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Southwinds Motel, Key West

2-star2 stars
1321 Simonton StreetKey WestFL33040United States of America

Hotel with 3 outdoor pools, near Ernest Hemingway Home and Museum
  • Free WiFi and free parking
Very Good8.0
Great location
Great pool
Fantastic service
704See all 704 reviews
From 886 reviewsTripAdvisor Traveller Rating

Southwinds Motel, Key West

from $268
  • Standard Room, 1 Queen Bed
  • Standard Room, 2 Queen Beds
  • Deluxe Room
  • Standard Room, 1 King Bed

At a glance

Key facts

Hotel size

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


  • 24-hour check-in
  • Check-out time is 11 AM
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 deposit required

  • Government-issued photo ID required

  • Minimum check-in age is 18
  • Minimum Spring Break check-in age is 21

Travelling with others


  • Children (13 years old and younger) stay free when occupying the parent or guardian's room, using existing bedding

  • No cribs (infant beds)


  • Pets not allowed


  • Free WiFi in public areas

  • Free WiFi in rooms



  • Free self parking (limited)

Other information

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

In the hotel

Things to do
  • Number of outdoor pools - 3
  • Pool umbrellas
  • 24-hour front desk
  • Concierge services
  • Tours/ticket assistance
  • Laundry facilities
  • Free newspapers in lobby
  • Multilingual staff
  • Number of buildings/towers - 9
  • Designated smoking areas

In the room

Home comforts
  • Air conditioning
  • Coffee/tea maker
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
  • Refrigerator
  • Microwave
  • Daily housekeeping
  • Access via exterior corridors

Special features


On Site

  • Bicycle rentals on site


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

Southwinds Motel, Key West’s small print

Also known as

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


Only registered guests are allowed in the guestrooms.

This property does not have elevators.

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 15.00 per accommodation, per night

Resort fee inclusions:

  • Breakfast
  • Beach access
  • Beach loungers
  • Beach towels
  • Internet access (may be limited)
  • Phone calls (may be limited)
  • Laundry facilities
  • 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 hotel. However, charges can vary, for example, based on length of stay or the room you book.

What’s around Southwinds Motel, Key West


  • Ernest Hemingway Home and Museum - 11 min walk
  • Audubon House and Tropical Gardens - 22 min walk
  • Mallory Square - 19 min walk
  • Southernmost Point - 24 min walk
  • Smathers Beach - 34 min walk
  • South Beach - 3 min walk
  • Key West Butterfly and Nature Conservatory - 3 min walk
  • Simonton Beach - 4 min walk

Getting around

  • Key West, FL (EYW-Key West Intl.) - 9 min drive
  • Free self parking
  • Limited parking

Recent reviews

Very Good 8.0 From 704 reviews

Southwinds Motel, Key West
Very Good8.0
Nice little spot
We were getting married in Key West and had the kids stay there. We ended up at the neat little bar there more than our hotel. We were happy with the motel and Amber at the bar was great.
William, us2 night trip
Southwinds Motel, Key West
Very Good8.0
This is a great little place to stay without paying an arm and leg. The room was a decent size and worked well for our needs. The bed was comfortable, the bathroom was small but very clean and did the job. I wouldn't hesitate to stay there again. The front desk folks were absolutely awesome. They made reservations for us to go to Dry Tortugas (GO!) and helped us figure out the free shuttle bus. It was great!
Shelia, us2 night trip
Southwinds Motel, Key West
Perfect Getaway
This hotel is PERFECT for a small family looking for a great key west trip! It’s back away from the downtown action but such a close walking distance to everything you want to see!
A Traveler, us1 night trip
Southwinds Motel, Key West
Very Good8.0
Nice place
Great location small but it works.
paul, us2 night trip
Southwinds Motel, Key West
Very Good8.0
Southwinds Key West weekend
Check in was very easy, parking on site is a bonus. Room was very clean with nice linens and it was nice to have two chairs and a little table to sit and have coffee in the morning. Downside for our room was no soundproofing on the bed wall - enough said about that. Even though breakfast is understood to be 'grab and go' continental style, there was no fruit two of the three mornings we were there. When I questioned, I was told they were getting a delivery that day. Didn't happen. I didn't bother asking the second morning as we were checking out. Cleaning crew was very pleasant, offering fresh towels even though we elected not to have our room freshened up. Location is GREAT with a very good breakfast/lunch/deli place and grocery directly across the street, along with a tiki bar/liquor store next to the office if you don't want to join the raucous crowds on Duval Street. $15 'resort fee' covers on site parking, beach passes with chairs and towels (one block away) and pool towels on site.
A Traveler, us3 night trip

See all reviews

Southwinds Motel, Key West

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