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Southwinds Motel

1321 Simonton Street, Key West, FL

Check In
06/18/2026
Check Out
06/19/2026
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Rooms must be less than number of adults
Children's ages must be provided
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Room Options

Best Value!

Standard, 2 Queen Beds

Room Details
Standard, 2 Queen Beds
Room Details
Standard, Queen Bed
Room Facilities
Air Conditioning
Ceiling Fan
Cleaning Products
Microwave Oven
Refrigerator
Television
Room Details
Deluxe
Room Facilities
Air Conditioning
Ceiling Fan
Cleaning Products
Microwave Oven
Refrigerator
Television
Room Details
Standard, King Bed
Room Facilities
Air Conditioning
Cleaning Products
Microwave Oven
Refrigerator
Television

Standard Room, 1 Queen Bed

Room Details
Standard Room, 1 Queen Bed

Standard Room, 2 Queen Beds

Room Details
Standard Room, 2 Queen Beds

Standard Room, 1 King Bed

Room Details
Standard Room, 1 King Bed

Deluxe Room

Room Details
Deluxe Room

Room, 2 Queen Beds

Room Details
Room, 2 Queen Beds

Southwinds Motel Amenities

Pool umbrellas
Sailing nearby
Scuba diving nearby
Number of bars/lounges - 1
Number of outdoor pools - 2
Beach towels
Boat tours nearby
Free continental breakfast
Luggage storage
Free breakfast
Multilingual staff
24-hour front desk
Golfing nearby
Snorkeling nearby
Coffee/tea in common areas
Laundry facilities
Kayaking nearby
Beach sun loungers
Pool sun loungers
Concierge services

Southwinds Motel Hotel Details

At Southwinds Motel, your Key West adventure is complemented by a host of relaxing amenities. You can unwind by one of the two outdoor swimming pools, complete with umbrellas and sun loungers for your comfort. The property provides beach towels, making it easy to enjoy the nearby shoreline. For those looking to explore the water, activities such as sailing, snorkeling, scuba diving, kayaking, and boat tours are all available close by. After a day of sun and sea, you can relax with a drink at the on-site bar and lounge or enjoy a cup of coffee or tea available in the common areas.

To ensure a seamless stay, the motel offers several convenient services, including a complimentary continental breakfast to start your day. The 24-hour front desk is always available to assist you, and the multilingual staff is happy to help with any needs. Take advantage of the concierge services for local recommendations or use the luggage storage and laundry facilities. Check-in begins at 4:00 p.m. and check-out is at 11:00 a.m. Please note that guests must be at least 18 years old to check-in, and a government-issued photo ID and credit card may be required for incidental charges.

Guest Reviews

Guests frequently praise Southwinds Motel for its perfect location, noting its quiet setting is still within easy walking distance of Duval Street and other major attractions. Reviewers often describe the staff as exceptionally friendly and helpful, contributing to a welcoming atmosphere. The cleanliness of the rooms and the entire property is a recurring highlight in traveler feedback. Visitors also appreciate the two well-maintained swimming pools, providing a great place to relax. The motel's classic Key West charm is mentioned by many who enjoy the authentic, laid-back vibe. The complimentary continental breakfast is another convenience that guests find to be a pleasant start to their day.

Places to Visit Near Southwinds Motel in Key West (FL)

Explore the iconic sights of Key West, many of which are just a short walk from the hotel. You can tour The Ernest Hemingway Home and Museum, where visitors often admire the historic architecture and the famous six-toed cats that roam the grounds. A must-see landmark nearby is the Southernmost Point Buoy, a popular spot for photos marking the continental U.S.A.'s southernmost tip. For dining, shopping, and vibrant nightlife, take a stroll over to Duval Street. Reviewers describe this famous thoroughfare as the energetic heart of the island, with an endless variety of bars, art galleries, and boutiques to discover day and night.

Frequently Asked Questions

What is the address for Southwinds Motel in Key West, FL?

You can find Southwinds Motel at 1321 Simonton Street, Key West, FL.

What times are check-in and check-out at Southwinds Motel?

Check-in at the hotel is from 4:00 p.m., and check-out is until 11:00 a.m.

Is Wi-Fi included at Southwinds Motel?

Please contact the hotel directly for information about Wi-Fi availability and any associated fees.

Can I store luggage before check-in or after check-out?

Yes, the property offers luggage storage for your convenience.

Is breakfast available at Southwinds Motel?

Yes, you can enjoy a complimentary continental breakfast during your stay.

Does Southwinds Motel offer in-room dining or room service?

Please contact the hotel directly for information on their in-room dining options.

Does Southwinds Motel have a pool?

Yes, the hotel features two outdoor swimming pools for you to enjoy.

Is there a restaurant at Southwinds Motel?

Please contact the property directly for the most current information about on-site dining options.

Is there an ATM or currency exchange at Southwinds Motel?

Please contact the hotel directly to inquire about on-site ATM or currency exchange services.

Is there a gym, spa, or sauna at Southwinds Motel?

Please contact the hotel directly for information about fitness and wellness facilities.

Does Southwinds Motel offer airport transfer or shuttle?

Please contact the property directly to inquire about airport transportation services.

Is Southwinds Motel a pet-friendly hotel?

Please contact the hotel directly for information about their pet policy.
Southwinds Motel
1321 Simonton Street, Key West, FL
Choose your dates to book today's available rooms and dates
Check In
06/18/2026
Check Out
06/19/2026
Rooms
1
Adults
2
Children
0
Rooms must be less than number of adults
Children's ages must be provided
Check In Date
Check Out Date
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