Southwinds Motel
Call now
Call now
Website
Call
Southwinds Motel
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. 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. 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.
Services
There's no better way to get to know us than hearing from satisfied guests of our charming and convenient Key West hotel. See for yourself what recent guests had to say about their experience at Southwinds Motel near Duval Street in the heart of Old Town Key West. Read all about our complimentary services, like free breakfast and Wi-Fi, and our thoughtful amenities including three pools, bike rentals, and beach access with chairs and towels.
Take advantage of added savings and hot deals with our weekend getaway packages and seasonal specials by joining our email club at Southwinds Motel in the heart of Old Town Key West. You'll receive insider information, year-round offers, and current things happening in Key West just by signing up with one click.
With a prime address at the southernmost end of the island, just one block from Duval Street and steps from the Atlantic Ocean, our convenient Key West hotel lets you enjoy all the island has to offer. Located in the heart of Old Key West, Southwinds Motel offers easy access to the most popular attractions.
After a fun-filled day enjoying all that Key West has to offer, relax and unwind in clean and modern guestrooms fitted with all the comforts of home. Located in the heart of Key West's Old Town, Southwinds Motel offers everything needed for restful stays near Duval Street. Whether you are in town for a weekend getaway or an extended vacation, our Key West hotel rooms offer thoughtful amenities for seamless stays near all of the local attractions.
Southwinds Motel offers charming and friendly accommodations located near the famous Southernmost Point in beautiful Old Town Key West. When you're not out and about soaking in the sun or celebrating happy hour, take advantage of our incredible perks and thoughtful amenities. With our central location one block from the ocean and one block from Duval Street, walk to all of Key West's attractions with ease.
Reviews (8)
Mike Fitzpatrick
Mike Fitzpatrick
Jan 03, 2022
Report
I loved my experience here. Stayed in late October, and it was excellent. Room AC worked well, ran all night, so the white noise was nice. The room was cozy, and the bed was very comfortable. The location is outstanding. An easy walk to some of the areas best sites. Bathroom had only a standing shower and was tiny but it was impeccably clean. The reception staff was friendly. The little bar at the end , the Tipsy Rooster was fun to visit. The sandwich shop across the street was good as well! I can't wait to come back. (Maybe *after* fantasyfest this time...)
Scotty C.
Scotty C.
Dec 23, 2021
Report
We are only halfway through our stay! So far everything is nice except that the three swimming pools close at dusk! I'm sure that they have their reasons but we were disappointed not to have the option of relaxing and swimming in the evening. The location is great. In a quieter part of town a block off of Duvall Street. It is situated on a corner so sometimes the road traffic can get loud. All in all I would come back here again.
Paul
Paul
Nov 24, 2021
Report
I love the Rooster. It was attached to our hotel and we spent a good amount of time at this small little bar. The bartenders were friendly and attentive. Prices were good! Definitely stop for a walking beer if nothing else.
Mike Downing
Mike Downing
Nov 14, 2021
Report
Rooms are small, but have AC and everything you need. I was surprised on how quiet it was. Sits off the beaten path, but allows you to get rowdy at the Tipsy Rooster. Pools were, nice, ice machine, Tipsy Rooster, and Ana's Cuban Cafe across the street! Would definitely stay here again!
Caroline Valencia
Caroline Valencia
Oct 28, 2021
Report
Good location, close to the southernmost point and that end of Duval. Secure parking, my boyfriend has an f250 and felt safe with it since he could see it and there weren’t any loiterers. Good atmosphere with friendly, laid-back vibe. Was nice being able to sit outside and chat with the neighbors. Cons include: very small shower, and bathroom did not have a vent so it got very muggy. Also, we weren’t able to change the a/c. It wasn’t terrible to the point that we had to complain, but they had an oscillating fan in the room so I’m assuming they know about it. Staff was super friendly. Overall
Cristin Yaccarino
Cristin Yaccarino
Oct 25, 2021
Report
I can't even begin to tell you how much we loved this place! It was like being at home! The staff is amazing and friendly, I also personally watched them clean rooms so meticulously that I knew I could lay down and relax comfortably without a worry! Awesome on premises bar called "The Tipsy Rooster and liquor store. 3 pools, breakfast in the morning, barely a 5 minute walk to the beach and the Southernmost point. I could go on for days, I didn't want to leave! I will be telling all friends and family about this amazing place and will be returning asap! Thank you Southwinds for making my first time
Leeanne Sibila
Leeanne Sibila
Oct 02, 2021
Report
Great little motel. With Covid, we loved being able to park at our room..no lobby's and elevators etc. Rooms were clean staff was great. Loved the free laundry and live music at the little bar out front.
We will be back.
Marie-Anne Dannequin
Marie-Anne Dannequin
Aug 30, 2021
Report
Good place for a short stay. The room was clean and the staff was nice.
The plus is the free parking and the free breakfast kind of basic but good.
The location is good, close to the beach and few minutes from Duval street.
I recommend this place for your Key West trip.