Southwinds Motel
1321 Simonton Street, Key West, FL, USSee what's available
Pick your check-in and check-out dates to view rooms and rates.
About this property
Southwinds Motel is a 2-star independent property located in Old Town Key West, steps from South Beach and an easy walk to Duval Street. The hotel sits just 0.2 miles from the Southernmost Point and 0.6 miles from the Ernest Hemingway Home and Museum, placing guests within reach of Key West's most visited attractions.
The property offers 58 individually decorated guestrooms, each equipped with a refrigerator, microwave, and 32-inch LED television with cable programming. Beds feature pillowtop construction with down comforters and premium linens. Private bathrooms include showers, complimentary toiletries, and hair dryers. Guests rate room comfort at 4.3 out of 5 stars.
Amenities include a bar and lounge, complimentary continental breakfast served daily from 7:00 AM to 10:00 AM, and concierge services for assistance with tours and tickets. Two outdoor pools with sun loungers and umbrellas provide relaxation space, while a picnic area offers an informal dining alternative. Vending machines and luggage storage are available throughout the property. The hotel's single-floor layout keeps all rooms easily accessible. Nearby activities include sailing, scuba diving, snorkeling, kayaking, bicycle rentals, and boat tours. The beach and various water sports are within close reach.
Check-in runs from 4:00 PM to midnight, and check-out is at 11:00 AM. The property does not allow pets. A 24-hour front desk and multilingual staff provide ongoing support. Parking is available for an additional fee.
Location & nearby attractions
Florida Keys Beaches - 0.1 km / 0.1 mi
Duval Street - 0.2 km / 0.1 mi
Simonton Beach - 0.2 km / 0.1 mi
South Beach - 0.2 km / 0.2 mi
Key West Butterfly and Nature Conservatory - 0.3 km / 0.2 mi
Southernmost Point - 0.4 km / 0.2 mi
City Zoo Gallery - 0.5 km / 0.3 mi
Tennessee Williams Key West Exhibit - 0.6 km / 0.4 mi
Saint Mary Star of the Sea - 0.8 km / 0.5 mi
Key West Lighthouse and Keeper's Quarters Museum - 0.8 km / 0.5 mi
Key West Firehouse Museum - 0.9 km / 0.5 mi
Ernest Hemingway Home and Museum - 0.9 km / 0.5 mi
Clarence S. Higgs Memorial Beach Park - 0.9 km / 0.6 mi
Key West Cemetery - 1.1 km / 0.7 mi
San Carlos Institute - Casa Cuba - 1.2 km / 0.8 mi
The preferred airport for Southwinds Motel is Key West Intl. Airport (EYW) - 5.2 km / 3.2 mi
Rooms
Dining
Amenities & features
Getting here
Sorry, no airport shuttle available.
Check-in & check-out
- Extra-person charges may apply and vary depending on property policy
- Government-issued photo identification and a credit card may be required at check-in for incidental charges
- Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
- Minimum Spring Break check-in age is 18 years old
- The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation
- This property accepts credit cards, debit cards, and cash
- Safety features at this property include a carbon monoxide detector and a smoke detector
- Front desk staff will greet guests on arrival at the property. Information provided by the property may be translated using automated translation tools.
Contactless check-out is available
Pet policy
Pets are not allowed.
Fees & policies
- You'll be asked to pay the following charges at the property. Fees may include applicable taxes: Resort fee: $33.75 per accommodation, per night The resort fee includes: Additional inclusions Beach access Beach loungers Beach towels Concierge service In-room coffee Internet access Laundry facilities Partner property beach club access Phone calls Pool access We have included all charges provided to us by the property. Self parking fee: $22.50 per day The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.
Know before you go
- Only registered guests are allowed in the guestrooms.
- Alcohol is not served at this property.
- Contactless check-out is available.
Frequently asked questions
What are the check-in and check-out times at Southwinds Motel?
Check-in starts at 4:00 PM - midnight. Check-out is by 11:00 AM.
Where is Southwinds Motel located?
Southwinds Motel is located at 1321 Simonton Street, Key West, FL, US.
What attractions are near Southwinds Motel?
Distances are displayed to the nearest 0.1 mile and kilometer. Florida Keys Beaches - 0.1 km / 0.1 mi Duval Street - 0.2 km / 0.1 mi Simonton Beach - 0.2 km / 0.1 mi South Beach - 0.2 km / 0.2 mi Key West Butterfly and Nature Conservatory - 0.3 km / 0.2 mi Southernmost Point - 0.4 km / 0.2 mi City Zoo Gallery - 0.5 km / 0.3 mi Tennessee Williams Key West Exhibit - 0.6 km / 0.4 mi Saint Mary Star of the Sea - 0.8 km / 0.5 mi Key West Lighthouse and Keeper's Quarters Museum - 0.8 km / 0.5 mi Key West Firehouse Museum - 0.9 km / 0.5 mi Ernest Hemingway Home and Museum - 0.9 km / 0.5 mi Clarence S. Higgs Memorial Beach Park - 0.9 km / 0.6 mi Key West Cemetery - 1.1 km / 0.7 mi San Carlos Institute - Casa Cuba - 1.2 km / 0.8 mi The preferred airport for Southwinds Motel is Key West Intl. Airport (EYW) - 5.2 km / 3.2 mi
How do I get to Southwinds Motel?
Sorry, no airport shuttle available.
What dining options are available at Southwinds Motel?
Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is served daily from 7:00 AM to 10:00 AM.
What amenities does Southwinds Motel offer?
Southwinds Motel features amenities such as Bar & Lounge, Pool, Laundry, Parking, Beach, Free Breakfast.
What are the rooms like at Southwinds Motel?
Make yourself at home in one of the 58 individually decorated guestrooms, featuring refrigerators and microwaves. Your pillowtop bed comes with down comforters and premium bedding. 32-inch LED televisions are provided, with cable programming available. Private bathrooms with showers feature complimentary toiletries and hair dryers.
Is Southwinds Motel pet-friendly?
Pets are not allowed at Southwinds Motel.
What fees should I know about at Southwinds Motel?
You'll be asked to pay the following charges at the property. Fees may include applicable taxes: Resort fee: $33.75 per accommodation, per night The resort fee includes: Additional inclusions Beach access Beach loungers Beach towels Concierge service In-room coffee Internet access Laundry facilities Partner property beach club access Phone calls Pool access We have included all charges provided to us by the property. Self parking fee: $22.50 per day The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.
What should I know before staying at Southwinds Motel?
Only registered guests are allowed in the guestrooms. Alcohol is not served at this property. Contactless check-out is available.