The Galleon Resort

Key West, Florida

The Galleon Resort

Key West, Florida

Timeshare rentals

$193 - $583 /night

Starting at $193 /night

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$12,500 - $34,900

Starting at $12,500

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About the resort
Features & Amenities
Reviews (43)
Map & address
  • Overlooking the Gulf of Mexico in historic Old Town, The Galleon Resort puts you in an ideal spot for enjoying the many charms of Key West. The resort's 90-slip marina accommodates boats up to 150 feet and hosts a complete water-sports center with many water activities. After you've had your fill of fun on the water, stretch out on the private beach or by the outdoor pool. For more relaxing entertainment, art galleries, shopping, live theater, musical entertainment, and nightclubs are within blocks of the resort.

  • Reviews

    • Avatar for jayb85
      By: jayb85
      This reviewer has multiple ratings
      • Overall Rating
      • Resort Location
      • Staff/Service
      • Cleanliness
      • Sleep Comfort
      Dec 2, 2014
    • Avatar for marks1495
      By: marks1495

      This message was wrote by a guest:

      WOW!! THIS PLACE IS AMAZING!! 5 STAR EVERYTHING!! BEST VACATION EVER... This trip was for a family vacation and the perfect place for our family of 8 including the kids. They enjoyed the pool and beach while the grandparents enjoyed the lounge chairs at the Tiki bar. This condo was everything I had hoped for and more. The Caribbean ocean view was breath taking. The interior decor and furnishings is extremely comfortable and appropriate. There was plenty of room for hanging out including a full kitchen with everything you need and a TV in each bedroom. The beds were very comfortable and the bathrooms beautifully updated. The entire condo was extremely clean and well maintained. (The pictures don’t do it justice). The place is LIGHT AIRY & SPACIOUS!!!! The updates to the unit are amazing! Brand new furniture, brand new kitchen, brand new appliances!. The new Tiki Bar Grille is a great improvement as well. It's great to see such a special place continue to reinvest in itself to beautify the property and improve upon the creature comforts! The employees at the property were very helpful and courteous. The Galleon is perfectly located to all that Key West has to offer! No need for a car. Spend the day relaxing on the beach and by the pool, steps to the nightly festivities at Mallory Square, several excellent restaurants. Secluded just enough with a short walk to lots of fun on Duvall Street. I would recommend this condo to any friend or relative looking to go to Key West!

      This reviewer has multiple ratings
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      • Resort Location
      • Staff/Service
      • Cleanliness
      • Sleep Comfort
      Dec 1, 2014
    • Avatar for curtism46
      By: curtism46

      The Galleon is wonderful, the location CANNOT be beat. You are centrally located to the Harbor Walk, Mallory Square, and Duvall Street.

      This reviewer has multiple ratings
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      • Sleep Comfort
      Sep 10, 2014
    • Avatar for jasonc334
      By: jasonc334

      A little piece of paradise in fabulous Key West! The Galleon is the best place to stay!

      This reviewer has multiple ratings
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      Mar 11, 2014
    • Avatar for tonye29
      By: tonye29

      I have been going there for over 20 years. Key West is full of interesting things to do and many great restaurants. Most of which are within walking distance from the Galleon. Staying at the Galleon is nice for the on-site activities and the comfort of the units.

      This reviewer has multiple ratings
      • Overall Rating
      • Resort Location
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      • Sleep Comfort
      Sep 10, 2013
    • Avatar for lorried4
      By: lorried4

      We have owned a unit at the Galleon since 1989. We have never had any issues with beds, housekeeping is awesome and maintenance is there when you call them Key West is awesome and the Galleon has a great location. Beautiful pool and beach is nice. Anyone that thinks differently must have issues.

