Prime Location Near Attractions
Enjoy easy access to nearby sights like the Ernest Hemingway Home and Museum, with Duval Street just a short stroll away for shopping and dining.
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Key West, US
Southwinds Motel
1321 Simonton Street
2 stars · Guest score 8.6/10
About this hotel
Luxurious Amenities Experience comfort and convenience with our plush eurotop mattresses, daily continental breakfast, and beach access for a perfect getaway. Leisure and Entertainment Relax by one of our two outdoor pools or grab a drink at the Tipsy Rooster Bar and Liquor Store. Enjoy Duval Street just a short stroll away for shopping and dining. Concierge Services and Location Take advantage of our concierge desk for local tips and bicycle rentals to explore nearby attractions like the Ernest Hemingway Home and Museum. Book your stay at Southwinds Motel now for a memorable Key West experience.
Highlights
Comfort and Convenience
Relax in plush eurotop mattresses and start your day with a complimentary continental breakfast, ensuring a comfortable stay.
Leisure and Refreshments
Unwind at two outdoor pools or visit the Tipsy Rooster Bar and Liquor Store for drinks and socializing.
Facilities
- Parking
- Swimming pool
- Private parking
- Outdoor pool
- Accessible parking
- Heated pool
All 40 facilities
- WiFi available
- Non-smoking rooms
- Air conditioning
- 24-hour front desk
- Heating
- Laundry
- Luggage storage
- Bar
- Tour desk
- Concierge service
- Vending machine - drinks
- Paid WiFi
- Outdoor furniture
- Sun loungers or beach chairs
- Staff adhere to local safety protocols
- Laundry washed per local authority guidelines
- Guest rooms disinfected between stays
- Cleaning standards that are effective against Coronavirus
- Physical distancing rules followed
- Hand sanitizer in guest room and key areas
- Cashless payment available
- First aid kit available
- Sanitized tableware & silverware
- Contactless check-in/check-out
- Guests can opt-out any cleaning services during stay
- Shared stationery like menus, pens are removed
- Physical distancing in dining areas
- Food delivered to guest room
- Process in place to check health of guests
- Access to health care professionals
- Screens / Barriers between staff and guests for safety
- Face masks for guests available
- Delivered food - securely covered
- Thermometers for guests provided by property
Check-in & checkout
- Check-in
- 04:00 PM
- Check-out
- 11:00 AM
Rooms & rates
Choose dates from search to see available rooms.
Guest sentiment
- Cleanliness8.3
Comments indicate some cleanliness issues, including noise and maintenance problems.
- Service8.8
Mixed reviews; some staff were friendly, but certain staff were reported as rude.
- Location10.0
Consistently praised as perfect for accessing local attractions.
- Room Quality7.7
Issues noted with room size and quality, particularly complaints about being moved to a smaller room.
- Amenities9.3
Public areas and facilities were generally appreciated, including the presence of a pub.
- Value for Money7.7
High prices relative to the quality provided, with several comments expressing dissatisfaction.
- Food and Beverage8.3
Breakfast options criticized for being poor and too sugary.
- Overall Experience8.8
Overall good experience despite some significant hiccups.
Guest reviews
Room cleanliness
Room cleanliness
Check-in staff indifferent, rude and impolite, old and rundown structure, room for 2 + 2 with bed to be made.
The room was very nice
The room was very nice
The location, the cleanliness, comfortable beds, pool hours
The location, the cleanliness, comfortable beds, pool hours
Central location. The pools. Free parking.
Central location. The pools. Free parking.
Breakfast to be improved. Sofa bed to be renewed.
Freedom. The possibility of having pools available and other services like free laundry. Very attentive and efficient staff.
Freedom. The possibility of having pools available and other services like free laundry. Very attentive and efficient staff.
Limited breakfast options
The typical island construction, just as I wanted. The hotel was very simple, but nothing was missing: even the chickens. 😁 Small counter in the room with electric coffee maker, microwave, and refrigerator. In the bathroom, liquid soap and shampoo, conditioner, and hairdryer. Amenities that are not usually found in such simple hotels. So, it was a positive surprise.
The typical island construction, just as I wanted. The hotel was very simple, but nothing was missing: even the chickens. 😁 Small counter in the room with electric coffee maker, microwave, and refrigerator. In the bathroom, liquid soap and shampoo, conditioner, and hairdryer. Amenities that are not usually found in such simple hotels. So, it was a positive surprise.
We were a bit worried because we stayed there on the 26th and 27th, paid the deposit but so far, on 08/30/2026, nothing has been refunded to us. We also thought there could be more small tables for breakfast. We missed having some eggs... with so many chickens... 🐓 😅
It was very convenient to a lot of the main area. The staff was very nice and helpful. Loved the company of chickens and iguanas for my morning coffee.
It was very convenient to a lot of the main area. The staff was very nice and helpful. Loved the company of chickens and iguanas for my morning coffee.
The bathroom was a little small. Other than that, nothing.