Southwinds Motel Key West Exterior photo

Key details

About the Hotel

1321 Simonton Street, Key West, 33040

Great

8.0

8.6

/10

4.2

4.1

“The hotel is perfectly situated, just a block from the beach and a short walk to vibrant downtown attractions.”view full review

Experience the charm of Southwinds Motel, a 2-star Key West hotel rated 8.0/10 on Booking.com. This property features two outdoor pools, complimentary WiFi, and easy beach access. Ideal for various travelers, it is just steps away from restaurants and local attractions.

Rooms & Amenities

Accommodations at Southwinds Motel include clean and modern rooms featuring Eurotop mattresses, microwaves, refrigerators, and 32-inch flat-screen TVs. Guests can choose from various room types, including standard queen beds and family-friendly options with sofa beds, offering thoughtful amenities for seamless stays.

Dining & Leisure

Guests can start their day with a Continental breakfast and unwind poolside at one of the two outdoor pools. The property also offers complimentary beach access, complete with chairs and towels, enhancing the experience of relaxing under the Florida sun.

Services & Local Area

Southwinds Motel provides guests with convenient bike and scooter rentals for easy exploration of the vibrant surroundings. It is located just a short walk from local favorites such as Louie's Backyard and the Southernmost Point, making it easy to enjoy dining and entertainment.

Attractions & Transportation

The motel is within proximity to attractions such as the Ernest Hemingway Home and Museum and Fort Zachary Taylor State Park. Public transportation options include the Lower Keys Shuttle, with Key West International Airport just a 10-minute drive away.

Select your room type

Southwinds Motel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals

Queen Deluxe
2 persons
500 sq. feet
1 King-size bed
Air conditioning
Coffee machine
room details
Standard Queen Room
2 persons
205 sq. feet
1 King-size bed
Air conditioning
Coffee machine
room details
Queen Room Two Queen Beds
2 persons
325 sq. feet
2 King Size Beds
Air conditioning
Coffee machine
room details

Show all rooms

Price and Room Availability Calendar

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October 2026 - October 2027

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Check-in/ Check-out

Facilities

Southwinds Motel offers amenities for your comfortable stay and unforgettable experiences

Fantastic Service!

“The customer service was really good, making everything from check-in to golf cart deliveries seamless.” read full review

Relaxing Pools

“I loved spending time at the two pools, both of which provided a peaceful oasis for relaxation.” read full review

Accessible Amenities

“The facilities were well-equipped, allowing everyone to enjoy the luxurious environment effortlessly.” read full review

Comfortable Rooms

“Our room was extremely clean and comfortable, complete with a wet bar that added a fun touch to our stay.” read full review

Facilities: Very good

7.8/10Review score

General

Non-smoking rooms
Paid Wi-Fi
Parking
24-hour reception
No pets allowed
Luggage storage
Vending machines

Guest Parking

Private parking is possible on site at .

Services

Laundry
Tours/Ticket assistance

Dining

Bar/ Lounge area

Spa & Leisure

Heated swimming pool
Outdoor swimming pool
Sun loungers

Room features

Air conditioning
Heating
Sitting area
Patio
Garden furniture
Ironing facilities

Bathroom

Free toiletries

Media

Flat-screen TV

Southwinds Motel Location

1321 Simonton Street, Key West, 33040

Getting around

City Centre
Key West 18 min · 5000 ft
Airports
Key West International (EYW) 8 min · 2.9 mi

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Property information and rules

Check-in

from 16:00-23:59

Check-out

from 08:00-11:00

Guest Parking

Private parking is possible on site at .

Internet

Wireless internet is available in the entire hotel at .

Children & extra beds

There are no cots provided in a room.

Pets

Pets are not allowed.

Languages

English, Spanish, Russian, Latvian

Number of rooms:

Former name

Southwind Motel

Reviews and Ratings

Feedback about Southwinds Motel from previous guests about their experience.

Cleanliness

8.1/10

Comfort

8.2/10

Facilities

7.8/10

Free Wi-Fi

8.5/10

Location

9.2/10

Staff

8.5/10

Value for money

7.6/10

based on 1584 reviews

4.5/5

No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.

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Southwinds Motel, Key West

About the Hotel

Rooms & Amenities

Dining & Leisure

Services & Local Area

Attractions & Transportation

Select your room type

Price and Room Availability Calendar

Facilities

General

Guest Parking

Services

Dining

Spa & Leisure

Room features

Bathroom

Media

Southwinds Motel Location

Reviews and Ratings

Next best alternative