      This reviewer has multiple ratings
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      • Resort Location
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      • Sleep Comfort
      Jun 30, 2013
    • Avatar for michaelr900
      By: michaelr900

      great location nice units feels like a great resort

      This reviewer has multiple ratings
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      • Resort Location
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      • Sleep Comfort
      Jan 22, 2013
    • Avatar for roseannc2
      By: roseannc2

      Owners must be posting reviews for themselves to see so many positive ones. We take several nice trips a year and this place, other than location, was terrible. I have reviews on tripadvisor and I DO NOT have anything as bad as this one. I am generally easygoing but expect to get what I paid for. The mattresses were so thin and old in every bed, you ached every morning ( and we are NOT big people). The unit is dated and cramped with a poor layout. Food at the grill was horrible, undercooked and poisonous tasting. Management ineffective, after I had expressed my concerns. Only rent if you get a deal- and I did- since it was last minute. Negotiate with the owners here, as I did. Management will not work with you when you rent directly through Redweek.

      This reviewer has multiple ratings
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      • Resort Location
      • Staff/Service
      • Cleanliness
      • Sleep Comfort
      Jan 13, 2013
    • Avatar for ladonnaa4
      By: ladonnaa4
      This reviewer has multiple ratings
      • Overall Rating
      • Resort Location
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      • Cleanliness
      • Sleep Comfort
      Jan 9, 2013
    • Avatar for sharon596
      By: sharon596

      Loved it! Great location, leave the car parked. Everything you could ever want is walking distance. Our 20 something kids enjoy it here as much as we do! The Galleon resort has everything you could ask for and makes a great vacation.

      This reviewer has multiple ratings
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      May 26, 2011
    • Avatar for jj222
      By: jj222

      We have stayed at The Galleon 3 times in the past 2 years and love it. Of all the places in the world we have been to this is our favorite. At The Galleon you are within walking distance of everything worth seeing in Key West from Mallory Square, The Aquarium, Mel Fishers Museum, Hemmingways Home, the Lighthouse, Zackery Taylor State Park/Fort and Duvall street. We are already booked for our 4th vacation there for July 2nd. Looking forward to another fantastic vacation.

      This reviewer has multiple ratings
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      • Resort Location
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      Apr 15, 2011
    • Avatar for robertab58
      By: robertab58
      This reviewer has multiple ratings
      • Overall Rating
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      • Sleep Comfort
      Jan 18, 2011
    • Avatar for ssmith8226
      By: ssmith8226

      We have been staying at the Galleon for 18 years and now own several weeks. They are constantly updating and refurbishing, new master baths this year, guest baths last year, and kitchens are on tap. Furnishings are tropical and replaced as needed. Our experiences have always been good, the unit has always been clean and confortable, and you cannot beat the location. There is new management at the Tiki Bar and the food is fresh and good. Overall great,

      This reviewer has multiple ratings
      • Overall Rating
      • Resort Location
      • Staff/Service
      • Cleanliness
      • Sleep Comfort
      Nov 27, 2010 (Updated Jan 2, 2011)
    • Avatar for mattg93
      By: mattg93
      This reviewer has multiple ratings
      • Overall Rating
      • Resort Location
      • Staff/Service
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      • Sleep Comfort
      Nov 11, 2010
    • Avatar for evelynz10
      By: evelynz10

      Wow! We loved it. Close to everything. No need to rent a car. Excellent food everywhere. Loved the nightly entertainment in the Sunset Tiki Bar. Beautiful sunsets from our balcony. We were in a 2 bedroom overlooking pool with a water view. Unit is very big and roomy. Bingo by the pool.......and we won. Can't wait to go again.

      This reviewer has multiple ratings
      • Overall Rating
      • Resort Location
      • Staff/Service
      • Cleanliness
      • Sleep Comfort
      May 31, 2010 (Updated May 31, 2010)
    • Avatar for margarett47
      By: margarett47

      This was the best vacation! No need to get in your car, you are always right in the midst of everything. Just open up the balcony doors and you have fresh air and beautiful views of boats, water, and the pool-did I mention that you can walk to everything? We drove 27 hours to get here and it was worth every minute. We just walked over to the wharf and had dinner and drinks when we arrived at 9:30 p.m. This was so much more relaxing knowing that we did not need to drive every night to eat, shop, or have fun. The views from the balcony and the rooftop are breathtaking. The beach area is great for a refreshing (and yes cold) swim and to snorkle and dive off the platform. We all enjoyed playing (and winning) bingo-even my 25 year old daughter! The front desk was also great. Back at work and trying to plan my next vacation here again.

