Southwinds Motel
1321 Simonton Street
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10 nights, 2 adults
Includes taxes and charges
10 nights, 2 adults
Includes taxes and charges
Why people book this hotel
“Good breakfast rooms clean good location”
“The kids loved the pool and it was walking distance to nice restaurant”
“Lovely staff, the room was spacey and clean, good location for Duval St”
“When we arrived it was terribly hot and a the cool airconditioned room was great”
“Fabulous location with a great bar with singers on site really loved the beach ⛱…”
“Staff was helpful”
“Breakfast was decent, but limited selection”
“Reasonably good choice for breakfast and nice touches near to our room - room 70…”
“Had a nice breakfast options, room was clean, loads of parking, staff helpful”
“Rooms were small but very clean and all we needed”
“Pool was nice”
“It was fun to go for a swim in the pool before exploring the area”
Overview
Offering 2 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room. Duval Street is 2 minutes' walk away. All rooms include a microwave, refrigerator, hair dryers, and plush eurotop mattresses. Extras include daily continental breakfast, convenient bicycle and e-scooter rentals on-site, beach access, and our Tipsy Rooster Bar and Liquor Store. A concierge desk and luggage storage are available at Southwinds Motel. Parking is available on-site. A launderette is also at the property. The Ernest Hemingway Home and Museum is 12 minutes' walk away. Guests at the property can rent bicycles to explore the area. Fort Zachary Taylor Historic State Park is less than 3.2 km away.
Traveller reviews
Andrew
solo_traveller
June 22, 2026
“A nice motel”
Overall the motel was nice. Had a nice breakfast options, room was clean, loads of parking, staff helpful. The reception staff arranged a taxi.
ian
family_with_children
May 19, 2026
“Ok but glad only stayed 2 nights”
Good breakfast rooms clean good location
Christelle
solo_traveller
April 30, 2026
Its was a typical motel setup. The kids loved the pool and it was walking distance to nice restaurant
Trundle
solo_traveller
April 18, 2026
“Loved our stay at southwinds hotel keywest”
Fabulous location with a great bar with singers on site really loved the beach ⛱️ with complimentary sunbeds and brolly easy walk to Dival St and transport staff were all very helpful and pleasant 😀 microwave in room was great too thankyou
Kelly
extended_group
February 26, 2026
“Great stay in a good value for money motel.”
Rooms were small but very clean and all we needed. Location was perfect. Loved the bar!
Jakub
extended_group
January 19, 2026
Small toilet, weird shower, weird shower temp control. Pool was nice. Staff was helpful. Breakfast was decent, but limited selection.
Ann
extended_group
January 10, 2026
“First class will definately use Southwinds Motel again.”
Great location. Loved the pub on the premises. Very friendly staff.
Modscott
couple
November 16, 2025
“Good Motel”
Lovely staff, the room was spacey and clean, good location for Duval St.
Marcela
extended_group
November 14, 2025
“Agradable”
Si!
steve
couple
September 20, 2025
“Really liked the location, people, and most facilities”
Loved the location and site facilities including bar.
Adi G77
family_with_children
September 13, 2025
The location is good.
chris
extended_group
August 22, 2025
convenient and close to Duval street
Joan
couple
August 19, 2025
“Key West - The Southernmost poit.”
Location, location - a block away from the notorious Duval street. The check in and check out process were comfortably easy. When we arrived it was terribly hot and a the cool airconditioned room was great. It was fun to go for a swim in the pool before exploring the area.
Lea
family_with_children
August 15, 2025
“Great location”
It was great that we were able to rent bikes right away. I would recommend it to anyone. Affordable and well organized.
Noda
family_with_children
August 13, 2025
The location was the top of the top for me
Dave
family_with_children
July 29, 2025
“Cute and cosy retreat to the Keys.”
Excellent location at the bottom of the better / quieter side of Duval Street. Reasonably good choice for breakfast and nice touches near to our room - room 70 - table and chairs and a couple of hammocks. Big, super and comfy beds. Would recommend.
Katariina
family_with_children
July 23, 2025
Breakfast included, air conditioning, location
Sarah
extended_group
July 22, 2025
Everything about this motel was amazing. Location, friendly helpful staff, room was fab
Ralston
family_with_children
July 15, 2025
“Housecleaning every three days is unacceptable. Barely any ac on 100 degree days.”
Location was good. Breakfast was pretty skimpy.
Paul
family_with_children
July 8, 2025
“Great location & staff.”
Staff were more than helpful & all the amenities were great. Close to everything.
Facilities
Cleanliness & disinfecting
Use of cleaning chemicals that are effective against Coronavirus, Linens, towels and laundry washed in accordance with local authority guidelines, Guest accommodation is disinfected between stays, Guests have the option to cancel any cleaning services for their accommodation during their stay
Food & Drink
Breakfast options, Bar
Food & drink safety
Physical distancing in dining areas, Food can be delivered to guest accommodation, Delivered food is securely covered, All plates, cutlery, glasses and other tableware have been sanitized
General
WiFi available in all areas, Paid WiFi, Non-smoking rooms, Heating, Air conditioning
Internet
WiFi, Internet services
Outdoors
Outdoor pool, Outdoor pool (all year), Outdoor furniture
Parking
Parking on site, Private parking, Parking
Physical distancing
Contactless check-in/check-out, Cashless payment available, Physical distancing rules followed, Screens or physical barriers placed between staff and guests in appropriate areas
Pool and wellness
Swimming pool, Swimming Pool, Heated pool, Pool/beach towels, Sun loungers or beach chairs
Safety features
Staff follow all safety protocols as directed by local authorities, Shared stationery such as printed menus, magazines, pens, and paper removed, Hand sanitizer in guest accommodation and key areas, Process in place to check health of guests, First aid kit available, Access to health care professionals, Thermometers for guests provided by property, Face masks for guests available
Services
Concierge service, Vending machine (drinks), Tour desk, Luggage storage, Laundry, 24-hour front desk
Queen Deluxe
This room features a seating area with sofa bed, microwave, small refrigerator, and 32-inch flat-screen cable TV. Decor may vary.
Standard King Room
This room features a small refrigerator, microwave, and tea-and coffee-making facilities. A cable TV is also provided.
Standard Queen Room
This room features a microwave, small refrigerator, and 32-inch flat-screen cable television. A patio is also included. Decor may vary.
Queen Room with Two Queen Beds
This room features a microwave, small refrigerator, and 32-inch LED cable television. Decor may vary.
Hotel Policies
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