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    Westwinds Inn

    3.8 (44 reviews)
    Closed 8:00 am - 7:00 pm
    Updated 1 month ago

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    Breakfast nook next to pool

    Hard to see how this was rated 2 stars when we booked it. We had great accommodations, the room had a fridge, sink, et,. There were two pools, one cool and one warm. All that and it looked this this.

    Don 't waste your money! Dirty! No USB receptacgles in room. No soap dishes in shower. Had kitchen but no knives or towels . Poop on pool cement for 3 days. Took him 4 hours to clean up the poop. Called Manager and Emailed but he was not resolving issues. asked for a refund. no response. staff does not speak English! poor non existing management. use to be nice but not now! they have not kept up! I was told that Key West is not for me by desk. Stayed a week and it cost me over $4,000. Never again. Breakfast was continental and had to ask for juice and milk. got sick for 2 days on what they had. no refrigeration on condiments. poor judgement! dirty floors. heard a lot of complaints from others.

    Amazing hotel in key west! Perfect for a weekend getaway, walking distance to everything, but also next to a bike rental place that was awesome! Quiet hotel, 2 beautiful pools, great AC in the room, amazing maid service, and a free continental breakfast! Would defiantly recommend this hotel!!

    Window sun
    Michelle H.

    Great quiet hotel. We had a room upstairs of the house which they all have their own bathrooms and mini fridge. Pools were awesome! One heated one not and the plants were beautiful

    What a beautiful and peaceful inn. Good location, within walking distance to just about everything. Had an absolutely lovely vacation.

    Sophia B.

    such kind staff and beautiful location. Parkings a little difficult so be prepared to walk, but overall very homie and seclusive. It's about a 10 minute walk to the main road of devaul street which isn't bad at all but i prefer driving around the island for the beach anyways. My favorite part about this hotel is the breakfast vouchers for the bakery down the street- best danishes i've ever had in my life- and the pool which was pretty much always empty when I was out. great find for my family!

    Dawn A.

    Beware when making reservations for this hotel especially if going through Booking.com They take your money, make your reservation and then never let you cancel unless they can keep your money! Booking.com says "talk to Westwinds " while Westwinds says, "talk to Booking.com"! I thought there was a law where a person has 24 hrs to cancel any purchase/contract with a full refund however this place gives no refund and charges you 9 months in advance. Very poor customer service!!!

    Clayton A.

    Very nice hotel. The rooms are separate buildings on about two city lots. Outside landscaping was beautiful with two swimming pools. Inside our room was spacious with a nice couch, four chairs and table, large king size bed, and small desk area. The bathroom was also spacious with a walk-in shower. They state no children under 6 and with children between 6 and 12, you just have to sign a form understanding there are no lifeguards or fence around the pools. If anyone was looking for a very comfortable and special place to stay for their trip to Key West, I would highly recommend staying here.

    Chris K.

    The customer service is terrible. This is the third year we have stayed and apparently is under a new Managment. Frozen muffins, stale cereal, but the hard boiled eggs were warm(nasty). They did not restock room with toilet paper once during our stay. Someone apparently was to bed around 3pm nightly and up at 7am with tap shoes on all week above us.

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    3 months ago

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    9 years ago

    Best place to stay on key west if your looking for a quaint bed and breakfast. Quiet, quaint and friendly.

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    Page 1 of 2

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    Review Highlights - Westwinds Inn

    Less than 10 min walk to Duval Street and within walking distance of a lot of great places to eat.

    Mentioned in 6 reviews

    Read more highlights

    The Mermaid & The Alligator - Sun Room

    The Mermaid & The Alligator

    (70 reviews)

    The Mermaid & The Alligator is what you hope a bed-and-breakfast will be…read more Set in a historic Victorian in Old Town, it's shaded, peaceful and just far enough from the noise to let you breathe. The rooms are comfortable and full of personality, with small details that make them feel lived-in rather than staged. Outside, the gardens are the star -- leafy, quiet and perfect for lingering. Our room had a wraparound porch and a hammock. Breakfast isn't an afterthought. It's fresh fruit, homemade dishes and good coffee served outdoors, slow and unrushed. And because it's independently owned, the hospitality feels real -- warm, attentive and low-key in the best way. You come to Key West for the energy. You stay here for the calm. And you leave wishing you'd planned to stay longer.

    If you've ever dreamed of running away to a storybook Key West hideaway, stop scrolling -- this is…read moreit. The Mermaid & The Alligator is hands-down the best bed-and-breakfast in Key West, and honestly, you'll wish you never had to leave. Housed in a 1904 Victorian mansion right in the heart of Old Town, this independently owned gem has the kind of charm chain hotels only pretend to have. Think wraparound porches, lush tropical gardens, orchids dangling from banyan trees, and a vibe so tranquil you half expect Hemingway to stroll through with a daiquiri. The rooms? Gorgeous. Each one feels personal, with Caribbean-inspired decor, canopy beds, and soft linens that make it way too easy to "accidentally" sleep through your Duval Street plans. Outside, the gardens are pure Key West magic: fountains trickle, palms sway, and yes -- the occasional rooster might strut by like it owns the place. Breakfast here is its own event: fresh tropical fruit, homemade pastries, quiches, and strong coffee served in the garden. It's the kind of peaceful start that makes you consider selling everything, moving here, and writing your memoirs. And because it's independently owned, the hospitality feels personal -- warm, genuine, and full of little touches that make you feel less like a guest and more like a friend who lucked into paradise. The Mermaid & The Alligator isn't just a stay; it's a love letter to Key West itself. Come for the charm, stay for the breakfast, and leave plotting how to "accidentally" extend your trip.

    L'habitation Guest House

    L'habitation Guest House

    (47 reviews)

    $$

    Honestly, it was a good stay! It's a town house that's been converted to a Inn. There's like 4…read morebedrooms on the main floor, and more rooms upstairs. Each room comes with actual keys to get into the front door of the guest house and into your actual room. There's cameras located in the common area. There's patio areas to hangout and the home is on Duval street. The prime bars and food spots were 5-10 min walk. The beach (Fort Zachary) was a 20 min walk The rooms were not super modern, but it was comfortable. It came with a tv, iron, mini fridge, and fresh towels. You don't hear the actual noise on Duval street from the bar. I heard more noise from guest moving around and slamming doors. I would definitely recommend packing eat plus if you're a light sleeper. Especially if you're on the main floor near the front door. They provide a small continental breakfast including boiled eggs, freshly baked pastries from a local spot, cereal, oatmeal packets, milk, juices, and coffee. There's also a donut and coffee shop next door with THE BEST donuts EVER!!! It's called Glazed. The service was great! Foster is the main go to guy for questions and needs. He was super kind and helpful. He gave us really good recommendations for places to see, eat at, drink at, etc.... Overall, I would definitely stay here again. It's a prime location, clean, affordable, and good service. If you book directly through their website you save 10%.

    Clean place. No bed bugs, at least in my room…read more Enough space to stand and walk around the room. Decent BF. The location is 5stars.

    Westwinds Inn - hotels - Updated May 2026

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