Condo

The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa!

Photo gallery for The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa!

A spacious living room with a ceiling fan, a large window with a view, and a cozy seating area.
A marina with a white yacht docked, a multi-story hotel with balconies, and palm trees in the background.
An outdoor wooden deck with multiple seating areas, including chairs and tables.
A marina with several boats docked, a boat rental service, and a multi-story building with balconies.
A hotel with a pool area, palm trees, and a view of the ocean.

Reviews

9.6 out of 10
Exceptional
Set on the beachfront, this 2-bedroom condo accommodates 6 guests. It features 1 hot tub, 1 separate living room, and 1 bicycle. Enjoy ocean views from the patio while engaging in nearby activities like sailing and scuba diving. Florida Keys Beaches are local attractions.

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 sand and sea.
  • Discover nearby landmarks
    Near Florida Keys Beaches
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • On beach
  • Swimming pool
  • Spa pool on site
  • Onsite parking available
  • Kitchen
  • Washing machine

Explore the area

View 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

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Living Room 1

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet · Shower only · Jetted bathtub

Spaces

Deck or patio
Kitchen
Balcony
Number of living rooms
Outdoor play area
Garden
Dining area

About this property

The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa!

Please choose a Saturday check-in, all rentals will be in seven night increments.
Bedding configuration may vary, depending upon your travel week and the villa available, please inquire prior to booking.
Thank you for your interest in booking with Dash Realty Group, Windermere Florida.
Dash Realty Group is registered in Florida as a licensed Fla. Seller of Travel Ref. No. ST42435.

Overlooking the Gulf of Mexico in historic Old Town, The Galleon Resort puts you in an ideal spot to enjoy the countless charms of Key West. Mingle with friends new and old at the Tiki Bar, or relax and unwind in the swimming pool. The resort's observation deck guarantees a stunning view from sunrise to sunset, and even to gaze at the stars. Rent a boat for a private viewing of the Keys or take a jetski for a spin right from the resort's marina. Work up a sweat at the on-site exercise room and afterwards, relax your body and mind in the sauna.

The resort's 90-slip marina accommodates boats up to 150 feet and hosts a variety of water activities. After you've had your fill of fun on the water, stretch out on the private beach or outdoor pool. If you want to venture out and explore the island, there are local attractions, art galleries, shopping and restaurants within walking distance of the resort's doorstep.

A two-bedroom suite sleep up to six, and include a full kitchen, dining area and decked out living area. Villa is furnished with sandy earth tones, rattan furniture and tropical prints that perfectly set the mood for your stay in Key West.

The Galleon Resort is perfectly positioned, sitting only two blocks from Duval Street - a legendary road that boasts top-notch restaurants, dazzling nightlife and non-stop soirees. Party until dawn at a carnival, swing by a cuban cigar stand or bring your camera to the exotic butterfly conservatory, all located on this versatile street that's earned its reputation. At the northwest end of Duval Street lies Mallory Square, a plaza which is famous for its "Sunset Celebration" - tourists gaze at the sunset while arts and crafts displays and entertainers amuse the gatherers. Key West's oldest attraction, the Key West Aquarium is a hit with families - everyone will enjoy scoping out the menagerie of rainbow-hued fish.

Large waterfront swimming pool
Private beach
Boardwalk
Observation deck with a 360-degree panoramic view
of Key West ... one of a kind
Dock Café
Tiki Bar
Sauna
Diving & Snorkeling
Sun Bathing
Sunset Cruises
Exercise Room
24 hour security
Wireless Internet

The Galleon's Marina offers dockage space to accommodate boats and yachts up to 140 feet. Outside of being the most highly protected harbor for your vessel, they also offer exclusive marina and resort amenities when renting a boat slip in the Marina. Wet slips are available for both seasonal and transient rentals.

Fishing Charters, Sunset Cruises, Parasailing, Snorkeling, Dolphin Watching, Glass Bottom Boat Jet Ski Rental, Scooter rentals, all available onsite or nearby.

THE BOOK IT NOW FEATURE IS A REQUEST FOR RESERVATIONS, NOT A CONFIRMED STAY. Please do not reserve your airfare until you have communicated with us and have an executed rental agreement

Booking through VRBO is fast and easy. Dash Realty Group will email you the updated confirmation once you book thru VRBO. Please note that VRBO provides an instant quote that may not be accurate and may require us to send an adjusted price quote and adjusted dates based on what is available for your requested dates.
This is based on higher demand weeks and resorts that may be higher than the initial quote. The VRBO calendar does help provide instant availability and estimated price quote. However, because availability and rates vary constantly, the calendar feature and instant quote feature is not always 100% accurate.

The photos are a good representation of what your villa will look like. Layouts may vary. The resort updates and maintains the villas at this resort and your villas is assigned upon check-in.

Add dates for prices

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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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 to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items and remove leftover food and drinks
Turn off the lights and lock the doors
This is a resort reservation, you will check in as you would at any resort. You can head to the front desk on your checkout day to get an itemized bill in regards to incidentals during your stay.
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 1073838vb
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 are no carbon monoxide detectors or gas appliances 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. Key West Shipwreck Museum and Mel Fisher Maritime Museum are also worth visiting. 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 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 The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa! have a pool?

Yes, this property has a pool.

How much does it cost to stay at The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa!?

As of 27 Aug 2026, prices found for a 1-night stay for 2 adults at The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa! on 27 Nov 2026 start from AU$9,939, 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 The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa! pet-friendly?

No, pets are not allowed at this property.

How much is parking at The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa!?

On-site parking is available at the property.

What time is check-in at The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa!?

Check-in begins at 4:00 PM.

What time is check-out at The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa!?

Checkout is at 11:00 AM.

Where is The Galleon Resort, Waterfront Location, Well-equipped Two Bedroom Villa! 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.

About the host

Hosted by DashWeek by Dash Realty Group- Windermere, Florida

Host profile image
Our mission is to offer our guests guidance, peace of mind and personal service throughout the vacation rental process.

With more than 30 years of combined experience delivering luxury vacations through our premium hotel partners, you can trust the owners of Dash Realty Group to ensure your vacation is everything you expect. We are travelers helping travelers, our expertise on all of our destinations offer our guests travel planning without unanswered questions.

Travel has become more complex, with varying destination requirements and changing security measures, you can trust our staff to get you to your destination and back hassle free.

Why they chose this property

Unbeatable location in Key West, close to Duvall Street and Mallory Square. Marina rentals available for guests arriving by water!

What makes this property unique

Key West, Key West Rental, Florida Rental, Two Bedroom Rental, Florida Beach Rental, Rentals in Key West, Kid-Friendly, Summer Vacation Rental, Island Vacation, Florida Ocean Rental, Oceanviews, Lobster season rental.

Languages:

English, French, Spanish

Premier Host

They consistently provide great experiences for their guests
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