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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Laundry
  • Air conditioning
The current price is AU$332
includes taxes & fees
19 May - 20 May

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
Down duvet
  • 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
Premium bedding
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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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 27 Apr 2025, prices found for a 1-night stay for 2 adults at Southwinds Motel on 19 May 2025 start from AU$288.38, 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. 633 out of 1102 reviews
Rating 8 - Good. 287 out of 1102 reviews
Rating 6 - Okay. 117 out of 1102 reviews
Rating 4 - Poor. 44 out of 1102 reviews
Rating 2 - Terrible. 21 out of 1102 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

lynette

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was in a great location. Had an attached bar and deli right across street. The only thing I would change we had a very nice sized room but our tv was too small for that size of room. Other than that wonderful place to stay
Stayed 1 night in Jan 2025

6/10 Okay

Cortney

Travelled with family
Very small room. We didn’t have hot water one of the days. Black stuff came out of air conditioner vents. Definitely could have been better.
Stayed 4 nights in Jan 2025

10/10 Excellent

Robert

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I didn’t like the broken gutter. The rain was very noisy.
Stayed 2 nights in Jan 2025

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, property conditions & facilities
Location location location Property is a block away from Duval St Walked everywhere
Stayed 2 nights in Jan 2025

8/10 Good

charles

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
this is an older beach property, not the $800 a night classy places, its convenient and everything in the area is walkable. parking is good for staying. Good continental breakfast and coffee in AM! folks very friendly. this was the 3rd time we stayed!
Stayed 4 nights in Jan 2025

10/10 Excellent

Barbara

Stayed 2 nights in Jan 2025

10/10 Excellent

Dave

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

10/10 Excellent

Melanie

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful property. Very reasonable price. Definitely would stay here again.
Stayed 6 nights in Jan 2025

4/10 Poor

Leah

Travelled with family, Travelled with partner
Disliked: Amenities, property conditions & facilities
run down and uncomfortbale
Stayed 3 nights in Jan 2025

10/10 Excellent

Robert

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
good location
Stayed 3 nights in Jan 2025

8/10 Good

Verified traveller

Liked: Cleanliness, staff & service, room comfort

Nice Winter Get-Away

Southwinds is an old beach motel located near the beach and the Southernmost Point. It's away from all the hustle of Duval Street but still a close walk to get to restaurants and bars. If you are looking for the Hilton, this isn't your place to stay, it's clean but not fancy. It could use some updating, beds are of average comfort, pillows are just okay, continental breakfast was adequate. The pools are nice, and the staff was very friendly and helpful. It was convenient to have a liquor store and bar on premise. Free parking. We would stay there again.
Stayed 4 nights in Jan 2025

10/10 Excellent

Elizabeth

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

Love Southwinds

The staff was most friendly and courteous. They made some eating recommendations that were spot on. Quiana and Karen were so cordial upon our arrival and departure. Will definitely recommend Southwinds to family and friends who plan a trip down.
Stayed 1 night in Jan 2025

10/10 Excellent

Lori, Brownton

Travelled 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

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

6/10 Okay

Verified traveller

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

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