Westwinds Inn - Key West

06/08/2026

🌴 Stay cool in Key West at Westwinds Inn! 🌴

Enjoy complimentary breakfast poolside daily from 8:00–10:00 AM, relax by our sparkling pools, and join us for Happy Hour with free wine or beer Wednesday–Friday from 3:00–4:30 PM.

Your perfect Key West getaway starts here! ☀️🍹

06/01/2026

Ready for a June getaway? 🌞✨ Book your stay with us for a peaceful retreat or adventure-filled vacation. Reserve now and experience comfort, relaxation, and paradise! 💙 # #ᴠᴀᴄᴀᴛɪᴏɴᴍᴏᴅᴇ

05/28/2026

⚽️ Why watch the World Cup from your couch? 🌴 Watch it from Key West instead! 🏖️ Explore the island, cheer on your team, and relax in our boutique hotel rooms. Secure your stay today and experience the World Cup with a tropical twist! 📍

05/25/2026

Honoring the heroes who gave their lives in service to our country. Their sacrifice inspires us all.

05/22/2026

05/18/2026

🌴✨ Escape to comfort and island charm ✨🌴

Relax in one of our inviting rooms and enjoy the peaceful porch—perfect for morning coffee, evening breezes, and everything in between.

Book your stay now and experience the laid-back beauty of paradise. 💛

05/10/2026

Wishing all amazing Moms a Happy Mother's Day! 💐 Thank you for your love, kindness, and all that you do. Enjoy a relaxing day with loved ones. From us at the hotel, gratitude and love. 💖

05/05/2026

🍹✨ Join us for Happy Hour and refresh your day 🌴💛 ❤️

05/01/2026

Ditch the routine for sunshine and island vibes in Key West this May! 🌴☀️ Enjoy fewer crowds, beautiful weather, and a relaxing getaway. Book now and make it unforgettable 🌊✨ 😎🌴☀️

04/29/2026

🎶 Join the 30th Annual Key West Songwriters Festival, April 29 - May 3, 2026! 🌴 200+ artists, intimate performances, and unforgettable moments. Rooms still available! Book now and stay close to the action. ❤️