Southwinds Motel is a tropical haven near South Beach, where you can kick back in the outdoor entertainment area or take a dip in one of two pools. Enjoy continental breakfast, bike rentals, and beach towels at your fingertips – plus helpful staff that have earned rave reviews from previous guests.
Located close to South Beach and Southernmost Point, Southwinds Motel provides free continental breakfast, laundry facilities and an outdoor entertainment area. Guests can also expect to find a bar.
You'll also enjoy the following perks during your stay:
2 outdoor pools, along with sunloungers and pool umbrellas
Self-parking (surcharge), coffee/tea in reception and tour/ticket information
Free newspapers, concierge services and beach towels
Luggage storage, a 24-hour front desk and outdoor furniture
Guest reviews say great things about the beach locale and helpful staff
Room features
All 58 individually furnished rooms feature comforts, such as premium bedding and air conditioning. Guest reviews highly rate the cleanliness rooms at the property.
Check-in start time: 4:00 PM; check-in end time: midnight
Late check-in subject to availability
Minimum check-in age - 18
Check-out
Check-out before 11 AM
Contactless check-out
Special check-in instructions
Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools
Access methods
Staffed front desk
Pets
Pets not allowed
Children and extra beds
Children are welcome
Rollaway/extra beds are not available.
Free cots are available on request at the property
Payment types
Important information
Fees
You'll be asked to pay the following charges at the property. Fees may include applicable taxes:
Resort fee: USD 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.
Optional extras
Self-parking fee: USD 22.50 per day
The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.
You need to know
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
We should mention
This property does not have any lifts
Only registered guests are allowed in the guestrooms
Alcohol is not served at this property
Frequently asked questions
Does Southwinds Motel have a pool?
Yes, this property has 2 outdoor pools.
How much does it cost to stay at Southwinds Motel?
As of 21 May 2026, prices found for a 1-night stay for 2 adults at Southwinds Motel on 21 June 2026 start from AU$275, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Southwinds Motel pet-friendly?
No, pets are not allowed at this property.
How much is parking at Southwinds Motel?
Self-parking is available for USD 22.50 per day.
What time is check-in at Southwinds Motel?
Check-in start time: 4:00 PM; check-in end time: midnight. Late check-in is available during limited hours.
What time is check-out at Southwinds Motel?
Checkout is at 11 AM.
Where is Southwinds Motel located?
Located in Old Town Key West, this hotel is within a 5-minute walk of Duval Street, South Beach and Southernmost Point. Ernest Hemingway Home and Museum and Clarence S. Higgs Memorial Beach Park are also within 15 minutes.
Can I cancel my reservation for free and receive a full refund?
Yes, this property offers free cancellation on selected room rates because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.
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Reviews
Reviews
8.6
Excellent
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
My husband and I had a great time. The staff was friendly, this is a great location for the price. The Tipsy Rooster was fantastic, the drinks and music were perfect. We will be back
Had always noticed the South winds Motel right by Tipsy Rooster (my favorite little place in Key West) when I come down but had never stayed until this past weekend. It was perfect for our needs! Plenty of space in the room, including a spacious closet, clean, comfy beds, 2 nice pools to wake you up in the morning after a couple drinks the night before, and while there was limited interaction with the staff, they were great! Easy check-in and out. Truly enjoyed this place and will 100% stay again when I come down next!
We absolutely loved our stay! Our room was so quaint and very clean. The pools were lovely and it was nice to have one heated. Location is excellent. We parked our car and walked everywhere.
Sandra
Stayed 2 nights in Mar 2026
Verified
8/10 Good
Mavis
14 Mar 2026
Liked: Cleanliness
Large spacious room. Good location.
Mavis
Stayed 2 nights in Feb 2026
Verified
8/10 Good
Grady
13 Feb 2026
The rooms were clean, the staff was polite and helpful, and the provided light breakfast options provided were good.
Older motel, rooms are kinda small but everything was clean, staff was great, even had free use of laundry facilities, decent breakfast selection with nearby options also available.
Thomas
Stayed 7 nights in Feb 2026
Verified
6/10 Okay
irene
7 Mar 2026
Liked: Cleanliness
Shopping near. Poolside was nice and pool was clean.
Great location! Outside of the Duvall Street bustle but within easy walking distance to everything, including the beach, grocery store and restaurants. The onsite outdoor bar, the Tipsy Rooster, features great drinks and live music. The onsite pools are great. One has plenty of room for the family and the other is heated and provides a quieter, more laid-back and secluded place to relax. My go-to place in Key West for affordability and convenience!
This motel was perfect for what we needed. It had breakfast, two pools, a bar and an ice cream shop with donuts. The location was great with the Deli across the street and the food truck across the other street. It was super close to this other most hotel where you can utilize their lounge chairs and it was a great place to sit right on the beach for food. And if you wanted to take a picture with the famous buoy, it was right there. You could also rent golf carts right across the street as well. A nice walk to Duvall Street. I would definitely return because of the ease of everything.