Southwinds Motel

Southwinds Motel

Motel
 

1321 Simonton Street, Key West, FL, United States

Good3,943 verified ratings
7.9

C$ 241

Cheapest rate

rate per night

1 room, 2 guests
Rooms
About
Reviews
Photos
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Location
FAQ

Best deals for Southwinds Motel

Explore the most appealing deals available for Southwinds Motel, ensuring you get the best value for your stay. Properties were last updated on 22 March 2026.
Sun 29/3
-
Mon 30/3
Standard Room
1 queen bed
C$ 241
nightly with fees
bed type unknown
C$ 266
nightly with fees
bed type unknown
C$ 270
nightly with fees
Deluxe room
1 queen bed
C$ 288
nightly with fees
1 twin bed
C$ 294
nightly with fees
bed type unknown
C$ 320
nightly with fees
King room
bed type unknown
C$ 346
nightly with fees
bed type unknown
C$ 447
nightly with fees
Double room
1 twin bed
C$ 239
nightly with fees
bed type unknown
C$ 378
nightly with fees
Queen room
bed type unknown
C$ 317
nightly with fees
2 queen beds
C$ 342
nightly with fees
2 queen beds
C$ 400
nightly with fees
*Total includes estimated local taxes & fees payable on check out.
Prices are based on 1 night, including fees but not including taxes.
Best priceguarantee

About Southwinds Motel

Discover essential information, amenities, and features of Southwinds Motel, providing insights into what to expect during your stay. Information on this property was last updated on 22 March 2026.
Hotel with 2 outdoor pools, steps from South Beach 2 outdoor pools, a bar/lounge, and self parking are available at this hotel. Continental breakfast is free. Other amenities include coffee/tea in a c...

Good to Know

Check-in time4:00 PM
Check-out time11:00 AM
Payment & CancellationPolicies vary by room type and provider.
Front desk number+1 305 296 2215

Perks and amenities at Southwinds Motel

A comprehensive list of on-site, in-building, and in-room amenities you’ll find at Southwinds Motel
  • Snorkeling
  • Outdoor pool
  • Bar/Lounge
  • Coffee machine
  • Wi-Fi available in all areas
  • Flat-screen TV
  • TV
  • Cable or satellite TV
  • Free toiletries
  • Internet

General

  • Radio
  • Non-smoking rooms available
  • Bar/Lounge
  • Terrace/Patio
  • Parking
  • Beach chairs
  • Hairdryer
  • Beach towels
  • Fan
  • Cable or satellite TV
  • Telephone
  • Seating area
  • Laundry facilities
  • Air-conditioned
  • Flat-screen TV
  • Refrigerator
  • Toilet
  • Free toiletries
  • Toilet paper
  • Heated pool
  • Cleaning products
  • Heating
  • Food can be delivered to guest accommodation
  • Iron and ironing board
  • Coffee machine
  • TV
  • Accessible parking
  • Adapter
  • Vending machine (drinks)
  • First-aid kit
  • Microwave
  • Private bathroom
  • Outdoor pool
  • 24hr front desk
  • Designated smoking area
  • Storage available
  • Private parking
  • Sofa bed

Activities

  • Eco tourism
  • Beach access
  • Bicycle rental
  • Snorkeling

Services

  • Concierge service
  • Tour desk
Show all 44 amenities

Reviews for Southwinds Motel

Read firsthand reviews and testimonials from guests who have stayed at Southwinds Motel, providing insights into their experiences. Travellers have left 3,943 reviews of Southwinds Motel to date. Review data was last updated on 22 March 2026.
7.9
Good3,943 verified ratings
Pros +
  • Great bar next door. (in 6 reviews)
  • Walking distance to everything. (in 26 reviews)
  • Staff very friendly and accommodating. (in 287 reviews)
Cons -
  • "Small rooms, outdated construction & plumbing." (in 82 reviews)
  • Could not store bags in room until after 4:00 p.m. (in 6 reviews)
  • Old Key West atmosphere. (in 47 reviews)
No reviews found. Try removing a filter, changing your search, or clear all to view reviews.

Photos of Southwinds Motel

View a collection of 26 photos showcasing the rooms, amenities, and facilities of Southwinds Motel to help you visualise your stay. Photos for this property were last updated on 22 March 2026.

Hotels similar to Southwinds Motel

Discover other properties in Key West that offer a similar experience and ambience to Southwinds Motel. In total, there are 1,908 hotels serving travellers in Key West. Price data was last updated on 22 March 2026.

