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    The Galleon Resort

    2.9 (39 reviews)
    Open Open 24 hours

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    Little guy was in the bushes by the pool!
    Sierra D.

    Ok. Our room was BEAUTIFUL. That is the part that matters. Full upgraded kitchen, comfy beds, beautiful views, nice TV, and more. We could not have asked for more. The pool, tiki bar (a bit expensive), sunset views, and location were A +++++++. The part where the Galleon lost a star for us was the exterior. The breeze ways were old and dated as well as the pool chair, the sauna smelled funny, and the lobby was crazy! Let's just say when we walked in we were seriously concerned with what we had booked. But like I said the room was beautiful. I'd book again, but I'd hope the sign in the lobby stating "excuse the mess were upgrading" applies to something worthy soon.

    Pool Time
    Marcy S.

    October 2012: I have read some of the negative views about this resort and I could not disagree with them more. We had an awesome 2 bedroom 2 bath "condo" overlooking the ocean and marina.Waking up and looking out at the ocean and the marina with the million $$ boats was amazing. It was very clean and the bathroom's have all been updated and are beautiful. The decor is a beachy vacation vibe as you would expect in Key West. This resort is 2 blocks from Duval St and Mallory Square and there are 30 a 40 places to eat and drink just outside the resort. The pool was very nice with a great Tiki Bar attached that had live music at night. We are not "high maintenance" guest so maybe that is why we had a great time. If you need maid service on a daily basis this is not the place for you. They come once a week with fresh bath towels and change linens and do a general cleaning. They provide pool towels that you can change out daily at the pool which is also very nice and well kept-up. And they have a cute little sandy beach next to the pool which is rare in Key West. Our Check-in was slow only beacuse there was a little old lady checking in front of us that didn't want to leave them an imprint of her CC. We had a small issue with our Thermostat (it was a little cold in our room) and we called down and a maintenance man was there to re-place it immedialty. I also had a package delivered to the hotel and as soon as it arrived they called to let me know they had it waiting for me. The only negative thing I could say about this place is that the Bartenders at the Tiki Bar could have been nicer. l have been to Key West 5 times and stayed in cheap motels, nice hotels and vacation condo rentals and this is the only place I would ever stay again.

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    This resort has everything - location, comfort, service, view, pool, little beach, cool outside restaurant , marina ...

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    Horrible customer service! Everyone's answer to any request is: "i just work here". Never again.

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    Ask the Community - The Galleon Resort

    Review Highlights - The Galleon Resort

    There are many commercial operators with diffwerent activites operating from the marina and adjacent extensive docks.

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    Ocean Key Resort & Spa

    Ocean Key Resort & Spa

    4.0(216 reviews)
    0.1 mi
    $$$

    Giving a solid 4 stars. Honestly its much easier to list what could be improved. And considering…read morethis environment, I can only think of a couple. 1. Hot Tin Roof Restaurant. The breakfasts for the price taste dismal and lower quantity. 2 eggs bacon, toast, and chopped potatoes a bit over $20 as most other dishes plus smaller sizes if you just want a donut or similar. The vibe I get is for breakfast this place is for guests who have a hotel package that includes free breakfasts. They also charge a 18% mandatory "service charge" and of course another line for the tip. We didn't do dinner here. I hope its better than the breakfast. 2. We booked under The Edge Chase Sapphire Reserve so its $100 property credit and free breakfasts for 2. When you consider "service charges" tips, taxes, and determine what the credit can be used for, it becomes a bit confusing. I know for a fact that laundry is not included, neither is the $50/day valet parking. Sort of an resort advantage to keep the guest guessing. Drinks food, spa i know are included with the $100. The valet guy was cool and informative. Considering the small island size and the cost of everything, this was a great stay. The room and balcony overlooking Malery Square plus the ocean and Sunset Island were fantastic. I have stayed at many locations over the years and this was by far the best. Pegasus on Duval is a dump. Both Hyatts are nice but on east side of the island so transportation becomes an issue. Do you really want to drive close to Duvall....if you can find a space, then pay for parking? This place is 2 blocks from Sloppy Joe's, Hogsbreath, next to Malerly Square and sunset pier. Walking distance to the hot spots at night.

    Terrible hotel building with terrible customer service…read more Building is old and consist of few buildings combined. Need to change elevator 2 times to go to your room. Rooms are nicely decorated but not what you expect for $1000 a night. They are way over priced for the quality. Front desk staff is terrible. Don't know how to handle issues which you will have plenty. We didn't have AC 2 out of 3 nights and they didn't even feel bad about it. They said basically it is what it is and we have to deal with it. One night they moved us to another room and they were acting like they were doing us a favor. It was major problem for us. second night they moved us to our room which has broken AC And gave us boxed fan to cool off. Front desk manager is clueless and don't know how to handle issues and he has kids working for him who do not know how to handle anything. They are like teenagers. I would never ever stay there again and warn anyone not to there. Oh you will wake up 5am because of dumpster trucks getting the trash and it takes like 20 min. Another thing is their damn roosters , they start 4am and won't let you sleep. Jesus, it was 3 days of hell!

