Condo

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

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

Galleon Resort Pool at Sunset.
Primary bedroom with king bed.
Refreshing Outdoor Pool
Private Beach for Galleon Guests.
Galleon Marina.

Reviews

9.8 out of 10
Exceptional

Highlights

  • On the beach
    A rare beachfront property in the area - enjoy direct access to the sand and sea.
  • Discover nearby landmarks
    Close to Florida Keys Beaches
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • On beach
  • Heated 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.)
    ‪15 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Living Space

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only · Jetted bathtub

Spaces

Kitchen
Balcony
Dining area

About this property

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.
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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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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 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
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. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Consider Sloppy Joe's Bar for a night out or Key West Shipwreck Museum if you're travelling with kids. Discover the area's water adventures with scuba diving, sailing and fishing 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
  • Harry S. Truman Little White House - 12 min walk - 1.1 km
  • Ernest Hemingway Home and Museum - 20 min walk - 1.7 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Schooner Wharf Bar - ‬5 min walk
  • ‪Conch Republic Seafood Company - ‬2 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬4 min walk
  • ‪Bagatelle - ‬4 min walk
  • ‪A&B Lobster House - ‬1 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 24 June 2026, prices found for a 1-night stay for 2 adults at Heart of Key West - 2BR Waterfront at the Galleon Resort on 2 January 2027 start from NZ$1,469, 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

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 7 reviews
Rating 8 - Good. 1 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Danny O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family fishing

Great location to the boat. Great fishing & you can walk anywhere to eat. Everything is close by.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

REBECCA C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West waterfront

Great place to vacation
Stayed 7 nights in Jan 2025
Verified

10/10 Excellent

Dom C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Vacation

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.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Kimberly B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent!

Clean rental, excellent location! Great pool and property amenities.
Stayed 7 nights in May 2024
Verified

8/10 Good

Shari H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The unit was very clean with attractive furniture. The view from the balcony outstanding! Sunrise to the east and beautiful sunsets to the west. All staff members we met were very friendly.the only issues we had were the fact that one of the only 2 elevators were out of service for the last 3 days of our stay. It required walking further which was an issue for my disabled husband. Trying to leave with everyone at the same time was a nightmare. The elevator was always full with luggage carts. My other concern was that the kitchen, while lovely, was so poorly appointed. Minimal dinnerware and no pitchers, storage containers or plastic ware to avoid breakage. Our air conditioning went out and the desk sent up someone immediately who ended up replacing the entire system in a few hours! The staff here is obviously motivated to make our experience positive, but the elevator situation was just unacceptable. When I asked someone at the front desk if they could send helpers up to carry luggage down, they just looked at me! I would love to come back here again. It was an enjoyable experience otherwise!
Stayed 7 nights in Jun 2026
Verified

10/10 Excellent

Clare S.

Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

joe k.

Stayed 7 nights in Nov 2024

About the host

Hosted by Rialto Vacations

Host profile image
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
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