Skip to main content
Beginning of main content

Recent guest reviews

Definitely outdated. If you can get past the older rooms, and just use it as a place to sleep, you’ll be fine.

Terrible customer service

Great location and the staff was wonderful, especially Sophia who was awesome! We would definitely recommend Southwinds and would stay there again.

Room very small , noisy A/C, room next to maintenance room was very noisy also. Online pictures greatly enhances the actual appearance of this dump.

location was good noise from bar music was loud under soffet lights shine in the rooms

You cannot find a better value for your money in key west. Especially not this close to the southernmost point. location is great, felt safe. The room #7 was nice! large, a bedroom, a sitting room with pullout- the real bed was a “queen” but felt like king size. a kitchen with microwave and full size fridge. 2 pools with lots of seating, but they don’t get much sun in winter and aren’t heated so it was a bit too chilly, but not motel’s fault- most pools aren’t heated in Fla. staff was attentive, breakfast was included, yogurt, cereal, milk, muffins, juice, coffee. It saved us spending $100 for our family of 4 every day. Key West isn’t a cheap vacation but staying here helped us spend money on more important things, like excursions. AND we stayed over NYE with special treats waiting in the room! They had 4 professional 2024 cookies, beads, bottle of champagne, hats, a few other offerings to make our stay special. I was so impressed by those extra touches. Notable cons: cheap and damaged furniture/decor, but functional. Pool not heated. Tiny bathroom. And there is nowhere for them to store your luggage: check in is at 4, we got in at 1 and wanted to drop bags bc we knew room not ready. They allowed us to drop bags but they just sat there in the lobby unsecured until we got back. will absolutely stay here again when we travel with our kids. If we were just 2 adults, we would likely splurge on somewhere a little nicer.

Loved everything. Great staff comfortable room great location

The location was perfect, the staff was great and very accommodating, the only thing I did not like was the size of the bathroom, the shower and there is no microwave

Property was clean and quiet. I enjoyed the daily breakfast too.

Right in the middle of everything. Close to the most southern bouy and duval loop.

This was my second stay at this Motel. There are more places to shop in terms of food within walking distance. I traveled solo- was very happy with the accommodations. Would definitely stay there again. The combination of price and quality is where it's at with this property.

Great place to stay in Key West.

Free parking , clean, good air conditioner, close to cheap eating options

Staff was pleasant, and rooms were as clean as they could be given the conditions of the property. For as much as they are charging for this hotel, (especially during low season) I expected a lot more for my money.

This is in a great location for walking. You have plenty of eating, drinking, and art galleries close by. Esay walk to the Southernmost point and Hemmingway home. Rooms are small. But, what you'd expect close to the beach. Rent bikes or e-scooters on the property. Not fancy, but I'd stay there again. Staff is very nice!

Great location. Clean with a great staff. Property is well kept. Our room was very clean, but small

Towels were rough. More items to choose from for the continental breakfast

The property was a dump, so outdated, blurry first generation small flatscreen that you couldn’t hear over the roar of the air conditioner. There were gaps under door and around the ac unit, where you could see outside, there was no chain lock for the door and it was down a dark alley it felt very unsafe, no safe for your belongings, no counter space for anything in the bathroom or shower, everything dingy and dull, cracked floor tiles, no closet. The staff was beyond rude when we asked for a different room they lied and said the rooms in the other part of the hotel weren’t kings, we know they are, and they were super short and rude in general, they even go so far as to have a sign in the lobby that says something by to the effect of “the lobby is for check in and check out purposes, not for congregating” that makes it pretty clear the level of interaction they want to have with the guests. The pool was cloudy, everything was old and gross, and it was expensive for what a pit it was. Also the remote control was the stickiest filthiest thing in the room. All around gross accommodations with miserable staff, there was one nice lady working the front desk and I feel bad she has to work with such ratchet hags in such a dumpy property. ZONK!

Simonton Street Key West FL

Hotel highlights

  • Steps from Florida Keys Beaches and South Beach
  • Bar/lounge
  • 2 outdoor pools
  • Concierge services

Located in Key West Historic District, Southwinds Motel is adjacent to South Beach and within a 5-minute walk of other popular sights like Duval Street. Each of the 58 rooms at this hotel includes a refrigerator, a microwave, and a coffee maker.


Dining

At the end of the day, the bar/lounge is a great place to grab a drink.


Rooms

LED TVs come with cable channels. Bathrooms offer hair dryers and free toiletries, and pillowtop beds with premium bedding and down comforters ensure a restful night. Other standard amenities include refrigerators, microwaves, and coffee makers.


Property features

Guests of Southwinds Motel enjoy access to 2 outdoor pools, coffee in a common area, and free newspapers. You'll find limited parking. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. Additional amenities include laundry facilities, a picnic area, and a vending machine.

Room options

Deluxe Room

1 Queen Bed and 1 Double Sofa Bed | Sleeps 4

Standard Room, 2 Queen Beds

2 Queen Beds | Sleeps 4

Standard Room, 1 King Bed

1 King Bed | Sleeps 3

Standard Room, 1 Queen Bed

1 Queen Bed | Sleeps 3

Guest reviews for Southwinds Motel

Everyone (18) Couples (15) Family (14)
4
Partner Couples

Definitely outdated. If you can get past the older rooms, and just use it as a place to sleep, you’ll be fine.