      Jan 6, 2010
    • Avatar for melissad115
      By: melissad115

      I can't wait to get back to the Galleon and Key West. I've stayed there a handful of times in the last five years and I understand the reasons people don't want to give up their week(s) at the resort. The location alone justifies giving it five stars, with gorgeous gulf views just steps from the historic seaport and blocks from Mallory Square and Duval Street. The perfect location - you're moments from the action, yet you have a quiet and tranquil retreat.

      A few words about the resort: I gave the resort five stars for overall experience. It's not a five-star resort. I have stayed in many four- and five-diamond AAA-rated resorts, including Ritz-Carltons, so I have fairly high standards. That said, there's nothing lacking in the Galleon. The room furnishings, though dated, are comfortable enough (though I'd love to see new sofas in the living area), and I've always found them clean. And the 2-BR condos offer plenty of space. I've never been disappointed at the Galleon.

      I've always found the lunch buffet adequate, as well. Depending on the day, hot dogs & burgers or BBQ chicken, baked beans, chips seem the standard offering. Nothing gourmet, but well worth a few bucks when you're satisfied spending the day lounging pool- or gulf-side.

      Jul 14, 2008
    • Avatar for george7
      By: george7

      Just returned from a grand week at The Galleon. I had a beautiful 2 BR overlooking the pool and the water. The unit had everything you could ever need and the location is the best! Seldom had to drive. I would highly recommend this resort.

      Nov 2, 2007 (Updated Mar 30, 2008)
    • Avatar for lyndaf16
      By: lyndaf16

      I thought the place was old and nasty. I was told one thing and then untold, the lunch with the gang was terrible, 4 shrimp, dried out and rubbery, that was it, just 4 little shrimp for $6, I stated, I was still hungry and no one cared, the manager was not available. This place is way overpriced. I was disappointed the angle of the building and not a good view of the sunset unless you went to the roof. The room was nothing special and the TV's were old and little. The location was nice and I paid dearly for that. I will look elsewhere. Anyone want to buy my timeshare?

      Mar 19, 2008
    • Avatar for shirley540
      By: shirley540

      Just returned from this great resort. We were

      there Dec. 16 thru Dec 23rd. Had a great time.

      The resort was right in the middle of town.

      You would never have to drive. We were

      there for the lighted boat parade on the

      marina where all the boats were decorated

      in Christmas lights. A very nice place. Would

      love to stay here again sometime.

      Jan 5, 2007 (Updated Oct 5, 2007)
    • Avatar for robnole
      By: robnole

      Best location in keys. Walking distance to boardwalk, restaraunts, sloppy joes, duval. Quality concrete structure, beach access, fishing and dive boats right there.

      Nice fishing pier for guests.

      Onsite parking can be a challenge.

      Feb 2, 2006 (Updated Jun 5, 2007)
    • Avatar for janet1409
      By: janet1409

      Stayed in united B53 and thoroughly enjoyed our visit. Units are nicely layed out, furnished well and clean. Pool area was well kept up and location was close to many restaurants and to the main street of Duvall. We highly recommend the resort. Staff was helpful and the resort is attended to. Parking was the only problem if you bring an automobile, however, you won't need it as everything is within walking distance.

      Feb 14, 2007
    • Avatar for charles1182
      By: charles1182

      I stayed Christmas week 2006. Location is perfect. Park your car here free and walk just about anywhere in Old Town. I stayed in a studio which is on the small side with no view, but it was clean and had a modest kitchen (no stove or oven, but good microwave and half fridge). Non-English speaking Staff offered clean towels and sheets almost every day, but no daily housekeeping service. The room had a safe that was big enough for my widescreen laptop. Wireless was available, but outrageously expensive and anemic , $60/wk. (Yachts in the Marina behind the building had wireless for $30/wk.) Outgoing phone calls are limited to 15mins before a 50cent/min surcharge so forget dialup internet. The Key Lime pie shop across the street has free wifi. Washer and dryer was available for $5/load. In spite of all the challenges, I would return here anytime. You just can't beat the location even if you have to overlook a few of their blemishes.

