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Southwinds Motel

2.0 star property
Unwind with sun-kissed loungers by the pool or enjoy lively entertainment nearby. With bike rentals and tour assistance at hand, adventure awaits.

Choose dates to view prices

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.

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Air-conditioning
  • Bar
The current price is AU$259
includes taxes & fees
26 May - 27 May

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Policies

Check-in

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 26 May 2026 start from AU$259, 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

8.8

Cleanliness

8.4

Amenities

9.0

Staff & service

8.2

Property conditions & facilities
Rating 10 - Excellent. 749 out of 1356 reviews
Rating 8 - Good. 364 out of 1356 reviews
Rating 6 - Okay. 154 out of 1356 reviews
Rating 4 - Poor. 60 out of 1356 reviews
Rating 2 - Terrible. 29 out of 1356 reviews

Reviews

Verified

10/10 Excellent

Jennifer

Liked: Cleanliness, staff & service, property conditions & facilities
Perfect location for our family vacation to Key West! Very friendly staff, clean rooms, basic continental breakfast (all pre-packaged).
Stayed 4 nights in Apr 2026
Verified

10/10 Excellent

Deborah

Liked: Cleanliness, amenities, property conditions & facilities
Great location and comfortable stay.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location! Wonderful, pleasant and informative staff.
Stayed 3 nights in Apr 2026
Verified

8/10 Good

Catherine

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This place was good and clean. The staff were nice, and very helpful. I would stay here again. Very affordable.
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Jennifer

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was very clean and the staff was great. I really enjoyed the heated pool.
Stayed 5 nights in Mar 2026
Verified

10/10 Excellent

Kimberly

Wonderful location, had everything we needed!
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Khrystyn

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Sandra

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 2 nights in Mar 2026
Verified

8/10 Good

Mavis

Liked: Cleanliness
Large spacious room. Good location.
Stayed 2 nights in Feb 2026
Verified

8/10 Good

Grady

The rooms were clean, the staff was polite and helpful, and the provided light breakfast options provided were good.
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Karen

Liked: Cleanliness, amenities, property conditions & facilities
Clean room, friendly staff
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Robyn

Liked: Cleanliness, amenities, property conditions & facilities
Great place to stay. Great location was able to walk everywhere. Pools were both clean and great. Room was small but clean. We will be returning.
Stayed 7 nights in Feb 2026
Verified

8/10 Good

Thomas

Liked: Cleanliness, amenities, property conditions & facilities
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.
Stayed 7 nights in Feb 2026
Verified

6/10 Okay

irene

Liked: Cleanliness
Shopping near. Poolside was nice and pool was clean.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Laura

Liked: Cleanliness, amenities, property conditions & facilities
Clean rooms, hot showers, friendly staff, great location! The Tipsy Rooster was a bonus 🙂
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Valerie

Liked: Cleanliness, amenities, property conditions & facilities
Friendly and helpful staff.
Stayed 8 nights in Jan 2026
Verified

10/10 Excellent

Sherri

Liked: Cleanliness, staff & service, amenities
Wonderful room by the pool. Excellent staff, great location to be able to walk just about anywhere on the island.
Stayed 1 night in Jan 2026
Verified

8/10 Good

Vincent R.

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Adequate........Close to all amenities..........
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Noelle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!
Stayed 4 nights in Apr 2026
Verified

8/10 Good

anna

Liked: Cleanliness, staff & service, amenities
Clean nice motel
Stayed 6 nights in Dec 2025
Verified

10/10 Excellent

Holly

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everyone was so nice, great location.
Stayed 3 nights in Nov 2025
Verified

8/10 Good

Inge Ryberg Hove

Liked: Cleanliness, staff & service, amenities
Very nice room, surroundings, and staff very kind and serviceminded
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Brandy Lynn

Liked: Cleanliness, amenities, property conditions & facilities
Super cute! Perfect location. We would stay again.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Christie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 3 nights in Apr 2026