Southwinds Motel

06/16/2026

Stay at Southwinds Motel, where the best of Key West is just steps away and everything you need for an unforgettable getaway is within easy reach.

06/13/2026

Show Rooster Treats some love & nominate!

PLEASE NOMINATE US! 🍦🍩❤️
Categories: Best Dessert Spot + Best Ice Cream/Gelato

Vote here: https://keysweekly.com/bubbas26/ #//

06/13/2026

Please nominate our friends at Tipsy Rooster Liquor Store and Bar!!!

We need your help to NOMINATE Tipsy Rooster!🍻Vote here https://keysweekly.com/bubbas26/ #//

Categories:
Best Liquor Store
Best Bar
Best Margarita
Best Bloody Mary
Best Live Music

06/09/2026

Bags packed 🧳 ready to explore the island!

06/02/2026

⭐️⭐️⭐️⭐️⭐️ “First time staying in Key West and I LOVED Southwinds Motel! The staff here was so friendly and made check-in easy, they even gave us an umbrella when the storm started during check in. The location is great. Not in the hustle and bustle, but close enough.” — Sam

05/25/2026

Let us know in the comments! ⬇️

05/24/2026

Enjoy free continental breakfast & coffee during your stay! ☕️

05/17/2026

Hide Away at Our Charming Key West Hotel 🧳

05/10/2026

SAVE THE DATE!

31st Annual Key West Songwriters Festival
April 28 - May 2, 2027

05/10/2026

Happy Moms Day… Flowers are good. Vacations are better! 🧳💐

June rates are low and almost gone!