Explore Old Town South of Truman, Key West

Southwinds Motel is located at 1321 Simonton Street in the Old Town South of Truman neighbourhood of Key West. Popular landmark data was lasted updated on 22 March 2026.

Most Popular Landmarks

South Beach

3 mins walk

0.3 km

Southernmost Point

4 mins walk

0.4 km

Key West Lighthouse

11 mins walk

0.9 km

Ernest Hemingway Home and Museum

10 mins walk

0.9 km

Nancy Forrester's Secret Garden

14 mins walk

1.2 km

South Beach

3 mins walk

0.3 km

Southernmost Point

4 mins walk

0.4 km

Key West Lighthouse

11 mins walk

0.9 km

Ernest Hemingway Home and Museum

10 mins walk

0.9 km

Nancy Forrester's Secret Garden

14 mins walk

1.2 km

Closest Airports

Key West Airport

9 mins drive

4.0 km

Key West Airport

9 mins drive

4.0 km

  • How far is Southwinds Motel from Smathers Beach?

    Southwinds Motel is a walkable distance (2.7 km) from Smathers Beach, Key West.

  • Is Southwinds Motel close to Southernmost Point?

    Southernmost Point is also a popular place to see in Key West. It is 0.4 km from Southwinds Motel.

FAQs when booking at Southwinds Motel

Find answers to commonly asked questions regarding reservations, amenities, policies, and more when booking a stay at Southwinds Motel. FAQs were last updated on 22 March 2026.
  • Is pricing at Southwinds Motel comparable to 2 star hotels in Key West?

    Nightly rates at Southwinds Motel will generally be 74% cheaper than the average 2-stars hotel in Key West. When staying at Southwinds Motel, you should be prepared to pay about C$ 472/night, which is considered to be a good deal in Key West for a 2-stars hotel.

  • How close is Southwinds Motel to the nearest airport, Key West Airport?

    There are 6 km between the closest airport, Key West Airport, and Southwinds Motel. The drive to the airport from the hotel should take you 0h 04m with a normal traffic flow. It’s important to take high traffic times into consideration, especially in metropolitan areas.

  • Is there a pool at Southwinds Motel?

    Yes. HotelsCombined users traveling to Key West often look for hotels with a pool available. Most hotels have pool hours, so be sure to ask the front desk at Southwinds Motel for pool rules and guidelines.

  • How close is Southwinds Motel from the Key West city center?

    The center of Old Town South of Truman, Key West, is just 0.2 km away from the front doors of Southwinds Motel. You can find many fellow tourists at places such as Custom House Museum, which you can get to from Southwinds Motel using any means of transportation.

  • What is the Southwinds Motel phone number?

    If you have questions or concerns about your stay, call +1 305 296 2215 to talk to a Southwinds Motel front desk representative.

  • Does Southwinds Motel have Wi-Fi available?

    Yes, Southwinds Motel has Wi-Fi available to hotel guests.

  • What is the check-out time at Southwinds Motel?

    11:00 AM. If you require a later check-out we advise discussing it with the front desk as soon as you’re able to. Check-in time is 4:00 PM.

  • How much does it cost to stay at Southwinds Motel, Key West?

    Southwinds Motel room prices depend on your dates, room type and availability. The average price found recently is C$ 472/night, with the best deals starting from C$ 219/night. To see current deals, enter your dates in the form above.

  • Does Southwinds Motel have a laundry service?

    This accommodation does offer laundry services. There is also an ironing board and iron in the accommodation.

  • What is the cheapest month to stay at Southwinds Motel?

    For the best chance to save money on your Southwinds Motel reservation, consider staying in September, when prices are typically at their lowest (C$ 236).

  • In what area of Key West is Southwinds Motel located?

    Southwinds Motel is located within the Old Town South of Truman area of Key West. Utilize the map on this page to understand where Southwinds Motel is in relation to the rest of Key West.

  • What is the cheapest day to check into Southwinds Motel?

    Consider checking into Southwinds Motel on Friday, when the nightly price is typically at its lowest (average nightly rate of C$ 372).

  • How far is Southwinds Motel from Smathers Beach?

    Southwinds Motel is a walkable distance (2.7 km) from Smathers Beach, Key West.

  • Is Southwinds Motel close to Southernmost Point?

    Southernmost Point is also a popular place to see in Key West. It is 0.4 km from Southwinds Motel.

See more FAQs

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