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Luxury Waterfront at Galion Resort in Old Town

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Photo gallery for Luxury Waterfront at Galion Resort in Old Town

A wooden deck with rows of green lounge chairs facing the ocean, a rope barrier, and a distant view of the sunset over the water.
A hotel room with a large bed, a TV, a ceiling fan, and a balcony with a view of the marina.
A marina with boats docked, a rocky breakwater, and a sunset in the background.
A swimming pool with lounge chairs and palm trees, surrounded by a multi-story building with balconies.
A spacious living room with a large flat-screen TV, a sofa set, and a dining area with a kitchen in the background.

Reviews

9.6 out of 10
Exceptional

Entire condo

3 bedrooms2 bathroomsSleeps 81250 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Key West, FL
  • Place, Florida Keys Beaches
    ‪4 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Mallory Square
    ‪7 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

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About the neighborhood

Key West

Located in Key West Historic District, this condo is adjacent to Florida Keys Beaches and within a 5-minute walk of other popular sights like Duval Street. The condo includes a kitchen, a balcony, and a refrigerator.
View more Condo Rentals in Key WestOpens in a new window

What's nearby

  • Florida Keys Beaches - 4 min walk - 0.3 miles
  • Key West Historic Seaport - 4 min walk - 0.3 miles
  • Duval Street - 6 min walk - 0.4 miles
  • Mallory Square - 7 min walk - 0.4 miles
  • Harry S. Truman Little White House - 12 min walk - 0.7 miles

Getting around

  • Key West Intl. Airport (EYW) - 14 min drive

Restaurants

  • ‪Sloppy Joe's Bar - ‬6 min walk
  • ‪Conch Republic Seafood Company - ‬2 min walk
  • ‪Schooner Wharf Bar - ‬5 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬4 min walk
  • ‪Hog's Breath Saloon - ‬5 min walk

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Luxury Waterfront at Galion Resort in Old Town

This condo is a 2BR/2BA Penthouse Loft on the 5th floor overlooking the marina. On the first floor is a full sized, fully equipped kitchen, breakfast area, dining room, living room and the master bedroom & bath. The second floor has an open loft which overlooks the living room, the second bedroom & bath. This unit will sleep a total of 8, with a king bed in the master, a queen bed in the second bedroom and loft & a queen pullout in the living room. The balcony is accessible through French doors from both the living room and the master bedroom. Also included for your convenience are 4 TVs with cable, DVD player, washer/dryer, iron & ironing board, in room safe, wet bar and free wireless Internet. During September, this condo received a new kitchen, wet bat and entertainment center in both the living room and the master bedroom.
The condo is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Guests can expect to find free WiFi and a TV with a DVD player. The bathroom offers hair dryers and bidets. Other standard amenities include a washer/dryer, a coffee maker, and a safe. Housekeeping is available on request.

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Property amenities

Beach

  • On the beach

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Outdoor pool
  • Sauna

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bidet
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Entertainment

  • DVD player
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Elevator
  • Smoking not allowed

Services and conveniences

  • ATM
  • Housekeeping (on request)
  • Iron/ironing board
  • Phone
  • Safe

Location highlights

  • Near a hospital
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Gym
  • Heated pool
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden
  • Housekeeping (on request)
  • Property located in a resort
  • Unit size: 1,250 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.

Property is also known as

Luxury Waterfront Galleon Resort Old Town Key West
Luxury Waterfront Galleon Resort Old Town
Luxury Waterfront Galleon Old Town Key West
Luxury Waterfront Galleon Old Town
Waterfront Galleon Old Town K
Luxury Waterfront at the Galleon Resort in Old Town Condo
Luxury Waterfront at the Galleon Resort in Old Town Key West

Frequently asked questions

What is there to do near this condo?

This condo is situated in Key West Historic District, just steps from Florida Keys Beaches, and within a 10-minute walk of Duval Street and Mallory Square. You'll also find Ernest Hemingway Home and Museum and Southernmost Point within a short drive.

Is parking available on site at Luxury Waterfront at Galion Resort in Old Town?

No, there isn't parking available at the condo.

Is this condo next to a casino?

No, this condo is not connected to a casino.

Is there an indoor pool at this condo?

No, this condo doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.

What will couples enjoy most about a stay at Luxury Waterfront at Galion Resort in Old Town?

Amenities that appeal to couples at this beachfront condo include a kitchen as well as an outdoor pool and a hot tub.

Are there hot tubs at Luxury Waterfront at Galion Resort in Old Town?

No, but this condo does have a heated pool.

Does this condo include breakfast service?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay free of charge?

No, pets aren't allowed at this condo.

Are there connecting rooms at Luxury Waterfront at Galion Resort in Old Town?

No, this condo doesn't feature connecting guestrooms.

How close is the airport from this condo?

The closest major airport to this condo is Key West Intl. Airport (EYW), which is 4.1 mi away (14 minutes by car).

Are there rooms with balconies that I can book at Luxury Waterfront at Galion Resort in Old Town?

