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    The Grand Guesthouse

    4.3 (46 reviews)
    Open 8:30 am - 5:30 pm

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    View from window in room 5
    Alisha S.

    Words can't describe what a LOVELY place this is. The owners were so kind and thoughtful. As soon as we arrived at check in, they offered us sangria and the owner gave us a slice of her key lime pie which my mom and i had never had before! We were celebrating our big 30/50 birthdays and the owner was so sweet to surprise us with cupcakes and a balloon in our room on our first night. They had bikes for daily rental 15$ & 10$ every day prior. Beach towels on hand! Happy hour with wine & beer. Continental breakfast. They owners also had a full list of places to go! So helpful. Some things to consider if this is your first time visiting: We stayed in room 5 which has its own entrance (yay) but right outside room 5 & 6 is where they hold the continental breakfast. So if you like to sleep past 8am or nap during happy hour i would just take that into consideration when booking! You could hear absolutely everything if you're sleeping in the front room. Otherwise it was an incredible time. Highly recommend!!

    The cute courtyard has lots of shade and is a wonderful place to relax with a cup of coffee or a glass of sangria.

    The Grand Guesthouse is everything you'd want in a bed & breakfast experience in Key West. Tucked away in a quiet neighborhood, This gem is just a 10 minute walk from all the action on Duval St or the beach. Our room was perfectly clean, comfortable, and pleasant. The cute little courtyard is shady and quaint, the PERFECT place to enjoy morning coffee and your included breakfast or a perhaps little happy hour in the afternoon. The staff is very pleasant and helpful and they made sure everything was 100% perfect for us. This will be our go-to place for Key West visits from now on!

    Exterior entrance
    Karen M.

    The Grand Guesthouse is a nice little B&B in a quiet neighborhood in Key West's Old Town area, far enough away from all of the noise and activity on Duval Street but close enough to walk there if you feel the need for some nightlife. The outdoor setting is beautifully landscaped with tropical trees and plants. In fact, the foliage is so lush it's easy to miss this place entirely when you're first looking for it, but this also means you're guaranteed privacy. If you can hardly see it, neither can anyone else. Our room was small but very clean, with a comfortable queen-size bed, air conditioning, a ceiling fan, a small refrigerator, cable TV, a nice bathroom with a seat in the shower, a private entrance, and even two chairs and a table right outside of our door, so that we could eat our breakfasts in privacy if we didn't feel like socializing with other guests on the deck. On-site parking is provided in front of the house. (Although there are 10 rooms but only eight parking spaces, the Grand Guesthouse has arrangements with a business right down the street, so don't worry - every guest has a parking spot.) If you don't feel like walking everywhere, there are also bicycles available for a separate rental fee. The managers are friendly and very helpful with advice about activities and attractions in Key West. They're especially good at steering you away from tourist traps and guiding you instead to places where the locals like to eat. The only drawback to this place was that the breakfasts are continental. Don't get me wrong - the breakfasts are perfectly adequate, with muffins, bagels, bread, English muffins, yogurt, cream cheese, jams and jellies, fresh fruit, cereal, juice, coffee, and hard-boiled eggs. But for the price we were paying (over $250 a night because it was high season), you would think they could include a hot, home-cooked meal. (Whoever boils the eggs also needs to learn the trick of letting the eggs sit in cold water for 5 minutes immediately after boiling so that the shells peel off easier. Just a suggestion.) I also had a hard time falling asleep at first because our room was rather bright from the lights outside every door. But that's my problem, not the owner's. It's not their fault that I prefer totally dark rooms and earplugs to fall asleep every night. I'm just quirky that way. So if you want a nice, quiet, private room in a beautiful setting off the beaten path and don't mind continental breakfasts, The Grand Guesthouse is highly recommended.

    Exterior view
    Heather S.

    Wonderful bed and breakfast. The rooms are very clean and decorated key west style. The location is off the beaten path but still walkable to Duvall street and the beach. Otherwise there is parking available. The highlight of the place are the owners who go out of their way to recommend restaurants, excursions, etc. that are not tourist traps. The breakfasts were especially nice. There is a wonderful selection of hard boiled eggs, pastries, bread, bagels, jam, juices and great coffee.

    Patio area was lovely!
    Tiffany C.

    This is a super cute quintessential B&B in The heart of old town Key West on Grinell. You're just a short walk away from Duvall St and the Hemingway house. The rooms vary in size and some come with a private balcony or patio to enjoy. Continental breakfast is included and features items like pastries, hard boiled eggs, yogurt cereal, juice, and bagels. There's coffee and filtered water. While I missed having hot eggs, the boiled eggs were fine. The staff is very nice and gave us coupons when we checked in and a tour of the property and even marked out stuff on a map for us. We were able to use their beach towels and had we needed an umbrella or chairs they had that to borrow for the day too. A rain umbrella was provided in the room and that came in handy when during our visit it rained. Our room was I think the smallest room they have and had we not been busy enjoying key west all day I think that is the only draw back. But since it was just sleeping that wasn't a big issue. I would recommend trying to RSVP one of the larger rooms if you can. If you're looking to stay in a local B&B in the Keys that is still as nice as a hotel and has a lot of island charm, I recommend this place for sure! I would stay here again but pick a bigger room! :)

    Allan T.

    We stayed here to nights in May and overall the experience was excellent. The manager John runs a tight ship and make sure everyone is well taken care of and happy with their accommodations. The room was small but a good deal for the price during that month. We had a cute little patio outside our room with the fountain and decorations and table with two chairs and umbrella.The free continental breakfast is very basic. We enjoyed it one morning and then went out to the local breakfast place recommended by John called Sandy's which was awesome. The grand guesthouse is about a 10 minute walk from the south end of Duval Street. So we got by fine just walking and did not need a car.The only negative is the Wi-Fi didn't really work very well but since we weren't there to surf the web that didn't really matter to us. Highly recommend you give them a try on a visit to Key West.

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    Review Highlights - The Grand Guesthouse

    We enjoyed it one morning and then went out to the local breakfast place recommended by John called Sandy's which was awesome.

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    Casa 325

    Casa 325

    4.2
    (25 reviews)
    0.8 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.

    Photos
    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)
    0.5 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!

    Photos
    Olivia By Duval
    Olivia By Duval Fantasy Fest
    Olivia By Duval Fantasy Fest
    Olivia by Duval Clothing Optional Pool

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    Olivia by Duval Clothing Optional Pool
    Atlantis House

    Atlantis House

    4.8
    (19 reviews)
    0.7 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 Grand Guesthouse - bedbreakfast - Updated August 2026

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