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Experience The Galleon – A 5-Star Timeshare Resort in Charming Old Key West, Fl

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Photo gallery for Experience The Galleon – A 5-Star Timeshare Resort in Charming Old Key West, Fl

Living area
Living area
Interior
Private kitchen
Room

Reviews

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Popular amenities

  • Pool
  • Hot tub
  • Air conditioning
  • Gym
  • Parking available
  • Laundry
$511
avg per night

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.)
    ‪14 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 2

2 Twin Beds

Living Room 1

1 Double Sofa Bed

Master Bedroom

1 King Bed

2 bathrooms

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Master Ensuite

Soap · Towels provided · Toilet · Shower only · Jetted bathtub · Shampoo · Hair dryer

Spaces

Kitchen
Balcony
Garden
$511
avg per night

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About the neighborhood

Key West

Located on the beach, this resort is in Key West Historic District, a neighborhood 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. Key West Shipwreck Museum and Mel Fisher Maritime Museum are also worth visiting.
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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 Intl. Airport (EYW) - 14 min drive

Restaurants

  • ‪Conch Republic Seafood Company - ‬2 min walk
  • ‪Schooner Wharf Bar - ‬5 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬4 min walk
  • ‪Bagatelle - ‬5 min walk
  • ‪The Retro Room - ‬4 min walk

About this property

Experience The Galleon – A 5-Star Timeshare Resort in Charming Old Key West, Fl

Welcome to The Galleon Resort, ideally situated in the heart of Old Town Key West on the historic Seaport/Marina—just a short stroll from world-famous Duval Street and Mallory Square, home to nightly sunset celebrations.

This spacious 2-bedroom unit offers all the comforts of home, including a fully equipped kitchen, dining area, and a comfortable living room—perfect for relaxing after a day of adventure. Step out onto your private balcony from the living room or master bedroom and take in stunning views and warm ocean breezes.

Resort amenities include a large pool, hot tub, private sandy beach, and sun decks—all with breathtaking views of the Gulf of Mexico. Grab a drink and enjoy live music at the poolside tiki bar, or take advantage of on-site rentals for jet skis, fishing excursions, scooters, and golf carts.

Wander the scenic Seaport boardwalk and savor fresh seafood at one of the many waterfront restaurants. With unbeatable amenities and the best location in Key West, The Galleon offers the perfect mix of relaxation and excitement.
Our prices include all fees. No hidden fees.

House Rules

Check in after 4:00 PM
Minimum age to rent: 24
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
default

Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Take out the trash
Turn off the lights, lock the doors, and return the keys
Failure to complete these may result in a negative review from the host.

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
Safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector

Frequently asked questions

Does Experience The Galleon – A 5-Star Timeshare Resort in Charming Old Key West, Fl have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Experience The Galleon – A 5-Star Timeshare Resort in Charming Old Key West, Fl?

As of Apr 29, 2026, prices found for a 1-night stay for 2 adults at Experience The Galleon – A 5-Star Timeshare Resort in Charming Old Key West, Fl on Dec 13, 2025 start from $511, 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 Experience The Galleon – A 5-Star Timeshare Resort in Charming Old Key West, Fl pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Experience The Galleon – A 5-Star Timeshare Resort in Charming Old Key West, Fl?

Check-in begins at 4:00 PM.

What time is check-out at Experience The Galleon – A 5-Star Timeshare Resort in Charming Old Key West, Fl?

Check-out is at 10:00 AM.

Where is Experience The Galleon – A 5-Star Timeshare Resort in Charming Old Key West, Fl located?

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

Experience The Galleon – A 5-Star Timeshare Resort in Charming Old Key West, Fl Reviews