Southwinds Motel

1321 Simonton Street, Downtown Key West, Key West, United States - Show on map
4.5 1584 reviews

The 2-star Southwinds Motel Key West features 58 rooms and lies 20 minutes' stroll from the performing arts theater "Red Barn Theatre". This motel in a historical district has 2 outdoor swimming pools, as well as a car park on site.

Location

The hotel is located in an entertainment area of Key West, 1.1 miles from Mile Marker 0 Store. Higgs Beach is not far from the Southwinds Motel, and Key West Butterfly and Nature Conservatory is an 11-minute walk away. Shopping enthusiasts will enjoy being 1.3 miles from the bustling plaza "Mallory Square". The bus stop Lower Keys Shuttle is located within reach of this accommodation.

Rooms

The rooms at the Southwinds Motel Key West provide guests with a flat-screen TV with satellite channels and Wi-Fi, as well as comforts such as an iron and ironing board, and air conditioning.

Food & Drinks

Every day the Key West hotel serves a free continental breakfast, including fresh coffee, fresh fruits, and muffins. There is a poolside bar on site. This property is a 7-minute walk from The Best Coffee in Town and serves delectable meals.

Leisure & Activities

Active guests will be interested in bicycle usage arranged by the Southwinds Motel.

Why choose Southwinds Motel Key West

Select room

Main amenities

  • Paid Wi-Fi

  • 24-hour services

  • Swimming Pool

  • On-site Dining

  • No Smoking

  • Air conditioning

  • No pets allowed

General
  • Paid Wi-Fi
  • 24-hour services
  • Swimming Pool
  • On-site Dining
  • No Smoking
  • Air conditioning
  • No pets allowed
1/15

Internet

  • Paid Wi-Fi

Parking options

  • Parking

Property services

  • 24-hour reception
  • Luggage storage
  • Laundry
  • Tours/Ticket assistance

Dining options

  • Bar/ Lounge area

Recreation

  • Heated swimming pool
  • Outdoor swimming pool
  • Sun loungers

In the rooms

  • Air conditioning
  • Heating
  • Sitting area
  • Patio
  • Garden furniture
  • Ironing facilities

In the bathroom

  • Free toiletries

Devices

  • Flat-screen TV

General facilities

  • Non-smoking rooms
  • Vending machines

Pets

  • No pets allowed

Important information

Check-in:
from 16:00 until 23:59
Check-out:
from 08:00 until 11:00
  • Children and extra beds
  • There are no cribs provided in a room.

Enter dates to see availability

From USD 153 per night
Check-in 13 Feb 2026
Check-out 14 Feb 2026
Guests 2 guests

Adults:

2

Children:

0
Special offers & deals Limited offer

Mobile-Only Deal

An exclusive discount – get up to 10% off when you book from your phone.

Family Package Deal

Up to 20% off
Save up to 20% with special family packages that include your stay, meals, and fun for the kids..

Early Booking Discount

Up to 20% off
Save up to 20% when you book at least 30 days before your trip.

Summer Deal

Up to 15% off
Make the most of summer with up to 15% off and free breakfast – limited-time offer.

Members Only Rate

Up to 15% off
Join now to unlock up to 15% off on your dates – visible to members only.

Rooms

Photos of Southwinds Motel Key West

Location of Southwinds Motel Key West

1321 Simonton Street, Downtown Key West, Key West, United States

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    Guest reviews of Southwinds Motel Key West

    7.9 Good
    1843 reviews

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    100% Verified Reviews
    Enter dates to see availability
    From USD 153 per night
    Check-in 13 Feb 2026
    Check-out 14 Feb 2026
    Guests 2 guests

    Adults:

    2

    Children:

    0
    Check-in & out
    13 Feb 2026
    14 Feb 2026
    Guests
    2 guests
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    Details:

    1321 Simonton Street, Key West, United States

    Important information
    Southwinds Motel
    Check-in:
    from 16:00 until 23:59
    Check-out:
    from 08:00 until 11:00
    • Children and extra beds
    • There are no cribs provided in a room.