Unwind in the top-rated pool, your perfect spot for relaxation.
On the beach
A rare beachfront property in the area - enjoy direct access to the sand and sea.
Discover nearby landmarks
Close to Florida Keys Beaches
2 bedrooms2 bathroomsSleeps 6
Popular amenities
On beach
Outdoor pool
Spa pool on site
Garage parking available
Kitchen
Washing machine
Explore the area
Key West, FL
Florida Keys Beaches
Place, Florida Keys Beaches
4 min walk
Duval Street
Place, Duval Street
6 min walk
Mallory Square
Place, Mallory Square
7 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
12 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Guest
1 Queen Bed
Living Room 1
2 Queen Sofa Beds
Master
1 King Bed
2 bathrooms
Guest
Toilet · Shower only
Master
Bathtub · Toilet · Shower only · Jetted bathtub
Spaces
Deck or patio
Kitchen
Kitchenette
Balcony
Dining area
About this property
Incredible 2BR Penthouse condo on Front Street with amazing amenities!
The Galleon Resort is one of Key West's best resorts. Located on Front Street in front of the Marina, it has a large waterfront saltwater pool, hot tub, private beach, boardwalk, Tiki Bar with live music and activities, Pirate's Cove restaurant, sauna, gym, and an observation deck with a 360-degree panoramic view of Key West - the best place to be at sunset!
This two-bedroom penthouse comes with a fully equipped kitchen, spacious and comfortable living room, a Jacuzzi bathtub in the master bathroom, and balconies off both the living room and master bedroom. The master bedroom has a king bed, the guest bedroom has a queen, and there is a queen-sized pull out sofa in the living room. The guest bedroom can be "locked off" from the main rooms for additional privacy, or you can keep the entire penthouse open for a large group or family!
The fifth floor views of the marina from the master and living room will give you a peaceful state of mind as you sip your morning coffee on the balcony or enjoy margaritas brought upstairs from the Tiki Bar's happy hour! This quiet condo is a perfect option for families, couples, or friends looking to enjoy a bit of the Key West life!
One complimentary parking spot is included with this condo. No pets are permitted. Check-in is after 4 pm and check-out is by 10 am - strictly enforced.
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
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 Shipwreck Museum - 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
Cuban Coffee Queen Waterfront - 8 min walk
Schooner Wharf Bar - 5 min walk
Frequently asked questions
Does Incredible 2BR Penthouse condo on Front Street with amazing amenities! have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Incredible 2BR Penthouse condo on Front Street with amazing amenities!?
As of 23 August 2026, prices found for a 1-night stay for 2 adults at Incredible 2BR Penthouse condo on Front Street with amazing amenities! on 20 September 2026 start from NZ$2,057, 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 Incredible 2BR Penthouse condo on Front Street with amazing amenities! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Incredible 2BR Penthouse condo on Front Street with amazing amenities!?
On-site parking is available at the property.
What time is check-in at Incredible 2BR Penthouse condo on Front Street with amazing amenities!?
Check-in begins at 4:00 PM.
What time is check-out at Incredible 2BR Penthouse condo on Front Street with amazing amenities!?
Checkout is at 10:00 AM.
Where is Incredible 2BR Penthouse condo on Front Street with amazing amenities! located?
Located in Key West Historic District, this beachfront condo building is in the city centre, just steps away from Key West Bight Marina and Florida Keys Beaches. Duval Street and Mallory Square are also within 10 minutes.
About the host
Hosted by Katie Johnson
I'm a frequent traveler who loves trying new places!
Why they chose this property
I LOOOOOOVVVVVEEEEE Key West - it's my happy place. I ended up buying this timeshare week because I love to visit every year. The Galleon is centrally located, quiet, and calm. This is the perfect place to escape the heat and take a nap, to freshen up before you hit Duval Street, or rent a scooter from. They also have watersports and activities from the resort!
What makes this property unique
There are hardly any places in Key West directly ON THE BEACH - this resort has a private beach with sunshades, a huge wraparound boardwalk, and an amazing swimming pool. You'll never want to leave!
This property has the ability to be split into a separate 1br with living room and kitchen, and another studio with small kitchenette. 1br price $400/night, Studio $200/night.