Galleon Resort beach hotel luxury in Old Town Key West

Key West, Florida
$557 avg/night
Bed 1

Bed

Bath 1

Bath

Home Condo

Property Type

Sleep 5

Max Sleeps

This is a large (1245 SF) 1BR/1BA condo on the 6th floor of the Galleon Resort & Marina.....and is a one of a kind. It features a fantastic, fully equipped kitchen with new cabinetry and granite countertops, dining room, living room and a very spacious master bedroom & bath. This suite will sleep 5, with a king bed and a twin pullout in the master bedroom and a queen pullout in the living room. Also, one of a kind, is the huge deck with an outside table & chairs, private hot tub and a spiral staircase to a private rooftop deck for fantastic views of all of Key West. For added convenience, this suite offers 2 TVs with cable, DVD players, washer/dryer, iron & ironing board, free wireless internet and a safe..

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Towels On The Beach
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 1245 Sq Ft (116 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Dishwasher Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Outdoor Furniture Patio Rooftop Terrace
  • POOL/SPA

    Heated Pool Hot Tub Outdoor Pool Sauna Shared/communal Pool
  • BATHROOMS

    1 Bathroom Hair Dryer Jetted Bathtub Shower Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Fitness Center Fitness Facilities Nearby Jet Skiing Nearby Kayaking Nearby Power Boating Nearby Sailing Nearby Scuba Diving Nearby Snorkeling Nearby Swimming Nearby
  • ENTERTAINMENT

    DVD Player Stereo TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Hospital On The Waterfront
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Elevator Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 5

Map Map

School District Availability

Review Review

  • Mike

    Submitted Aug 5, 2023

    Stayed Aug 4, 2023

    We came down from Key Largo for a night Great spot and definitely a great room, private roof top deck to watch sunset. We will be back and stay here again

  • Melissa

    Submitted Oct 31, 2022

    Stayed Oct 15, 2022

    great location

  • Submitted Aug 22, 2021

    Stayed Aug 14, 2021

    The apartment smells of mold. We were unable to stay Very Disappointed. The furniture needs updating property management were not able to assist us with switching condos We have stay at the Gallon many time I would not recommend

  • Submitted Apr 26, 2021

    Stayed Apr 24, 2021

    Absolute hidden gem! Great location near access to everything by walking. The place was super clean and welcoming. The roof top view was such a pleasant bonus! Will definitely book again.

  • Denise A.

    Submitted Apr 18, 2026

    Stayed Apr 13, 2026

    Although the balconey didn't have a view, the view from the rooftop was breathtaking. The sunsets were amazing. The condo had everything we needed and then some. Very clean. We absolutely loved it. Our stay was perfect. The bed was also amazing and very comfortable along with the pillows.

  • Jeff L.

    Submitted Mar 27, 2026

    Stayed Mar 22, 2026

    Another great stay. Great view and amenities.

  • Diane A.

    Submitted Mar 20, 2026

    Stayed Mar 13, 2026

    What a wonderful stay we had. The condo was spotless and the view from the rooftop deck was breathtaking. We watched a magnificent cruise ship pull into the port in the early morning hours over coffee. a 360 view above all else. There was 4 of us with plenty of room, a full kitchen and living room, the deck with a hot tub and the unique one level up roof top deck, fantastic. Walking distance from everything, a boardwalk with plenty of shops and restaurants and things to see. Communication with the owner was flawless. Thank you Edward, we will be back.

  • Lisa H.

    Submitted Mar 19, 2026

    Stayed Mar 14, 2026

    Everything was great from the time of check in till the time of check out. Property is in a great location. We would definitely stay here again.

  • Rachel D.

    Submitted Mar 14, 2026

    Stayed Mar 9, 2026

    This location could not have been better. We loved being just a couple of blocks from Mallory Square and right on the waterfront boardwalk. The screened porch and private rooftop deck were such a perk of this unit. It was very clean and the bed was comfortable. The unit has been updated since the photos were taken with new furniture and flooring. We enjoyed our stay and would stay here again and recommend this unit to friends/family.

  • Anne D.

