Southwinds Motel
1321 Simonton Street, Key West
Checking price…
Top-rated location
Guests rate location 10.0/10.
Pool on site
Cool off without leaving.
Guests loved it
Great location
Well reviewed
2,641 guest reviews.
Popular amenities
About 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.
Good to know about Southwinds Motel
Check-in
04:00 PM
Check-out
11:00 AM
Pets
Not allowed
Children
Welcome
How Southwinds Motel's price works
One flat fee
The price is what the hotel charges us plus one small, flat service fee — the same for every guest.
No surveillance pricing
We never use your device, location or browsing history to decide what you pay.
All-in, no surprises
Taxes and known fees are shown up front. What you see is what you book.
Southwinds Motel reviews
Very good
2,641 reviews · updated January 2026
Guests loved
- + Great location
- + Friendly staff
Worth noting
- – High prices
- – Cleanliness issues
Things to do near Southwinds Motel
1321 Simonton Street, Key West
Open in Google Maps ↗Southwinds Motel property amenities
Internet
- WiFi available
- Paid WiFi
Parking & transportation
- Parking
- Private parking
- Accessible parking
Pools, spa & fitness
- Swimming pool
- Outdoor pool
- Heated pool
Food & drink
- Bar
- Sun loungers or beach chairs
- Physical distancing in dining areas
Services & conveniences
- 24-hour front desk
- Laundry
- Luggage storage
- Tour desk
- Concierge service
- Staff adhere to local safety protocols
- Laundry washed per local authority guidelines
- Screens / Barriers between staff and guests for safety
Climate & comfort
- Non-smoking rooms
- Air conditioning
- Heating
More
- Vending machine - drinks
- Outdoor furniture
- Guest rooms disinfected between stays
- Cleaning standards that are effective against Coronavirus
- Physical distancing rules followed
- Hand sanitizer in guest room and key areas
- Cashless payment available
- First aid kit available
- Sanitized tableware & silverware
- Contactless check-in/check-out
- Guests can opt-out any cleaning services during stay
- Shared stationery like menus, pens are removed
- Food delivered to guest room
- Process in place to check health of guests
- Access to health care professionals
- Face masks for guests available
- Delivered food - securely covered
- Thermometers for guests provided by property
Southwinds Motel room amenities
Bedroom
- Sofa bed
Bathroom
- Shower
- Hair dryer
- Private bathroom
- Toilet
- Toilet paper
Entertainment
- TV
- Radio
Food & drink
- Coffee/tea maker
- Refrigerator
- Microwave
- Coffee machine
Internet & phone
- Telephone
- Free Local calls
Comfort
- Air conditioning
- Ceiling fan
- Fan
- Single-room air conditioning for guest accommodation
More
- Seating Area
Frequently asked questions about Southwinds Motel
What are the check-in and check-out times at Southwinds Motel?
Check-in starts at 04:00 PM and check-out is by 11:00 AM.
Does Southwinds Motel have WiFi?
WiFi is available at Southwinds Motel. Check your room's details for whether it's free or carries a charge.
Is parking available at Southwinds Motel?
Yes, parking is available at Southwinds Motel. A fee may apply — see the property's important information.
Does Southwinds Motel have a pool?
Yes — Southwinds Motel has a swimming pool.
Does Southwinds Motel have a restaurant?
Yes, there is on-site dining at Southwinds Motel. There's also a bar or lounge.
Do the rooms at Southwinds Motel have air conditioning?
Yes, rooms at Southwinds Motel have air conditioning.
Is Southwinds Motel wheelchair accessible?
Southwinds Motel offers facilities for guests with disabilities. Contact the property to confirm the specifics for your needs.
Is Southwinds Motel pet-friendly?
No, pets are not allowed at Southwinds Motel.
Is Southwinds Motel family-friendly?
Yes, Southwinds Motel welcomes families.
How far is Southwinds Motel from Honolulu airport (HNL)?
It's about 4785 mi (straight-line) from Honolulu airport (HNL).
What's the closest beach to Southwinds Motel?
The nearest is Lanikai Beach, about 4771 mi away (straight-line).
What is the cancellation policy at Southwinds Motel?
It depends on the rate you pick — many rooms at Southwinds Motel offer free cancellation. You'll see each room's exact policy before you book.
Are there extra fees at Southwinds Motel?
Southwinds Motel may charge a resort fee. Any mandatory property fees are shown in your all-in total before you book — no surprises at checkout.
What guest services does Southwinds Motel offer?
Southwinds Motel offers services such as concierge, laundry, luggage storage.
Is Southwinds Motel a good place to stay?
Guests rate it 8.6/10 (Very good) across 2,641 reviews.
How does pricing work at Southwinds Motel on travelpluscost?
One honest price: what the hotel charges us plus one small flat fee — the same for everyone, never based on your data. No hidden markup and no fake discounts.
Southwinds Motel policies
Children and extra bed policy
Children of any age are allowed. Children up to and including 17 years old stay for free when using an existing bed. You haven't added any cots. You haven't added any extra beds.
Pets
Pets are not allowed.
Internet
WiFi is available in all areas and charges are applicable.
Parking
Private parking is possible on site (reservation is not needed) and charges may be applicable.
You need to know about Southwinds Motel
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.
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