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Southwinds Motel
2 stars

Southwinds Motel

1321 Simonton Street, Key West, FL 33040, United States
+1 305 296 2215
C$ 207

rate per night


based on 2,106 reviews

Southwinds Motel
Thu 23/5
Fri 24/5
Room type
Nightly total
Standard Room
C$ 207
Deluxe room
C$ 251
Double room
C$ 289

About Southwinds Motel

  • Motel Room
    You’ll have direct access to the parking lot

Offering an outdoor pool, Southwinds Motel is located in Key West and is a short walk from South Beach and Southernmost Point. Guests can also benefit from free internet access throughout the property.

The motel provides a 24/7 reception, plus a concierge and bicycle rental. For added convenience, it offers luggage storage, a tour desk and laundry facilities. The motel's multilingual staff will be happy to provide dining suggestions and assist in organizing itineraries.

Southwinds Motel has 58 rooms, all of which are equipped with a microwave, a hair dryer and a refrigerator.

Local sites near Southwinds Motel include Key West Light House and Keeper's Quarters Museum, Duval Street and Ernest Hemingway Home and Museum. Guests are also able to easily visit Key West Cemetery.

Photos of Southwinds Motel

Latest deals for Southwinds Motel

Thu 23/5
Fri 24/5
Deluxe room
bed type unknown
bed type unknown
bed type unknown
Standard Room
bed type unknown
bed type unknown
bed type unknown
King room
1 king bed
Double room
bed type unknown
1 queen bed
Queen room
1 queen bed
2 queen beds
2 queen beds

*Total includes estimated local taxes & fees payable on check out.

Prices are based on 1 night including GST, excluding local taxes and fees.

Amenities at Southwinds Motel

  • Outdoor pool
  • Bar/Lounge
  • Coffee machine
  • Wi-Fi available in all areas
  • Flat-screen TV
  • TV
  • Cable or satellite TV
  • Free toiletries
  • Internet
  • Wi-Fi


  • Wi-Fi available in all areas
  • Internet
  • Wi-Fi
  • Fan
  • Air-conditioned
  • Free toiletries
  • Heating
  • Adapter


  • Bar/Lounge
  • Refrigerator
  • Food can be delivered to guest accommodation
  • Coffee machine
  • Vending machine (drinks)
  • Microwave

Media and entertainment

  • Radio
  • Cable or satellite TV
  • Flat-screen TV
  • TV


  • Hairdryer
  • Toilet
  • Toilet paper
  • Private bathroom

Accessibility and suitability

  • Non-smoking rooms available
  • Disabled Access
  • Designated smoking area

Things to do

  • Eco tourism
  • Beach access
  • Bicycle rental


  • Telephone
  • Seating area
  • Storage available

Services and conveniences

  • Concierge service
  • Tour desk
  • 24hr front desk

Parking and transportation

  • Parking
  • Private parking


  • Terrace/Patio
  • Beach towels


  • Laundry facilities
  • Iron and ironing board

Health and safety

  • Daily housekeeping
  • Cleaning products


  • Heated pool
  • Outdoor pool


  • Sofa bed

Reviews of Southwinds Motel

All reviews are collected from real users with a verified booking made with KAYAK or one of our trusted external partners.