Yes, every condo at Luxury Waterfront at Galion Resort in Old Town comes with a balcony.

Luxury Waterfront at Galion Resort in Old Town Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 88 out of 107 reviews
Rating 8 - Good. 17 out of 107 reviews
Rating 6 - Okay. 1 out of 107 reviews
Rating 4 - Poor. 1 out of 107 reviews
Rating 2 - Terrible. 0 out of 107 reviews

9.4/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Meghan L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We decided on the Galleon Resort as opposed to a random person’s house because of the proximity and other things on property like the Sunset Tiki bar. The unit we were in was clean, had great views, and perfect for our group of 4! We had such a great time here and plan on booking with this host in the future!!
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Noah C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, very clean, easy access.
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Cathy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful views, very nice accommodations. Close to everything. Would highly recommend
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Stormy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Linda C.

Liked: Check-in, communication, location, listing accuracy
Great location and great view! Had a wonderful time. Housekeeping was very accommodating. The cleanliness was mediocre. The floors made our feet black.
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Stephanie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Paul and Sarah M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
No complaints at all - we have stayed at the Galleon before and this is an excellent unit with a recent refurb and an owner who was great at communicating. We like E block for the marina view. The mezzanine worked well - there is a bathroom and a bedroom up there with a further bed on the mezzanine balcony. There are no blinds or curtains on the mezzanine windows which was fine in March but might be a challenge in the summer with an earlier dawn! We had a great stay.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Jennifer G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property is amazing. The tiki bar was great. Very reasonable prices!!!! Great place to stay. I would stay again.
Stayed 3 nights in Oct 2025
Verified review

8/10 Good

Kay c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family trip

Enjoyed our stay at Galleon
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Kathy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend away

We have stayed here several times and always have a great time!! It’s our favorite place to stay!
Stayed 3 nights in Aug 2023
Verified review

8/10 Good

Dustin P.

Liked: Check-in, communication, location, listing accuracy

Very nice

Very friendly staff and located in a really nice area..
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

Wendy E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family Stay

Absolutely the best location when staying in old town. Easy walk to everything around Key West. Great small beach into the Gulf we used everyday. Condo had everything we needed and the best view - even of the July 4th fireworks! Will definitely recommend.
Stayed 5 nights in Jun 2025
Verified review

8/10 Good

Susanna B.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
The location is excellent with easy access to key west highlights, marina and restaurants. Very friendly staff at Galleon check in/check out. The a/c upstairs made a constant squeeking squeeling noise which was loud and kept us awake, couldn’t sleep. Not good.
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Niki E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay in Key West - this was our first time here and we loved the condo and the location. Check in is at 4pm but our unit was ready when we arrived at noon! The unit was very clean and had an incredible view. We could not ask for a better location either. The pool, private beach area, and the tiki bar were amazing. We will be back!
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Bobby B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key west vacation

Awesome time great place and enough room for all of us!
Stayed 3 nights in Oct 2023
Verified review

8/10 Good

Jeanne B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great value for location and space

We were very comfortable at this property. We love a water view and the marina-front balcony was very nice.
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

MICHAEL J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great

Great location and very nice place
Stayed 4 nights in Nov 2024
Verified review

10/10 Excellent

Justin T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay at this location. The furniture has been updated since these photos were taken and includes a very nice sectional, recliner and kitchen table along with two bar/kitchen stools. As many reviews have noted, the tub in the primary bathroom was a challenge but once you figured out a system, it was manageable. The balcony was spacious and great for enjoying the scenery. The kitchen came with everything needed. We had a group of 5 and the space was more than enough for us all with the loft bed, bedroom on the second floor and the primary on the main floor. The staff was very friendly and the amenities, bar, pool area and private beach were great. We would recommend. I will say, if you are a late sleeper or simply there to relax, you may want to consider a sleep mask because it gets very bright in the unit very early.
Stayed 6 nights in Feb 2026
Verified review

10/10 Excellent

Cynthia F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Getaway

Beautiful property. Great location!
Stayed 4 nights in Apr 2023
Verified review

10/10 Excellent

Diane R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Galleon

Everything was excellent
Stayed 6 nights in Apr 2025
Verified review

10/10 Excellent

Drew W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome

From the friendly staff to the awesome amenities and view, the Galleon exceeded our expectations!
Stayed 6 nights in Nov 2024
Verified review

10/10 Excellent

Nancy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Rental on front St

Great location and nice view. Ed is really easy to work with.
Stayed 5 nights in Dec 2023
Verified review

10/10 Excellent

Kathy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved The Galleon

Loved The Galleon, host Ed was wonderful to work with. Our accommodations were amazing. Highly recommend. Walking distance to so much on the island.
Stayed 7 nights in Jan 2023
Verified review

10/10 Excellent

Marilyn S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Condo

Beautiful accomodations at the perfect location. Spiral stairs can be challenging for some. Host was awesome. He always responded timely.
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Jon & Terri H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Friends came and joined us

Our second week at The Galleon our friends joined us. It was another Great Week at The Galleon
Stayed 7 nights in Apr 2023

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