1. The Inn On Fleming

    1. The Inn On Fleming

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    Key West, FL

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    The Inn On Fleming

    5.0 (7 reviews)
    Closed 9:00 am - 6:00 pm

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    Casa 325

    Casa 325

    4.2
    (25 reviews)
    0.5 mi

    Rooms are beautiful, right next to tiki bar but quiet after 11, right off of Duval street so very…read morevery convenient

    Such an incredibly cute little place to stay right on Duval Street - truly a great location - and…read moreI'm so glad my travel companion found Casa 325 for us in a pinch. We absolutely loved the location of Casa 325 but I think we loved the fact Casa 325 had a pool even more so! Between lounging in the pool for hours (I fell asleep!) and the air conditioning, we survived Florida at the end of July - oh the humidity! Our room was super cute, spacious, and clean. We had two twin beds which was perfect for our needs. There was also a small refrigerator although I'm not sure about a hair dryer. The beds were comfortable and the hotel was quite charming overall. Reasonably priced - access the best rates on hotels.com or Expedia. While I would have loved to give the coveted fifth star to Casa 325, I could not because we had some initial difficulty with the parking situation at Casa 325. Despite there being a parking lot in the back (although small), we were directed to park at a lot a couple blocks away from the hotel. With that being said, we had to pay $20 for overnight parking and I don't believe it was in and out parking but I might be wrong on that. Either way, it was frustrating to have to park a couple blocks away with all of our belongings. And, having been on the road for over three weeks, our stuff was no where near organized to be able to easily pull it out of the car and drag it to the hotel. Oh well, we survived.

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    Lot's of stairs. Make sure you know where the room is located. If you have mobility issues, think about another hotel.
    Lot's of stairs. Make sure you know where the room is located. If you have mobility issues, think about another hotel.
    #chill
    #chill
    Very narrow entrance to limited parking. Anything larger than a midsize might get the side scraped.

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    Very narrow entrance to limited parking. Anything larger than a midsize might get the side scraped.
    Olivia By Duval

    Olivia By Duval

    4.0
    (20 reviews)
    0.6 mi

    What a fantastic place to stay! We stayed in Kay's Cottage and it was everything we wanted and…read moreneeded! We arrived late on Thursday night and was prepared for the late check in by the friendly office staff. It was a breeze getting our key and getting settled in. There was a spot right in front of our cottage that was free parking! (I was afraid we weren't going to find a spot but there was plenty and soo close!!) First walking into the cottage it was a lot nicer and bigger than we expected. There is so much storage and room to put all of your belongings. They provide an ironing board and iron, vacuum, some dishes, coffee with condiments, towels, a safe, plenty of pillows, and soaps! The cottage was very clean! The front porch was so nice to spend our mornings and nights on! All of the staff we encountered were very friendly and accommodating! This cottage is in a perfect location and close to everything you want or need! We couldn't of asked for a better place to stay! Very close to CVS, laundry mat, scooter/bicycle rentals, coffee, Duval St and much much more! Also, the pool is a nice, quiet, relaxing area where clothing is optional! We would definitely recommend staying here when you go to Key West!

    This place is FANTASTIC!! After a horrible experience at the Banana Bay Marina (N. Roosevelt…read morestreet), we found this gem. The office host was kind enough to let us check the room out before we booked it. The rooms are cool, clean, the bed was beyond comfortable (I'm actually still laying down haha) cute courtyard, friendly staff, parking, close to all the downtown Key West attractions but none of the noise! Lots of great little touches to the property as well, each of the guest houses run by the Key West Inns management has it's own personality. There are bikes available for rent right at the office too, so you don't have to try to track a rental down. Super big thank you to Andrea for being so accommodating, friendly and making great recommendations for the beach and restaurants. The icing on the already glorious cake is, the price!!! Completely reasonable and affordable. It is practically a steal. I'm certainly going to book this guesthouse again when I come back!

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    Poolside Room Olivia by Duval
    Poolside Room Olivia by Duval
    Olivia by Duval Pool
    Olivia by Duval Pool
    Huge Kitchen!

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    Huge Kitchen!
    Atlantis House

    Atlantis House

    4.8
    (19 reviews)
    1.1 mi

    Very good place to stay. They was so kind with us. We couldn't find a place to stay, and we were…read moreabout to go home at night back to FortLauderdale. The bathroom, the temperature, decoration outside and the bycicles, everything was great ! Thank you. Oh, and the key lime pie

    Captain Steve and Kayla are the most genuine, warm and welcoming hosts I've ever met! The Atlantis…read moreHouse has truly become my 2nd home. I visited a few years back and tried various b&b's since in my yearly visits. None of the other establishments come close to the type of experience you get when staying at Atlantis.. Starting with an awesome strategic location, it is conveniently just across from the beach. The layout of the house itself is absolutely gorgeous. The sitting area outside has such beautiful design, lighting and creativity that it gives off a warm almost indoor effect. The hosts' home is located close where they still give you complete privacy but are there if you need anything, even if it's one of Kayla's famous delicious key lime pies! The house consists of 2 separate rooms, each it's own uniquely designed suites. I loved staying at both as they both have their own special theme. If you're looking for a true b&b experience with a personal touch, wonderful conversation, a gorgeous zen-like atmosphere in the perfect location, give them a try. Just remember to book well in advance as the rooms tend to go fast!

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    Atlantis House
    Atlantis House
    Atlantis House

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    The Inn On Fleming - guesthouses - Updated July 2026

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