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    The Grand Guesthouse

    4.3 (47 reviews)
    Closed 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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    Southernmost Point Guest House

    Southernmost Point Guest House

    4.3
    (43 reviews)
    0.5 mi

    We had a great time staying here. It is the right amount of 'in the action' on Duval St. There is a…read morebar as part of the property, which is convenient - and it shuts down at 7pm so it isn't too loud at night. Convenient to get to the restaurants and bars on the other end of Duval with a 15-20 minute walk. Appreciated that they had parking on site, and they rent bikes for $15 a day, which makes for getting to Key West attractions easy. The included breakfast is remarkably varied for a smaller location with hot and cold options. Great way to save some on the food bill. We'd definitely stay here again.

    it is is, predictably, on the south side of the island of Key West. It's close to restaurants and a…read morebeautiful place to watch the sunset (and less crowded than Mallory Square), and right at the end of Duvall Street, which is the main drag through Key West. This impressive Queen Anne Victorian style house was designed as a one-bedroom mansion. What it lacked in bedrooms it more than made up for with its open water views, elegant public rooms, two story balconies, and large stained glass windows to catch the ocean breezes. little bit of History piece: William Curry came to Key West, from the Bahamas, penniless. He became a wrecker and with his massive fortune, built eight mansions in Key West and became Florida's first millionaire. His daughters wed wealthy men as well. One of his daughters, Florida Euphemia, married Judge Vining Harris. Interesting Fact: Electricity was a novelty and a luxury in the 1890's. Mrs. Harris wanted the best and was able to engage Thomas Edison to oversee the electrical design and installation for the house.

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    Southernmost Point Guest House
    Southernmost Point Guest House
    Southernmost Point Guest House

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    Coco Plum Inn

    Coco Plum Inn

    4.3
    (53 reviews)
    0.7 mi
    $$
    Boutique
    Free WiFi

    This place was a lovely getaway and extremely affordable considering its perfect location a block…read moreoff of the center of Duval Street. The pluses include a beautifully maintained courtyard and pool area with all manner of palms and tropical plants that are very well cared for, and a pool that manages that Goldilocks just right magic of being refreshingly cool during the day and almost bath water warm at night. Whatever temperature you're looking for it to be, it is. So many hotel pools and the keys aren't heated at all, which they really need to be in order to be comfortable in the winter season, and others are overly hot so they aren't comfortable during the daytime. This one is perfect, and azure blue. La! I found the bed extremely comfortable and the room very well kept and clean, although I can see where many travelers would find it cramped. We wound up in room 13, which I think probably offers the quietest location within the complex as well as a slightly more sizable room than some of the others. My husband found the noise from the neighboring pub distracting when trying to fall asleep, but I thought the room was incredibly well soundproofed considering the amount of hustle and bustle in this busy tourist area. You will also hear airplanes taking off and landing here, but you also hear them everywhere elseon the island, and with the window air conditioning unit on high fan at all times I found the city noise was almost entirely drowned out. The ceiling fan, however, was unbalanced and when we had the repair person come look at it he said it's fine, which is certainly wasn't. My only disappointment in our visit was that the breakfast that were included were pretty meh. I've been spoiled on staying at b&B's where the breakfast was a huge part of the experience, and here I felt like every single breakfast we had I could have made much better at home. Especially in Key West where there are three creperies within a 3 minute walk of each other, the breakfast game is strong, so when you aren't bringing your a game it really shows. The manager of the facility and most of the staff were incredibly friendly and seemed to truly enjoy and take pride in their work, which made our experience extra enjoyable. We also enjoyed chatting with fellow guests in the charming breakfast nook and comfy poolside seats. We stayed here for four nights and stayed at the far more expensive Southernmost Beach Resort for one night during our recent visit, then spent a week with friends who live in the area. The room was much larger at Southernmost, but much more problematic and less painstakingly cleaned, and radically less soundproofed than our room here. On a future visit we would stay two extra nights here for the same price.

    Room number 5 faces Whitehead Street and is right next to the famous Green Parrot bar. It can get…read moreloud so if you are a light sleeper or retire early take that into consideration. The room is large and light filled with lots of Windows. Air conditioner runs super cold which is nice after walking all over Key West in the middle of summer. The location can't be beat. It is surrounded by lots of great restaurants and museums. This will be our go-to every time we visit Key West. The place is super clean and the staff is very friendly and accommodating.

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    Coco Plum Inn
    Coco Plum Inn
    Coco Plum Inn

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    L'habitation Guest House

    L'habitation Guest House

    4.3
    (47 reviews)
    0.8 mi
    $$

    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.

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    L'habitation Guest House
    L'habitation Guest House
    L'habitation Guest House

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    The Grand Guesthouse - bedbreakfast - Updated July 2026

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