      Jan 28, 2007 (Updated Jan 28, 2007)
    • Avatar for david2449
      By: david2449

      Stayed for a week from December 30th to January 6th, 2007. The location is amazing. The property is excellent. Can't say enough.

      Jan 10, 2007
    • Avatar for connie676
      By: connie676

      Galleon is a beautiful resort.Been there twice already and love it. Everything is right there to do. I would recommend anyone to stay there.

      Dec 28, 2006 (Updated Dec 28, 2006)
    • Avatar for wahlstrom1
      By: wahlstrom1

      Stayed June 24 - July 1, 2006. Units are large in size with all the extras. Location is the best in Key West. You can be in the mix of downtown or be at a quiet beach or pool. We watched the sunsets from our balcony. Oceanside bar with lounge chairs over the water is a beautiful place to unwind at the end of a day of diving, snorkling, sailing, etc. Would not stay anywhere else in Key West.

      Jul 12, 2006
    • Avatar for steve569
      By: steve569

      As many others have said, this is the place to stay in Key West. We had stayed at four or five other places on the island, discovered the Galleon, traded into and rented there a few times, loved it so much we now own seven weeks. While our son is still in school, we rent several of the weeks in November and December, two of the best months weather-wise in Key West. When you stay at the Galleon, and if you are boater, rent a center console at Key West Boat Rentals, and head out to Boca Grande, and all the island mangroves in-between, or on a calm day fish or snorkel the reefs on your own. It is truly the way to feel like a local, and enjoy the sweetest asset of Key West - its' water.

      Mar 20, 2006
    • Avatar for deb613
      By: deb613

      This 5 Star Resort is situated in one of most beautiful areas of Key West. It has the Marina on one side, the Gulf on the other with a medium size beach and a great pool and steps to Simonton and Duval Streets. It is the Carribean Jewel of Florida. The condo units are beautifully decorated, roomy with great amenities. - owner since 1988

      Mar 31, 2005 (Updated Mar 3, 2006)
    • Avatar for joann351
      By: joann351

      Spent a week there Jan.21 to Jan.28,2006. Nice location. Unit not very cleaned. Maid changed sheets once during our stay, but no cleaning was done. Bathrooms where dirty. If, we stay there again, will comlain and make sure unit is up to par. The unit could stand to be updated.

      Feb 11, 2006
    • Avatar for thomasf28
      By: thomasf28

      We have owned for 20 years and haven't missed a year because we love everything about the place. Great location on the harbor and yet close to the old town. It's a tropical paradise without having to leave the good old USA. Minutes to Mallory Square and great restaurants too. Parking is tight but everyone gets a spot. Rent a small car if you need one.

      Feb 5, 2006
    • Avatar for dolfin6548
      By: dolfin6548

      Absolutely fantastic! Beautiful no matter what room you are staying in. Fun outdoor Tiki Bar. Have stayed there off and on for over 10 years.

      May 17, 2005
    • Avatar for joanne764
      By: joanne764

      We own 9 weeks at this world famous international/marina resort. We have owned for 25 years, we spend two months out of the year there, although we LIVE IN FLORIDA!

      The Galleon has the most eye popping views to compare to anywhere in the world. The only place in the U.S. where you feel the tropical flavor of some foreign tropical island. Drop your suitcase in your two bedroom/full kitchen and enjoy the conch way of living. Mallory Square, Duval Street, Cruise Ships all less than 5 min. walk. Bicycle around the island; tour the cruise ship Truman annex, park your car and walk. Galleon has it all.

      This will be the best vacation you have ever had. You may even end up buying there at the resales, although they are hard to come by. I have a unit for rent B-31 Week 12 up for rent for 2006 now and the only reason we are renting it in March is because we stay there in Nov./Dec in our other units. We were going to buy a home in Key West but found the Galleon was the only place with the best views! See my unit under rental section B-31 week 12 Joanne Jerome. Additional information on unit upon request.

      Mar 13, 2005 (Updated Mar 13, 2005)
    • Avatar for richard2298
      By: richard2298

      Have been an owner for 2 years; just purchased another week. Best location in Key West -- is in walking distance to everything yet tucked away for some needed solitude. The front desk and service/cleaning crew could do a better job, but overall worth the price of admission.

