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Southwinds Motel

2.0 star property

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Photo gallery for Southwinds Motel

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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • 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
    ‪4 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪8 min drive‬

Room options

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

  • 300 sq ft
  • Sleeps 3
  • 1 King Bed

View all photos for Deluxe Room

Deluxe Room | Living area | 32-inch LED TV with cable channels, TV

Deluxe Room

  • 300 sq ft
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa 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

  • 400 sq ft
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard Room, 1 Queen Bed

Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 1 Queen Bed

  • 250 sq ft
  • Sleeps 3
  • 1 Queen Bed

Similar properties

Property grounds

The Palms Hotel

  • Pool
  • Breakfast included
  • Pet friendly
  • Air conditioning
4.3 out of 5, Excellent, (1001)
The price is $232
per night
$281 total
includes taxes & fees
Apr 29 - Apr 30
The Palms Hotel

About this property

Southwinds Motel

Hotel in Old Town Key West
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.

Southwinds Motel features 2 outdoor swimming pools. A bar/lounge is on site where guests can unwind with a drink. Guests can enjoy a complimentary breakfast each morning.

This Key West hotel also offers a vending machine, multilingual staff, and tour/ticket assistance.

Southwinds Motel has designated areas for smoking.

A complimentary continental breakfast is served each morning between 7:00 AM and 10:00 AM.
Tipsy Rooster - This bar serves light fare only.

Languages

English, Russian, Spanish

Property amenities

Parking and transportation

  • Limited onsite 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
  • Highchair
  • In-room crib
  • 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 elevator
  • Wheelchair-accessible parking

More

  • 1 floor
  • 9 buildings
  • Designated smoking areas

Room amenities

Bedroom

  • Down comforter
  • Free crib
  • 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

Pets not allowed

Children and extra beds

Children are welcome
Children up to the age of 13 years can stay for free if using existing beds when occupying the parent or guardian's room
Rollaway/extra beds are not available
Free cribs are available on request at the property

Property payment types

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • 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 have included all charges provided to us by the property.

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

We should mention

This property does not have elevators
Only registered guests are allowed in the guestrooms
Alcohol is not served at this property

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. 629 out of 1096 reviews
Rating 8 - Good. 286 out of 1096 reviews
Rating 6 - Okay. 116 out of 1096 reviews
Rating 4 - Poor. 44 out of 1096 reviews
Rating 2 - Terrible. 21 out of 1096 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.4/10

Property conditions & facilities

8.4/10

Eco-friendliness

Reviews

10/10 Excellent

Lori, Brownton

Traveled with group
Liked: Staff & service, amenities, property conditions & facilities
This was a small, unique and just overall great hotel. 1 heated pool and 1 not. Nice breakfast options. It was like we were in our own little world in the back of the motel. Absolutely loved it.
Stayed 4 nights in Jan 2025

10/10 Excellent

Greg

Liked: Cleanliness, staff & service, property conditions & facilities
Loved this place! Great location
Stayed 2 nights in Jan 2025

10/10 Excellent

Donald

Stayed 3 nights in Jan 2025

8/10 Good

John Woodrow

Liked: Staff & service, amenities
The bathroom needed a renovation.
Stayed 6 nights in Dec 2024

10/10 Excellent

Ross

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 6 nights in Dec 2024

8/10 Good

james

Clean and close to everything
Stayed 1 night in Jan 2025

8/10 Good

Michelle

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Dec 2024

6/10 Okay

Verified traveler

Liked: Cleanliness
Great location, clean, but small and outdated.
This is a no frills, clean motel, with free parking, in a good location. We did not take advantage of the included breakfast, we had forgotten about it. We also didn’t use either of the pools. The room was clean but a bit outdated and small. The bathroom was also very small. There was a mini fridge, a microwave, air conditioning, and ample parking. The desk service employee was friendly. This motel is located within close walking distance to Duval Street, the Southernmost Buoy, and a lot of other amenities.
Stayed 1 night in Dec 2024

8/10 Good

Michael

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Dec 2024

10/10 Excellent

Megan

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Dec 2024

10/10 Excellent

Tyler

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great property super convenient
Stayed 5 nights in Sep 2024

10/10 Excellent

Glenna

Liked: Cleanliness, staff & service, property conditions & facilities
We had a very pleasant stay would recommend to my friends

8/10 Good

anna

Liked: Cleanliness, staff & service
Stay 9 night I didn't like my room because was behind the fence I did ask For another room they say no They could not move me to the other room. . And then 2 days later I went to the office and I asked again. Nice lady, Karen. Move us to the other room I really appreciate thank you. I am coming to this hotel for 20 years. Breakfast is getting worse No bagels , and I miss muffins. What happened with the muffins from the local bakery?Thank you Karen and Quiana
Stayed 9 nights in Dec 2024

8/10 Good

rebeca, Miami Beach

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is our 4th time there. It’s in a great area. I really like their complimentary beach chairs and towels. The heated pool was a treat that we also enjoyed everyday on our stay. The ac unit was a little old but overall we had a great time.
Stayed 3 nights in Dec 2024

10/10 Excellent

Jill

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was a great find. Loved every part of this property.
Stayed 2 nights in Dec 2024

10/10 Excellent

michael

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Very nice
Stayed 3 nights in Dec 2024

6/10 Okay

Ana

Liked: Cleanliness, staff & service, property conditions & facilities
A little over priced. Breakfast could be better. Hot tub would have been nice for the price
Stayed 2 nights in Dec 2024

6/10 Okay

Khushali

Traveled with family
Stayed 1 night in Dec 2024

8/10 Good

Deanna

Liked: Cleanliness, staff & service, room comfort
Stayed 2 nights in Dec 2024

10/10 Excellent

Phillip

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Dec 2024

8/10 Good

Jennifer

Stayed 2 nights in Dec 2024

8/10 Good

Melody

Traveled with family
Liked: Cleanliness, staff & service
Great location, older motel.Clean but needs update
This is an older, motel style property in a great location. It was clean and the staff were great but the rooms need updating which includes storage and ventilation. The room air was running all the time and left us sweaty and chilly at the same time due to the humidity in the room. There was not a bathroom fan which precluded anything drying. They remind you to reuse your towels but do not provide anywhere to actually hang them where they will dry between uses. We had the shower handle come off, which they fixed right away but the dual handles were tricky to use-needs an update.
This is a king room
Great location
Stayed 3 nights in Dec 2024

10/10 Excellent

Alan

Stayed 2 nights in Oct 2024

6/10 Okay

Soniya

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Exhaust fan in bathroom didn't work. Windows in room and bathroom cannot be opened. Small room. Breakfast is all packaged food. There is fresh fruit of bananas and easy to peel orange. Like Tea, drinking water, hot water.
Stayed 2 nights in Dec 2024

6/10 Okay

Kenneth

Disliked: Staff & service
Stayed 3 nights in Dec 2024