Westwinds Inn - Key West

06/15/2026

06/12/2026

Hot Summer Special😎June 1 - October 8, 2026

Book a 3-night stay June 1 - October 8, 2026, and receive a fourth night free. This offer cannot be combined with any other specials or promotions and is not valid on existing reservations.
Use promo code HOT when booking online or calling us at (305) 296-4440.

06/11/2026

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. 💖