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All properties in Key West, Florida, United States of America
1 room, 2 adults

Southwinds Motel

2-star2 stars
Great for families

Good to know

  • Free cots/infant beds
  • Highchair
  • Beach nearby
  • Free WiFi
1321 Simonton Street, Key West, FL, 33040, United States of America

Hotel with 3 outdoor pools, near Duval Street
  • Free continental breakfast and free WiFi
  • Great for families

    Good to know

    • Free cots/infant beds
    • Highchair
    • Beach nearby
    • Free WiFi
  • Collect stampsYou can collect™ Rewards stamps here
Fantastic service
Great location
Very comfortable
Vibe is not too good

Southwinds Motel

from £94
  • Standard Room, 1 Queen Bed
  • Standard Room, 2 Queen Beds
  • Deluxe Room
  • Standard Room, 1 King Bed

What’s around Southwinds Motel


  • In Key West Historic District
  • Duval Street - 1-minute walk
  • South Beach - 2-minute walk
  • Higgs Beach - 11-minute walk
  • Southernmost Point - 12-minute walk
  • Mallory Square - 25-minute walk
  • Key West Butterfly and Nature Conservatory - 3-minute walk
  • Ernest Hemingway Home and Museum - 10-minute walk

Getting around

  • Key West, FL (EYW-Key West Intl.) 10-min drive

At a glance

Key facts

Hotel size

  • This hotel has 58 rooms
  • This hotel is arranged over 1 floor


  • Check-in time 4:00 PM-midnight
  • Check-out time is 11 AM
Front desk staff will greet guests on arrival. After 7 PM, check-in for this property is based at a different location: 1401 Simonton Street, Key West, FL (1/2 block from lobby).

Required at check-in

  • Credit card required for incidental charges

  • Government-issued photo ID may be required

  • Minimum check-in age is 18
  • Minimum Spring Break check-in age is 18

Travelling with others


  • Children stay free when occupying the parent or guardian's room, using existing bedding


  • Pets not allowed


  • Free WiFi in public areas

  • Free WiFi in rooms

Payment types at the property

  • Cash

Other information

  • No alcohol served onsite
* See small print for additional details or extra charges

In the hotel

Food and drink
  • Free continental breakfast daily
  • Bar/lounge
Things to do
  • Bicycle rentals on site
  • Hiking/biking trails on site
  • Ecotours nearby
  • Golfing nearby
  • Kayaking nearby
  • Parasailing nearby
  • Sailing nearby
  • Scooter/moped rentals nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • 24-hour front desk
  • Concierge services
  • Tours/ticket assistance
  • Laundry facilities
  • Free newspapers in lobby
  • Luggage storage
  • Multilingual staff
  • Number of buildings/towers - 9
  • Designated smoking areas
  • Picnic area
  • Wheelchair-accessible parking
Languages Spoken
  • English
  • Latvian
  • Russian
  • Spanish

In the room

Home comforts
  • Air conditioning
  • Coffee/tea maker
  • Iron/ironing board
Sleep well
  • Down comforter
  • Premium bedding
  • Pillowtop mattress
Things to enjoy
  • Individually decorated
  • Individually furnished
Freshen up
  • Private bathroom
  • Shower only
  • Free toiletries
  • Hair dryer
Be entertained
  • 32-inch LED TV
  • Cable TV channels
Stay connected
  • Free WiFi
  • Free local calls
Food and drink
  • Fridge
  • Microwave
  • Daily housekeeping
  • Access via exterior corridors

Special features


Tipsy Rooster – This bar only serves light fare.


On Site

  • Bicycle rentals on site
  • Hiking/biking trails on site


  • Ecotours nearby
  • Golfing nearby
  • Kayaking nearby
  • Parasailing nearby
  • Sailing nearby
  • Scooter/moped rentals nearby
  • Scuba diving nearby
  • Snorkelling nearby

Southwinds Motel’s small print

Also known as

  • Southwinds Motel Key West
  • Southwinds Motel Hotel Key West
  • Southwinds Motel
  • Southwinds Key West
  • Southwinds Motel Hotel
  • Southwinds Motel Key West
  • Southwinds Motel Hotel Key West
  • Southwinds Motel Hotel
  • Southwinds Motel Key West


Only registered guests are allowed in the guestrooms.

This property does not have lifts.

Guests can rest easy knowing that there's carbon monoxide detector and a smoke detector on site.

This property advises that enhanced cleaning and guest safety measures are currently in place.

