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Southwinds Motel

2.0 star property
Hotel near Duval Street in Key West

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Photo gallery for Southwinds Motel

Bar (on property)
Front of property
Standard Room, 2 Queen Beds | Premium bedding, down comforters, pillowtop beds, individually decorated
Reception
Property grounds

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Air conditioning
  • Bar

Explore the area

View in a 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 comforters, pillowtop beds, individually decorated

Standard Room, 1 Queen Bed

8.2 out of 10
Very good
(103 reviews)
  • 250 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds | Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 2 Queen Beds

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

View all photos for Deluxe Room

Premium bedding, down comforters, pillowtop beds, individually decorated

Deluxe Room

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

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed | Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 1 King Bed

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

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About the neighborhood

Key West

Old Town Key West stay.A stay at this Old Town Key West hotel places you steps from South Beach and within a 5-minute walk of Duval Street. Southernmost Point and Ernest Hemingway Home and Museum are also within half a mile (1 km).

What's nearby

  • Duval Street - 3 min walk - 0.2 miles
  • South Beach - 3 min walk - 0.2 miles
  • Southernmost Point - 5 min walk - 0.3 miles
  • Clarence S. Higgs Memorial Beach Park - 9 min walk - 0.5 miles
  • Ernest Hemingway Home and Museum - 9 min walk - 0.5 miles

Getting around

  • Key West Intl. Airport (EYW) - 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

Hotel near Duval Street in Key West
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 is 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 feature coffee/tea makers and hair dryers. Each accommodation is individually furnished and decorated. Pillowtop beds feature down comforters and premium bedding. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include showers and complimentary toiletries.

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

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Apr 5 - Apr 6
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Property amenities

Family friendly

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

Parking and transportation

  • Self parking on site (USD 22.50 per day)

Food and drink

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

Things to do

  • 2 outdoor pools

Accessibility

  • No elevator

Room amenities

Entertainment

  • 32-inch LED TV with cable channels

Bedroom

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

Bathroom

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

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 available

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 cribs (infant beds)!

Property 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 guestroom 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 each 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

How close is Southwinds Motel to the airport?

Southwinds Motel is 3.2 mi (8-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

How much does it cost to stay at Southwinds Motel?

As of Mar 7, 2026, prices found for a 1-night stay for 2 adults at Southwinds Motel on Apr 5, 2026 start from $362, 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.

Does Southwinds Motel have an airport shuttle?

Airport shuttle services are not available at Southwinds Motel.

How close is Southwinds Motel to the beach?

This hotel is a short 3-minute walk from South Beach and 11-minute walk from Clarence S. Higgs Memorial Beach Park. Don't forget your sunscreen!

Does Southwinds Motel offer free breakfast?

Southwinds Motel offers free continental breakfast every day from 7:00 AM to 10:00 AM.

Is there a casino at Southwinds Motel?

No, there is no casino at this hotel.

What time is check-in at Southwinds Motel?

Check-in start time: 4:00 PM; Check-in end time: midnight.

Is there free parking at Southwinds Motel?

Free parking is not available at this hotel. Self parking is available for USD 22.50 per day.

Does Southwinds Motel have a pool?

Southwinds Motel features 2 outdoor pools.

Does Southwinds Motel have a restaurant?

Southwinds Motel is home to Tipsy Rooster, which features light fare.

Does Southwinds Motel have a spa?

There are no spa services available at this hotel.

How close is Southwinds Motel to downtown Key West?

Southwinds Motel is 0.6 mi away from Key West.

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 733 out of 1296 reviews
Rating 8 - Good. 339 out of 1296 reviews
Rating 6 - Okay. 144 out of 1296 reviews
Rating 4 - Poor. 57 out of 1296 reviews
Rating 2 - Terrible. 23 out of 1296 reviews

8.8/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.2/10

Property conditions & facilities

Reviews

10/10 Excellent

JD

Stayed 3 nights in Oct 2025

10/10 Excellent

JOHN, milford

Stayed 1 night in Jan 2026

4/10 Poor

Thomas, Warwick

Put us in a room right next to bar that had extremely loud music till 1-2 AM, also outside lights on all night and it was like daytime in the room, even with blinds closed, no drapes, made reservations for 2 rooms months earlier and our friends were the farthest room away from us
Stayed 2 nights in Dec 2025

10/10 Excellent

Michelle

Traveled 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

Traveled 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

Traveled with group, Traveled with partner, Traveled with family
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

Traveled 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

Traveled 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

Traveled 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

Traveled 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

Traveled 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

10/10 Excellent

Anita L

Traveled with family and small children
Liked: Cleanliness, amenities, property conditions & facilities
The room was great!
Stayed 1 night in Nov 2025

10/10 Excellent

Sanda

Liked: Cleanliness, amenities, property conditions & facilities
Clean room, friendly staff, location
Stayed 2 nights in Nov 2025

8/10 Good

Ivy

The staff is always very helpful and friendly at Southwinds Motel. Our room was accomodating but rather small for a double. And they need to put more hooks in the bathroom and a full length mirror in the room. There is nothing on the walls so there is room and a large mirror would be nice.
Stayed 3 nights in Nov 2025

10/10 Excellent

Julie

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
We had a great stay for the weekend. We loved having the chairs and towels at the beach one block away. All of the employees were nice and helpful.
Stayed 3 nights in Nov 2025