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Recent guest reviews

Easy-going and accommodating staff. Comfortable beds and clean rooms. Located in a quieter part of the key.

All of the staff was extremely helpful and friendly. The pool water was too warm.

Great location. Close enough to walk up and down Duval Street. Rooms were comfortable and staff were very helpful and friendly.

It was clean and well located. Rooms were small and bathrooms were minuscule. The sink was probably only 24 inches off the floor.

nice spot on quiet side of key west. had a small bar with a patio and 3 pools, one heated.

Old hotel. Extremely small room. Smaller yet bathroom. Was to stay 6 days- left after 2. Adverts bar next door. Yes there us a bar but very small drinks very week but expensive. 3 pools but area around them is so small you can’t move lounge chair or recline chair if on side of pool. I guess if just need to sleep somewhere and don’t mind staying in a closet it would work.

Nice location but small rooms and very small bathroom and overpriced due to holiday rush, I guess. Basic breakfast. Walk able distance to all Key West landmarks. Beach access just a block away with chairs and towels. Kids loved the chickens running around but they make a big mess on the room floor.

Nice location, relatively clean. Friendly staff.

Nice property 3 pools Very clean and comfortable

great rates. friendly/helpful staff. clean room. easy access to everything.

Best kept secret in Key West ! Southwinds Motel had everything I wanted and the room was very spacious. I was surprised at the size of room # 33 in the back where it's quiet. This Motel has 3 pools, free parking, access the South Beach w/chairs & towels. It's a block & 1/2 from the southernmost end of Duval St. It's also 2 blocks from the actual Southernmost end buoy. The rooms are exactly what you see on the website, no gimics, just relaxation. I will be staying here again on my next visit to Key West for sure !!!

Nice hotel close to the beach and Duval street. Makes Key West very walkable. Only a short walk to the southern most point and to see the sun set.

nice pool, good breakfast, close to free bus, the beach was okay, too many rocks, need water shoes, close to all the sites of downtown if you wanted to walk...nice area

Older motel but very clean and comfortable in a perfect location - near the action of Duval Street. but also close to the water and the Southernmost tourist sites. Easy walk to everything. The bed was very comfortable and the towels and sheets were high quality. The room was very clean feeling and kept clean throughout our trip. The microwave and mini fridge came in handy as you could buy groceries and beverages right across the street. The pools were kept clean with towels available at the pool. The Tipsy Rooster bar, hooked right into the motel, served great drinks with good bartenders, good music and nice atmosphere outside. Pricing high but standard for Key West. The only drawback was the free breakfast which didn't offer much. But it was free. Do not get the $15 a day resort fee charged after paying a very good price per night for this room! Non negotiable.

Good location, we can walk any where in the town. Close the beach and close the shopping area.

Great hotel in the perfect location and I will definitely return!

Other than the small parking lot, this property was pretty perfect for us. The staff is nice, rooms are clean, beds are comfortable. Included is a kitchenette with everything you need. The shower is extremely small, however, I liked the chandelier.

Simonton Street Key West FL

Hotel highlights

  • Steps from Duval Street and South Beach
  • Free WiFi in public areas
  • Bar/lounge
  • 3 outdoor pools

Located in Key West Historic District, Southwinds Motel is next to popular attractions like Duval Street and South Beach. Each of the 58 rooms at this hotel includes a refrigerator, a microwave, and a coffee maker.


Dining

For your convenience, a continental breakfast is served for a fee each morning from 7:00 AM to 10:00 AM. At the end of the day, relax with a drink at the bar/lounge.


Rooms

Southwinds Motel's 58 individually decorated rooms provide microwaves, refrigerators, and coffee makers. 32-inch LED TVs come with cable channels, and guests can stay connected with WiFi. Bathrooms have hair dryers and free toiletries. Free local calls are also standard.


Property features

Guests staying at Southwinds Motel enjoy 3 outdoor pools, free WiFi in public areas, and free newspapers. Onsite parking is available for a fee. The front desk has multilingual staff standing by 24 hours a day to assist with concierge services and luggage storage. Additional amenities include laundry facilities and a picnic area.

