Heart of Key West - 2BR Waterfront at the Galleon Resort
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. . 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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Pictures are an accurate representation of the unit, décor and view may vary. Units are assigned after booking. View Requests are not guaranteed.
Travel insurance is recommended.
A security deposit will be required at check-in. $75+tax resort fee per week (Sat-Sat) due at check-in. Less than 1 week stays are $20 daily fee. An I
Important information
You need to know
Property # 9920129
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
This property accepts cash
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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. Travelling with kids? Consider Key West Shipwreck Museum and Mel Fisher Maritime Museum. Discover the area's water adventures with scuba diving, sailing and fishing nearby, or enjoy the great outdoors with cycling.
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 Aquarium - 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
Conch Republic Seafood Company - 2 min walk
Schooner Wharf Bar - 5 min walk
Kermit's Key West Key Lime Shoppe - 4 min walk
The Retro Room - 4 min walk
Bagatelle - 4 min walk
Frequently asked questions
Does Heart of Key West - 2BR Waterfront at the Galleon Resort have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Heart of Key West - 2BR Waterfront at the Galleon Resort?
As of 9 May 2026, prices found for a 1-night stay for 2 adults at Heart of Key West - 2BR Waterfront at the Galleon Resort on 27 June 2026 start from NZ$994, 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 Heart of Key West - 2BR Waterfront at the Galleon Resort pet-friendly?
No, pets are not allowed at this property.
How much is parking at Heart of Key West - 2BR Waterfront at the Galleon Resort?
On-site parking is available at the property.
What time is check-in at Heart of Key West - 2BR Waterfront at the Galleon Resort?
Check-in begins at 4:00 PM.
What time is check-out at Heart of Key West - 2BR Waterfront at the Galleon Resort?
Checkout is at 10:00 AM.
Where is Heart of Key West - 2BR Waterfront at the Galleon Resort 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.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Really enjoyed our first visit to Key West! Our Galleon Resort condo was great - clean, spacious, comfortable, with fantastic view. Chis and other Rialto Vacations staff were attentive and helpful.
Dom C.
Stayed 7 nights in Mar 2025
Verified
10/10 Excellent
Clare S.
21 March 2026
Clare S.
Stayed 7 nights in Feb 2026
Verified
10/10 Excellent
joe k.
23 December 2024
joe k.
Stayed 7 nights in Nov 2024
About the host
Hosted by Rialto Vacations
Rialto Vacations provides a wide variety of vacation rentals featuring local staff and local experience. Our experienced team has decades of experience helping travelers book vacation rentals. We strive to provide guests with fast response times along with accurate and honest prices so you do not experience any surprises upon arrival or departure. We're available by phone during the day and by text 24 hours a day, so please feel free to contact us with any questions that you may have and we’ll be glad to assist you.
Why they chose this property
On site Marina, Bar, and Restaurant. The property also has its own beach area to sit and relax with your toes in the sand or go for a swim in the beautiful ocean.
What makes this property unique
Ideal Key West location, located close to Duval street, the many shops and museums of Key West.
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests