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Southwinds Motel

2.0 star property

Photo gallery for Southwinds Motel

Bar (on property)
Reception
Standard Room, 2 Queen Beds
Property grounds
Front of property

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Air-conditioning
  • Bar
The current price is AU$539
includes taxes & fees
5 Apr - 6 Apr

Explore the area

View map
1321 Simonton Street, Key West, FL, 33040
  • Place, Duval Street
    ‪3 min walk‬
  • Place, South Beach
    ‪3 min walk‬
  • Place, Southernmost Point
    ‪5 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Room options

View all photos for Standard Room, 1 Queen Bed

Premium bedding, down duvets, pillow-top beds, individually decorated

Standard Room, 1 Queen Bed

8.4 out of 10
Very good
(104 reviews)
  • 23 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

8.8 out of 10
Excellent
(75 reviews)
  • 37 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Deluxe Room

Premium bedding, down duvets, pillow-top beds, individually decorated

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)
  • 28 sq m
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed

Standard Room, 1 King Bed

8.4 out of 10
Very good
(111 reviews)
  • 28 sq m
  • Sleeps 3
  • 1 King Bed

About the area

Key West

Southwinds Motel places you steps from South Beach and within a short 5-minute stroll of Duval Street. Highlights at this hotel include 2 outdoor swimming pools and free continental breakfast. .Tipsy Rooster is the hotel's own bar, serving drinks along with light fare. Other amenities include coffee/tea in a common area and laundry facilities. Each morning free breakfast is served. There's also the convenience of self parking. .Places within a short walk of this Old Town Key West hotel include Southernmost Point and Ernest Hemingway Home and Museum is within 15 minutes.

What's nearby

  • Duval Street - 3 min walk - 0.3 km
  • South Beach - 3 min walk - 0.3 km
  • Southernmost Point - 5 min walk - 0.4 km
  • Clarence S. Higgs Memorial Beach Park - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 8 min drive

Restaurants

  • ‪Seaside Cafe at the Mansion - ‬3 min walk
  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Circle K - ‬6 min walk
  • ‪Banana Cafe - ‬4 min walk
  • ‪Southernmost Point Bar in the USA - ‬5 min walk

About this property

Southwinds Motel

Southwinds Motel offers its guests 2 outdoor swimming pools. You can enjoy a drink at the bar/lounge. Free breakfast is available daily.

A vending machine, multilingual staff, and tour/ticket assistance are also featured at Southwinds Motel. For a fee, parking is available.

Smoking is allowed in designated areas at this Key West hotel.

  • 1 floor
  • 58 guestrooms or units
  • 9 buildings
  • Continental breakfast (free)
  • Beach lounge chairs
  • Towels for the beach
  • Poolside lounge chairs
  • Umbrellas for the pool
  • Coffee in lobby
  • Self-service laundry
  • Front desk (24 hours)
  • Staff members are multilingual
  • Storage area for luggage
  • Tour and ticket information
  • Concierge
  • Outdoor picnic space
  • Newspapers in lobby (free)
  • Smoking in designated areas
  • Bar or lounge
Southwinds Motel offers 58 air-conditioned accommodations, which are accessible via exterior corridors, and features coffee/tea makers and a hairdryer. Each accommodation is individually furnished and decorated. Pillowtop beds feature down duvets and premium bedding. Guests can make use of the in-room fridges and microwaves. Bathrooms include a shower and complimentary toiletries.

32-inch LED televisions come with cable channels. Business-friendly amenities include telephones along with free local calls (restrictions may apply). Housekeeping is provided on request.

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Property amenities

Parking and transport

  • Parking on site (USD 22.50 per day)
  • Limited on-site self parking

Food and drink

  • Free continental breakfast available daily 7:00 AM to 10:00 AM
  • A bar/lounge
  • Coffee and tea in common areas

Restaurants on site

  • Tipsy Rooster

Things to do

  • 2 outdoor pools

Family friendly

  • 2 outdoor pools
  • High chair
  • In-room cot
  • In-room microwave
  • In-room refrigerator
  • Laundry facilities
  • Pool gate

Conveniences

  • 24-hour front desk
  • Free newspapers in lobby
  • Laundry facilities
  • Luggage storage
  • Vending machine

Guest services

  • Concierge services
  • Housekeeping on request
  • Multilingual staff
  • Proposal/romance packages
  • Tour and ticket assistance

Outdoors

  • Beach loungers
  • Beach towels
  • Outdoor entertainment area
  • Outdoor furniture
  • Picnic area
  • Pool loungers
  • Pool umbrellas

Accessibility

  • No lift

More

  • 1 floor
  • 9 buildings
  • Designated smoking areas

Room amenities

Bedroom

  • Down comforter
  • Free cot
  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

Entertainment

  • 32-inch LED TV with cable channels

Food and drink

  • Cleaning supplies
  • Coffee/tea maker
  • Microwave
  • Paper towels
  • Refrigerator

More

  • Access via exterior corridors
  • Air conditioning
  • Electrical adapters
  • Free local calls
  • Individual decor
  • Individual furnishings
  • Iron/ironing board
  • Phone
  • Window screens

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

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Free cots (infant beds)!

Payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • 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've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Self-parking fee: USD 22.50 per day

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Charges for extra guests may apply and vary according to property policy.
A credit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 guest room reservation. This property accepts Visa, Mastercard, American Express, Discover, Diners Club, debit cards and cash. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in all accommodation.

We should mention

  • Registered guests are the only ones allowed to be in guestrooms.
  • Alcohol isn't served at Southwinds Motel.

Property is also known as

Southwinds Motel Key West
Southwinds Motel
Southwinds Key West
Southwind Hotel Key West
Southwinds Motel Hotel
Southwinds Motel Key West
Southwinds Motel Hotel Key West

Frequently asked questions

What is the cancellation policy at Southwinds Motel?

Southwinds Motel offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at Southwinds Motel?

As of 13 Mar 2026, prices found for a 1-night stay for 2 adults at Southwinds Motel on 5 Apr 2026 start from AU$539, 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 parking available at Southwinds Motel?

Yep, Southwinds Motel has a self car park for USD 22.50 per day. A self car park is also available, for a fee.

Are there any beaches close to Southwinds Motel?

Yep, Southwinds Motel is a short 2-minute walk from Florida Keys Beaches. Fun beach activities include snorkelling, scuba diving and parasailing. You can also find boat tours.

Does Southwinds Motel have a pool?

Yep, and guests recommend it! Southwinds Motel has 2 outdoor swimming pools. Grab your bathers and lounge poolside while enjoying under the shade of an umbrella.

What makes Southwinds Motel a romantic place to stay?

Romance packages and a lounge bar, as well as pillowtop beds in the guestrooms, all help set the scene for a romantic weekend at Southwinds Motel.

Is Southwinds Motel family-friendly?

You bet! With amenities such as 2 outdoor pools and laundry facilities, as well as highchairs and free infant beds in the guestrooms, it's no surprise that Southwinds Motel is a hit with families.

Does Southwinds Motel serve breakfast?

Yeah, our visitors speak well of the free continental breakfast here! Served daily from 7:00 AM to 10:00 AM, this is the place to fuel up for a big day of adventure.

Is there a free airport shuttle available at Southwinds Motel?

No, Southwinds Motel does not offer an airport shuttle service.

What time are check-in & check-out at Southwinds Motel?

Check-in begins at 4:00 PM. Check-out time is 11 AM.

Are pets allowed at Southwinds Motel?

No, pets are not allowed.

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 724 out of 1286 reviews
Rating 8 - Good. 337 out of 1286 reviews
Rating 6 - Okay. 146 out of 1286 reviews
Rating 4 - Poor. 57 out of 1286 reviews
Rating 2 - Terrible. 22 out of 1286 reviews

8.8/10

Cleanliness

9.0/10

Staff & service

8.4/10

Amenities

8.2/10

Property conditions & facilities

Reviews

10/10 Excellent

Mary

Liked: Cleanliness, staff & service, amenities
Always a great stay at the Sea Oats.
Stayed 3 nights in Dec 2025

10/10 Excellent

Hailey

Liked: Cleanliness, amenities, property conditions & facilities
Perfect little place, great location!
Stayed 2 nights in Dec 2025

2/10 Terrible

Stephen

Travelled with partner
Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
We were jolted awake by a faulty fire alarm at 1am in the morning. The breakfast was presented in the small lobby and nowhere to sit except outside but all seats were wet due to rain. Our hotel room was very small and the bathroom had bugs which got into my shaving kit. Although I liked the old style cottages, for the price this place was not worth it.
Stayed 1 night in Dec 2025

6/10 Okay

Karl

Travelled with family
Liked: Cleanliness, amenities
Ok spot to stay. Tiny room. Weak water pressure in shower but I expected that. Staff wanted to charge me 20$ to park my rental car which I thought was outrageous. Put a 150$ hold on cc as soon as you check in. I’ve not seen the credit applied back as quickly. Tippys rooster was nice being part of motel. As the kids say. This place was mid.
Stayed 1 night in Dec 2025

10/10 Excellent

Sherri

Liked: Cleanliness, amenities, property conditions & facilities
Rooms were clean and comfortable. The staff was so friendly and accommodating. Sightseeing and restaurants were all close by. We would definitely stay there again.
Stayed 1 night in Dec 2025

10/10 Excellent

William

Stayed 7 nights in Dec 2025

10/10 Excellent

joan

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Really sweet little place with fantastic beach access. The beach is a block away but the hotel provides free towels and long chairs with umbrellas. Nice cuban deli across the street. Close to Duval but without its busy-ness.
Stayed 4 nights in Nov 2025

10/10 Excellent

Michelle

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Great location! Bar with live entertainment! Clean room! Two pools! It was perfect for my husband and me.
Stayed 1 night in Dec 2025

10/10 Excellent

Gary

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Most hotels off full breakfast now. Blinds weren’t room darkening so room was lit up all night
Stayed 1 night in Dec 2025

8/10 Good

Josh

Stayed 4 nights in Nov 2025

10/10 Excellent

Shawn

Liked: Cleanliness, amenities, property conditions & facilities
Great place! Clean room. Friendly staff. And a bar right out front of motel. What more could you want?? Highly recommend this place. Quiet area of KW. Away from all the hoopla
Stayed 7 nights in Nov 2025

4/10 Poor

Harry

Travelled with partner
Liked: Cleanliness, staff & service
Disliked: Amenities, property conditions & facilities
We were in a room that was very old and outdated and small. Need to demolish the older rooms and start over.
Stayed 2 nights in Nov 2025

8/10 Good

Rodney

Travelled with family, Travelled with partner, Travelled with group
Liked: Cleanliness, property conditions & facilities
Staff was great. Room was clean. Location was pretty good too. Breakfast was pretty much all “grab and go” but had a decent selection. Overall it was a very good stay and hard to beat for the price.
Stayed 3 nights in Nov 2025

10/10 Excellent

Tuing

Stayed 1 night in Nov 2025

2/10 Terrible

Edward

Travelled with group
Disliked: Cleanliness, amenities, property conditions & facilities
We had to ask to get our room cleaned and to get clean towels. We were also told at check in there was a $20 a day parking fee, in which was waved when I said to cancel my reservation. The bathroom plumbing was a less than adequate with no hot water on the last two days. No quiet time at night with younger guests being loud and obnoxious at 1/2AM in the morning. I could go on, but just to say our stay was very nupleasant is an understatement and I'm very unhappy that we spent that much money for that kind of service. I will not be booking that property again. I'm more than dissatisfied and I truly this reaches someone that cares. Thankyou.
Stayed 4 nights in Nov 2025

8/10 Good

Russell

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Room was clean, and the front desk staff was very nice.
Stayed 1 night in Nov 2025

6/10 Okay

Koichi

Stayed 1 night in Nov 2025

10/10 Excellent

rafel

Liked: Cleanliness, staff & service, amenities
nice place
Stayed 1 night in Nov 2025

10/10 Excellent

Holly, Apache Junction

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

6/10 Okay

Samuca

Location was perfect. However when we arrived in the room there were no towels and no soap to take a shower. In addition, breakfast selection wasn’t good at all. We were put in a room behind a bar and it was extremely loud until 2am in the morning.
Stayed 2 nights in Nov 2025

10/10 Excellent

James

Travelled with partner
Liked: Cleanliness, staff & service, amenities
Nice breakfast and room was nice. Only problem was parking was tight on the side of the hotel we was on. Hotel was in a very nice area and the staff was very good.
Stayed 2 nights in Nov 2025

8/10 Good

Dennis

Liked: Cleanliness, property conditions & facilities
Room was large and clean
Stayed 2 nights in Nov 2025

8/10 Good

Sally

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fantastic location and friendly staff.
Stayed 4 nights in Oct 2025

10/10 Excellent

Gerry

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great little place. It's got a bit of that old Key West flavor that's getting harder and harder to find. Great staff...friendly and helpful. Go here. It's cool.
Stayed 2 nights in Nov 2025

10/10 Excellent

Carissa

Liked: Cleanliness, staff & service, amenities
Stay was wonderful. Staff was very accommodating and helpful. Room is spacious and clean with serviceable fridge and microwave. Bathroom size could be bigger and would recommend checking shower drain for smell especially when not in used
Stayed 2 nights in Nov 2025