Room options

Standard Room, 1 King Bed

King 1 | Sleeps 2

Deluxe Room

Queen 1 | Sleeps 4

Standard Room, 2 Queen Beds

Queen 2 | Sleeps 4

Guest reviews for Southwinds Motel

Everyone (38) Couples (7) Family (2)
5
Families

Easy-going and accommodating staff. Comfortable beds and clean rooms. Located in a quieter part of the key.

By on Sep 8, 2019

Review comment responded on Sep 8, 2019

Thank you for this great review of our motel. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations

4
Everyone

By on Aug 26, 2019

Review comment responded on Aug 26, 2019

Thank you so much for taking the time to write this nice review of our motel. I was so pleased that your stay with us was so enjoyable and we appreciate your feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip. All the best, Jim Heineman VP Operations

1
Everyone

By on Aug 5, 2019

Review comment responded on Aug 5, 2019

Thank you for this review.

5
Partner Couples

All of the staff was extremely helpful and friendly. The pool water was too warm.

By on Jun 11, 2019

Review comment responded on Jun 12, 2019

Thank you so much for taking the time to write this great review of our motel. I was so pleased that your stay with us was so enjoyable. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations

4
Partner Couples

Great location. Close enough to walk up and down Duval Street. Rooms were comfortable and staff were very helpful and friendly.

By , from Waterbury Center, VT on May 5, 2019

Review comment responded on May 5, 2019

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

3
Partner Couples Families

It was clean and well located. Rooms were small and bathrooms were minuscule. The sink was probably only 24 inches off the floor.

By on Mar 11, 2019

Review comment responded on Mar 11, 2019

Thank you for taking the time to write this review of our motel. I am so happy that you enjoyed your stay with us and we appreciate your feedback. We have many great team members that work hard each day to provide exceptional guest service. We look forward to hosting all your future trips to Key West and our motel. All the best, Jim Heineman, VP Operations

5
Everyone

nice spot on quiet side of key west. had a small bar with a patio and 3 pools, one heated.

By on Jan 14, 2019

Review comment responded on Jan 14, 2019

Thank you for taking the time to write this perfect five star review of our motel. I am so happy that you enjoyed your stay with us. We have many great team members that work hard each day to provide exceptional guest service. I was pleased to read that we exceeded your expectations with our staff and our facilities. We look forward to hosting all your future trips to Key West and our motel. All the best, Jim Heineman, VP Operations

1
Everyone

Old hotel. Extremely small room. Smaller yet bathroom. Was to stay 6 days- left after 2. Adverts bar next door. Yes there us a bar but very small drinks very week but expensive. 3 pools but area around them is so small you can’t move lounge chair or recline chair if on side of pool. I guess if just need to sleep somewhere and don’t mind staying in a closet it would work.

By on Jan 5, 2019

Review comment responded on Jan 9, 2019

I am sorry that we could not meet your expectation with the room you were in and our choice of three swimming pools. All the best Jim Heineman VP Operations

4
Everyone

Nice location but small rooms and very small bathroom and overpriced due to holiday rush, I guess. Basic breakfast. Walk able distance to all Key West landmarks. Beach access just a block away with chairs and towels. Kids loved the chickens running around but they make a big mess on the room floor.

By , from Orlando, FL on Nov 26, 2018

Review comment responded on Nov 27, 2018

Thank you so much for taking the time to write this four star review of our motel. We have many great team members on our team that work hard everyday to make sure that all our guest stays are memorable. We believe we have the best value for all of our customers based on our location, amenities and staff. We look forward to being your motel of choice for all your future visits to Key West. All the best, Jim Heineman VP Operations

5
Everyone

Nice location, relatively clean. Friendly staff.

By , from Bradenton FL on Nov 12, 2018

Review comment responded on Nov 12, 2018

Thank you so much for taking the time to write this awesome review of our motel. We have many great team members on our team that work hard everyday to make sure that all our guest stays are memorable. We believe we have the best value for all of our customers based on our location, amenities and staff. We look forward to being your motel of choice for all your future visits to Key West. All the best, Jim Heineman VP Operations

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