Southwinds Motel

2.0 star property

Choose dates to view prices

Photo gallery for Southwinds Motel

Exterior
2 outdoor pools, pool umbrellas, pool loungers
Exterior
Standard Room, 2 Queen Beds | 1 bedroom, premium bedding, down duvets, pillow-top beds
Reception

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

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

Deluxe Room

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

Standard Room, 2 Queen Beds

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

Standard Room, 1 Queen Bed

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

Similar properties

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. 646 out of 1122 reviews
Rating 8 - Good. 292 out of 1122 reviews
Rating 6 - Okay. 123 out of 1122 reviews
Rating 4 - Poor. 43 out of 1122 reviews
Rating 2 - Terrible. 18 out of 1122 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

10/10 Excellent

Kelly

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

Key West

Clean and wonderful location
Stayed 6 nights in Mar 2025

10/10 Excellent

stacey

Liked: Cleanliness, staff & service, property conditions & facilities
Fun music next door
Stayed 1 night in Mar 2025

8/10 Good

Edwin

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Mar 2025

10/10 Excellent

LAURYN

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Walk to beach and southern most point. The motel breakfast propided as perfect and plentiful. I will be going back.
Stayed 2 nights in Mar 2025

10/10 Excellent

Don

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I would stay here again. The location was good - easy walking to things but also quiet. The pool was nice.
Stayed 2 nights in Mar 2025

4/10 Poor

Joy Smith

Travelled with family
Disliked: Cleanliness, amenities
Very basic property .smalls r very small not cleaned enough. Washrooms are tiny...no hot breakfast option. Not value for money considering it's a motel
Stayed 1 night in Mar 2025

8/10 Good

Lora

Travelled with partner, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Check in was easy. Staff very friendly. Bed comfortable. Only negative is the small bathroom.
Stayed 2 nights in Mar 2025

10/10 Excellent

JEFF

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We absolutely love this place! We had four couples with us and we all loved it. Very quaint, tropical, and convenient. A bar on one side and ice cream parlor on the other. Room was your basic motel but cute and clean. Will definitely be staying here again.
Stayed 1 night in Mar 2025

8/10 Good

Kimberly

Travelled with family, Travelled with group
Liked: Staff & service, amenities
Staff was great and very helpful. They will book excursions, take care of golf cart rentals and have bike rentals onsite. Roosters, the bar attached to the motel was perfect with music every night. The rooms are small, especially the bathroom but fine for a few nights. I'm not sure I could stay here long term, but again, perfect for a short stay.
Stayed 3 nights in Mar 2025

6/10 Okay

Ian

Liked: Cleanliness
Disliked: Property conditions & facilities

Overpriced old school motel, shabby but clean.

This would be a $150 a night place anywhere else. 3x as much in Key West. It's a typical old school motel. Showing its age a lot. It was clean and has a great location. The biggest annoyance was it has a functioning kitchen but not a single spec of any pots, silverware or anything at all. I had to forage in the breakfast room to find a few plates and plastic silverware.
Stayed 3 nights in Mar 2025

8/10 Good

Elke

Liked: Cleanliness, staff & service
Downtown sehr gut mit Shuttlebus erreichbar.
Stayed 1 night in Mar 2025

10/10 Excellent

Keri

Travelled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location! Just a walk away from everything! Nice rooms, just a little dated. No utensils or dishes in kitchen. Otherwise great staff, very kind & helpful. Great continental breakfast. 2 pools, great for families! Free laundry on site!
Stayed 2 nights in Mar 2025

10/10 Excellent

Kimberly, Huntington Beach

Liked: Cleanliness, staff & service, property conditions & facilities
Quant property in the heart of ‘Southermost’ away from the high traffic touristy areas. I loved that it had a bar, nightly live music, dessert truck & 2 pools on site with multiple beaches, food options & Trolley stop 11 within a few blocks.
Stayed 3 nights in Mar 2025

8/10 Good

Kathryn

Travelled with family
Liked: Amenities
Continental breakfast and great location. Rooms were dated but clean
Stayed 1 night in Mar 2025

10/10 Excellent

Mary

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

Pleased traveling coupe!

Even though the room is small, the cleanliness, service and comfort were exceptional!! The staff was soooo helpful!!!
Stayed 1 night in Mar 2025

10/10 Excellent

Doug

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Mar 2025

10/10 Excellent

Heather

Liked: Cleanliness, staff & service, property conditions & facilities
Perfect little motel
Stayed 1 night in Mar 2025

8/10 Good

ronald

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location
Stayed 4 nights in Mar 2025

6/10 Okay

Veronica

Travelled with family

Perfect for the night

I book three rooms for a group of 2 adults with 6 teenagers. Its not a fancy place but certainly a comfortable one. Its close to everything just 20 min walk from the boat docks. Live music and entertainment, bar, snack mobile, Hammocks, scooter rentals all you can possibly needs for a short fun stay. Just 2 blocks from the famous Key West buoy. Front desk service was kind and efficient. Will stay here again.
Stayed 1 night in Mar 2025

10/10 Excellent

Doug

Stayed 2 nights in Mar 2025

10/10 Excellent

Bruce

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We love staying here!!! The staff is always amazing and the rooms are nice and clean. Parking outside your room is a bonus. Convenient walk to beaches, bars and dining.
Stayed 1 night in Mar 2025

6/10 Okay

Nikhil

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Nov 2024

10/10 Excellent

Kerry

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I am a repeat customer and will come back again!
Stayed 2 nights in Mar 2025

8/10 Good

Marilyn

Stayed 3 nights in Mar 2025

6/10 Okay

Karen

Liked: Staff & service, property conditions & facilities
Stayed 3 nights in Mar 2025