Southwinds Motel

1321 Simonton St, Key West, FL 33040

(305) 296-2215

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Located in the heart of Old Town Key West, Southwinds Motel invites guests to experience the island’s vibrant spirit and laid-back atmosphere. Just one block from both the ocean and lively Duval Street, this charming motel offers easy access to Key West’s top attractions, beaches, restaurants, shopping, and water sports.

Guests can relax in thoughtfully appointed rooms featuring plush Eurotop mattresses, free Wi-Fi, 32” flat-screen TVs, microwaves, and refrigerators. Room options include the Standard Queen, Queen with Sofa Bed, Standard Two Queen, and Standard King — perfect for solo travelers, couples, or families. Each room ensures a cozy, hassle-free stay with modern amenities like hair dryers, coffee makers, and complimentary local calls.

Unwind by one of two outdoor pools or take advantage of beach access complete with complimentary chairs and towels. Start the day with a complimentary continental breakfast featuring fresh pastries, cereals, oatmeal, yogurt, and more. The on-site Tipsy Rooster Liquor Store and Bar (TripAdvisor's #1 rated) and Rooster Treats Soft Serve & Mini Donuts shop provide delightful refreshment options just steps away.

For exploring Key West, Southwinds Motel offers convenient bike and Lama Mobility electric scooter rentals. The concierge service can assist with booking exciting excursions to make the most of your island getaway.

With wallet-friendly rates, a prime location, and amenities designed for relaxation and convenience, Southwinds Motel is the perfect choice for a Key West adventure. Whether visiting for a night or a week, this hidden gem delivers comfort, charm, and easy access to everything Key West has to offer.