      Feb 8, 2005 (Updated Feb 26, 2005)
    • Avatar for susan560
      By: susan560

      Wonderful resort, close to everything. Although the parking is tight, leave your car parked and you can walk anywhere. Really don't need a car. Can't find better place to stay in Key West. We love it!

      Feb 21, 2005
    • Avatar for thekohser
      By: thekohser

      The Galleon is the best of all possible worlds in Key West. Close enough to Duval Street and Mallory Square for easy enjoyment, but tucked away on the marina, for nice quiet nights. The service is always outstanding, and the owners association is constantly upgrading the units and the common facilities.

      Feb 1, 2005
    • Avatar for csterbach
      By: csterbach

      The best location; in the heart of Key West. Within walking distance of all activities. The weather (in early January) was fantastic, and the views are fabulous. After renting for the week, I decided to buy, and am looking forward to next year.

      Mar 9, 2004
    • Avatar for teddybearvending
      By: teddybearvending

      there's no parking you can't get out because someone is park not in a space. unit wasn't clean well and when ask to fix anything never happen the whole week. pool was small and full all the time no chairs.

      Feb 4, 2004
    • Avatar for robert32
      By: robert32

      As they say: location, location, location. Right on the water. You can walk to any place in a matter of minutes. The deck and beach is screened from the street crowds.

      Have been an owner for five years.

      Jan 4, 2004
    • Avatar for captmack
      By: captmack

      This is the best place in the whole world for warm water and fresh air!

      Oct 25, 2003
    • Avatar for antonellaippolito
      By: antonellaippolito

      We had an enjoyable and relaxing week with our children. Location is the key to this resort. I found that the flooring in the unit was very dirty even after washing the ceramic floor, thus indicating that the carpets were filthy. Parking is very tight, better off just leaving your vehicle parked and walking or renting scooters. We stayed in a 2 bedroom unit with a loft overlooking the marina and it was enjoyable sitting on the veranda and listening to music at night and the chatter of people at the restaurants in the Historic Seaport area.

      Oct 22, 2003
    • Avatar for dbric50512
      By: dbric50512

      Traded in here and ended up buying! This is the perfect location to be in Key West! Great location, private beach!

      Units have recently been redecorated, most unit views are spectacular! Even the marina side with the boats and the Key West bight! Parking is very tight in the garage, rent a small car if you can of just keep the car parked for the week, you can practically walk to everything!

      Apr 6, 2003
    • Avatar for dallasnagy007
      By: dallasnagy007

      Owner since 1984. Great Scuba Diving, Shopping, Entertaiment, and great Pubs, Plus great eateries. Dont miss walking the Board Walk!- located at Galleon Resort and wraps around Harbor. You can walk to most every event. See Sunset at Mailery Square- Free, my kids love it.

      Aug 30, 2002 (Updated Jan 24, 2003)
    • Avatar for mistermelvin
      By: mistermelvin

      Nice, well-kept property. Walking distance to most 'places of interest'. Nice boardwalk, pool/beach area, and outdoor stairwell 'greenspaces' on site.

      Parking was 'tight', the staff was 'cool' in demeanor, and while helpful, somewhat slow to respond to maintenance requests.

      The upper 3 bedroom units facing the marina are spectacular. But, if you trade in, don't accept a 'lock-out' unit unless you enjoy 'hotel room with a kitchenette' vacationing.

      Dec 4, 2002
  • On-Site
    • Boating
    • Elevator
    • Fishing
    • Health Club
    • Internet Access
    • Laundry Room
    • Ocean
    • Outdoor Pool
    • Restaurant
    • Sauna
    • Scuba Diving
    • Whirlpool/Hot Tub
    • Car Rental (1 mile)
    • Golf (5 miles)
    • Grocery Store (0.5 miles)
    • Hairdresser (0.5 miles)
    • Live Entertainment
    • Medical Facilities (0.6 miles)
    • Racquetball (30 miles)
    • Security
    • Shopping Area
    • Tennis (1 mile)
  • 617 Front St.
    Key West, Florida 33040
    • Resort
    • Resort cluster
    Accuracy not guaranteed. Contact the resort to confirm the address before making plans.
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