Southwinds Motel
Luxurious Amenities Experience comfort and convenience with our plush eurotop mattresses, daily continental breakfast, and beach access for a perfect getaway.
Leisure and Entertainment Relax by one of our two outdoor pools or grab a drink at the Tipsy Rooster Bar and Liquor Store. Enjoy Duval Street just a short stroll away for shopping and dining.
Concierge Services and Location Take advantage of our concierge desk for local tips and bicycle rentals to explore nearby attractions like the Ernest Hemingway Home and Museum. Book your stay at Southwinds Motel now for a memorable Key West experience.
Most popular facilities
- WiFi available
- Parking
- Non-smoking rooms
- Air conditioning
- Swimming pool
- 24-hour front desk
- Heating
- Laundry
- Luggage storage
- Bar
- Tour desk
- Private parking
What we’d check for you here
- Whether the rate moves for your dates, and what it includes.
- Whether a room on a low floor, or two rooms together, is possible.
- What the property actually charges at the desk on top of the rate.
- Whether they can hold a late arrival, and until when.
House rules
- Check-in
- From 04:00 PM
- Check-out
- By 11:00 AM
Payment
Paid at the time of booking, not at the desk. The property may still take a card at check-in for incidentals — that is their own policy and separate from what you pay us.
The fine print
Guests under the age of 18 can only check in with a parent or official guardian. Please note that the resort fee includes: - Continental Breakfast - Wireless Internet - Beach Access - Lounge Chairs - Towels. Please note parking on site is available for a daily fee of $20.00 plus taxGuests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. A deposit may be required at the property.
Questions about Southwinds Motel
What time is check-in and check-out at Southwinds Motel?
Check-in is from 04:00 PM. Check-out is by 11:00 AM. If you're arriving late, tell us and we'll ask the property to hold the room.
Is there parking at Southwinds Motel?
Parking is listed among the property's facilities. Whether it's free and whether a space can be reserved varies, so we check it against your dates rather than promise it here.
Does Southwinds Motel have a pool?
Yes — a pool is listed among the property's facilities. Seasonal closures are common, so we'll confirm it's open for your dates.
Does Southwinds Motel have Wi-Fi?
Yes — internet access is listed among the property's facilities.
How do I book Southwinds Motel?
Put your dates in above and book online. Rates are live from the property and include taxes and fees we can read; anything we can't price, we say so rather than guess.
Where is Southwinds Motel?
1321 Simonton Street, Key West, FL.
Other places we book in Key West
Guest review categories are not on this page yet — the supplier gives an overall score but no breakdown, and we would rather show nothing than invent the bars. Call (888) 789-8585and we’ll read you what the property says.