Southwinds Motel

2.0 star property

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Photo gallery for Southwinds Motel

Exterior
2 outdoor pools, pool umbrellas, pool loungers
Standard Room, 2 Queen Beds | Premium bedding, down duvets, pillow-top beds, individually decorated
Deluxe Room | Living area | 32-inch LED TV with cable channels, TV
Exterior

Reviews

8.8 out of 10
Excellent

Popular amenities

  • 24/7 front desk
  • Bar
  • Laundry
  • Air conditioning

Explore the area

Map
1321 Simonton Street, Key West, FL, 33040
  • Duval Street
    ‪3 min walk‬
  • South Beach
    ‪3 min walk‬
  • Southernmost Point
    ‪5 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

Room options

Standard Room, 1 King Bed

  • 28 sq m
  • Sleeps 3
  • 1 King Bed

Deluxe Room

  • 28 sq m
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

Standard Room, 2 Queen Beds

  • 37 sq m
  • Sleeps 4
  • 2 Queen Beds

Standard Room, 1 Queen Bed

  • 23 sq m
  • Sleeps 3
  • 1 Queen Bed

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About this property

Southwinds Motel

Hotel with 2 outdoor swimming pools, steps from South Beach
2 outdoor pools, a bar/lounge and coffee/tea in a common area are available at this hotel. Continental breakfast is free. Additionally, concierge services, laundry facilities and a 24-hour front desk are on-site. Housekeeping is available on request.
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.

2 outdoor swimming pools are on site.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Our customers tell us that they enjoy the free breakfast at Southwinds Motel. During your stay, you're just a quick walk from Duval Street. Enjoy features like 2 outdoor pools, a bar and concierge services.
  • Free continental breakfast served daily
  • Enjoy drinks at the bar/lounge
  • Take a swim in the 2 outdoor pools
  • Services include a concierge, tour or ticket assistance and luggage storage
  • On-site recreation includes bicycles to rent
  • Guests really like the accommodation for the comfy beds and cleanliness
  • Steps from South Beach and 3 minutes on foot from Duval Street
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.

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

Guests are served a free continental breakfast daily from 7:00 AM to 10:00 AM.
Tipsy Rooster – This bar only serves light fare.

Languages

English, Russian, Spanish

Property amenities

Parking and transport

  • Limited on-site parking
  • Wheelchair-accessible parking available

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
  • Bicycle rentals

Family friendly

  • 2 outdoor pools
  • Free cot
  • Highchair
  • 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

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No lift
  • Wheelchair-accessible parking

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

Access methods

Staffed front desk

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Kids stay free! Children 13 years old and younger stay free when using existing bedding.
  • Rollaway/extra beds are not available.
  • Free cots (infant beds)!

Payment types at the property

Important information

Fees

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

  • Resort fee: USD 28.13 per accommodation, per night
The resort fee includes:
  • Beach access
  • Beach loungers
  • Beach towels
  • Concierge service
  • In-room coffee
  • Internet access
  • Laundry facilities
  • Partner property beach club access
  • Phone calls
  • Pool access
  • Self-parking

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

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Front desk staff will greet guests on arrival at the property.

We should mention

  • Children aged 13 years old and younger stay free in the same room as the parent or guardian when using existing bedding.
  • 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

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 636 out of 1109 reviews
Rating 8 - Good. 290 out of 1109 reviews
Rating 6 - Okay. 119 out of 1109 reviews
Rating 4 - Poor. 45 out of 1109 reviews
Rating 2 - Terrible. 19 out of 1109 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.4/10

Property conditions & facilities

8.2/10

Eco-friendliness

Reviews

8/10 Good

Martin

Travelled with partner
Disliked: Amenities
Whole property could use a paint job but beds we’re comfortable and shower was good. Heated pool was nice
Stayed 3 nights in Feb 2025

8/10 Good

Ramona

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful motel, well maintained. Staff was friendly.
Stayed 3 nights in Feb 2025

10/10 Excellent

Daniel

Liked: Staff & service
No frills vacation. Was what we wanted for a 4 night get away.
Stayed 4 nights in Feb 2025

10/10 Excellent

Adele

Stayed 2 nights in Feb 2025

10/10 Excellent

Kevin

Stayed 1 night in Feb 2025

10/10 Excellent

Anita

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very convenient place and rooms very clean and inviting. Nice to have a bar attached. I would ensure room you get in not near nightclub next door if you want an early night.
Stayed 1 night in Feb 2025

8/10 Good

Judy, Apex

Travelled with family, Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
We liked the music each day on the property and the sitting area in front of the office. We could sit and talk without being directly in front of the music/Bar area. The breakfast was basic, not much for non-carb eaters. Also, unfortunately, only had non-dairy creamers which are full of chemicals. There is milk available, just hated opening a whole carton for a small amount. Towels were soft and thick. One bed was comfortable, the other squeaked and was worn. Bathroom sink was very small, hard to wash your face and no where to set toiletries. No shelf at all in shower, have to place soap and shampoo on the floor. Very hard for a senior person and just plain annoying. Over all a good motel, a little pricey but similar to others in area. We recommend staying here if you don't mind the small annoyances.
Stayed 4 nights in Feb 2025

