Heart of Key West - 2BR Waterfront at the Galleon Resort

Key West, Florida
$748 avg/night Minimum Stay 2 Nights
Bed 2

Bed

Bath 2

Bath

Home Condo

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

Located in the heart of Old Town Key West. This resort overlooks the Gulf of Mexico with a private marina, private beach, pool, jacuzzi, with a restaurant and bar. Relax in the jacuzzi or sauna during your stay or workout in the onsite fitness center. Enjoy fishing off the dock, or rent bicycles and take in all that Old Town Key West has to offer.

Key West Shipwreck Museum and Mallory Square are just a 5 minute walk from this conveniently located resort. The Ernest Hemingway Home &Museum is 1 mile away.
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Welcome to the heart of Old Town Key West. The resort overlooks the Gulf of Mexico with a private marina, private beach, pool, jacuzzi, restaurant and tiki bar. This two bedroom condo sleeps six, and features a fully equipped kitchen. The primary bedroom has a king size bed, jetted tub, as well as a full bathroom. The guest bedroom features either two twin beds or one queen, and has access to the full guest bathroom. The living room has a TV with cable, dining area for six, and a sleeper sofa. Off the living room is a balcony to enjoy the Key West ocean breezes.

Resort fee is due at check-in, along with a refundable security deposit. Refundable security deposit is released, as long as no damages occur during your stay.

Please note, guest bedroom may feature 2 twin beds or 1 queen bed. Please let us know your preference before booking. We will do our best to fulfill it, but it is not guaranteed.

Units are assigned after booking, in seven night increments. Multiple week stays may be booked, room moves may be required.

Housekeeping changes linens and towels on Wednesday only. If daily housekeeping is desired, there is an additional fee imposed by the resort.

Parking for one vehicle, per unit only. No oversized vehicles, RV's or trailers are allowed to park on property. Parking is extremely limited and multiple vehicles are not able to be accommodated.

Minimum Age: 25 years old
Pet Policy: No Pets
An ID and credit card for a refundable security deposit will be required.
Check-in is after 4 pm;
Check-out by 10 am.
No Smoking. Penalties will apply.
Non-Refundable Cancellation and Refund Policy

We do not accept liability for any inconveniences beyond our control including but not limited to temporary defects or outage of utilities, closures of resort amenities, or limitation of any other service. We will not provide refunds, reimbursements, or compensation for inconvenience or interruption of utilities, resort amenities, or any other service.

Pictures are representative of the unit, layout and decor may vary. Units assigned at time of booking, please inquire prior to booking about specific unit and bedding configurations. All units have a King Bed in the master bedroom and the second bedroom will either have two twin beds or one queen bed.

Units are assigned in 7 night increments, multiple week stays may be booked, room moves may be required.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    On The Beach
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 1195 Sq Ft (111 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Dock
  • POOL/SPA

    Heated Pool Hot Tub Sauna Shared/communal Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Jetted Bathtub Towels Provided
  • LANGS SPOKEN

    English Spanish
  • THINGS TO DO

    Boat On Site Cycling Nearby Fishing Nearby Fitness Center Golf Nearby Sailing Nearby Scuba Diving Nearby Swimming Nearby
  • ENTERTAINMENT

    DVD Player Games Pool Or Billiards Table Table Tennis TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • FAMILY FRIENDLY

    Highchair
  • LOCATION HIGHLIGHTS

    In A Village Near The Ocean Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Concierge Services Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Elevator Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Scott K.

    Submitted Nov 16, 2025

    Stayed Nov 8, 2025

    Wonderful location, views, and all around great place. Thank you!

  • Anthony G.

    Submitted Feb 15, 2025

    Stayed Feb 8, 2025

    Great property, location is perfect and everyone was very friendly

  • Natalie T.

    Submitted Mar 19, 2022

    Stayed Mar 12, 2022

    I hesitated booking this because of the price, but had no regrets once I got there. This is an excellent location with an awesome view just as advertised! The pool, hot tub, and Tiki Bar with live music were nice and relaxing. My family and I caught some great sunsets from the dock here. The renter emailed me before and during my stay to make sure everything was okay. Much appreciated! The Galleon was very clean, too. Highly recommended.

  • Stefanie O.

    Submitted Mar 1, 2022

    Stayed Feb 19, 2022

    The Galleon is the perfect place to stay when you are in Key West. This resort has everything our family (ages 19-79) needed--gorgeous views, fantastic pool/hot tub/private beach, fabulous tiki bar with live music, and sprawling decks with ample lounging chairs. There is also a small restaurant attached but we did not eat there as we had too many eateries on our list to begin with. Our unit was nicely decorated with comfortable beds, couches, and dining tables. Kitchen was adequately appointed; they had plenty of glasses, dishes, and silverware for us. Also, there were coffee filters, trash bags, paper towels, dish soap, and dishwasher pods. However, there were no seasonings, sweeteners, oils, or plastic wrap/foil, so plan to get those after you arrive. Both bathrooms had plenty of linens as well as beach towels, soap, shampoo, conditioner, and lotion were provided. The location at the Galleon cannot be beat. It is an easy walk to all attractions--even the Southernmost Point. Oh, and Jeff at the front desk was AMAZING--in addition to being just a really gracious person, his restaurant recommendations were absolutely on point. They have concierges on site who will help you book any activities you are interested in, and they will generally get you a discount as well. They had a raffle on Monday afternoon and our family won a 2-for-1 glass bottom boat tour. It was pretty terrific! If you are considering a stay at The Galleon then do yourself a favor and book it. We met so many wonderful people who have been going there every year for 40 years! We didn't want to leave and we absolutely plan to go back.

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Total

Includes taxes and fees
$748+
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