Disinfectant is used to clean the property; enhanced cleanliness; enhanced cleanliness.

Personal protective equipment, including masks and gloves, will be available to guests.

Social distancing measures are in place; staff at the property wear personal protective equipment; an acrylic shield is in place between staff and guests in main contact areas; periodic temperature checks are conducted on staff; temperature checks are available to guests; guests are provided with hand sanitiser.

Contactless check-out is available.

Individually wrapped food options are available for breakfast.

The property affirms that it adheres to the enhanced cleanliness sanitisation guidelines.

Please note that cultural norms and guest policies may differ by country and by property. The policies listed are provided by the property.

The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation.

Mandatory fees

You’ll be asked to pay the following charges at check-in or check-out:

  • Resort fee: USD 20.00 per accommodation, per night

Resort fee inclusions:

  • Breakfast
  • Pool access
  • Beach access
  • Beach loungers
  • Beach towels
  • Internet access (may be limited)
  • Phone calls (may be limited)
  • In-room coffee
  • Concierge/Valet service
  • Self-parking
  • Parking

Inclusions may be listed elsewhere on the page as free or for a surcharge.

We have included all charges provided to us by this property. However, charges can vary, for example, based on length of stay or the unit you book.

FAQs for Southwinds Motel

  • Is there a pool at Southwinds Motel?
    Yes, there are 3 outdoor pools.
  • Are pets allowed at Southwinds Motel?
    Sorry, pets aren't allowed.
  • What are the check-in and check-out times at Southwinds Motel?
    You can check in from 4:00 PM to midnight. Check-out time is 11 AM.
  • Are there restaurants at or near Southwinds Motel?
    Yes. Nearby restaurants include BadBoy Burrito (2-min walk), the lobster shack 507 South st (2-min walk) and Frenchie's Cafe (2-min walk).

Recent reviews

Very good 8.2 From 747 reviews

Very good 8.0
Would stay again
Hotel is in a good location, close to the Main Street but stil quiet. Pool is a nice temperature. Good idea for grab and go breakfast and it has a washing machine and dryer as well.
Jodi, gb2 night trip
Exceptional 10.0
Excellent place to enjoy Key West
A nice place to stay, a block away from the quieter end of Duval Street. Pleasant room, comfy bed, good shower, parking outside the room and three pools. A great bar on site as well.
Nucholas, gb2 night trip with friends
Exceptional 10.0
Great stay
Brilliant location being close to it all but not so close that it is too noisy. Beach, Southernmost Point and Duval Street all very close. Rooms were clean and tidy and reception staff were very friendly. Bikes available to hire. Pools were clean with plenty of clean towels. Had use of beach loungers and towels. Free laundry facilities. Grab and go breakfast of fruit, muffins, bagels and yogurt, juice and coffee. Lots of chickens and their babies.
Jenny, gb2 night romance trip
Exceptional 10.0
Fun in the sun
Lovely place, friendly staff, no need for an alarm as cockerel was an early morning wake up call
Lyn, gb3 night trip with friends
Very good 8.0
A Great Place to stay!
A great motel complex quietly situated just streets from the heart of the action and nightlife. Our room was spacious, spotlessly clean with great air con and fast WiFi. Breakfast was basic but plentiful. Apart from finding one cockroach in our room I can not fault our stay. Would definitely stay here again
Stuart, gbRomance trip
Exceptional 10.0
Great motel with everything on the doorstep
Friendly reception staff, easy parking, clean and comfortable. Easy walking distance of all main attractions. Great pool areas.
Maxine, gbRomance trip
Exceptional 10.0
Key West paradise.
Considering the hurricane damage the hotel was excellent. The ongoing repairs didn’t affect us. The hotel is quite an old one so the rooms are small but they are comfortable and the staff were friendly.
Angela, gb1 night romance trip
Very good 8.0
Location location location
Perfect location and a very pleasant hotel. Would return.
gb1 night trip
Exceptional 10.0
I like very much my location , The people who work in the hotel are very friendly they make it easy checking in checkout
Andrea, us2 night family trip
Very good 8.0
Amazing Stay in Paradise
Southwinds Motel overall was a good stay. The check in process was smooth and seamless. The room was clean and ice cold. The bed was extremely comfortable. The hotel was conveniently located by an adjoining bar and very close in proximity to the beaches and Duval Street. The pools were clean and fresh towels were available. The only negative comment that I could make was that our room was not tended to while we were out for the day. I would definitely stay here again.
marisa, us2 night trip

Southwinds Motel

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