    Submitted Mar 8, 2026

    Stayed Feb 24, 2026

    this place was even more beautiful than I thought. We went up on the roof and had some cocktails and looked out at all the boats. It was absolutely beautiful. Highly recommended.

  • Tim N.

    Submitted Feb 12, 2026

    Stayed Jan 26, 2026

    Was a wonderful stay, great location, condo worked out well, check in was friendly, would go again.

  • Darlene R.

    Submitted Feb 7, 2026

    Stayed Dec 6, 2025

    We had a great time.

  • Ginny H.

    Submitted Jan 19, 2026

    Stayed Jan 14, 2026

    Unobstructed marina view from rooftop. Close to Mallory Square and Duval

  • Kurt M.

    Submitted Jan 4, 2026

    Stayed Dec 27, 2025

    just a superb place to stay in key west a gem of a place

  • Carolina V.

    Submitted Dec 27, 2025

    Stayed Dec 26, 2025

    Place was beautiful !

  • Alanna T.

    Submitted Dec 23, 2025

    Stayed Dec 13, 2025

    The roof top deck has a great view but there is no umbrella. The furniture is the same that was there ten years ago and is very dated. My understanding is that the furniture is being replaced because they asked that a decorator could come up to measure.A dehumidifier is greatly needed everything thing smelled damp and musty. Love the pool and the tiki bar. The staff were hardworking and helpful. The area is perfect. With a few updates this could be 5 stars.

  • Janice H.

    Submitted Nov 14, 2025

    Stayed Oct 30, 2025

    The Galleon, the host and the condo exceeded our expectations! The pictures do not reflect how nice this condo truly is. We enjoyed watching the sunset from the rooftop sitting area. The resort staff were friendly, helpful and always pleasant.

  • Steven R.

    Submitted Nov 13, 2025

    Stayed Oct 3, 2025

    The views from the rooftop terrace were breathtaking. The apartment was very comfortable and spacious. Perfect location in Key West. We have already reserved this property for next years vacation also. 10 out of 10.

  • Hope O.

    Submitted Nov 11, 2025

    Stayed Nov 4, 2025

    Not really a beach view but a 380 degree view from the private roof top made it hard to go anywhere else to watch the sunset.

  • Carrie G.

    Submitted Oct 14, 2025

    Stayed Oct 10, 2025

    Loved this spacious unit along with the added amenities including the hot tub & viewing deck!

  • Lance M.

    Submitted Sep 26, 2025

    Stayed Sep 19, 2025

    Room was exactly as described! Check-in was easy and allowed for early entry. Great location with a lot of amenities on property. Will definitely be back!

  • Joe K.

    Submitted Sep 15, 2025

    Stayed Sep 11, 2025

    Very nice. Clean property, looking to return next year.

  • jamie b.

    Submitted Jul 16, 2025

    Stayed Jul 12, 2025

    Perfect location, near everything. Definately will be booking again. Nicer in person & very private!!

  • Paul L.

    Submitted Jul 10, 2025

    Stayed Jul 5, 2025

    Everything was excellent! My wife and I loved our stay, both the condo and amenities were wonderful, will definitely return!

  • April F.

    Submitted Jul 7, 2025

    Stayed Jun 30, 2025

    We rented through the owners of this unit on Vrbo and could not have been more pleased! Eric and Ed were amazing and easy to communicate with. We loved this unit and will be back for sure! Thanks guys! Your place was amazing and perfect for us! So private and relaxing with our own private porch and rooftop deck. We watched the fireworks up top and enjoyed the privacy that no other unit had. 5 stars for sure!

  • James B.

    Submitted Jun 7, 2025

    Stayed Jun 2, 2025

    The Galleon boasts one of the best locations in Key West. Nestled right on the boardwalk and just a one-minute walk from lively Duval Street, it offers the perfect blend of convenience and charm. The outdoor amenities are top-notch—from the inviting pool and private beach to the lively tiki bar, it’s an ideal spot to relax and soak up the island vibe.

  • Joe G.

    Submitted Apr 13, 2025

    Stayed Apr 5, 2025

    Wonderful time as always

  • allen w.

