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Southwinds Motel

2.0 star property
Hotel near Duval Street in Key West

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Photo gallery for Southwinds Motel

Exterior
2 outdoor pools, pool umbrellas, sun loungers
Reception
Exterior
Standard Room, 2 Queen Beds | 1 bedroom, premium bedding, down comforters, pillowtop beds

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

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed | 1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 1 King Bed

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

View all photos for Deluxe Room

1 bedroom, premium bedding, down comforters, pillowtop beds

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)
  • 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 | 1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 2 Queen Beds

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

View all photos for Standard Room, 1 Queen Bed

1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 1 Queen Bed

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

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About the neighborhood

Key West

Old Town Key West stay.A stay at this Old Town Key West hotel places you steps from South Beach and within a 5-minute walk of Duval Street. Southernmost Point and Ernest Hemingway Home and Museum are also within half a mile (1 km).

What's nearby

  • Duval Street - 3 min walk - 0.2 miles
  • South Beach - 3 min walk - 0.2 miles
  • Southernmost Point - 5 min walk - 0.3 miles
  • Ernest Hemingway Home and Museum - 9 min walk - 0.5 miles
  • Mallory Square - 4 min drive - 1.3 miles

Getting around

  • Key West Intl. Airport (EYW) - 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 near Duval Street in Key West
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 is 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 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.

Languages

English, Russian, Spanish

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Property grounds

The Palms Hotel

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  • Breakfast included
  • Pet friendly
  • Free WiFi
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The price is $177
Jun 29 - Jun 30
Total includes taxes and fees
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Property amenities

Family friendly

  • 2 outdoor pools
  • High chair
  • In-room crib
  • In-room microwave
  • In-room refrigerator
  • Laundry facilities
  • Pool gate

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

Things to do

  • 2 outdoor pools
  • Bicycle rentals

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

Room amenities

Entertainment

  • 32-inch LED TV with cable channels

Bedroom

  • Down comforter
  • Free crib
  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

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.
  • Kids stay free! Children 13 years old and younger stay free when using existing bedding.
  • Rollaway/extra beds are not available.
  • Free cribs (infant beds)!

Property 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 guestroom 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 each accommodation.

We should mention

  • Children 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

How close is Southwinds Motel to the airport?

Southwinds Motel is 3.2 mi (8-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

How much does it cost to stay at Southwinds Motel?

As of Jun 23, 2025, prices found for a 1-night stay for 2 adults at Southwinds Motel on Jul 22, 2025 start from $140.49, excluding 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.

Does Southwinds Motel have an airport shuttle?

Airport shuttle services are not available at Southwinds Motel.

How close is Southwinds Motel to the beach?

This hotel is a short 3-minute walk from South Beach and 11-minute walk from Clarence S. Higgs Memorial Beach Park. Don't forget your sunscreen!

Does Southwinds Motel offer free breakfast?

Southwinds Motel offers free continental breakfast every day from 7:00 AM to 10:00 AM.

Is there a casino at Southwinds Motel?

No, there is no casino at this hotel.

What time is check-in at Southwinds Motel?

Check-in start time: 4:00 PM; Check-in end time: midnight.

Is there free parking at Southwinds Motel?

Free parking is not available at this hotel.

Does Southwinds Motel have a pool?

Southwinds Motel features 2 outdoor pools.

Does Southwinds Motel have a restaurant?

Southwinds Motel is home to Tipsy Rooster, which features light fare.

Does Southwinds Motel have a spa?

There are no spa services available at this hotel.

How close is Southwinds Motel to downtown Key West?

Southwinds Motel is 0.6 mi away from Key West.

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 638 out of 1113 reviews
Rating 8 - Good. 292 out of 1113 reviews
Rating 6 - Okay. 122 out of 1113 reviews
Rating 4 - Poor. 43 out of 1113 reviews
Rating 2 - Terrible. 18 out of 1113 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

Cynthia

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent.

10/10 Excellent

Cynthia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We love this place. Will be back.
Stayed 1 night in Apr 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

Traveled 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

8/10 Good

Kathryn

Traveled 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

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

6/10 Okay

Veronica

Traveled 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

Traveled 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

10/10 Excellent

Jason

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

8/10 Good

Linda

Liked: Cleanliness, staff & service, room comfort

Up and down

The check in process was easy. The property offers 2 pools,( 1 smaller heated one) which are clean, and a very basic continental breakfast with several comfortable outdoor areas. Unfortunately, maid service is only every 3 days, but we had to specifically ask for our room to be done because our room was not initally on the list for our 3rd day there. The room, itself, is clean, but is a very, very dated room with a tiny bathroom, though the bed is comfortable. The location is great and musical entertainment is offered daily as part of the complex, along with outdoor bar and pricy ice cream truck. The Cuban restaurant across the street is casual and delicious. The staff are very helpful and friendly.
Stayed 4 nights in Mar 2025

4/10 Poor

Patricia

Disliked: Property conditions & facilities
The property just needed maintenance. Bushes and landscaping needed attention. Seals around the door needed attention. General maintenance.
Stayed 2 nights in Mar 2025

10/10 Excellent

Jennifer

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities
This was my 3rd time in Key West and the first time at Southwinds with my lifelong best friend of almost 50 years. Couldn’t have asked for better service, accommodations, location, comfort and all-around amazing! I highly recommend Southwinds. Definitely will return!
Stayed 4 nights in Feb 2025

10/10 Excellent

Pennie, Greensboro

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the location of this property. Just blocks away from Duval St and the beach.
Stayed 3 nights in Feb 2025

10/10 Excellent

William

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

10/10 Excellent

David

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Feb 2025

8/10 Good

Martin

Traveled with partner
Disliked: Amenities
Whole property could use a paint job but beds we’re comfortable and shower was good. Heated pool was nice
Stayed 3 nights in Feb 2025