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Southwinds Motel

Hotel website
1321 Simonton Street, Key West, FL 33040
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10% off room rate
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1 room 1 guest
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Southwinds Motel
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114 Reviews from our TripAdvisor Community

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Traveler rating
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    54
    18
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    4
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59
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Rating summary
  • Location
    4.5 of 5 stars
  • Sleep Quality
    4 of 5 stars
  • Rooms
    3.5 of 5 stars
  • Service
    4 of 5 stars
  • Value
    3.5 of 5 stars
  • Cleanliness
    4 of 5 stars
Traveler tips help you choose the right room.   Room tips (14)
Date | Rating
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  • All months
    (114)
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    (27)
  • Jun-Aug only
    (50)
  • Sep-Nov only
    (8)
  • Dec-Feb only
    (29)
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Berkshire
Level Contributor
52 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 26 helpful votes
3 of 5 stars Reviewed 3 days ago NEW

Upon arriving at southwinds my fiancé and I entered reception where we found the man behind the desk (Chad) on his phone to his mate. After finishing his conversation he told us we were too early for check in and to come back later. Upon returning there was a different receptionist. She told us that Chad had checked other guests... More 

Was this review helpful? Yes 1
Smithfield, Rhode Island, United States
Level Contributor
11 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed 5 days ago NEW

Key West can be expensive, but Southwinds is the solution. An affordable place to stay. A wonderful location--across the street from a botega and fast breakfast place, around the corner from the Butterfly House, a few blocks from the Hemingway House, near a trolley stop, and within walking distance of boutiques, cafes, fine restaurants, drag shows, and jazz, rock and... More 

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Level Contributor
44 reviews
15 hotel reviews
common_n_hotel_reviews_1bd8 26 helpful votes
4 of 5 stars Reviewed 5 days ago NEW

This motel has been recently renovated and fully furnished w/kitchen and all the utensils, microwave, refrig and coffee maker. It has a cute little front porch by the front door. They have two pools. They even offer free muffins from the Key West Cakes and fruits. The only thing we hope for was that they would of allowed pets. We... More 

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Copenhagen, Denmark
Level Contributor
9 reviews
common_n_hotel_reviews_1bd8 4 helpful votes
4 of 5 stars Reviewed 1 week ago

The rooms were very big with a small kitchen area. There was an extra room for your suitcases. Small but Nice pool area. They only provided pool towels for one of the Four days I was there. Breakfast was a Nice muffin, Apple/orange and a cup or coffee, so it was Nice to have a small grocery store across from... More 

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Phoenix, Arizona
Level Contributor
18 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 7 helpful votes
5 of 5 stars Reviewed 2 weeks ago

This is a very nice Motel with two pools and nicely appointed, clean rooms. Parking is convenient and just a few blocks from Duval and all the main attractions of Key West. Highly recommend if you are looking for a simple, clean Motel in a good location and at a great price

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Miami, Florida
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 2 weeks ago

We stayed at this hotel a few days ago and I was glad we did. the room was extremely clean the room location was great they give you FREE parking , breakfast and WI-FI and you can even make your tour reservation at the front desk...the hotel is only a few blocks away from Duval st I would say in... More 

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Tampa, Florida
Level Contributor
12 reviews
common_n_hotel_reviews_1bd8 8 helpful votes
4 of 5 stars Reviewed 4 weeks ago

We stayed here for one night for my boyfriend's 21st birthday and absolutely loved the motel. The staff was very nice and inviting. When we checked in we found out the minimum check-in age was 25 (we are both 21), but the manager accommodated us since we had already paid for the room and was extremely relaxed about it. We... More 

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SantaMariaGM, General Manager at Southwinds Motel, responded to this review

First, we would like to express our belated Birthday wishes to your boyfriend as well! We also want to thank you for sharing another kind review of our property with the TripAdvisor community! We are glad that you had a chance to get everything you were looking for with the comfort & service you deserve, all at a great price!... More 

Hampton, Virginia, United States
Level Contributor
3 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 1 helpful vote
3 of 5 stars Reviewed 4 weeks ago

We stayed in this motel as it received good ratings on TripAdvisor. The motel is in a great location and convenient to Duval St. We rented bikes from the motel which was very convenient. We used the bikes everywhere we went since most locations are within a mile of the motel. The kitchenette was good for our brief stay. The... More 

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SantaMariaGM, General Manager at Southwinds Motel, responded to this review

Thank you for sharing your experience with us. I am delighted that you enjoyed your stay and found our Front Desk / Concierge team to be friendly an efficient. I am very sorry, however, for the situation with the Ants and the housekeeping supplies. I will be sharing your experience with our Housekeeping and Front Desk team so they can... More 

Key West, Florida
1 review
5 of 5 stars Reviewed July 29, 2015

Service was amazing staff very friendly. Best place to stay in key west. Rooms very clean neat and tidy. Most likely the nicest place I've ever stayed.very very very good. Yvonne/evie is very nice and very friendly. Chad very nice and kool. I would highly recommend it

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GeneralManagerSMS, General Manager at Southwinds Motel, responded to this review

Thank you for sharing your experience with us. It sounds like you enjoyed your getaway at the Southwinds! I am so happy that you were comfortable in your room, happy with the service provided by Evie & Chad and pleased with all of the facilities; I am looking forward to sharing your comments with my both of them as they... More 

Bronx, NY
Level Contributor
41 reviews
13 hotel reviews
common_n_hotel_reviews_1bd8 14 helpful votes
4 of 5 stars Reviewed July 29, 2015

The outside of the motel looks a little dated, but do not let that fool you! I was VERY pleasantly surprised with the rooms. My room #36 was very large, clean and had a full kitchen. The location couldn't have been better. It was close to the Southernmost Point and Duval Street. I would DEFINITELY recommend!

Was this review helpful? Yes 1
GeneralManagerSMS, General Manager at Southwinds Motel, responded to this review

Thank you for the kind review of our property, our staff and service. We are also pleased you found the best kept secret in accommodations the island. It seems you did accomplish everything you were looking for during your visit to KW, all at a great price! We feel the property is unique here in key west- there are very... More 

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