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

Historic Seaport, Key West, FL, USA
  • Condo
  • Bedrooms2
  • Sleeps6
  • Bathrooms2
  • Half Baths0
  • Minimum Stay7 nights

Two bedroom well equipped villas, full kitchens, washer/dryer in unit

Please choose a Friday through Sunday check-in and enjoy a seven night stay.

***Please use the "Send Email/Contact Manager" for any reservation questions that you may have.

Please call to discuss available views and villa location prior to booking.

Fla. Seller of Travel Ref. No. ST40968

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.

The Galleon Resort offers a multitude of accommodations, two-bedroom suites sleep up to six, and include a full kitchen, dining area and decked out living area. Each 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


Observation deck with a 360-degree panoramic view

of Key West ... one of a kind

Dock Café

Tiki Bar


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.

Property Manager

Dash Realty Group

Member Since 2016
Response rate:
Response time:
within a few hours
Calendar last updated:
Apr 11, 2018
About Dash Realty Group

Our mission at Dash Realty Group is to set up the perfect vacation so that our customers have an effortless and memorable experience. We specialize in luxury, turnkey properties from beautiful islands to snow topped mountains. We are available 365 days a year, 7 days a week and will reply to your inquiry immediately. We look forward to being part of your next adventure.

Dash Realty Group purchased this Condo in 2016

Why Dash Realty Group chose Key West

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

What makes this Condo 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.


    • Internet
    • Air Conditioning
    • Kids Welcome
    • Washer & Dryer
    • Hot Tub
    • Parking
    • No Smoking


      • 2 Bedrooms, Sleeps 6
      • Bedroom 1
        1 queen
      • Bedroom 2
        1 king, Sleeper sofa in living room


        • 2 Bathrooms
        • Bathroom 1
          toilet, tub, shower
        • Bathroom 2
          toilet, shower, jetted tub

          Location Type

            • Beachfront
            • Ocean View
              View will vary, please request
            • Oceanfront
            • Resort
            • Waterfront


                • Adventure
                • Family
                • Historic
                • Romantic
                • Sports & Activities
                • Tourist Attractions


                    • Guests provide their own meals


                        • Iron & Board
                        • Air Conditioning
                        • Elevator
                        • Fitness Room / Equipment
                        • Hair Dryer
                        • Internet
                        • Clothes Dryer
                        • Linens Provided
                        • Living Room
                        • Parking
                          Limited to one car per unit
                        • Telephone
                        • Towels Provided
                        • Washing Machine


                            • Coffee Maker
                            • Dishes & Utensils
                            • Dishwasher
                            • Kitchen
                            • Microwave
                            • Oven
                            • Pantry Items
                            • Refrigerator
                            • Stove
                            • Toaster


                                • Dining Area
                                • comfy seating for 4 people


                                    • Bicycles
                                      rentals on site
                                    • Boat
                                      Rentals available
                                    • Kayak / Canoe
                                      Rentals available
                                    • Water Sports Gear
                                      Rentals available

                                      Pool / Spa

                                        • Communal Pool
                                        • Hot Tub

                                          Onsite Services

                                            • Concierge
                                            • Staff


                                                • festivals
                                                • marina
                                                • recreation center
                                                • restaurants

                                                  Leisure Activities

                                                    • scenic drives
                                                    • beachcombing
                                                    • boating
                                                    • paddle boating
                                                    • photography
                                                    • bird watching
                                                    • shelling
                                                    • shopping
                                                    • sight seeing
                                                    • walking
                                                    • wildlife viewing

                                                      Local Services & Businesses

                                                        • fitness center

                                                          Sports & Adventure Activities

                                                            • sailing
                                                            • cycling
                                                            • fishing
                                                            • jet skiing
                                                            • kayaking
                                                            • paragliding
                                                            • parasailing
                                                            • pier fishing
                                                            • deepsea fishing
                                                            • scuba diving or snorkeling
                                                            • snorkeling
                                                            • snorkeling/diving
                                                            • surf fishing
                                                            • surfing
                                                            • swimming
                                                            • water skiing
                                                            • wind-surfing


                                                                • Enjoy the fabulous Sunset Tiki Bar, where the boardwalk ends and the sunsets begin. Savor tropical cocktails, be entertained with live music, and bask in the best view of sunset in Key West. The poolside Sunset Tiki Bar is open 10:00 am to 10:00 pm Monday through Saturday and 12:00 noon to 10:00 pm on Sunday. Enjoy live music every evening during the resorts own sunset celebration and they offer two happy hours daily (except Sunday mornings).

                                                                  House Rules

                                                                  Check-in: 4:00 PM

                                                                  Check-out: 11:00 AM

                                                                  Cancellation Policy

                                                                  Canceled bookings will not receive a refund

                                                                  1 Reviews


                                                                  Latest reviews

                                                                  A Great Place!

                                                                  Jeffrey C.

                                                                  We found this unit on VRBO and were pleased and impressed. The view from our unit was great overlooking the water and the pool. We were on the 4th floor of a five floor building. The unit was well appointed with cable and high speed internet. Although, we found the internet to be slow and sometimes couldn’t stream Netflix. The complex is located in a great part of key West. It’s right next to a large marina and very close to the action on Duval Street. This was our first time to Key West and we would definitely go back. The restaurants are great with a lot of variety. We took a restaurant walking tour which I would recommend. You get a good feel for the Cuban influence on the community and we ate some great food. Next time we will try to fly directly in to Key West rather than Fort Lauderdale. The drive was very long and we found that once in Key West we walked everywhere and didn’t use the rental car.


                                                                  Historic Seaport, Key West, FL, USA

                                                                  The Galleon Marina is located in the heart of downtown Key West and within walking distance of world famous Duval Street home to the island's best Restaurants, Shopping and Entertainment. Favorites such as Sloppy Joe's, Hogs Breath and Mallory Square are within two blocks of the Galleon...so close, you do not need a car to experience the best the island has to offer. Additionally, The Galleon Marina has bicycle and scooter rentals on property should you decide to explore the island further "local style".

                                                                  Rates & Availability

                                                                  Enter dates for accurate pricing
                                                                  For booking assistance, call 888-640-7927

                                                                  Property # 1073838