Windward Isle Villa, Key West ** Special offers 2024 **, Top hotel in Key West ┆ Tophotels.com

View all

Windward Isle Villa - Key West

Recommended for:

Immerse in Hemingway's LegacyJust a stone's throw away, The Ernest Hemingway Home and Museum offers a fascinating glimpse into the life and work of the renowned author, with guided tours through his former residence and a chance to meet the famous polydactyl cats.

Cultural Enlightenment at San Carlos InstituteHistory buffs will appreciate the opportunity to visit this iconic landmark, which played a significant role in Cuban culture and history, hosting various events related to the Cuban independence movement.

Uncover Strange Wonders at Ripley's Believe It or NotGuests can venture into the extraordinary world of Ripley's, exploring bizarre exhibits and oddities from around the globe, making for a fun and mind-boggling experience.

Capture the Essence of Key West at Southernmost PointAs the southernmost point in the continental United States, visitors can snap photos and enjoy the scenic views while basking in the knowledge that they've reached the ultimate tip of the country.

Step into Presidential HistoryA short distance away, Truman Little White House offers a chance to delve into the fascinating history of this historical landmark, once serving as a vacation retreat for President Truman and now a museum showcasing presidential memorabilia.

Experience the Vibrancy of Mallory SquareGuests can immerse themselves in the lively atmosphere of Mallory Square, known for its vibrant sunset celebrations, street performers, and local arts and crafts vendors.

Dive into Key West's Maritime Past
Get Enchanted at the Butterfly and Nature Conservatory
Enter Nancy Forrester's Secret Garden
Delight in American Cuisine
Discover Delectable Desserts
Culinary Exploration at Nearby Restaurants
Convenient Proximity

Good to know

Timing

Check-in: 16:00-23:59FREE

Check-out: 10 amFREE

Children & extra beds

There are no cribs provided in a room.

Pets

Pets are allowed on request.

Rooms and availability

Holiday Two-Bedroom Home

Bed options:

1 King Size Bed

Room size:

75 m² Room size

Max:

6 persons

Coffee machine

Air conditioning

room details +

Check Prices

Facilities

General

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

Guest Parking

Cookware/ Kitchen utensils

Spa & Leisure

Jacuzzi

Room features

Air conditioning
Patio
Tea and coffee facilities

Bathroom

Free toiletries

Self-catering

Cookware/ Kitchen utensils

Location

• Nestled in the historic Windward Islands, the hotel neighbors Fort Saint Louis, the St. Barthélemy Cathedral, and Lorient Beach. • The neighborhood offers access to the Wall House Museum, St. Barthélemy Municipal Museum, and dining options ranging from beachside bistros to upscale French restaurants. • Ideal for beach enthusiasts, the area features Gouverneur Beach, Saline Beach, and Shell Beach, popular spots for swimming, snorkeling, and relaxation.

531 Olivia St, Key West, Florida, United States of America, 33040

City landmarks
Nearby
Restaurants

Square

Mallory Square

4600 ft

Museums

Truman Little White House

4300 ft

cnr South & Whitehead Sts

Southernmost Point

3000 ft

Nature reserve

Key West Butterfly and Nature Conservatory

2400 ft

Truman Waterfront On The Western Edge of Key West

USCGC Ingham Maritime Museum

4100 ft

Cemetery

Key West Cemetery

2100 ft

Monuments and Landmarks

Southernmost Point of the Continental US

3000 ft

Aquarium

Key West Aquarium

4300 ft

Museums

Key West Shipwreck Treasure Museum

4400 ft

511 Caroline St

Curry Mansion

3200 ft

Museums

Ripley's Believe It or Not

4000 ft

Gallery

The Studios of Key West

2200 ft

Museums

Mel Fisher Maritime Heritage Museum

4100 ft

Museums

Florida Keys Eco-Discovery Center

3700 ft

South Street Corner of South and Whithead Streets

Statue Of Bishop Albert Kee

2400 ft

Garden

Audubon House and Tropical Gardens

3900 ft

490 Whitehead St

US 1 Mile Marker 0

2900 ft

Museums

The Ernest Hemingway Home and Museum

1100 ft

Duval Street

1300 ft

Events

San Carlos Institute

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

Museums

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

1000 ft

Gallery

Guild Hall Gallery

1100 ft

Better Than Sex

500 ft

926 Simonton Street

Blue Heaven

1700 ft

729 Thomas St

Nine One Five

700 ft

915 Duval St

Sugar Apple Health Food Store

400 ft

917 Simonton St

Duffy's Steak & Lobster House

500 ft

1007 Simonton St

Viva Saloon

600 ft

903 Duval St

Point 5 Tapas & Wine Bar

600 ft

915 Duval St

Windward Isle Villa Reviews

8.6/10

Great

33 reviews

8.4/10

United States of America, October 2023

Great location, nice neighborhood, outdoor shower, barbecue, cute house.

