Located near Duval Street, Westwinds Inn offers a charming retreat with continental breakfast and a serene garden. Unwind by one of the 2 outdoor pools or get lost in a book from the library, and enjoy helpful staff who have left previous guests impressed.
Ernest Hemingway Home and Museum - 14 min walk - 1.2 km
South Beach - 19 min walk - 1.6 km
Southernmost Point - 3 min drive - 1.4 km
Getting around
Key West Intl. Airport (EYW) - 9 min drive
Restaurants
Kermit's Key West Key Lime Shoppe - 8 min walk
Cuban Coffee Queen Waterfront - 4 min walk
Conch Republic Seafood Company - 11 min walk
Half Shell Raw Bar - 4 min walk
Harpoon Harry's Restaurant and Bar - 3 min walk
About this property
Westwinds Inn
Westwinds Inn offers a great location, putting you within a 15-minute walk of Duval Street and Florida Keys Beaches. Guests looking to stay active can check out the nearby kayaking, scuba diving, and snorkeling, and free perks include WiFi and continental breakfast daily between 8:00 AM and 10:00 AM. Also, Mallory Square and Ernest Hemingway Home and Museum are just a 5-minute drive away. Fellow travelers love the pool and helpful staff.
At a glance
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Hotel size
26 rooms
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Arriving/Leaving
Check-in start time: 3 PM; Check-in end time: 7:00 PM
Late check-in subject to availability
Minimum check-in age: 21
Check-out time is 11 AM
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Special check-in instructions
The front desk is open daily from 8 AM - 7:00 PM
Guests must contact the property in advance for check-in instructions; front desk staffed during limited hours
To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
If you are planning to arrive after 7:00 PM please contact the property in advance using the information on the booking confirmation
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Required at check-in
Credit card, debit card, or cash deposit required for incidental charges
Government-issued photo ID may be required
Minimum check-in age is 21
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Children
Children (11 years old and younger) not allowed
No cribs (infant beds)
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Pets
Pets not allowed
WIFI
Internet
Free WiFi in public areas
Free WiFi in rooms
LOCAL_PARKING
Parking
Offsite parking within 499 ft (USD 42 per night)
Street parking available
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Other information
Smoke-free property
Property amenities
Food and drink
Free continental breakfast each morning 8:00 AM–10:00 AM
Barbecue grills
What to do
Beach nearby
Ecotours nearby
Kayaking nearby
Scuba diving nearby
Scooter/moped rentals nearby
Services
Front desk (limited hours)
Concierge services
Tour/ticket assistance
Laundry facilities
Free newspapers in lobby
Luggage storage
Facilities
Garden
Library
2 outdoor pools
Room amenities
Be entertained
40-inch flat-screen TV
Cable TV channels
Home comfort
Air conditioning
Sleep well
Bed sheets provided
Freshen up
Private bathroom
Bathtub or shower
Free toiletries
Hair dryer
Towels
Stay connected
Free WiFi
More
Daily housekeeping
Here's the breakdown, no surprises
Parking
Parking is available nearby and costs USD 42 per night (499 ft away)
Policies
This property does not have elevators.
Guests can rest easy knowing there's a fire extinguisher, a smoke detector, and a first aid kit on site.
This property accepts credit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover
Also known as
Westwinds Inn Key West
Westwinds Inn
Westwinds Key West
Key West Westwinds Inn
Westwinds Key West Fl
Westwinds Hotel Key West
Key West West Winds
Westwinds Inn Hotel
Westwinds Inn Key West
Westwinds Inn Hotel Key West
Frequently asked questions
Does Westwinds Inn offer free cancellation for a full refund?
Yes, Westwinds Inn does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.
Is there a pool at Westwinds Inn?
Yes, there are 2 outdoor pools.
Are pets allowed at Westwinds Inn?
Sorry, pets aren't allowed.
Is parking offered on site at Westwinds Inn?
No, unfortunately, but there's street parking available.
What are the check-in and check-out times at Westwinds Inn?
Check-in start time: 3 PM; Check-in end time: 7:00 PM. Check-out time is 11 AM.
What is there to do at Westwinds Inn and nearby?
Have fun with nearby activities like fishing, jet skiing, and kayaking. Additional recreation nearby includes ecotours. Enjoy a swim in one of the 2 outdoor swimming pools or use the hotel's other amenities, which include a garden.
What's the area around Westwinds Inn like?
Westwinds Inn is a short 8-minute walk from Duval Street and 12 minutes' walk from Florida Keys Beaches. The local area is walkable and popular for its beaches.