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    Ocean Key Resort & Spa
    Ocean Key Resort & Spa
    Ocean Key Resort & Spa

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    The Marker Waterfront Resort

    The Marker Waterfront Resort

    3.0(202 reviews)
    0.2 mi
    $$$

    The one thing this place has going is the location! For the things we did, it was in a great spot!…read moreHowever, for the ammount of money you spend I would probably not come back! We were so excited to find out there was live music every day at the pool, only to be disappointed when most of the time it was not that good! They also allow locals/ non guests to come in which we heard several times while we were out from people and it was proven true! The bar/restaurant hours were so odd and it closed pretty early for being the only food in the place! Do not expect early check in or late check out- they do not accommodate this even though they text you to ask when you will be arriving! We only had someone clean our room once during the 6 days we were there! We ended up bringing our own trash out everyday, finding someone for toilet paper/towels, etc! This trip was for our honeymoon and it was just disappointing to spend so much money to get the bare minimum!

    Got a deal on this spot. A bit pricey otherwise. Spent 5 nights here. Great location to all of…read morethe things-very walkable. Resort fee is a bit much given you don't really get anything for it. Rooms were clean, bed was a little too firm for me and the pillows were flat. Different activities throughout the week. Only downside is housekeeping slamming doors in the morning when cleaning rooms-if you were trying to sleep you wont be.

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    The Marker Waterfront Resort
    The Marker Waterfront Resort - Magi bites, Caesar salad, French fries

    Magi bites, Caesar salad, French fries

    The Marker Waterfront Resort

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    Island House - Grouper sandwich

    Island House

    4.0(106 reviews)
    0.6 mi
    $$$

    Island House used to be the vacation destination for us. This was our first stay since the remodel…read moreso it's been a few years. OK, where do I start? I'll start with the positives and then get to the negatives and rank them in order. Positives: 1. The palm trees and lush vegetation. 2. The decorations for pride and their 50th anniversary. 3. The food is still reasonably good, although the prime rib came out cold. 4. The rooms have been generally remodeled to be more modern. Negatives: 1. The room is cool in the morning, warms up by late afternoon, is hot by 9 PM, and doesn't start to cool back off until 2:30 AM. 2. The bar staff plays Spanish music only all day until you ask the front desk to have it switched to English to which the bar staff takes offense. 3. The bar staff is more interested in watching the FIFA soccer tournament than actually waiting on any guests. 4. The further you went back into the room away from the front door the weaker the Wi-Fi signal got until there was no signal. 5. The soap dispenser leaked onto the towels hanging on the towel bar below it. Instead of having it fixed, the towels were put on the floor. 6. The gang shower between the gym, indoor Jacuzzi, and steam room area smells like sewage. 7. The sitting area above the stairway and at the end of the hall next to room 210 is covered in and reeks of pigeon feces. See attached pic. Although the front desk and management are responsive, it used to be that these things were taken care of without guests needing to point them out or request they be fixed. Not sure if it's due to staff turnover and/or management turnover but hopefully this review will be taken seriously and help future guests as we will not be coming back anytime soon. My overall rating is a 1 because the negatives far outweigh the positives in importance for the price you pay. And when prices are raised, you would expect the service level would raise as well or at least stay the same, which, in this case has not. Please remember that you're in the HOSPITALITY SERVICE industry. This is basically lipstick on a pig.

    The best fish taco I've ever had. Not breaded pan fried. See below. Fleshy meat large piecesread more

    Photos
    Island House - Pool area

    Pool area

    Island House - Fish taco

    Fish taco

    Island House - Fish taco

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    Fish taco

    Havana Cabana

    Havana Cabana

    3.5(215 reviews)
    2.7 mi

    We had an absolutely wonderful one-night stay at Havana Cabana Resort in Key West! From the moment…read morewe arrived, everything exceeded our expectations. The check-in process was smooth and welcoming, and Nick made it even better by offering us a complimentary breakfast, which was a lovely surprise. Our room was beautiful, spotless, and very comfortable--perfect for a relaxing stay. We were greeted with a refreshing welcome drink that truly set the tone for a tropical getaway. One of the highlights was the pool area--it's stunning, with a great hot tub and plenty of space to unwind. We especially enjoyed having our complimentary breakfast poolside, which made for such a peaceful and enjoyable start to the day. A special thank you to Dina, the concierge, who helped us plan our day and recommended a visit to the Key West Butterfly Sanctuary--it turned out to be an unforgettable experience! Also, the resort's free shuttle service to downtown was incredibly convenient, and Jackie, the shuttle driver, was so friendly and helpful. Overall, this resort offers exceptional service, beautiful accommodations, and thoughtful touches that make your stay truly special. We would absolutely stay here again and highly recommend it to anyone visiting Key West!