By on Apr 17, 2024

Review comment responded on Apr 17, 2024

Dear Theresa,Thank you for your review of our motel. I am sorry we did not fully meet your expectations. We continuously work towards improving our operations and I appreciate your feedback. We hope you will consider staying with us again on your next trip.Sincerely,Mark BibbGeneral Manager

2
Friends

Terrible customer service

By on Feb 19, 2024

Review comment responded on Feb 19, 2024

Dear Elyse,Thank you for your review. I am sorry we did not meet your expectations. We strive to provide excellent guest services to all guests and in your case we failed. If you would like to provide further details, I can be reached by telephone at the Motel. Sincerely,Mark BibbGeneral Manager

5
Partner Couples

Great location and the staff was wonderful, especially Sophia who was awesome! We would definitely recommend Southwinds and would stay there again.

By on Feb 16, 2024

Review comment responded on Feb 16, 2024

Dear Nicole, Thank you for your 5-star review. Sophia is such a joy to work with and like you our guests find that her services are excellent, like all our team members. We look forward to your next visit.Sincerely,Mark BibbGeneral Manager

2
Friends

Room very small , noisy A/C, room next to maintenance room was very noisy also. Online pictures greatly enhances the actual appearance of this dump.

By , from huntingdon on Feb 14, 2024

Review comment responded on Feb 14, 2024

Dear Raymond,Thank you for your review. I am sorry you were not happy with your experience. The team strives to ensure all our guests have an enjoyable stay. I have shared your comments with the maintenance team to facilitate any repairs necessary to the AC units. We hope you will consider staying with us again on your future travels to Key West.Sincerely,Mark BibbGeneral Manager

2
Everyone

location was good noise from bar music was loud under soffet lights shine in the rooms

By on Feb 13, 2024

Review comment responded on Feb 14, 2024

Dear Ronald,Thank you for your review. I am sorry we did not meet your expectations. On your next visit you can request a room further away from the entertainment. We do have curtains that prevent light from shining in the room. I will have our maintenance team check that all of the curtains are closing properly. We hope you will consider staying with us again. Sincerely,Mark BibbGeneral Manager

4
Family Family with small children

You cannot find a better value for your money in key west. Especially not this close to the southernmost point. location is great, felt safe. The room #7 was nice! large, a bedroom, a sitting room with pullout- the real bed was a “queen” but felt like king size. a kitchen with microwave and full size fridge. 2 pools with lots of seating, but they don’t get much sun in winter and aren’t heated so it was a bit too chilly, but not motel’s fault- most pools aren’t heated in Fla. staff was attentive, breakfast was included, yogurt, cereal, milk, muffins, juice, coffee. It saved us spending $100 for our family of 4 every day. Key West isn’t a cheap vacation but staying here helped us spend money on more important things, like excursions. AND we stayed over NYE with special treats waiting in the room! They had 4 professional 2024 cookies, beads, bottle of champagne, hats, a few other offerings to make our stay special. I was so impressed by those extra touches. Notable cons: cheap and damaged furniture/decor, but functional. Pool not heated. Tiny bathroom. And there is nowhere for them to store your luggage: check in is at 4, we got in at 1 and wanted to drop bags bc we knew room not ready. They allowed us to drop bags but they just sat there in the lobby unsecured until we got back. will absolutely stay here again when we travel with our kids. If we were just 2 adults, we would likely splurge on somewhere a little nicer.

By on Jan 6, 2024

Review comment responded on Jan 9, 2024

Thank you for your very nice review and detailed feedback regarding your stay at Southwinds Motel. We are so glad you had such a nice New Year's holiday stay and thank you for spending it with us. We are glad our location was perfect for you and your family and that our daily breakfast was a great option to allow you to do more while in Key West by saving money. Thanks for mentioning the special holiday amenities our team provided during this trip. On behalf of our entire team, we look forward to seeing you and your family again when you travel back to Key West.All the Best,Jeff Swirsky, VP of Operations

5
Family

Loved everything. Great staff comfortable room great location

By on Jan 5, 2024

Review comment responded on Jan 9, 2024

Thanks for this excellent review of Southwinds motel. We are glad you had such a positive experience and look forward to seeing you if your plans have you returning to Key West.All the Best,Jeff Swirsky, VP of Operations

4
Family

The location was perfect, the staff was great and very accommodating, the only thing I did not like was the size of the bathroom, the shower and there is no microwave

By on Nov 17, 2023

Review comment responded on Nov 18, 2023

Thank you sharing your review of our motel. We appreciate this feedback and look forward to seeing you again soon.All the best,Jeff Swirsky, VP of Operations

5
Friends

Property was clean and quiet. I enjoyed the daily breakfast too.

By on Oct 29, 2023

Review comment responded on Oct 30, 2023

Thank you very much for taking the time to share your Excellent review of Southwinds Motel. We appreciate this and hope to see you again soon.All the best,Jeff Swirsky, VP of Operations

5
Family with small children

Right in the middle of everything. Close to the most southern bouy and duval loop.

By , from West Palm Beach on Sep 1, 2023

Review comment responded on Sep 1, 2023

Thanks for leaving this Five Star review of our motel.We look forward to hosting your next visit to Key West.All the best,Jim Heineman VP Operations

url importing http://www.orbitz.com/Key-West-Hotels-Southwinds-Motel.h8984451-p2.Hotel-Reviews
There was an error importing /Key-West-Hotels-Southwinds-Motel.h8984451-p2.Hotel-Reviews, error: javax.servlet.jsp.JspTagException: 301 http://www.orbitz.com/Key-West-Hotels-Southwinds-Motel.h8984451-p2.Hotel-Reviews

Frequently asked questions