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Southwinds Motel

2.0 star property
Hotel with 2 outdoor swimming pools, steps from South Beach

Photo gallery for Southwinds Motel

Exterior
Deluxe Room | Living area
2 outdoor pools, pool umbrellas, pool loungers
Deluxe Room | Terrace/patio
Standard Room, 2 Queen Beds

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Laundry
  • Air conditioning
The current price is AU$441
includes taxes & fees
1 Apr - 2 Apr

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

Standard Room, 1 King Bed

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Renovated in 2016
Pillow-top bed
  • 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

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Down duvet
Sofa bed - double
  • 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

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Pillow-top bed
Premium bedding
  • 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

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Pillow-top bed
Premium bedding
  • 23 sq m
  • Sleeps 3
  • 1 Queen Bed

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Exterior

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About the area

Key West

Southwinds Motel places you steps from South Beach and within a short 5-minute stroll of Duval Street. Highlights at this hotel include 2 outdoor swimming pools and free continental breakfast. .Tipsy Rooster is the hotel's own bar, serving drinks along with light fare. Other amenities include coffee/tea in a common area and laundry facilities. Each morning free breakfast is served. There's also the convenience of limited parking. .Places within a short walk of this Old Town Key West hotel include Southernmost Point and Ernest Hemingway Home and Museum is within 15 minutes.

What's nearby

  • Duval Street - 3 min walk - 0.3 km
  • South Beach - 3 min walk - 0.3 km
  • Southernmost Point - 4 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 11 min walk - 0.9 km
  • Mallory Square - 4 min drive - 2.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 8 min drive

Restaurants

  • ‪El Siboney Restaurant - ‬8 min walk
  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Southernmost Point Bar In the USA - ‬5 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬5 min walk
  • ‪Banana Cafe - ‬4 min walk

About this property

Southwinds Motel

Hotel with 2 outdoor swimming pools, steps from South Beach
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.

  • 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 members are 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 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.

Languages

English, Russian, Spanish

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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

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

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

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 guest room 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 all accommodation.

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

Frequently asked questions

What is the cancellation policy at Southwinds Motel?

Southwinds Motel offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at Southwinds Motel?

As of 28 Mar 2025, prices found for a 1-night stay for 2 adults at Southwinds Motel on 1 Apr 2025 start from AU$396.77, 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.

Is parking available at Southwinds Motel?

Onsite parking is limited.

Are there any beaches close to Southwinds Motel?

Yep, Southwinds Motel is a short 2-minute walk from Florida Keys Beaches. Fun beach activities include snorkelling, scuba diving and parasailing. You can also find boat tours.

Does Southwinds Motel have a pool?

Yep, and guests recommend it! Southwinds Motel has 2 outdoor swimming pools. Grab your bathers and lounge poolside while enjoying under the shade of an umbrella.

What makes Southwinds Motel a romantic place to stay?

Romance packages and a lounge bar, as well as pillowtop beds in the guestrooms, all help set the scene for a romantic weekend at Southwinds Motel.

Is Southwinds Motel family-friendly?

You bet! With amenities such as 2 outdoor pools and laundry facilities, as well as highchairs and free infant beds in the guestrooms, it's no surprise that Southwinds Motel is a hit with families.

Does Southwinds Motel serve breakfast?

Yeah, our visitors speak well of the free continental breakfast here! Served daily from 7:00 AM to 10:00 AM, this is the place to fuel up for a big day of adventure.

Is there a free airport shuttle available at Southwinds Motel?

No, Southwinds Motel does not offer an airport shuttle service.

What time are check-in & check-out at Southwinds Motel?

Check-in begins at 4:00 PM. Check-out time is 11 AM.

Are pets allowed at Southwinds Motel?

No, pets are not allowed.

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 670 out of 1174 reviews
Rating 8 - Good. 310 out of 1174 reviews
Rating 6 - Okay. 125 out of 1174 reviews
Rating 4 - Poor. 45 out of 1174 reviews
Rating 2 - Terrible. 24 out of 1174 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

Megan

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

10/10 Excellent

Tyler

Travelled 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

Travelled 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

Travelled 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

Travelled 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

Travelled 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

Travelled 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

8/10 Good

Eleanor

It was ok
Stayed 4 nights in Dec 2024

10/10 Excellent

John

Travelled with family, Travelled with group
Liked: Cleanliness, property conditions & facilities
Always have a great stay there. Great hanging out at the Tipsy Rooster
Stayed 1 night in Dec 2024

8/10 Good

Dulcenea

Travelled with family and small children
Liked: Cleanliness, staff & service
A great way to end our family cruise vacation. Cute vintage property. Rooms are cozy and basic but we didn’t spend much time inside. Walking distance to the beach, the southernmost point, and Duval. Anna’s coffee and the food truck across the street are amazing! The free Duval loop bus stop is close as well as the trolley stop. Would stay again!
Stayed 2 nights in Dec 2024

6/10 Okay

Crystal, Lakeport

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
Stayed 3 nights in Dec 2024

10/10 Excellent

Chuck

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice motel and close to Duvall St
Stayed 3 nights in Dec 2024

6/10 Okay

Christina M

Travelled with family
Liked: Staff & service
Unfortunately our room was directly Next to the rooster bar and we heard the people In there and the music well into 3am every night - made for very poor sleeping conditions. Also when showering the hot and cold handles did not work, made for very cold Showers which was really too bad, wouldn’t recommend or stay here again
Stayed 2 nights in Dec 2024

8/10 Good

Kelly

Travelled with group
The music at night
Stayed 3 nights in Dec 2024

10/10 Excellent

Deborah, Woburn

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is our second stay at southwinds. Great place to stay.
Stayed 1 night in Dec 2024

4/10 Poor

Patrick, Richmond Hill

Liked: Cleanliness
Disliked: Amenities, property conditions & facilities
The exterior door of the room was a hollow wood door. Hollow wood doors are intended for interior use such as closets, bathrooms, etc., not exterior. For proper security, an exterior door should be either metal or solid wood. Even though the door on the room I stayed in had two locks, including a dead bolt, a hollow wood door can be broken open in minutes, if not seconds, with ordinary common hand tools or it can be kicked apart. This is a serious security lapse. Additionally, there was a gap between the bottom of the door panel and the threshold that likely permitted a large cockroach that I found in the room on my third night there to gain access to the room. Someone at the front desk told me that the roaches live in the trees outside so it probably got in under the door. It would seem that if they knew about the roaches, measures should have been taken (such as better fitting doors with barriers along the bottoms) to keep them out of the rooms. Other possible intruders, such as mice, could probably squeeze through too. Other issues that I noticed didn't seem well thought out such as the location of the wall mounted TV; most of the screen could not be seen from the bed if the outward swinging bathroom door was open by more than about a foot. It could have been mounted elsewhere. Overall, the room was clean, the bed was comfortable and the air conditioner worked well. Everything worked well in the bathroom though the sink faucet was a bit loose and moved slightly.
Stayed 4 nights in Dec 2024