Luxury Galleon Resort Beachfront Hotel in Old Key West

Photo gallery for Luxury Galleon Resort Beachfront Hotel in Old Key West

A spacious attic bedroom with a high ceiling, a large bed, a dresser, and a skylight.
A resort with a wooden dock, lounge chairs, and a beach area.
A swimming pool with lounge chairs and palm trees, surrounded by a multi-story building with balconies.
A spacious living room with wicker furniture, a large ceiling fan, and a dining area with glass doors.
A spacious attic bedroom with a large bed, a ceiling fan, and a television.

Reviews

9.8 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • On the beach
    A rare beachfront property in the area - enjoy direct access to the beach and sea.
  • Discover nearby landmarks
    Walk to Florida Keys Beaches

Popular amenities

  • On beach
  • Rooftop terrace
  • Hot tub on site
  • Outdoor pool
  • On-site fitness centre
  • Barbecue grill

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

Rooms & beds

1 bedroom (sleeps 5)

Bedroom 1

1 King Bed and 1 Double Futon

Living Room

1 Double Futon

1 bathroom

Bathroom 1

Toilet · Shower only · Jetted bathtub

Spaces

Deck or patio
Kitchen
Dining area

Add dates for prices

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About the area

Key West

Located on the beach, this condo is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Ready for a night out? Consider Sloppy Joe's Bar and The Key West Theater. Discover the area's water adventures with jet skiing, kayaking and scuba diving nearby, or enjoy the great outdoors with cycling.
Map
Key West, FL

What's nearby

  • Florida Keys Beaches - 4 min walk - 0.4 km
  • Duval Street - 6 min walk - 0.6 km
  • Mallory Square - 7 min walk - 0.7 km
  • Key West Aquarium - 8 min walk - 0.7 km
  • Harry S. Truman Little White House - 12 min walk - 1.1 km

Getting around

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

Restaurants

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

Frequently asked questions

Does Galleon Resort beach hotel luxury in Old Town Key West have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Luxury Galleon Resort Beachfront Hotel in Old Key West?

As of 12 Nov 2026, prices found for a 1-night stay for 2 adults at Luxury Galleon Resort Beachfront Hotel in Old Key West on 28 Nov 2026 start from £2,068, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Galleon Resort beach hotel luxury in Old Town Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at Galleon Resort beach hotel luxury in Old Town Key West?

On-site parking is available at the property.

What time is check-in at Galleon Resort beach hotel luxury in Old Town Key West?

Check-in begins at 4:00 PM.

What time is check-out at Galleon Resort beach hotel luxury in Old Town Key West?

Checkout is at 10:00 AM.

Where is Galleon Resort beach hotel luxury in Old Town Key West located?

Nestled on the beach, this Key West Historic District condo building is just steps away from Key West Bight Marina and Florida Keys Beaches. Duval Street and Mallory Square are also within 10 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 143 out of 161 reviews
Rating 8 - Good. 11 out of 161 reviews
Rating 6 - Okay. 5 out of 161 reviews
Rating 4 - Poor. 1 out of 161 reviews
Rating 2 - Terrible. 1 out of 161 reviews

9.8/10

Cleanliness

8.0/10

Amenities

7.0/10

Property conditions & facilities

9.8/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very friendly fun place. Tiki bar bartender are great. Pool is warm.
Stayed 5 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Another great stay. Great view and amenities.
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
just a superb place to stay in key west a gem of a place
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Was a wonderful stay, great location, condo worked out well, check in was friendly, would go again.
Stayed 6 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Place was beautiful !
Stayed 1 night in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location
We had a great time.
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Galleon is a top tier resort in old town. You can’t beat being so close to everything yet down at the end of a quiet street. Check-in was seamless and the room was exactly as described and 100% worth it. We watched the sunset from our private roof every night. The skylights throughout the unit were beautiful and you could see the cruise ships from the kitchen. The pool area is great and we loved playing Bingo. It had everything we needed. Great stay, thank you!
Stayed 3 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy
check in process at the galleon hotel. the lady told us building E across from the office. building E but the room is on the top floor and the only sign anywhere says " no roof access" no # or anything on the door. we found a security guard who did not know where the room was. he called galleon office and found that the pink flamingo out on the steps was the right place. we entered a very nicely decorated extremely hot condo. AC temp was set at 78 degrees. the place felt like 85 degrees, it took all night to get the galleon condo comfortable. the bathroom will freeze you out and all other rooms were ok after running the ac and keeping temp at 68 degrees all except the kitchen, it stayed "hot" the hole time. the upper deck had great unobstructed private views. we did not go up there much because the stairs are very tight & tiny and made me nervous. the toilet upper bowl itself is loose and moves every time you flush, the place is nice but some needs attention. the area is nice lots of bars, AB lobster house, shopping nearby. rum distillery across the street is a nice place. footnote; nearly every vrbo we have stayed has had at the very least water bottles nothing here I expected little bit more .
Stayed 4 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

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

Great place to stay!!

Great place to stay! Walking distance to everything.
Stayed 2 nights in Jan 2023
Verified review

8/10 Good

Liked: Cleanliness, amenities, property conditions & facilities, communication
great location
Stayed 4 nights in Oct 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was excellent! My wife and I loved our stay, both the condo and amenities were wonderful, will definitely return!
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 5 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Unobstructed marina view from rooftop. Close to Mallory Square and Duval
Stayed 4 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved this spacious unit along with the added amenities including the hot tub & viewing deck!
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

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

Great Condo in the perfect location

Fantastic stay and the condo was roomy, clean and n a great location
Stayed 7 nights in Oct 2023
Verified review

10/10 Excellent

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

Wonderful host and space!

This was an amazing location and space! Would highly recommend to anyone staying in Key West.
Stayed 3 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location, near everything. Definately will be booking again. Nicer in person & very private!!
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

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

10/10 Excellent

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

Wonderful

We thoroughly enjoyed our stay!!! Perfect location!!
Stayed 3 nights in Mar 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice. Clean property, looking to return next year.
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

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

Absolutely Wonderful!

Love the resort. Staff very nice! Perfect location for walking to everything.
Stayed 7 nights in Jan 2025
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