Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages Simonton Court Historic Inn and Cottages is a two-acre boutique hotel with four pools nestled between lush tropical gardens and Old Town charm.
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🌴☀️ June in Key West means longer pool days, warm island nights, and tropical gardens in full bloom. At Simonton Court H...
06/08/2026

🌴☀️ June in Key West means longer pool days, warm island nights, and tropical gardens in full bloom. At Simonton Court Historic Inn & Cottages, you’re tucked into a lush adults-only oasis in the heart of Old Town—just steps from Duval Street, waterfront dining, and sunset celebrations.

Tap the link in bio to book your June escape at

☀️💦 Summer just works better in Key West—especially when there’s a tropical pool waiting for you at the end of the day. ...
06/05/2026

☀️💦 Summer just works better in Key West—especially when there’s a tropical pool waiting for you at the end of the day. At Simonton Court Historic Inn & Cottages, afternoons are made for cooling off beneath the palms, drink in hand, with nowhere else you need to be.

Pool days, island nights, and Old Town right outside your door. 🌴

Tap the link in bio to book your summer escape at

🌿🌴 At Simonton Court Historic Inn & Cottages, some of the best moments happen between destinations—wandering shaded path...
06/03/2026

🌿🌴 At Simonton Court Historic Inn & Cottages, some of the best moments happen between destinations—wandering shaded pathways beneath the palms, discovering blooming orchids, and getting pleasantly lost in our lush tropical gardens in the heart of Old Town Key West.

It’s the kind of setting that makes slowing down feel effortless.

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💦🌴 Monday question: why answer emails when you could be floating in one of our four tropical pools instead?At Simonton C...
06/01/2026

💦🌴 Monday question: why answer emails when you could be floating in one of our four tropical pools instead?

At Simonton Court Historic Inn & Cottages, weekdays are better spent poolside beneath the palms in the heart of Old Town Key West. The out-of-office message can wait.

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🍹🎨 Welcome Hour, Key West StyleJoin us Friday through Sunday from 3–5 PM at the Mansion Bar for Welcome Hour with Crafts...
05/30/2026

🍹🎨 Welcome Hour, Key West Style

Join us Friday through Sunday from 3–5 PM at the Mansion Bar for Welcome Hour with Crafts at Simonton Court Historic Inn & Cottages. Sip on $5 cocktails, enjoy complimentary snacks, and tap into your creative side with activities like Coconut Sip-n-Paint, Postcard Sip-n-Paint, and Windchime Sip-n-Paint.

A little art, a little island inspiration, and a whole lot of Key West charm. 🌴

Contact the front desk for the latest schedule and tap the link in bio to plan your stay at

05/29/2026

The cutest, most unique 30 rooms on the island are located right on our property! Including some rooms that offer direct access to one of our 4 pools! Or are private cottages! 🏠

And ofcourse the entire property is Adults Only! And just steps away from the entertaining Duval Street! 🙌

See you soon in Key West! 😎

🌺🌴 Hidden beneath swaying palms and blooming orchids, Simonton Court Historic Inn & Cottages feels like stepping into an...
05/27/2026

🌺🌴 Hidden beneath swaying palms and blooming orchids, Simonton Court Historic Inn & Cottages feels like stepping into another era of Key West. Once home to a historic cigar factory, the property’s charming cottages and pathways now create a secluded tropical retreat in the heart of Old Town.

Historic character, island greenery, and authentic Key West charm—all tucked just beyond the gate.

Tap the link in bio to experience

These are the only Monday Blues we do... 💦🌴 In Key West, sometimes the perfect plan is no plan at all. Spend the day dri...
05/25/2026

These are the only Monday Blues we do... 💦🌴 In Key West, sometimes the perfect plan is no plan at all. Spend the day drifting between one of our four beautiful tropical pools, soaking up the island breeze, and settling fully into vacation mode at Simonton Court Historic Inn & Cottages.

No schedules, no rush—just poolside paradise in the heart of Old Town.

Tap the link in bio to book your stay at

🥥🎨 Coconut Painting, But Make It Key WestOnly in Key West can your weekend plans include painting a coconut beneath the ...
05/22/2026

🥥🎨 Coconut Painting, But Make It Key West

Only in Key West can your weekend plans include painting a coconut beneath the palms. Join us at Simonton Court Historic Inn & Cottages for our laid-back weekend coconut painting sessions, where tropical creativity meets island living in the heart of Old Town.

A little sunshine, a little paint, and a souvenir you definitely won’t find at the airport gift shop. 🌴

Tap the link in bio to plan your stay at

🌴🪑 Some mornings in Key West are best spent right here—rocking chair on the porch, coffee in hand, tropical breeze movin...
05/20/2026

🌴🪑 Some mornings in Key West are best spent right here—rocking chair on the porch, coffee in hand, tropical breeze moving through the palms. At Simonton Court Historic Inn & Cottages, our private historic cottages offer the kind of laid-back relaxation that makes it easy to lose track of time in the best possible way.

Old Town outside your door, island calm all around you.

Tap the link in bio to unwind at

Address

320 Simonton Street
Key West, FL
33040

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