioned accommodation is 500 metres from Duval Street and 200 metres from the Ernest Hemingway Home and Museum. Key West Aquarium is 1 km away. The property requires guests to be 25 years. A rental agreement must be returned directly to the property. Key West International Airport is 4 km from the property. Quiet hours are from 22:00. WiFi is available in all areas.

Rooms with Private Entrance

This holiday home includes a private entrance, air conditioning, and a toaster. It features two bedrooms, one bathroom, and a kitchen. The kitchen is equipped with a stovetop, refrigerator, kitchenware, and oven. The unit offers two beds. The holiday home also provides a barbecue.

Amenities

Guests will find ironing facilities, tea and coffee facilities, and free toiletries. The holiday home includes a hot tub and a TV with cable channels. The unit has a sofa.

Dining Options

The property has onsite restaurants and provides tea and coffee facilities in the holiday home. The property is located in Duval with one of Key West's top culinary experiences.

Location and Points

Leeward Isle is near several landmarks. Southernmost Point is 1 km away, and Key West Aquarium is also 1 km away. Key West Cemetery and San Carlos Institute are 0.5 km away. The Ernest Hemingway Home and Museum is 0.5 km from the property, while Ripley's Believe It or Not is 1 km away. Southernmost Point of the Continental US is 1 km away.

“This property stands out for its prime location and spacious accommodations, including well-equipped kitchens, which particularly suits families or groups seeking a comfortable home base; the inclusion of parking is a definite plus in this area. While some have noted potential noise issues and variability in amenities like the hot tub, the overall comfort and strategic setting are key draws.”
Hotel logo
David MillerEditor, UsFlorida
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Choose your preferred room

The property features double rooms, family rooms, and suites, often including breakfast, free cancellation, and special offers
Two Bedroom Holiday Home
2 persons
810 sq. feet 
1 King-size bed
Coffee machine

Calendar of room availability and rates

See current availability and pricing for your dates

Facilities

Amenities are designed to ensure comfort and memorable stays

General

  • No smoking on site
  • Wi-Fi
  • Pets allowed
  • Smoke detectors
  • Fire extinguishers

Guest Parking

  • Cookware/ Kitchen utensils

Spa & Leisure

  • Beach access
  • BBQ facilities
  • Jacuzzi

Room features

  • Patio
  • Tea and coffee facilities
  • Ironing facilities

Bathroom

  • Free toiletries

Self-catering

  • Cookware/ Kitchen utensils
Show more

Leeward Isle Villa Location

, Key West, FL, United States, 33040
Map view
, Key West, FL, United States, 33040
Nearby
Museum
The Ernest Hemingway Home and Museum
1000 ft
Duval Street
Duval Street
1300 ft
Event hall
San Carlos Institute Casa Cuba
2000 ft
Garden
Nancy Forrester's Secret Garden
1900 ft
Church
Saint Mary Star of the Sea
1200 ft
938 Whitehead St
Key West Lighthouse and Keeper's Quarters Museum
1400 ft
Museum
Tennessee Williams Key West Exhibit
500 ft
1100 Simonton St
Historic E. H. Gato Building
600 ft
Gallery
Wild Side Gallery
700 ft
Gallery
Art On Duval Key West
800 ft
Gallery
Wyland Galleries
1000 ft
Gallery
Zazoo Fine Art Gallery
1100 ft
Gallery
Frangipani Gallery
1100 ft
Gallery
Guild Hall Gallery
1100 ft
Restaurants
Nine One Five
700 ft
915 Duval St
Sugar Apple Health Food Store
400 ft
917 Simonton St
Viva Saloon
500 ft
903 Duval St
Blackfin Bistro
700 ft
918 Duval St
Lola's Bistro
600 ft
728 Simonton St
Croissants de France and Le Bistro
600 ft
816 Duval St
Meet Burger USA
600 ft
517 Truman Ave
Key West Cuban Coffee
600 ft
517 Truman Ave Key West
Explore Key West
Local Excitement Around Leeward Isle
Top Attractions
Activities
Dining
Entertainment
Key West Butterfly and Nature Conservatory
9 minutes walking
A serene sanctuary filled with exotic butterflies and tropical flora. Offers an immersive experience in nature.
The Ernest Hemingway Home and Museum
4 minutes walking
Former residence of iconic author Ernest Hemingway, showcasing his life and art. Guided tours available.
Southernmost Point
11 minutes walking
Famous landmark featuring a buoy marking the southernmost point in the continental U.S. Ideal for memorable photos.
Mallory Square
17 minutes walking
Vibrant waterfront plaza known for sunset celebrations. Home to street performers and local artisans.
Snorkeling at Key West Marine Park
4 minutes driving
Thrill-seeking adventure in crystal-clear waters, ideal for viewing coral reefs. Equipment rental available on-site.
Yoga Sessions on the Beach
3 minutes driving
Relaxing yoga classes available near the beach, fostering wellness amidst nature. Classes offered seasonally.
Biking the Historic District
5 minutes driving
Bicycle rentals available to explore Key West's charming streets and historic landmarks in a fun, eco-friendly way.
Nine One Five
3 minutes walking
Charming eatery featuring local seafood and farm-to-table dishes. Cozy atmosphere, great for couples.
Viva Saloon
2 minutes walking
Casual bar and grill offering Tex-Mex cuisine and signature margaritas. Ideal for families and laid-back outings.
Blackfin Bistro
3 minutes walking
Modern bistro with a focus on seasonal ingredients and creative dishes. Reservations recommended, dietary options available.
The Studios of Key West
10 minutes walking
Artistic venue hosting live performances, films, and art exhibits. Family-friendly programs available, fostering local talent.
Sloppy Joe's Bar
6 minutes walking
Iconic bar featuring live music and a lively atmosphere. Great spot for nightlife with various events throughout the week.
Local transportation
City Centre
Key West21 min  ·  1.1 mi
Airports
Key West International Airport (EYW)9 min  ·  3.7 mi
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Property information and rules
Check-in
from 16:00-23:59
Check-out
until 10 am
Guest Parking
Paid Public parking is possible on site.
Internet
Wireless internet is available in the entire villa for free.
Children & extra beds
There are no extra beds provided in a room.  There are no cots provided in a room. 
Pets
Pets are allowed on request.
FAQs
About Leeward Isle
What is the check-in and check-out policy at Leeward Isle?
Check-in is at 16:00 and check-out is by 10:00.
How far is Leeward Isle from Key West International Airport?
The hotel is located 4 km from Key West International Airport.
What nearby attractions can guests visit from Leeward Isle?
Nearby attractions include the Ernest Hemingway Home and Museum (0.5 km) and Duval Street (0.5 km).
Are there any restaurants located near Leeward Isle?
Nearby restaurants include Lola's Bistro, Meet Burger USA, and Key West Cuban Coffee, all within 0.5 km.
What amenities are offered in the accommodations at Leeward Isle?
Accommodations feature air conditioning, a fully equipped kitchen, Wi-Fi, and a TV with satellite channels.
Is there a hot tub available at Leeward Isle?
Yes, there is a hot tub available for guests to use.
Is there a smoking policy at Leeward Isle?
The property is a non-smoking site.

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