8/10 Good

Mary

Travelled with family
Liked: Cleanliness, staff & service, amenities
The location was perfect close to the ocean and Duval Street. The motel has character and is tastefully arranged on the outside. The front seating area and live music was wonderful. It was nice to be able to rent bicycles right at the mote. The staff was wonderful. For the price - the room could have been in a little better shape. It was very small, and the towel racks were falling off the wall.
Stayed 4 nights in Feb 2025

10/10 Excellent

chester

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great location with great staff.

Check in was quick and painless. Staff was friendly and helpful. Rooms are clean and comfortable. Thanks for the hospitality. Location is perfect, 2 blocks from southern most point and 1 mile to sloppy Joe’s. Never had to drive anywhere.
Stayed 2 nights in Feb 2025

8/10 Good

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Decent place with good location

Good location about 15 minute walk to busy Duval bars. Close to Southermost point. Bed comfortable, not many drawers, had to live out of our bags. Nice having a bar in front of hotel.
Stayed 3 nights in Feb 2025

10/10 Excellent

Edward Scott

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Feb 2025

10/10 Excellent

Jodi

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Location, location, location! We were very well pleased with everything. The staff was super friendly and helpful!!! Rooms were very clean, and the place had all the amenities we could ask for! Definitely will stay there again and highly recommend SouthWinds to others.
Stayed 4 nights in Feb 2025

8/10 Good

Nikki

Travelled with group
Great place!!!!!
Stayed 2 nights in Feb 2025

10/10 Excellent

ROBERT

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Southwinds Key West

Easy check in and friendly, attentive staff. Older motel but very clean and great location.
Stayed 2 nights in Feb 2025

10/10 Excellent

Jody

Liked: Cleanliness, staff & service, property conditions & facilities
I cannot say enough good things about this motel. Karen, at the front desk was so helpful. She gave us tons of recommendations and was very accomodating. We parked our car and didn't have to move it until we left Key West. We walked to the beach, Southernmost Point, Bars, Restaurants, Hemingway House and Mallory Square. We would definitely stay here again.
Stayed 2 nights in Feb 2025

8/10 Good

Michael

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice property, pricing is moderate, close to Duval, walkable from Mallory Square to the Southern Most Point. Will stay again!
Stayed 2 nights in Feb 2025

4/10 Poor

Howard

While the staff was generally very good, the noise at night from the accompanying bar with live music made sleep next to impossible until quite late at night. Given that sleep is the main thing you want at this place, it makes it very difficult to endorse it
Stayed 2 nights in Feb 2025

8/10 Good

Kristen

Liked: Cleanliness, staff & service, property conditions & facilities

Decent value, clean.

Helpful staff, simple but clean renovated rooms, teensy bathroom and no bathroom fan so we must open windows (in full view of passersby). Parking is tight w lg vehicle. Nice outdoor touches (tables and chairs w greenery, hammocks) great little outdoor bar w live music nightly. All in all, good experience. Walkable to all.
Stayed 2 nights in Feb 2025

8/10 Good

Michele

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Convenient area, walkable to most attractions, clean, quaint. The only down side is the cost of stays in the Keys is expensive, when you just want a clean place to sleep while you explore the area it’s frustrating to spend over $350 just to sleep.
Stayed 1 night in Feb 2025

8/10 Good

Benard

Stayed 2 nights in Feb 2025

10/10 Excellent

Kimberly

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great property
Stayed 4 nights in Feb 2025

8/10 Good

Michelle

Liked: Cleanliness, staff & service, property conditions & facilities
Great motel!
Stayed 1 night in Feb 2025

10/10 Excellent

Pamela, Long Branch

Been a guest at Southwinds for many repeat visits over the last 15 yrs. I think this is the nicest it’s looked for awhile! Lobby Staff is excellent and super friendly. Expedited an extended stay for me! I love this place!
Stayed 5 nights in Feb 2025

6/10 Okay

Veronica

Liked: Staff & service
Stayed 2 nights in Feb 2025

10/10 Excellent

Eileen

Travelled with partner
Liked: Cleanliness, staff & service
We have stayed here several times in the past 10 years. The front desk representative here now is so nice and so helpful, made us feel very welcome. It is modest but clean and convenient with three pools - we like to stay in the little courtyard with the smallest pool - nice and deep and warm and the courtyard is lovely and private but right off one of the main streets at this end of town. There’s an outdoor bar on premises and an ice cream truck, too. Plus washer and dryer for guests. In pricey Key West, it’s relatively affordable and nicely situated.
Stayed 1 night in Feb 2025