Can't fault anything about it.

9.8/10

United States of America, October 2023

My stay at Windward Isle in Key West was absolutely amazing. The location was perfect - nestled in a nice neighborhood with easy access to attractions. The house itself was cute and cozy, making me feel right at home. Additionally, the barbecue and outdoor shower were great perks. I highly recommend this place for a memorable vacation.

7.4/10

United States of America, September 2023

Great location near popular attractions and activities in the area. the outdoor shower and barbecue facilities were a nice addition and provided convenience for guests. the hotel was decorated nicely for Christmas, creating a festive and welcoming atmosphere during the holiday season.

Lack of amenities such as a dishwasher, which made meal clean-up less convenient. the couch was uncomfortable and not suitable for adults, making it difficult to relax and unwind after a long day.

9.4/10

United States of America, September 2023

We loved the barbecue and outdoor shower at Windward Isle! The location was perfect, just a couple blocks away from Duval St. As bike riders, we appreciated the convenience and enjoyed exploring the neighborhood.

Felt fine, no complaints.

8.4/10

United States of America, August 2023

Great location, nice neighborhood, outdoor shower, cute house.

Nothing at all.

8.8/10

United States of America, August 2023

The neighborhood and location were excellent with a lively bar nearby. Easy access to Duval Street. Enjoyed the BBQ and outdoor shower. The house itself was cute. The noise from the bar may be a concern for light sleepers.

9.6/10

United States of America, August 2023

The neighborhood was nice and we enjoyed the convenience of nearby bars and restaurants. Despite some noise from a bar across the street when their door was open, we still had an awesome time at Windward Isle.

Would recommend this hotel.

9.6/10

United States of America, July 2023

I recently stayed at a cute house in a great location in Key West, just a couple blocks away from Duval St. The barbecue and outdoor shower were fantastic amenities that added to the overall enjoyment of my stay. The neighborhood was nice and the house had a charming atmosphere.

Totally recommend this hotel.

8.6/10

United States of America, June 2023

Despite a few minor hiccups, our stay at Windward Isle was enjoyable. The location was perfect, with a nice neighborhood atmosphere and easy access to nearby attractions. We loved the outdoor shower and barbecue area, which added to our overall experience. The house itself was cute and cozy, providing a comfortable place to relax. we would recommend Windward Isle for a pleasant stay in Key West.

8.0/10

United States of America, June 2023

Our stay at Windward Isle was definitely worth the money! The room was cozy and charming, and the location was perfect, just a couple blocks away from all the action on Duval Street. The staff was friendly and treated us like VIP guests.

The morning meal could be improved with a larger variety of options.

8.2/10

United States of America, May 2023

Barbecue and outdoor shower. Great location near Duval St. Nice neighborhood. Cute house

All good.

8.4/10

United States of America, April 2023

Great location near popular attractions and lively bars, providing a vibrant atmosphere for New Year celebrations. the outdoor shower and barbecue facilities were a nice addition, allowing for enjoyable outdoor activities.

The property had several maintenance issues that were disappointing. the hot tub was dirty and not properly cleaned, which hindered our ability to use it.

9.4/10

United States of America, March 2023

The value for money at this cute house was excellent, and the room itself was cozy and comfortable. The location in a nice neighborhood just a couple blocks away from Duval St was perfect. The staff treated us with great hospitality and made us feel welcome.

Hotel breakfast could be better if there were more options available.

7.6/10

United States of America, March 2023

The location was awesome, with a nice neighborhood vibe, and it was just a couple blocks away from all the action on Duval St The barbecue and outdoor shower were great amenities that added to our experience. Plus, the house itself was cute and had a lot of potential.

There were a few downsides that we encountered during our stay. we were told that there were 2 bathrooms and 2 bedrooms, but upon arrival, we discovered there was only 1 bathroom, which was a bit cramped for 4 adults.

8.2/10

United States of America, March 2023

We absolutely loved our stay at this hotel. The location was perfect, just a couple of blocks away from the main street. The neighborhood was nice and we felt safe walking around. The hotel facilities were great, especially the outdoor barbecue and the outdoor shower. It was so convenient to be able to grill our own meals and rinse off after a day at the beach. The staff were friendly and helpful, making us feel welcome throughout our stay. this hotel provided a clean and comfortable stay with fantastic amenities.

Nothing all excellent.