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Southwinds Motel

2.0 star property

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Photo gallery for Southwinds Motel

Exterior
Reception
2 outdoor pools, pool umbrellas, pool loungers
Exterior
Property grounds

Reviews

8.8 out of 10
Excellent

Popular amenities

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

Explore the area

View in a 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

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
(101 reviews)
  • 28 sq m
  • Sleeps 3
  • 1 King Bed

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, 2 Queen Beds

Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

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

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
(88 reviews)
  • 23 sq m
  • Sleeps 3
  • 1 Queen Bed

Similar properties

Property grounds

The Palms Hotel

  • Pool
  • Breakfast included
  • Pet-friendly
  • Free WiFi
4.3 out of 5, Excellent, 1,004 reviews
The price is €179
includes taxes & fees
26 Sept - 27 Sept
The Palms Hotel

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 onsite. Housekeeping is available on request.
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.

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 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
  • Onsite recreation includes bike rentals
  • Guests really like the accommodations for the cleanliness and comfy beds
  • Steps from South Beach and 3 minutes by 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 free continental breakfast daily from 7:00 AM to 10:00 AM.
Tipsy Rooster - This bar serves light fare only.

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
  • 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

  • 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 available

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.
  • Rollaway/extra beds are not available.
  • Free cribs (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.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 683 out of 1178 reviews
Rating 8 - Good. 303 out of 1178 reviews
Rating 6 - Okay. 125 out of 1178 reviews
Rating 4 - Poor. 49 out of 1178 reviews
Rating 2 - Terrible. 18 out of 1178 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

Denise

Disliked: Property conditions & facilities
A little rundown and could be cleaner but area was awesome and very convenient.
Stayed 2 nights in Jun 2025

10/10 Excellent

Thalia

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property has so much parking and even let us park our golf carts that we rented. The staff is so nice.
Stayed 1 night in Jun 2025

8/10 Good

Maximo

Travelled with family
Liked: Cleanliness, property conditions & facilities
Great location close to everything around old town key west
Stayed 4 nights in Jun 2025

8/10 Good

Dawn

Stayed 1 night in Jun 2025

10/10 Excellent

Daniel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It is not fancy, but the price was right. A block from Duval. Rent a bike and you will rule! Pool was cleanand well maintained. Pretty 420 friendly. At least no one bothered me about smoking on the property.
Stayed 7 nights in Jun 2025

10/10 Excellent

Heidi

Liked: Cleanliness, staff & service, property conditions & facilities
Thanks for a great stay.
Stayed 1 night in Jun 2025

6/10 Okay

Melissa

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in May 2025

10/10 Excellent

Eric

Stayed 1 night in Jun 2025

10/10 Excellent

Kent

Stayed 6 nights in May 2025

10/10 Excellent

Jonathan

Stayed 3 nights in May 2025

8/10 Good

Robert, Lake Worth

Travelled with group
Liked: Amenities
Its rundown but location is great, bar and liquor store attached to it made it fun. This isnt for luxury travel, its a place to sleep and shower but thats all you need in key west
Stayed 3 nights in May 2025

10/10 Excellent

Jonnie

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
On site bar ice cream close to everything.
Stayed 2 nights in May 2025

10/10 Excellent

Gayle

Travelled with group
Liked: Cleanliness, property conditions & facilities
Check in was great! Very friendly. Need to clean floors in the room and repair show valve.
Stayed 2 nights in May 2025

10/10 Excellent

Eiko

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Southwinds Motel is very charming and room was very clean. Front desk staff were very friendly and helpful. My most favorite part is that there is a Tipsy Rooster bar and liquor store located right front of this motel. They have a live entertainment everyday, bar staffs were super friendly and drinks were delicious. Even though there are live entertainment everyday, the place was very quiet during the night. It is conveniently located to many restaurants, gift shops, and tram stop. Walking distance to the beach and other interesting visitor spots. When I visit Key again, I will definitly stay there again.
Stayed 2 nights in May 2025

8/10 Good

Mayelin

Good place to stay
Stayed 1 night in May 2025

6/10 Okay

James, Aurora

Liked: Cleanliness
Room was just very basic and small. About the only thing the room was good for was for sleeping. We were only there for one night so not a big deal, but if staying longer it would have been a problem to spend any real time in the room except to just go to sleep for the night. Front desk check-in was not great as the young man checking us in was not very friendly.
Stayed 1 night in May 2025

10/10 Excellent

Michelle, Gaylord

Stayed 1 night in May 2025

8/10 Good

Julie

Travelled with family
Pro- Older motel in great location for walking to beach, restaurants and nearby attractions. Front desk staff friendly and hotel offers chairs and towels for the beach. Heated outdoor pool was small, but fabulous. Room clean, but floor tile grout needed some extra attention. Con- Inadequate lighting in room unless overhead light on. Unable to adjust air conditioning unit. TV without signal(reported, but no one came to fix). No seating except bed or counter stools( sm easy chairs would be nice).
Stayed 5 nights in May 2025

10/10 Excellent

andres

Liked: Cleanliness, staff & service, property conditions & facilities
Cerca de la bolla de las 90 millas y con muchos
Stayed 1 night in May 2025

6/10 Okay

amber

Stayed 5 nights in May 2025

10/10 Excellent

Paul

Liked: Cleanliness, amenities, property conditions & facilities
Nice place. Clean. Nice pools. Close to amenities
Stayed 1 night in May 2025

6/10 Okay

Edward

Stayed 4 nights in May 2025

8/10 Good

Leonard Cour

Stayed 4 nights in May 2025

8/10 Good

John

Stayed 2 nights in May 2025

8/10 Good

CARRIE

Travelled with partner
Liked: Cleanliness, amenities
The hotel was great for our stay, walkable to Duvall, a little far to the hot spots on Duval, which was fine for us. Scooter rental was totally worth it. Didn’t use the pools, the bar was cool, nice area. Free parking. The bathroom was tiny and there was no where to put shower toiletries, but it worked for two people. Would stay there again!!
Stayed 4 nights in May 2025

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