Members-only rates
4.7 / 5 Excellent

Westwinds Inn

Westwinds Inn
Westwinds Inn – Key West, FL
Westwinds Inn – Key West, FL
Check in 3:00 PM
Check out 11:00 AM

About Westwinds Inn

Located in Key West's Historic District, the Westwinds Inn is a short walk from Duval Street and the beach. Enjoy complimentary continental breakfast and amenities including Wi-Fi, concierge services, and laundry facilities. The 26 air-conditioned rooms feature flat-screen TVs and private bathrooms. Nearby attractions include the Sails To Rails Museum and the Key West Historic Seaport. Key West International Airport (EYW) is a short drive away.

Amenities

  • On-site parking
  • Concierge
  • Dry cleaning
  • Self-service laundry
  • Pool
  • Smoke-free property

Reviews

4.7 / 5
Excellent 1005 reviews
  • Engine customer Jul 2026

    It was ok

  • Engine customer Jul 2026

    I can’t thanks enough. I can’t describe the all the good things about this hotel. Now forward is my only place to go.

  • Engine customer Jul 2026

    Cute little room for one night. Very clean. Close to bakery and Fabulous Jamaican seafood restaurant Maroons.

  • Engine customer Jun 2026

    My wife and I enjoyed staying at the Woodwinds Inn during our 3 night stay in the Keys. Room had a great location close to the pool, was very clean, had all ammenities needed, including a dehumidifier, and was only a 13 minute walk from Duval St. The daily continental breakfast and happy hour that included complimentary beer, wine, and snacks was a nice perk! Staff was very nice and polite. When my wife and I requested an extention on room time before check out or asked for suggestions to eat and visit during our stay they were very accommodating. Overall our stay was a very pleasant experience and we look forward to booking another stay next time in the Keys!

  • Engine customer Jun 2026

    Two pools happy hour all great breakksfest could be changed a bit staff super helpful

  • Engine customer Jun 2026

    The location was great. The pool was beautiful even though there were workers doing landscaping it seemed like continuously. The gas blower for hours while in the pool was yuck. The shower in room 103 in the main house was terrible! The floor was super soft and it felt like I was going to fall through. It was kind of scary.

  • Engine customer Jun 2026

    My family was extremely pleased with the room, staff and amenities. We enjoyed the complimentary breakfast as well as happy hour during our stay. I will definitely be booking this place again as we enjoy this side of the island for our favorite restaurants and walking preferences. Thank you!

  • Engine customer Jun 2026

    The room was very clean , staff was great ! Both pools were clean and amazing! Breakfast was great , eating by the pool so nice

  • Engine customer Jun 2026

    We had a late flight on our last day and they were able to hold our luggage in the office, let us hang out at the pool, and use the shower room to change before we left for the airport.

  • Engine customer Jun 2026

    Room was nice, bed comfortable. Good location on the island near the wharf area. Mosquitoes on the property were a bit much though.

  • Engine customer Jun 2026

    Comfortable BED

  • Engine customer Jun 2026

    Great location!!

  • Engine customer Jun 2026

    We enjoyed our stay very much. Quiet and picturesque location, friendly staff, amd nice room. We used the outdoor pool nearest to our room (there are 2 pools) amd it was clean.

  • Engine customer Jun 2026

    Nobody was reachable after 7pm

  • Engine customer Jun 2026

    The young lady that checked us in was a blessing. She was very helpful and very nice. I think her name was Azul. She helped us in every way possible. The room we were put in was not the room we booked but we decided to stay there because we had already unpacked most of our stuff. It was a newly restroom. Very nice I might add. The only issue we had was the room seemed damp. Do t know if it was from all the humidity due to the rain. But some of our clothes were wet. The only real issue I had was with the manager. I had called to ask if there was parking for a golf cart due to we had a friend who had a bad knee. I was told by a gentleman that it was first come first serve. After 2 days of the golf cart beaked there I was given a notice stating I could not park there anymore. I spoke with the manager and she told me it was a fire hazard because the fire trucks wouldn’t be able to get to room eight f there was parked there. But yet there was a dump trailer parked there for 4 days. Other than that we had a great time. The complimentary happy hour was a nice touch.

  • Engine customer Jun 2026

    This place is so charming. I love the layout and it was safe and so cute.

  • Engine customer Jun 2026

    We always stay on this property because it reasonably priced, clean and in a great location!

  • Engine customer Jun 2026

    It was just a few blocks walk from shopping, restaurants & bars and sight seeing attractions. Older property but very clean and well maintained. It was a great location but our room faced a very busy/main road to the area so street noise was constant & pretty loud. I would stay here again but ask for a room farther back from the street.

  • Engine customer Jun 2026

    Shower floor is completely destroyed.

  • Engine customer May 2026

    The room was cleaned everyday. Towels and sheets were changed everyday. Every staff member was courteous and efficient. They stored our luggage while we waited to go to the airport after we checked out. Breakfast had a good variety. Consuela was very friendly and helpful. We enjoyed the pool. We got to see iguanas! Free happy hour was nice.

Frequently asked questions about Westwinds Inn

Does Westwinds Inn have free Wi-Fi?
Yes, Westwinds Inn offers free Wi-Fi for all guests.
Does Westwinds Inn offer parking?
Yes, paid self-parking is available on-site at Westwinds Inn.
Does Westwinds Inn have meeting spaces, conference centers, or conference rooms?
Westwinds Inn does not list dedicated meeting or conference facilities. For business event venues in Key West, see business hotels in Key West.
Does Westwinds Inn have a fitness center?
Westwinds Inn does not list an on-site fitness center. Some properties partner with nearby gyms — check directly with the hotel.
Where is Westwinds Inn located, and how walkable is the area?
Westwinds Inn is located at 914 Eaton St, Key West, FL FL 33040. With a Walk Score of 93, the area is rated Walker's Paradise. Most daily errands can be done on foot — ideal for travelers without a car.

What's nearby

Map of points of interest near Westwinds Inn
  • Key West Airport 2.8 mi

Why no public rates?

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