Southwinds Motel

Southwinds Motel For charming, cozy accommodations located near the famous Southernmost Point in beautiful Old Town, Key West, Florida, Southwinds Motel has you covered.
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Bags packed 🧳 ready to explore the island!
06/09/2026

Bags packed 🧳 ready to explore the island!

⭐️⭐️⭐️⭐️⭐️ “First time staying in Key West and I LOVED Southwinds Motel! The staff here was so friendly and made check-i...
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! ⬇️

Enjoy free continental breakfast & coffee during your stay! ☕️
05/24/2026

Enjoy free continental breakfast & coffee during your stay! ☕️

Hide Away at Our Charming Key West Hotel 🧳
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!

⭐️⭐️⭐️⭐️⭐️”There is so much good to say about this hotel. A fabulous way to experience the “Old Key West”. Festive, quai...
05/06/2026

⭐️⭐️⭐️⭐️⭐️”There is so much good to say about this hotel. A fabulous way to experience the “Old Key West”. Festive, quaint, original, throwback and perfect location. Exactly what we were looking for.” -Suzanne E.

04/30/2026

Southwinds Motel stays starting at $129/night won’t last long.
Lock in your dates now and make this summer one to remember.

Limited availability. Maximum relaxation.

Rooms for every type of traveler at Southwinds Motel! 🧳
04/26/2026

Rooms for every type of traveler at Southwinds Motel! 🧳

Address

1321 Simonton Street
Key West, FL
33040

Telephone

+13052962215

Website

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