Very goodBased on 2,106 verified guest reviews

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9.1 Wonderful
Cons:Outdated but fully functional in a great location
10.0 Wonderful
Pros:The staff was excellent. Housekeeping was very good. Quiet location.
Cons:Air conditioners all make excessive noise due to rusted components. No exhaust fans in bathrooms
5.1 Fair
Pros:reasonable for the price
Cons:confirmed bed bug bites
8.5 Very good
Pros:Refrigerator, microwave, and coffee pot in the room.
Cons:We had three couples and three queen rooms. Some of the rooms were small. Breakfast setup was in the hotel lobby with no seating, although there are plenty of tables located around the facility.
10.0 Wonderful
Pros:Very clean, quiet. Friendly staff
8.2 Very good
Pros:Staff was very nice, booked everything for us. Room was clean and looked like the pictures. It is an older building so the only issue we had was our toilet leaked from the bottom some. Great location, only a block from the southernmost point, and definitely a good value for the cost in comparison with other hotels in the area. Would definitely stay here again.
6.5 Okay
Pros:Location .... Close to everything! Bike rentals on location and other tours as well.
Cons:Shower pressure Too much light coming from the window blinds.
6.2 Okay
Pros:The location is great. The accommodations are clean and comfy. The price is steep but you are paying for the Old Town locale. The custodian was cheerful and very helpful. He should be working the front desk!
Cons:It is a shame when the first person you meet at the counter sets the tone of feeling unwelcome. The continental breakfast was sparse but ok.
6.0 Okay
Pros:Room was clean and comfortable. Very convenient location.
Cons:Tiny bathroom. Lazy, scruffy, inattentive staff.
8.5 Very good
Pros:The motel was simple and did not offer much comfort. But it was the cheapest we can find and for that it was really great. Very clean anf nice staff. Would book it again.


1321 Simonton Street, Key West, FL 33040

What's nearby

  • Key West Butterfly and Nature Conservatory176 m
  • Southernmost Point306 m
  • Basilica of St. Mary Star of the Sea0.5 km
  • Key West Lighthouse0.6 km
  • Ernest Hemingway Home and Museum0.6 km
  • Key West Firehouse Museum0.7 km
  • Key West Cemetery0.9 km
  • Key West Garden Club0.9 km
  • St Paul's Episcopal Church1.2 km
  • Florida Keys Eco-Discovery Center1.3 km
  • USCGC Ingham Maritime Museum1.3 km
  • Harry S. Truman Little White House1.5 km



Check in anytime after 4:00 PM, check out anytime before 11:00 AM


Cancellation/prepayment policies vary by room type and provider.

Essential information about Southwinds Motel

Low season


High season


Average price (weeknight)

C$ 413

Average price (weekend night)

C$ 578
Cheapest month to stay with an average 45% drop in price.
Most expensive month to stay with an average 65% rise in price.
Average Sun. - Thu. price over the last 2 weeks.
Average Fri. & Sat. price over the last 2 weeks.

When to book a room at Southwinds Motel

Price per night. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for your stay at Southwinds Motel

  • If you’re after a cheap room at Southwinds Motel, then you should consider staying during the low season. The cheapest deals can generally be found in August and July.
  • Prices can also vary depending on which day of the week you stay. For the best room deals at Southwinds Motel, plan to stay on a Wednesday or Tuesday. The most expensive day is usually Saturday.
  • The cheapest price a room at Southwinds Motel was booked for on KAYAK in the last 2 weeks was C$ 533, while the most expensive was C$ 533.
  • How long should you stay at Southwinds Motel? KAYAK users usually book their rooms here for 2 days.

FAQs when booking at Southwinds Motel

  • Where is Southwinds Motel located?

    Southwinds Motel is located at 1321 Simonton Street in Old Town South of Truman, 0.9 km from the centre of Key West. Key West Butterfly and Nature Conservatory is the closest landmark to Southwinds Motel.

  • When is check-in time and check-out time at Southwinds Motel?

    Check-in time is 4:00 PM and check-out time is 11:00 AM at Southwinds Motel.

  • How far is Southwinds Motel from the airport?

    Southwinds Motel is 4.1 km from Key West.

  • Does Southwinds Motel have a pool?

    Yes, Southwinds Motel has a pool on-site.

  • How does KAYAK find such great Southwinds Motel hotel deals?

    KAYAK scours the web for all room deals available at Southwinds Motel in Key West and lets you compare them to find the best rate for your stay. Many different travel sites will offer discounts or deals at different times for rooms at Southwinds Motel and KAYAK will provide you with prices from a huge range of travel sites. That means that you can always find a great deal for Southwinds Motel.

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Good to know

Value for money


Distance to downtown

0.9 km

Nearest Airport

Key West

Distance to airport

3.8 km