Southwinds Motel

10/22/2026

When you stay at Southwinds Motel, enjoy Tipsy Rooster & Rooster Treats on property for good drinks and sweet treats!

10/14/2026

Hide Away at Our Charming Key West Hotel 🌞

10/09/2026

Thank you, Amanda! Come back & see us again soon. 😎

10/07/2026

Who’s ready??

Experience 50+ artists over 5 days in Key West! Mile 0 Fest brings legends and rising stars in Red Dirt & Americana music to paradise. Join our 2027 Presale. Join thousands of fans for our 10th Anniversary celebration at the Truman Waterfront Amphitheater. From intimate acoustic sails to Duval Stree...

10/06/2026

What’s a visit to Key West without a stop at Cuban Coffee Queen ??? ☕️👑

09/30/2026

Stop by the front desk for the inside scoop on the best ways to explore Key West! 🌴 From local favorites to must-do experiences, we’ll help you make the most of your island stay. ☀️

09/21/2026

⭐️⭐️⭐️⭐️⭐️ ”One of the nicest and cozy places I have been in Key West.” — Arnoldo G.

09/12/2026

Sunshine, salt air, and a little more life in your days. 🌴

09/03/2026

Sunshine, salty air, and the charm of Old Town Key West ☀️🌴🌊

At Southwinds Motel, laid-back evenings and slow mornings are always on the itinerary. Whether you’re lounging by the pool or exploring everything Key West has to offer, your perfect getaway starts here. ✨

08/28/2026

Kind of chic to go to Key West for vacation 😎