    We have been coming here for several years. This was by far the WORST EXPERIENCE to date. The staff…read morewas well below average EXCEPT for Val, Vadim, Nick, and David. They were GREAT! The rest were visibly lazy. The music was absolutely terrible and way too loud into the night. Having a pool side room is HORRIBLE. We had trouble getting the room serviced. Had to ask for that to be done. Much of the room needs to be repaired. Peeling paint and broken tile. The food has become nasty and not good at all. This is advertised as an adults only place. There were ALOT of misbehaving kids here that took over the pool which is absolutely terrible. I was told havan cabana tried no kids for 6 months and lost bookings ----- well I'm here to say WE WILL NOT BE BACK. Expensive for what you get and especially what you don't get!!

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    Havana Cabana
    Havana Cabana
    Havana Cabana

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    Casa Marina Key West, Curio Collection by Hilton - Exterior

    Casa Marina Key West, Curio Collection by Hilton

    2.3(141 reviews)
    1.3 mi
    $$$

    The hotel is in a beautiful, picture-perfect setting…read more The check-in process was unpleasant with the clerk seeming to be very annoyed with us. Our room was down a hallway off from the main building and reminded me more of a Days Inn than a resort. The bed was comfortable and the room spacious, but not on the level of a resort.

    We stayed at Casa Marina Key West in August, which is considered the slower season. The hotel is in…read morea great location--about a 20-minute walk to Duval Street--and they offer bike and golf-cart rentals as well. Check-in was easy, and the lobby was very clean and inviting. The property has a bar, café, concierge, and a small restaurant serving breakfast. Our room was spacious, the bed was very comfortable, and the shower had excellent water pressure. We also enjoyed having pool access. The pool was definitely the highlight. It is saltwater and has separate adults-only and children's sections, which was a huge plus. The pool attendants were wonderful, and the pool manager did an exceptional job. Their service is the main reason I would give this hotel three stars instead of fewer. Unfortunately, housekeeping was very slow. Our room was not serviced until around 4 p.m. most days and was not serviced at all on Sunday. This was especially odd because housekeeping staff could be heard speaking loudly in the hallway very early in the morning. We also had one very uncomfortable experience at the hotel bar. A heavily intoxicated gentleman was yelling racial slurs while another woman played country music loudly from her phone. The bartender was alone, and there did not appear to be any security support nearby. We left immediately. Ironically, we had planned to attempt a little ghost-conjuring of our own one evening, given Key West's spooky reputation, but our plans were quickly interrupted by the very drunk man in the lobby yelling racial slurs. It was certainly not the supernatural encounter we had in mind. The hotel does have beach access, although we avoided the beach because of the significant seaweed issue, which was not the hotel's fault. Overall, Casa Marina has a beautiful pool, comfortable rooms, and a convenient location, but the housekeeping delays and bar incident made the experience feel inconsistent.

    Photos
    Casa Marina Key West, Curio Collection by Hilton - Restaurant

    Restaurant

    Casa Marina Key West, Curio Collection by Hilton - Restaurant

    Restaurant

    Casa Marina Key West, Curio Collection by Hilton - "Key West View"

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    "Key West View"

    Simonton Court Historic Inn & Cottages - Our comfy cottage

    Simonton Court Historic Inn & Cottages

    4.3(82 reviews)
    0.3 mi

    Loved my stay here so much that I am already talking about going back next year for a longer stay…read more Jonathan and Violet provided personalized service that makes guests return often. You will not get this at a larger property or resort. Our accommodations were better than we expected. Continental breakfast was a nice touch. The grounds are peaceful and nicely manicured. Secured at night as well. Convenient to center of town. One mile in either direction to the water

