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  • Southwinds Motel Key West Florida
  • Southwinds Motel Key West Florida
  • Southwinds Motel Key West Florida
  • Southwinds Motel Key West Florida
  • Southwinds Motel Key West Florida

Hide Away at Our Charming Key West Hotel

Experience the captivating island atmosphere at our Key West hotel. Perfectly located in the vibrant heart of Old Town Key West, our conveniently located hotel offers a multitude of amenities to enhance your stay. Just a stone's throw away from Duval Street and the mesmerizing ocean, our property boasts numerous on-site attractions, including multiple pools, the Trip Advisor #1 rated Tipsy Rooster Liquor Store and Bar, and the irresistible Rooster Treats Soft Serve & Mini Donuts shop. With a wide range of offerings, there's something to suit every guest's preferences. And when you're ready to venture out and explore, we provide convenient rentals of both bicycles and Lama Mobility electric kick scooters.  
Perfect for the solo traveler, couples, or friends planning a weekend excursion to Key West, our prime address is within walking distance of the top attractions, beautiful beaches, the best restaurants and bars, shopping, and water sports and scooter rentals. Whether you're looking to spend your vacation in the water or on land, our wallet-friendly hotel offers you the freedom to explore all that Key West has to offer.
Our charming accommodations allow for restful stays- with Eurotop mattresses to get cozy in, and microwaves and mini-fridges to store your favorite snacks. Wake up to the Florida sunshine and enjoy a complimentary Continental breakfast before heading out to enjoy the day.
Relax poolside at one of our two pools or enjoy complimentary beach access complete with chairs and towels. Surf the web freely with complimentary Wi-Fi or disconnect and take in the tropical surroundings.
Top Reasons to Stay

Experience an unforgettable Key West vacation with our unbeatable location, situated only one block away from both Duval Street and the beautiful beach. Discover a host of thoughtful amenities designed to enhance your stay, including two inviting pools, convenient bicycle and e-scooter rentals, beach access, and the delightful Tipsy Rooster liquor store and bar. Indulge your taste buds at the Rooster Treat, serving delectable soft serve ice cream and irresistible mini donuts. Enjoy complimentary perks such as Wi-Fi and breakfast, ensuring a truly memorable getaway that exceeds all expectations.

Make Yourself at Home
  • Standard Queen in Southwinds Motel

    Standard Queen

    Unique Amenities:
    Whether traveling solo or as a pair, sleep well in a Eurotop queen bed and enjoy complimentary Wi-Fi, microwave, refrigerator, and cable TV.
  • Queen Room with Sofa Bed at Southwinds Motel

    Queen Room with Sofa Bed

    Unique Amenities:
    Perfect for small families or extra guests, unwind in a Eurotop queen bed with a pull-out sleeper sofa and flat-screen TV in living area.
  • Southwinds Motel, Key West Standard Two Queen

    Standard Two Queen

    Unique Amenities:
    With two Eurotop queen beds, our largest room is family-friendly complete with complimentary Wi-Fi, microwave, refrigerator, and cable TV.
  • Southwinds Motel, Key West Florida Standard King

    Standard King

    Unique Amenities:
    Unwind in one Eurotop king bed and enjoy thoughtful amenities including complimentary Wi-Fi, microwave, refrigerator, and cable TV.
Amenities in Southwinds Motel, Key West
Two pools & free Wi-FiAmenities
Take advantage of our incredible perks and thoughtful amenities included with your stay like free Wi-Fi, beach access, and bike rentals.
Key West Florida Motel Reviews
Picture yourself in paradiseReviews
See for yourself what recent guests had to say about their experience at our charming hotel in Old Town Key West.
Location of Key West Florida Motel
Old Town Key WestLocation
You'll love our central location one block from Duval Street and one block from the Atlantic Ocean in the heart of Old Town Key West.
  • Dining in Key West Florida Motel
  • Dining in Key West Florida Motel
  • Dining in Key West Florida Motel
Tipsy Rooster Bar Southwinds Motel,Key West
Cocktail TimeAll The Time
Pour yourself a drink or lets us do it for you.  Make sure to stop in at the Trip Advisors #1 rated Bar in Key West, Southwind's Tipsy Rooster Bar and Liquor Store. Specializing in handcrafted cocktails and a wide variety of spirits to fulfill the essentials
  • Rooster Treats
  • Rooster Treats
  • Rooster Treats
  • Rooster Treats
Rooster Treats
Ice Cream & DonutsAny Time
There is nothing better than homemade soft-serve ice cream with a side of hot, freshly made mini-donuts with toppings galore for both. Try a local favorite of soft serve key lime ice cream drizzled with chocolate sauce topped with crushed gram crackers crust on top or some hot mini donuts topped with pina-colada icing dusted with coconut flakes
Things To Do
Feel worlds away when visiting Key West and enjoy the flip-flop and carefree lifestyle. Our prime address at Southwinds Motel puts you in a perfect location to explore all of the best Key West attractions and things to do in the southernmost point of the US. 
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