Skip to main content.
All properties in Key West, Florida, United States of America
1 room, 2 adults

Southwinds Motel, Key West

2-star2 stars
1321 Simonton Street, Key West, FL, 33040, United States of America

Hotel with 3 outdoor pools, near Duval Street
  • Free WiFi in lobby
  • Collect nightsYou can collect® Rewards nights here
Very Good8.2
Great location
Fantastic service
Great pool
Good internet service
815See all 815 reviews
From 1,345 reviews

TripAdvisor Traveller Rating

Southwinds Motel, Key West

from $106
  • Standard Room, 1 Queen Bed
  • Standard Room, 2 Queen Beds
  • Deluxe Room
  • Standard Room, 1 King Bed

What’s around Southwinds Motel, Key West


  • In Key West Historic District
  • Duval Street - 1 min walk
  • South Beach - 2 min walk
  • Ernest Hemingway Home and Museum - 10 min walk
  • Southernmost Point - 12 min walk
  • Audubon House and Tropical Gardens - 21 min walk
  • Mallory Square - 25 min walk
  • Smathers Beach - 33 min walk

Getting around

  • Key West, FL (EYW-Key West Intl.) - 7 min drive

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 18

Travelling with others


  • Children 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

  • WiFi in rooms *



  • Self parking (limited) *

Payment types at the property

Other information

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

In the hotel

Food and drink
  • Continental breakfast daily (surcharge)
  • 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
  • Snorkeling nearby
  • 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
  • Picnic area

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
  • WiFi (surcharge)
  • Free local calls
Food and drink
  • Refrigerator
  • Microwave
  • Daily housekeeping
  • Access via exterior corridors

Special features


Tipsy Rooster - Onsite bar.


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
  • 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.

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
  • Partner property beach club access
  • Internet access (may be limited)
  • Phone calls (may be limited)
  • In-room coffee
  • Laundry facilities
  • Concierge/valet service
  • Self parking
  • Parking

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

Optional extras

Self parking is available for an extra charge

WiFi is available in guestrooms for an extra charge

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.

Didn’t find the right property?

Continue searching for Key West, Florida, United States of America

Recent reviews

Very Good 8.2 From 815 reviews

Exceptional 10.0
I have stayed at the Southwind motel before and I truest enjoyed myself. This is the second time and I can’t say anything bad about the place. The staff are super nice and helpful and it is quite and near Duval st. Will continue to stay here
Brenda, usTrip with friends
Exceptional 10.0
Great location
Perfect location in Key West cute little bungalows and the front desk staff were so friendly
Brenda, usRomance trip
Good 6.0
Mixed review
Our room was small but clean. The bed was comfortable and they’ve tried to make some upgrades, however, the shower needs a lot of work! It had a fridge and a full-size coffee maker, which was nice. However, our room was right next to the office and tables and chairs were directly outside of our door where people sat and ate breakfast. We Could hear everything! There’s also a pretty loud bar right next door that doesn’t close until 2 AM so you get to listen to that as well. There is coffee and tea in the lobby in the mornings along with muffins bagels and yogurt. Short walking distance to the southern most point but a long way from Duval Street if that’s why you’re there. Service was friendly but expect to pay a $20 amenity fee per night.
Bonnie, us2 night romance trip
Fair 4.0
Run down
This place charged a resort fee on basis of having three tiny pools. Place was run down overpriced and rather dingy in rooms. Outside paint peeling in places. There us only small beach isolated by adjacent hotels which restricts access to adjacent shoreline illegally. You can get better rooms farther north in better location. Southern end is quiet but access beaches are illegally cut off by Waldorf Astoria nearby where I was chased off by some attendant for trying to walk on public pier he said belonged to their hotel.
Dana L, usOther trip
Good 6.0
Saw a single cockroach. Was very polite and quiet when I advised the staff. I understand it's impossible to keep them from the rooms- they took care of it. However. I innocently asked the guy at the bar if he was serving the table that has Tipsy Pizza on it- he very rudely replied-"I'm the only one here! I can't serve you! Do you want a drink here?" Ok....
Michelle, usOther trip

Southwinds Motel, Key West

Is the description of this hotel not correct? Tell us