    Submitted Apr 5, 2025

    Stayed Mar 29, 2025

    Great unit. Great weather great time.

  • ELIZABETH B.

    Submitted Mar 13, 2025

    Stayed Mar 8, 2025

    It’s hard to believe that you are in the middle of Key West in this spacious well appointed spot! Large living room, spacious bedroom, outdoor courtyard, and a roof deck!!! Absolutely fabulous!

  • Melissa A.

    Submitted Feb 24, 2025

    Stayed Feb 19, 2025

    Fantastic rental! Easy check in process. The resort location is perfect to the wharf, bars, and restaurants. The unit was spotless and decorated with tropical vibes. Bed was comfortable, kitchen had everything you needed for your stay.. Ed is a great host.

  • Joe B.

    Submitted Feb 8, 2025

    Stayed Feb 4, 2025

    the location is great. Ed was easy to communicate with on all items. Rooftop area is awesome for a private sunset watch. The 1 Bedroom unit had everything we could need for stay and the ability to walk everywhere is a big plus while also being in a quiet corner.

  • David D.

    Submitted Feb 5, 2025

    Stayed Feb 1, 2025

    Nice property with great amenities. Roof deck was a great feature for this room.

  • Lorraine K.

    Submitted Feb 1, 2025

    Stayed Jan 25, 2025

    Love the resort. Staff very nice! Perfect location for walking to everything.

  • Jeff L.

    Submitted Jan 13, 2025

    Stayed Dec 26, 2024

    We love staying at the Galleon and this property did not let us down. The location is perfect!!! We loved the condo and the view from the rooftop deck.

  • Steven P.

    Submitted Jan 9, 2025

    Stayed Jan 2, 2025

    Another great stay in a great, centrally located condo with great amenities. We will be back.

  • Valeria G.

    Submitted Dec 6, 2024

    Stayed Nov 21, 2024

    We booked what was considered the penthouse suite on the property. For starters, the last flight of the stairs to this room cannot be reached via elevator, and the description did not note that, so if you have someone who is not able to go up stairs or carry their items up a flight of stairs do not book this room. Then this room advertised having a hot tub, it was an inflatable hot tub full of black mold, making it unusable. There were also screens missing from the screened room, and no working lights on the rooftop to safely enjoy it at night. Then on our third night we were woken up at 6:30 in the morning from someone in building management to notify us that the occupants below said water was coming down from their ceiling. Turns out the air conditioner unit is leaking so badly that the establishment has been just stuffing towels inside of it to absorb the water, so you are sleeping with wet, moldy towels. Instead of actually fixing the unit, the staff just stuffed more towels in the unit. Also the dishwasher doesn't even close, which we discovered only right before checking out to try and run everything to be cleaned. Basically this unit is being held up by bandaids. The amenities are minimal as well. 4 hangers in a unit that can sleep up to 6, and when we asked for more hangers from downstairs they tried to charge us money to rent them. Pool towels can told this isn't

  • Roy H.

    Submitted Oct 29, 2024

    Stayed Oct 18, 2024

    This place is a wonderful place to stay while in key west. However we had some unfortunate issues with roof replacement, Ed, the owner, stepped in a took care of us and handled the situation. It was nothing of his doing or control but helped us through the situation. Highly recommend this place to everyone. This is the only reason I dropped the star rating as we are hoping to stay there again and I’m sure it will be a 5 star at that time. Thanks for your response Ed. Roy and Gina

  • Andrew D.

    Submitted Aug 6, 2024

    Stayed Jul 29, 2024

    Really can't say enough good things about our stay here. The amenities and location alone are reason enough to book this listing. Pool was excellent, private beach while small is excellent, local Tiki bar on site was excellent and has a really nice sitting area with chaise lounges overlooking the water. There's even a community grilling area with two of the cleanest grills I have ever seen. The only negatives that weren't really even negatives, the unit itself is a little dated but has been updated enough recently that you barely notice. Also, the wifi in the unit is virtually non-existent so just plan ahead for that. Definitely nothing worth subtracting a star. Would book again in a heartbeat.

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Total

Includes taxes and fees
$594+
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