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Southwinds Motel

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1321 Simonton Street, Key West, FL 33040
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1 room 1 adult
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Southwinds Motel
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197 Reviews from our TripAdvisor Community

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Corrales, New Mexico
1 review
3 of 5 stars Reviewed yesterday NEW

Room #2 on Simonton. Room is small, but clean and relatively inexpensive for Old Town, Key West. Lots to do / see within walking distance. There is a continental breakfast in the morning. There is also a neighborhood grocery across the street.

Helpful?
Thank Eric N
Fort Thomas, Kentucky
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
4 of 5 stars Reviewed 3 days ago NEW via mobile

We stayed one night. It was an impromptu trip to Key West. We were very pleased. The stay is friendly and helpful. The rooms are adorable and very clean. I can see us coming back for a longer stay. There are two pools that are super cute. The motel has a small, free continental type breakfast in the lobby.

Helpful?
Thank Kim P
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Kim P, I was so pleased to read that you impromptu trip to Key West included our motel. Our friendly staff and clean rooms are two of our top qualities that have our guest coming back again and again. We look forward to your next trip back to Key West. All the best, Jim Heineman VP Operations More 

2 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
1 of 5 stars Reviewed 4 days ago NEW via mobile

Absolutely terrible. Old, small, and dirty. Kudos to the photographer that took web site pictures. I have no idea how this place got a review over a 2. Sink nor tub would drain. White towels weren't white. On a plus side, we got no bugs. Spend a little more a get a better room.

Helpful?
Thank Bob R
2 reviews
5 of 5 stars Reviewed 6 days ago NEW via mobile

You won't miss anything. If you are planning to visit Key West and Duval Streets' nightlife this great hostel will be a good choise for the later night. Rooms are clean. Employees very friendly and helpful. We are totally satisfied. We'd come back while returning to wonderful Key West.

Helpful?
Thank Henry L
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Henry L, It was a pleasure to read you great review of our motel. We do have a great location for all that Duval Street and Old Town has to offer. We look forward to your next visit to our motel. All the best, Jim Heineman VP Operations More 

San Diego, California
Level Contributor
11 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 1 week ago

Evie and Claudia are both so nice and helpful for knowing the area and this motel is very nice quiet clean and well managed. It has been renovated completely inside and although the rooms are small, for the great location and price they are great.

Helpful?
Thank Larry F
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Larry F, That for calling our motel a Hidden Gem. Evie and Claudia are two of our great team members that work hard every day to give our guests the best possible service. We look forward to you next visit to Key West. All the best, Jim Heineman VP Operations More 

11971
Level Contributor
4 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
4 of 5 stars Reviewed 1 week ago

Extremely pleased with this motel. We had such fun that we requested another night. The staff was very accommodating; our original room was already booked so they gave us another and moved our things from one room to another while we were able to go out and play tourist. It was VERY clean and friendly.

Helpful?
Thank MarionLatham
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear MarionLatham, Thanks for this great review of our motel. I was so happy to read that our staff handled all your needs professionally and that you wanted to stay another night with us. We look forward to your next visit with us in Key West. All the best, Jim Heineman VP Operations More 

Littleton, Colorado
1 review
5 of 5 stars Reviewed 1 week ago

We had two small suites, each consisting of a bedroom and a kitchen/living room combo including a hide-a-bed couch. It was perfect for our four generations traveling together. Very clean and simple. The pool was small - perfect for a little splashing with kids. I enjoyed the local neighborhood...shopping and restaurants were fun. The entire staff was very friendly and... More 

Helpful?
Thank Melisa A
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Melisa A, I was so pleased to read that your four generations were able to enjoy all that our motel has to offer. We have a great location, two great pools and our staff is one of the best on the island. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP... More 

Level Contributor
13 reviews
common_n_hotel_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed 1 week ago

We stayed for two nights at the Southwinds motel when we were visiting Key West. The room was lovely - hardwood floor and a high ceilings. It was actually 2 rooms with a full size kitchen, and TV in both rooms. We were traveling with our son (15) and daughter (18), so the extra space and full kitchen were very... More 

Helpful?
Thank Kelli H
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Kelli H, Thank you so much for taking the time to write this great review of our Motel. "Home away from Home" is a great thing for all of our traveling guests to read and expereience when they stay with us in Key West. We strive to give the best customer service each and everyday and I am happy... More 

1 review
common_n_hotel_reviews_1bd8 1 helpful vote
4 of 5 stars Reviewed 1 week ago

I wasn't expecting much, but I was super pleased with how clean this simple affordable property was. It's definitely not a luxury hotel, but I was surely comfortable. Parking included. 2 small pools. I wouldn't count on the breakfast as it's pretty much apple juice, coffee, muffins, and bagels, but there are too many great breakfast and brunch spots close... More 

Helpful?
1 Thank Alley M
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Alley M, I really appreciate the time you took to write this great review of our motel. Clean and simple are two of goals that we strive for each and every day. We look forward to hosting you next visit to Key West. All the best, Jim Heineman VP Operations More 

San Antonio, Texas
Level Contributor
3 reviews
3 hotel reviews
5 of 5 stars Reviewed 1 week ago

Southwinds, has a fantastic staff! They make you feel right at home. Cute small property, very clean and very quiet has two pools and just a lovely environment. I would recommend this property to anyone who likes a quiet smaller property. In walking distance to everything. Great location. Thanks again.

Helpful?
Thank Dan W
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Dan W, It was great to read that you loved our fantastic staff. They work very hard each day to provide great service. We do have very clean rooms and our locations close to Duval Street and Old Town is a guest favorite on the island. We look forward to hosting your next visit to Key West. All the... More 

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