[Skip to Content]Privacy Policy
Call Now: 305-296-2215
  • Welcome To The Southwinds MotelIn Key West, Florida
    Southwinds Motel Key West Florida
  • One Block FromDuval Street
    Southwinds Motel Key West Florida
  • Discover Old TownKey West Charm
    Southwinds Motel Key West Florida
  • Unwind in theFlorida Sun
    Southwinds Motel Key West Florida

Hide Away at Our Charming Key West Hotel

Embrace the island vibe at our Key West hotel. Ideally situated in the heart of Old Town Key West, our convenient hotel is just one block away from Duval Street and one block from the ocean.
 
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 three 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.
Learn More
Top Reasons to Stay

With a prime address just one block from Duval Street and one block from the beach, our thoughtful amenities that include three pools, bike rentals, and beach access, and our free perks like Wi-Fi and breakfast, can turn any Key West getaway into a vacation to remember.

  • Walking Distance to Duval Street in Key West
  • Charming Key West Feel
  • Beach with Free Chairs & Towels at Key West
  • Bike Rentals to Explore Key West
  • Complimentary Breakfast at Florida
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.
    View Details
  • 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.
    View Details
  • 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.
    View Details
  • 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.
    View Details
Amenities in Southwinds Motel, Key West
Three 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.
View Details
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.
ReadWrite
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.
View Details
Dining in Key West Florida Motel
Dining in Key West Florida Motel
Tipsy Rooster Bar 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
learn more
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. 
View All
  • Key West Butterfly and Nature Conservatory

    Key West Butterfly and Nature Conservatory

    Visit one of Key West's top family attractions and learn all about over 50 species of butterflies and birds.
    View Details
  • Ernest Hemingway Home and Museum in Key West

    Ernest Hemingway Home and Museum

    Step back in time and visit the Spanish Colonial home and gardens of the Nobel Prized American author.
    View Details
  • Southernmost Point in the U.S.

    Southernmost Point in the U.S.

    One of Key West's most iconic landmarks, stop for a photo at the oversized buoy at the southernmost point of the US.
    View Details
  • Duval Street at Key West

    Duval Street

    Walk along this lively street in the heart of Key West lined with cool restaurants, eclectic shops, and legendary bars.
    View Details
  • Fort Zachary Taylor State Park in Key West, Florida

    Fort Zachary Taylor State Park

    Snorkel, dive, hike, bike, fish, and go birding at one of most beautiful natural beaches with a historic fort in Key West.
    View Details
  • Key West Florida Truman Little White House

    Truman Little White House

    Tour the home and gardens for a glimpse inside the American president's life in Key West during his presidency.
    View Details
  • Key West Mallory Square, Florida

    Mallory Square

    Enjoy live music, street performers, and crafts at the daily sunset celebration at this waterfront plaza overlooking the Gulf.
    View Details
  • Key West Light House Museum

    Key West Light House Museum

    Climb up 88 steps to the top tower of this historic 19th-century lighthouse and take in the magnificent views.
    View Details
  • Dry Tortugas National Park in Florida

    Dry Tortugas National Park

    Comprised of seven remote islands 70 miles off the shores of Key West, have fun in the sun, sand, and water as you snorkel and dive.
    View Details
  • Sloppy Joe's Bar at Florida

    Sloppy Joe's Bar

    Located on the north end of Duval Street, enjoy tasty American food, live music, and cocktails until 4 am daily.
    View Details
  • Barefoot Billy's in Key West, Florida

    Barefoot Billy's

    With two locations on the island, head to Barefoot Billy's for all of your water equipment needs and fun harbor tours.
    View Details
Book Your Rooms
  • Book Now