Westwinds Inn Key West

Westwinds Inn

Couples Queen Suite Jr Suite with Kitchenette One of Two Pools Pool & Shaded Sundeck Westwinds House Second Floor Key West Style Cottage Standard Inn Room Breakfast Served Poolside Romantic Honeymoon Cabana
The Westwinds Inn in Key West Florida has two pools with tropical romantic grounds that make it a very popular accommodation for wedding and honeymoon parties or couples looking for a relaxed setting.


The Westwinds Key West is a lovely bed and breakfast that's kind of like its own complex consisting of several different buildings that range in style and size. When we booked our room we were told we were to expect a complimentary continental breakfast. Since the room rate was so good the lovely breakfast was such a bonus. We had a choice of juices, hot coffee, fresh Danish pastries, a various fruit selection and several different types of cereal. Not only were we pleased with the great location, but we were pleasantly surprised when we realized that it was the right end of Duval street that we were close to. When you vacation in Key West being near the more touristy end of Duval street is a big plus. And usually a plus you have to pay dearly for. It was never an issue for us that they do not have any parking, and it shouldn't be a problem for you because of the Westwinds location to everything. The only time you might want one is if you are a first time visitor to the Island, and want to do some serious exploring. On the other hand all you need even at that would be a rented scooter or bike. Everything remotely worthwhile doing in Key West should and can be leisurely reached with a bicycle, walking or motor scooter! The couple of pools always looked sparkling, and had plenty of well maintained and comfy loungers and sitting chairs scattered about the pool decks. Another cool thing to note is that your adequate breakfast is served to you poolside. My room was equipped with what seemed like a wonderfully new bed and fresh smelling linens. The bathroom was a tad on the smaller side but for a historical property such as this the size was expected, and if it lacked size it made up for it in history. This is a relaxing place to stay, you wont find a television in the room but that was never a problem, remember you are on vacation, you can always get your hands on the stock market in a week! The front desk staff was warm, very professional. and polite. I would stay here again in heartbeat.

My boyfriend and I took a trip to Key West in the summer and booked a stay with the Westwinds Inn. It was one of the best choices we have made on a vacation yet, not to mention one of the best deals. Since it is situated just a few blocks away from the all to wonderful Duval Street and literally a four minute walk to the marina where we caught many of our excursions. This was extraordinarily convenient for us because we didn't come to Key West just to drink and nurse our hangovers, we went diving almost every day and took full advantage of all the water sports. The little area by the boardwalk next to the docks had lots of stores and restaurants. I severely recommend upscale restaurant The Commodore, it is right on the water and can satisfy your steak needs as well as a lobster craving you might have, wicked awesome!! Dinner for the two of us including the two apps. and drinks was less than 130.00 USD including the fifteen percent tip. For a really high class dining atmosphere we thought it was a bargain. The two women who are in charge of the front desk at the Westwinds were a blessing when it came to everything we asked for. They must love living in Key West because they knew everything about the island that we asked them and booked all of our trips for us. Their referrals were exactly what we wanted to do. There names are Maggie and Gabrielle, we found them to be so nice and they made sure we were happy. Our day of snorkeling on the "Stars and Stripes" catamaran was amazing an filled with adventure. The money it cost us was so worth it we will definitely do it again. The boat itself was larger than it looked in the picture yet it only takes out a dozen people at a time. The Captain took the best care of all of us and he navigated our voyage to only the most special snorkeling spots. We should note that the eighty dollars it cost us to snorkel these amazing spots were better than the spots one of our other guides took us to dive. The Sunny Days Catamaran trip was equally as wonderful and less money. They took out a lot more people but was a bigger boat. The crew on both excursions were friendly and very knowledgeable. The accommodations we had at the Westwinds was perfect in every way and situated in a very private atmosphere. The room we had was very clean and simply neat. The sparkling pools were great and maintained and refreshing. The air in our room never let up and kept us cool even in the hottest part of the summer. The free breakfast we got with our room was perfect to start the day with. We had a choice of fruit and muffins, yummy bagels, yogurt, choice of several juices. We really enjoyed ourselves while staying at the Westwinds and since we explored the island thoroughly we checked out some of their competition for fun. They were simply the best in our opinion.

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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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    914 Eaton Street
    Key West, Fl 33040

    Front Desk:





    • 2 Pools
    • On-Site Laundry Facilities
    • Flat Screen LCD TV
    • Complimentary Breakfast
    • Old Town Location
    • Irons & boards and hair dryers available at front desk.
    • Televisions furnished in select rooms only.
    • Lounge open 10am-8pm with television, internet, books, games, refrigerator.



  • Distance = (Walking)

  • Shell Warehouse
    .8 mi (15 min)
  • KW Winery
    .6 mi (11 min)
  • Captain Tony's Saloon
    .6 mi (12 min)
  • Robert Frost Cottage
    .7 mi (13 min)
  • Gallery on Green
    .5 mi (9 Min)
  • Iberiabank Atm
    .4 mi (8 min)
  • Public Parking Garage
    .1 mi (1 min)
  • Finnegan's Wake-Irish Pub
    .1 mi (2 min)
  • Cafe Sole
    .3 mi (6 min)