Southwinds Motel

Love the 50s vibe of this motel but still appreciate the modern conveniences. There are two pools but the pool nearest our room was very convenient.i think we had the best room, along with our neighbour. It faced the street but was shaded by a nice garden. We could sit on our little porch, chat with our neighbours, have a drink and watch the world go by. Having a bar, bottle shop and ice cream/donut van on site also added to the convenience. The complementary breakfast and laundry facilities was an added bonus. The food van opposite, the Typsy Rooster sold delicious hot food so no need to go very far for a meal.

The location was amazing, the staff were all very friendly and very helpful! The location has 2 pools, is very close to the beach (3min walk) that includes free towels and chairs, it's directly across from an amazing Cuban Café and small store featuring delicious food and coffee starting at 7am, an ice cream truck on the premises, and adjacent to the Tipsy Rooster whose bartenders were awesome, drinks were delightful, and very good live music daily. It's just far enough away to not be in the "thick-of-it" but close enough to walk everywhere (rent a golf cart/scooter/bicycle or Uber/taxi)

This Motel is a great little gem in Key West. All one story we were grateful that we were able to park right in front of our room. The very friendly and helpful front desk staff were able to switch us into our preferred room in the area of the motel right across from the larger of the two pools in a cute little nook. There are a number of buildings and a few different parking and sitting areas on the property, making each section of rooms its own unique experience. Our room was super clean and had space for everything we brought for our three night stay. We pack pretty heavy. The beds were comfortable, the room was clean and the a/c blew cold air. The shower was hot and everything worked as expected. There were bikes for rent right on site and a great little liquor store and bar on site with live music at night. The location was perfect and easy to walk/bike around the Key to everything we wanted to see. The grounds were well cared for and landscaped and full of old Key West charm. All this at a great value, we stayed in late August. No reason to look anywhere else, this is the place!

Location was perfect. Breakfast was good enough. The beverage selection in the lobby was great. We loved the live music every day at the rooster. Bed and pillows were really comfortable. The chairs on the porch were in good shape and we were glad to have them. Large coffee pot in room was a plus.

The staff was very friendly, competent and helpful. The room was generally clean, but the floor got my socks quite dirty as the room is accessed from outdoors. The room had adequate coffee, frig and microwave. The bed was comfy. Laundry was convenient. We were able to use the very nice beach of the Southernmost Resort.