Southwinds Motel Key West

ex. Southwind Motel
Key West, United States View on map
8.0 Very Good Based on 1489 reviews
Editor's Pick

"Rooms feature microwaves, coffee, and mini-fridges, with tables and chairs sitting on individual porches. The Tipsy Rooster bar adjoins the property, which includes free parking. Made for weekend couples, and not for families needing expansive morning dining."

From US$ 172 US$ 153 per night
Save 11%
Check-in
8 Oct 2026
Check-out
9 Oct 2026
Guests
2 guests

Adults:

2

Children:

0
  • Free cancellation
    on many rooms
  • No booking fees
    Pay at the hotel
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Why guests choose Southwinds Motel

  • Duval Street
    2-minute walk
  • Heated Pools
    Open year-round
  • Bike Rentals
    On-site available
  • Tipsy Rooster
    Bar & liquor store
  • Luggage Storage
    Free service
  • On-Site Parking
    $20 per day

Overview

Southwinds Motel Key West is around a 5-minute stroll from South Beach and offers 2 outdoor swimming pools. Located 1.4 miles from such shopping venues as the bustling plaza "Mallory Square", the 2-star hotel has 58 rooms near a boat dock.

The motel is located in the old part of Key West, about 20 minutes by foot from Key West First Legal Rum Distillery and in the vicinity of Higgs Beach. The entertainment venues in a historic area include Papa's Pilar Rum Distillery, 1.1 miles from the Southwinds Motel Key West. Guests might as well visit Nelson English City Park, which is approximately a 5-minute drive away. White Street Pier also lies 1.2 miles away. For those traveling from afar, Key West International airport is 10 minutes' drive away.

All rooms have an iron with ironing board and an air conditioner, while some of them come with an adjoining terrace and a sitting area for guests' convenience.

The Southwinds Motel provides a free continental breakfast with fresh fruits, fresh coffee, and muffins. There is a poolside bar, which offers chairs in its interior design. The Louie's Backyard is only steps away from the property.

  • Check-in
    from 16:00 until 23:59
  • Check-out
    from 08:00 until 11:00
  • Hotel class
    2 stars
Southwinds Motel
Our tips

Should you book Southwinds Motel?

Perfect if you
  • Are exploring Key West on two wheels - bicycles are available to rent on-site.
  • Prefer walking to Duval Street, since the motel is a 2-minute walk from the main drag.
  • Want a private parking spot - the motel offers on-site parking.
Maybe skip if you
  • Travel with a pet - neither dogs nor cats are allowed at this property.
Best for
  • Two outdoor swimming pools and a lounge bar on the property

Facilities of Southwinds

General
  • Non-smoking rooms
  • Paid Wi-Fi
  • Parking
  • 24-hour reception
  • No pets allowed
  • Luggage storage
  • Vending machines
Dining
  • Bar/ Lounge area
Leisure & Sports
  • Heated swimming pool
  • Outdoor swimming pool
  • Sun loungers
Southwinds Guest Services
  • Laundry
  • Tours/Ticket assistance
Room Amenities
  • Air conditioning
  • Heating
  • Sitting area
  • Patio
  • Garden furniture
  • Ironing facilities
  • Free toiletries
  • Flat-screen TV

Policies

Southwinds Motel applies these conditions to all bookings.
Check-in / Check-out
Check-in
from 16:00 until 23:59
Check-out
from 08:00 until 11:00
Important info
  • Children and extra beds
  • There are no cribs provided in a room.

Frequently asked questions

The cost of a night's stay in Southwinds Motel is $436.
Guests of Southwinds will reach the downtown within 20 minutes' walk.
Key West International is the closest airport and it is situated within 0.5 miles from Southwinds Motel Key West.
Popular spots near Southwinds Motel include Front Street, Nancy Forrester's Secret Garden, San Carlos Institute, among others.
Restaurants near Southwinds Motel Key West include Ambrosia Japanese Restaurant and Southern Most Deli.
Southwinds Motel will accept Visa, American Express and Mastercard as well as other payment methods.
Southwinds Motel Key West offers free self parking, an outdoor swimming pool and a patio.
Some rooms of Southwinds welcome guests with the following facilities:
  • a small refrigerator
  • a seating area
  • ironing facilities
  • a separate toilet
.
Guests of Southwinds Motel may arrive to check in at 4 PM, and check out until 11 AM.
Yes, bag storage is available at Southwinds Motel Key West.

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Check-in
8 Oct 2026
Check-out
9 Oct 2026
Guests
2 guests

Adults:

2

Children:

0
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