About this property
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.
Couples particularly like the location — they rated it 9.3 for a two-person trip.
Distance in property description is calculated using © OpenStreetMap
Most popular facilities
- Outdoor swimming pool
- Private parking
- WiFi available in all areas
- Non-smoking rooms
- Bar
- 24-hour front desk
Guest reviews
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Guests who stayed here loved
- Joan
South Africa
“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...” - Dave
United Kingdom
“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.” - Sarah
United Kingdom
“Everything about this motel was amazing. Location, friendly helpful staff, room was fab” - Paul
United Kingdom
“Staff were more than helpful & all the amenities were great. Close to everything.” - Alan
United Kingdom
“Located at southern end of the island so quieter than the upper end of Duvall Street, but this suited us. Nice to relax away from he hustle of Duvall for part of the day. However, several bars and restaurants very close together with South Beach...” - Joanne
United Kingdom
“Good location. Ample parking. Two pools. Complimentary breakfast.” - Pietertje
Netherlands
“Excellent location, good price compared with other hotels in Key West. Comfortable beds, friendly staff.” - Małgorzata
United States
“I spent three nights there with my family. An excellent location, with all attractions in the nearest area. 4-person rooms are very spacious and clean. A good standard for a motel, I recommend it.” - Katherine
Australia
“Love the 50s vibe of this motel but still appreciate the modern conveniences. There are two pools but the pool nearest our room was very convenient.i think we had the best room, along with our neighbour. It faced the street but was shaded by a...” - Christopher
Australia
“Location was excellent, a good breakfast supplied and the coffee was appreciated also.”
Property surroundings
House rules
Child policies
Children of any age are welcome.
Children 18 years and above will be charged as adults at this property.
To see correct prices and occupancy information, please add the number of children in your group and their ages to your search.
Cot and extra bed policies
Cots and extra beds are not available at this property.





The fine print
Guests under the age of 18 can only check in with a parent or official guardian.
Please note that the resort fee includes:
- Parking
- Wireless Internet
- Beach Access
- Lounge Chairs
- Towels
Please note the breakfast included rate includes a complimentary continental breakfast.
Guests are required to show a photo identification and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.
In response to Coronavirus (COVID-19), additional safety and sanitation measures are in effect at this property.
Food & beverage services at this property may be limited or unavailable due to Coronavirus (COVID-19).
Due to Coronavirus (COVID-19), this property is taking steps to help protect the safety of guests and staff. Certain services and amenities may be reduced or unavailable as a result.
A damage deposit of US$150 is required on arrival. This will be collected by credit card. You should be reimbursed on check-out. Your deposit will be refunded in full via credit card, subject to an inspection of the property.