Westwinds Inn Key West

Westwinds Inn

Queen Suite with Couch Jr Queen Suite with Kitchenette Inn L Shaped Pool Westwinds Partial Shaded Sundeck Main House Stairwell Conch Bungalow Style Cottage Rooms Standard Room with Queen Bed Guest Breakfast Poolside Front Cabana Opens to Pool


What a charming and quiet place to stay. This cozy getaway invokes serenity. The two pool areas are just beautiful and and set perfectly. Everything was spotlessly clean. Staff on call could not have out of their way more for us. They really made you feel like you were more welcome than a family member.

Reading reviews about the pool areas made be book at the Westwinds. We just got back and have great memories about those pools. There were people at each of the pool areas that we met and had many great conversations with them. Overall, we had a superb experience and can't wait to reserve a room there again.

The West Winds inn is an undoubtedly charming B&B, truly ideal for couples who want to stay close to the major action of Duval Street yet need to relax in the gardens or pool areas. By the way they are large and calm as compared to a lot of other B&B's I've stayed at in the past. Our party of three had what was considered a suite, which was really large, very clean & airy with a nice bathroom. The breakfast was good this was a great value!

The included breakfast is really good it included some cut fruit, cereal, mini-muffins, coffee and juice. If you are looking for a more substantial breakfast you can eat out. Key West has especially delicious breakfast places. A superior vacation Key West should consist of lots of places to eat. Luxury eating is only steps down Duval. I am not saying that the free breakfast at the Westwinds is bad, its not, its really nice. Just enough food to get you to the next stop on your list of things to do that day. After a little sustenance I was tempted to sit out by the pool instead of going back to my room for some relaxation. Great vacation, good value, and great memories.

Year after year our favorite place to stay is the Westwinds Key West. From the affordable and clean rooms to their great location within easy walking distance to shopping and nightlife. It's the best value in a bed and breakfast or hotel you'll find anywhere on the island. The rooms are charming and are kept up to date and they also have 2 pools. One is a little smaller but they are perfect for a dip and laying out to soak in some sun. We will stay here whenever we vacation down in the southernmost city.

I really enjoyed staying here. My wife and I recently celebrated our 23rd wedding anniversary. This was the perfect spot to renew our vows. We drove down from Sebastian which took about 7 hours with a stop in Boynton Beach for a little lunch. We stayed for 4 nights and spent a few days down at the historic seaport. It’s about a 10 minute walk and there are nice shops and restaurants along the water. We watched a couple of the charter fishing boats come in. One of them had caught 2 sailfish and 13 dolphin in a half day trip! That’s something we’ll have to do next time. We ate at the half shell raw bar probably four or five times, and couldn’t get enough of their fresh Gulf Oysters. You can eat pretty well there and not break the bank too bad. Most of the menu items were under $20. There’s a lot more to do than just eat, but that seems to always be the number one activity for our vacations anyway.

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Off Season:
Summer/Fall: $90 - $225

Winter/Spring: $185 - $275

(Rates subject to change. Holidays and special events may be higher.)

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Westwinds Map

    914 Eaton Street
    Key West, Fl 33040

    Front Desk:





    • 2 Pools
    • On-Site Laundry Facilities
    • Flat Screen LCD TV
    • Complimentary Breakfast
    • Old Town Location

Restaurants & Bars

  • Distance = (Walking)

  • Half Shell Raw Bar
    .2 mi (3 min)
  • Azur
    .1 mi (2 min)
  • Sloppy Joe's
    .6 mi (11 min)
  • Sunset Pier
    .7 mi (14 min)
  • A & B Lobster House
    .6 mi (12 Min)
  • Bistro 245
    .7 mi (14 min)
  • Green Parrot
    .8 mi (13 min)
  • Sarabeth's Kitchen
    .5 mi (9 min)
  • Denny's
    .9 mi (17 min)