Bed & Breakfasts

Southernmost Point Guest House

Florida Keys · Key West
Family Owned Free Parking Locally Owned Pet Friendly Pool

About

Southernmost Point Guest House sits on Duval Street near the far southern end of the road, just a couple of blocks from the red and black striped concrete buoy that marks the Southernmost Point, one of the most photographed spots in the continental United States. The Victorian house has been run by the same family since 1987, a genuinely long tenure in a business where ownership often changes hands every few years.

The property covers a range of traveler needs, with room types running from simpler accommodations to more upgraded suites, and the pool lounge area functions as a social hub for guests in the evenings, helped along by daily drink vouchers included in the rate. A continental breakfast is served each morning, and free bicycle rentals are available for exploring the rest of Old Town beyond the immediate Duval Street strip.

Free on-site parking is a genuine point of value at this end of Duval, where street parking is scarce, and the property also runs an on-site bar and small event venue for guests who want a place to gather without leaving the grounds. Pet-friendly rooms are available for travelers who do not want to leave a dog behind.

Because of its proximity to the Southernmost Point marker, this stretch of Duval sees heavy foot traffic during the day from visitors taking photos at the buoy, though the guest house itself sits back enough to stay reasonably calm. For travelers who want to be within an easy walk of that iconic landmark while staying at a long-running, family-owned property rather than a larger hotel, Southernmost Point Guest House is a straightforward, dependable choice.

Guests hoping to photograph the buoy without a crowd in the shot generally have the best luck heading over at sunrise, and staying this close means that early walk costs almost nothing in terms of effort compared to a guest lodging further up Duval Street. The property’s long, continuous family ownership since 1987 is unusual in a business where properties often change hands every decade or so, and that stability tends to show up in staff who have worked there for years and know the neighborhood well. The mix of room types, from simpler accommodations to upgraded suites, means the property can work for a budget-minded solo traveler and a couple looking to splurge a bit, all within the same easy walk of the island’s most photographed landmark.