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Southernmost Beach Resort & Guesthouses

Florida Keys, FloridaOld Town

Southernmost Beach Resort & Guesthouses

Midcentury oceanfront resort

Old Town   Florida Keys, Florida

Renovated

2022

Price

$$$

Outside the door

Midcentury oceanfront resort

The resort keeps a relaxed midcentury pace, trading Duval Street's late-night crowds for Atlantic breezes and drinks on the sand.

Southernmost Beach Resort & Guesthouses

What it’s good at

Our shorthand ↗
Resort

Notable

A six-acre oceanfront campus with three heated pools and direct South Beach access.

Heritage

Listed

Restored Victorian houses display gingerbread trim and tray ceilings beside tropical gardens.

Classic

Listed

A continuous presence on Duval Street since its origins as a 1950s motel.

Our shorthand ›
Southernmost Beach Resort & Guesthouses
Southernmost Beach Resort & Guesthouses
Southernmost Beach Resort & Guesthouses

What they say

Michelin Selected

Michelin

The refreshed look mixes midcentury modern with breezy tropical decor: traditional wood flooring with woven throw rugs, large windows facing the water or gardens with palm trees, and an oceanic color palette.
— Michelin 
Southernmost Beach Resort & Guesthouses

Right in the middle

Well-located: walkable to some things, a short ride to more.

The galleries and bustling bars of upper Duval Street are a short walk north, leaving this oceanfront corner quiet.

The rooms

Main resort rooms have wood flooring and ocean-blue rugs. Restored Victorian guesthouses add tray ceilings and four-poster beds.

Southernmost Beach Resort & Guesthouses, rooms
Southernmost Beach Resort & Guesthouses, rooms
Southernmost Beach Resort & Guesthouses, rooms

The pools

Bring a swimsuit.

Sun loungers line the oceanfront pool facing the Atlantic, and quieter pools hide behind palms and pastel guesthouses.

Southernmost Beach Resort & Guesthouses, the pool
Southernmost Beach Resort & Guesthouses, the pool

The spa

Massages take place in an open-air oceanfront cabana or indoor rooms, using heated basalt stones and marine minerals.

Southernmost Beach Resort & Guesthouses, the spa
Southernmost Beach Resort & Guesthouses, the spa

Restaurant

Southernmost Beach Café

Tables sit right above South Beach under fringed umbrellas, serving fresh local catches and cocktails beside the surf.

Southernmost Beach Resort & Guesthouses, southernmost beach café
Southernmost Beach Resort & Guesthouses, southernmost beach café
Southernmost Beach Resort & Guesthouses, southernmost beach café

At the table

Bars scattered across the grounds pour rum cocktails and Key Lime Coladas between the pools and the sand.

Southernmost Beach Resort & Guesthouses, at the table

How it began

Southernmost Beach Resort & Guesthouses, how it began

A 1950s motor inn expanded over decades by absorbing historic neighbors, eventually bringing four Victorian houses into the fold.

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Our shorthand

How we rate hotels.

The medals

Gold

Extremely rare. Sets the global standard.

Silver

Brilliant execution. And we’re picky.

Bronze

They did this well. You’ll notice.

Listed

A defining trait. Makes the hotel what it is.

The eight vibes

Design

Built around a vision. Even the door handles have a designer.

Luxe

Cared for at every turn. The bath is drawn before you ask.

Local

It could only be here. You wake up knowing where you are.

Social

Where the city goes out. The bar is full and the night is young.

Heritage

A building with a story. Once a palace, a monastery, a station.

Wellness

You leave feeling new. Rest, sweat, soak and sleep like a stone.

Classic

The city grew up with it. Same rituals, same regulars, same bar.

Resort

A world of its own. Something to do from breakfast to nightcap.

The scene

Lively

Where things happen: restaurants, shops, people.

Central

Well-located: walkable to some things, a short ride to more.

Quiet

Away from the crowds. Getting around takes intention.

Secluded

A place apart: the property is the destination.

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