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Westwinds Inn Reviews
Reviews
9.4
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
9.6/10
Cleanliness
9.4/10
Staff & service
9.0/10
Amenities
9.2/10
Property conditions & facilities
9.2/10
Eco-friendliness
Popular mentions
Room
Service staff
Location
Breakfast
Bakery
Bed
Restaurant
Walking
Quiet - room
Shower
What guests liked
Breakfast was described as good, simple, nice, plentiful, and a nice added bonus with various options. (42 reviews)
The air conditioning was excellent, cool, and quiet in many rooms. (5 reviews)
The property offered a relaxing beach-like atmosphere with a small beach and two pools for guests to unwind. (3 reviews)
From real guest reviews summarized by AI.
Reviews
10/10 Exceptional
Jul 24, 2025
Very nice property, great location, we enjoyed our stay !
Beth
Beth, 2-night trip
10/10 Exceptional
Jun 4, 2025
Great location, helpful staff, great stay
Kerry
Kerry, 4-night trip
10/10 Exceptional
May 31, 2025
Great place to stay everything in walking distance thst you need to see in Key West
Todd
Todd, 3-night trip
8/10 Very good
May 19, 2025
Great location
Jose R
Jose R, 2-night trip
10/10 Exceptional
Jun 18, 2025
Staff was extremely friendly and accommodating. Bed was very very comfortable and room was spotless and AC was great. Grounds and pool area are beautiful and quiet, we will return
Janet
Janet, 2-night trip
8/10 Very good
May 25, 2025
I stayed for 2 nights, close to Duval street and the many restaurants. Pool area and desserts are a plus
Maikel
Maikel, 2-night trip
10/10 Exceptional
May 15, 2025
Wonderful hotel with beauteous, pool, rooms with friendly and helpful staff
Kathleen
Kathleen, 4-night trip
10/10 Exceptional
Jul 11, 2025
Great location!
Great location, love the set up of the hotel with the two separate pools, love the one pool with the water fountains, and all the greenery around, and there were shade in the pool, which was perfect! The bike rental place was right next-door and you got 10% off perfect.
Tables and chairs to sit at, very comfortable. Would highly recommend.
Sally
Sally, 3-night trip
10/10 Exceptional
May 21, 2025
What a beautiful property. Loved it. Out of the crazy part of town, but very walkable. Lots of food options close by.
Marian
Marian, 5-night trip
10/10 Exceptional
Jun 4, 2025
Beautiful, comfortable cottage. Breakfast with
Plentiful options. Staff helpful
Kenneth
Kenneth, 2-night trip
10/10 Exceptional
Mar 6, 2025
Beautiful grounds, wonderful staff!
Leslie
Leslie, 1-night trip
8/10 Very good
May 26, 2025
It was a charming place nestled in the city. The walk to main attractions was easy. Our room was a little small, but adequate.
Kris
Kris, 4-night trip
10/10 Exceptional
May 31, 2025
Breakfast by the tropical pool!! So peaceful
Marianne
Marianne, 3-night trip
10/10 Exceptional
Jan 29, 2025
We had a wonderful stay in the property
Tania
Tania, 1-night trip
10/10 Exceptional
Feb 23, 2025
We loved this place
james
james, 4-night trip
8/10 Very good
Jan 15, 2025
Pleasant, comfortable stay.
duc
duc, 2-night trip
8/10 Very good
Jun 29, 2025
Good place.
The place was cute and fixed up with a nice pool and breakfast area. They also had an ice and water machine. Our mattress caved in in the middle so we didn’t sleep well.
Gretchen
Gretchen, 3-night trip
8/10 Very good
May 2, 2025
Quiet and cozy environment.
Nicola
Nicola, 3-night trip
10/10 Exceptional
Jan 28, 2025
Great location and service.
Dave
Dave, 3-night trip
10/10 Exceptional
Feb 22, 2025
Wonderful location, convenient to dining, bicycle rentals, rum distillery
Julie
Julie, 4-night trip
8/10 Very good
Apr 21, 2025
Expensive like all things in Key West but convenient and clean.
David
David, 3-night trip
10/10 Exceptional
Feb 16, 2025
Very nice place
Marlene
Marlene, 1-night trip
10/10 Exceptional
Jun 11, 2025
Such a cool place. A hidden tropical getaway. The scenery was beautiful and the resort was quiet. There isn't any parking on-site, so you will have to walk about two blocks if you want the cheaper $15 a day parking lot. It wasn't a big deal for us since we planned to walk Key West anyway. We would definitely stay here again.
Carolyn
Carolyn, 2-night trip
10/10 Exceptional
Oct 19, 2024
Great hotel for location easy walk to best spots in town… clean and quiet
kimberly
kimberly, 3-night trip
10/10 Exceptional
Mar 12, 2025
Great location, walkable to Duval street. Breakfast was very nice. Loved the heated pool. Beautiful grounds.