    This is a lovely hotel that feels more like a community inn right in the heart of Key West. It is…read morecomprised of multiple different bungalows, cottages, The Mansion and more...each exuding a lovely, historical charm. With four saltwater pools throughout for all guests to use to read and relax by. To stay hydrated, you can make use of their local brew, iced and hot tea, and filtered water all day at the pool bar. Top this off with LUSH, tropical foliage and palms everywhere...it feels like you are in your own oasis once you walk into the outdoor courtyard. I stayed with a friend in one of the cottages with two bedrooms and two bathrooms, a shared living room, and a stocked beverage fridge and snacks. Their complimentary continental breakfast offers a wide variety of choices and is served poolside from 8:30-10:30 each morning. And, treat yourself with a $5 Mimosa, Bloody Mary or Prosecco. A perfect way to start your day of adventure or relaxing. To cap your day or to kickoff your evening, join in their happy hour Friday to Sunday from 3-5p at the Mansion Bar, serving $5 drinks and complimentary snacks. Within mere steps, walk to shops and restaurants right out of the hotel. An added bonus - this charmer is 18 and up only! YES! Be sure to support this local gem!

    Photos
    Simonton Court Historic Inn & Cottages - Beautiful uplighting in the courtyard.

    Beautiful uplighting in the courtyard.

    Simonton Court Historic Inn & Cottages - Sitting area MA5

    Sitting area MA5

    Simonton Court Historic Inn & Cottages - Entry at night

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    Entry at night

    Southernmost Beach Resort

    Southernmost Beach Resort

    2.4(12 reviews)
    1.1 mi

    Beautiful stay at the Southern most part of the US. The rooms are cozy and comfortable…read more Unfortunately, on our stay the beach's were not accessible due to the seaweed but we still had a great time. The 3 pools are within walking distance of each other and two of the have a nice bar.

    We come to Key West often, sometimes twice a year and on our last visit, while walking to Lousie's…read moreBackyard, we passed this waterfront resort and really liked how it looked. It's quite large and also had a few pools, nice beach, and the attention to detail (upkeep mainly) appealed to us, so we decided to stay here on this most recent trip. We selected the Le Mar house, which is sort of like a B&B with your own bathroom in each room. The house's décor is excellent... the upkeep is equally as nice! We heard that these houses (the Le Mar and the Dewey) were recently renovated and we could tell, as everything was shiny and clean, but overall, the staff does a nice job keeping things polished on a daily basis! The bed was comfy and the bathroom was spacious and nicely tiled. The shower pressure wasn't that great, plus it took forever to get hot water to the shower head, but we didn't mind, as it was so clean and nice and the shower was still effective. They have a nice selection of soaps/shampoo called Bee Nice, which offered a nice smell and effective wash. The towels were soft, clean, and kept stocked up in our bathroom. The décor in the room itself was beautiful and reminded us we were at the beach. The only issue with the room itself was that the TV uses WiFi to connect and it was horrible. We like to fall asleep and wake up to the TV, but it kept buffering and mostly didn't work. Plus, there was no sleep function accessible from the remote. The resort offers 3 pools... We chose the tranquility pool the first day, which was nice until a group of loud mouth guys got in and just became very obnoxious. They ran off most of the couples there by being condescending in a southern tone and constantly telling each other to hush as this was the tranquility pool, yet being on opposite sides of the pool to constantly yell back and forth... Juveniles! These types of people are generally why we don't like large resorts like this, they're often loaded with people to drink too much and don't know how to act. So, the next day we opted for the Shores pool, which is definitely a lot louder, as it's got music playing, about 5 times more people in it, a bar, and even live music a few hours each day. But the guests were all much more pleasant in this pool and we enjoyed being here a lot more. Plus, this pool is huge, so it's easier to spread out and have more space in the pool, with plenty of lounge chairs and umbrellas too. The only issue here were the 3 different guitar singers that came in each of 3 different days... they were all horrible! (Note to resort - save your money, just play the regular music from the speakers, yacht rock was great, but these guitarists were very bad!) The report offers full service at this pool with a full food & drink menu. They also have a spa, which is location just off the side of this larger pool too. Housekeeping on point! She would notice when we left the room to go to the pool and she'd refresh our room, making it smell citrus fresh too! I left out checking in, but that too was friendly and efficient. They gave us a ride to our room and took our luggage up. The one thing I wish they would offer is a ride down to the "downtown" area of Duval, as it's pretty hot and to walk 7/10th of a mile every time you want to go out is a bit much, especially for those in heels. We noticed that the staff was always cleaning and keeping things straight around the resort. There were painters constantly touching up and it was evident, as there was hardly any rotted wood railing or chipped paint to be found... Again, great attention to detail! Lastly, the resort did a great job keeping in touch... sending texts throughout the day telling us what was coming up. They had plenty of activities, some looked really fun and the entire staff was very engaging. We'd definitely return here!

    Photos
    Southernmost Beach Resort
    Southernmost Beach Resort
    Southernmost Beach Resort

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    The Galleon Resort - resorts - Updated September 2026

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