See all properties

Southwinds Motel

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

Choose dates to view prices

Photo gallery for Southwinds Motel

Exterior
Standard Room, 2 Queen Beds | 1 bedroom, premium bedding, down comforters, pillowtop beds
Exterior
Deluxe Room | Living area | 32-inch LED TV with cable channels, TV
2 outdoor pools, pool umbrellas, sun loungers

Reviews

8.8 out of 10
Excellent

Popular amenities

  • 24/7 front desk
  • Bar
  • Laundry
  • Air conditioning

Room options

Available filters for rooms
Showing 4 of 4 rooms

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

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Renovated in 2016
Separate bedroom
  • 28 sq m
  • Sleeps 3
  • 1 King Bed

View all photos for Deluxe Room

1 bedroom, premium bedding, down comforters, pillowtop beds

Deluxe Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Pillowtop bed
Premium bedding
  • 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 | 1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 2 Queen Beds

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Ceiling fan
Premium bedding
  • 37 sq m
  • 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

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Ceiling fan
Premium bedding
  • 23 sq m
  • Sleeps 3
  • 1 Queen Bed

Similar properties

Property grounds

The Palms Hotel

  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
8.6 out of 10, Excellent, 1,001 reviews
The Palms Hotel

About the neighborhood

Map
1321 Simonton Street, Key West, FL, 33040

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
Located close to South Beach and Southernmost Point, Southwinds Motel provides free continental breakfast, laundry facilities, and an outdoor entertainment area. Adventurous travelers may like the cycling at this hotel. Guests can also expect to find a bar.
You'll also enjoy the following perks during your stay:
  • 2 outdoor pools with sun loungers and pool umbrellas
  • Bike rentals, coffee/tea in the lobby, and tour/ticket assistance
  • Free newspapers, concierge services, and beach towels
  • Luggage storage, a 24-hour front desk, and outdoor furniture
  • Guest reviews give top marks for the beach locale and helpful staff
Room features
All 58 individually furnished rooms include comforts such as premium bedding and air conditioning. Guest reviews highly rate the clean rooms at the property.
Other amenities include:
  • Highchairs and free infant beds
  • Pillowtop mattresses and down comforters
  • Bathrooms with showers and free toiletries
  • 32-inch LED TVs with cable channels
  • Refrigerators, microwaves, and coffee/tea makers

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
  • High chair
  • 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

Frequently asked questions

Does Southwinds Motel have a pool?

Yes, this property has 2 outdoor pools.

Is Southwinds Motel pet-friendly?

No, pets are not allowed at this property.

How much is parking at Southwinds Motel?

Limited spots are available.

What time is check-in at Southwinds Motel?

Check-in start time: 4:00 PM; Check-in end time: midnight. Late check-in is available during limited hours.

What time is check-out at Southwinds Motel?

Check-out is at 11 AM.

Where is Southwinds Motel located?

Located in Old Town Key West, this hotel is within a 5-minute walk of Duval Street, South Beach, and Southernmost Point. Ernest Hemingway Home and Museum and Clarence S. Higgs Memorial Beach Park are also within 15 minutes.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 633 out of 1102 reviews
Rating 8 - Good. 288 out of 1102 reviews
Rating 6 - Okay. 120 out of 1102 reviews
Rating 4 - Poor. 43 out of 1102 reviews
Rating 2 - Terrible. 18 out of 1102 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

8/10 Good

Mayelin

Good place to stay
Stayed 1 night in May 2025

10/10 Excellent

Heidi

Liked: Cleanliness, staff & service, property conditions & facilities
Thanks for a great stay.
Stayed 1 night in Jun 2025

8/10 Good

james

Liked: Cleanliness, staff & service, property conditions & facilities
Great location Nice staff and breakfast
Stayed 5 nights in Apr 2025

10/10 Excellent

Jonnie

Liked: Cleanliness, amenities, property conditions & facilities
On site bar ice cream close to everything.
Stayed 2 nights in May 2025

10/10 Excellent

Justin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Place was awesome.
Stayed 1 night in Apr 2025

10/10 Excellent

janice

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very convenient location. Had everything we needed.
Stayed 3 nights in May 2025

8/10 Good

Robert

Liked: Amenities
Its rundown but location is great, bar and liquor store attached to it made it fun. This isnt for luxury travel, its a place to sleep and shower but thats all you need in key west
Stayed 3 nights in May 2025

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great motel! Loved the location and the staff. Would stay here again.
Stayed 3 nights in Apr 2025

10/10 Excellent

mark

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fantastic location Friendly staff. Has a decent pool. Really good breakfast ( wasn’t hot but still had excellent choices) There is a bar next door which has a singer on at various times Overall really good option
Stayed 1 night in May 2025

10/10 Excellent

Paul

Liked: Cleanliness, amenities, property conditions & facilities
Nice place. Clean. Nice pools. Close to amenities
Stayed 1 night in May 2025

10/10 Excellent

Tammy A

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Close to beach
Stayed 4 nights in Apr 2025

8/10 Good

Russell

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location. Friendly staff and loved having the Tipsy Rooster there. Enjoyed the music very much.
Stayed 5 nights in Apr 2025

8/10 Good

Ronny

Liked: Cleanliness, staff & service
Loud air conditioner from the room across, clean but simple, friendly staff, very basic pre-packaged breakfast.
Stayed 3 nights in Apr 2025

8/10 Good

Irina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We were only overnight there, but everything was fine. Thanks
Stayed 1 night in May 2025

10/10 Excellent

Gayle

Liked: Cleanliness, property conditions & facilities
Check in was great! Very friendly. Need to clean floors in the room and repair show valve.
Stayed 2 nights in May 2025

10/10 Excellent

Annmarie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Such nice staff! Great area! Everything you need is a short walk away. Includes access to a beach with chairs and towels too!
Stayed 1 night in Apr 2025

10/10 Excellent

Peter

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A hop and a skip to the Tipsy Rooster
Stayed 2 nights in Apr 2025

8/10 Good

Michelle

Liked: Cleanliness, staff & service, property conditions & facilities
Great motel!
Stayed 1 night in Feb 2025

8/10 Good

CARRIE

Liked: Cleanliness, amenities
The hotel was great for our stay, walkable to Duvall, a little far to the hot spots on Duval, which was fine for us. Scooter rental was totally worth it. Didn’t use the pools, the bar was cool, nice area. Free parking. The bathroom was tiny and there was no where to put shower toiletries, but it worked for two people. Would stay there again!!
Stayed 4 nights in May 2025

8/10 Good

Penni

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice
Stayed 1 night in May 2025

8/10 Good

Kathryn

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

10/10 Excellent

Eiko

Liked: Cleanliness, amenities, property conditions & facilities
Southwinds Motel is very charming and room was very clean. Front desk staff were very friendly and helpful. My most favorite part is that there is a Tipsy Rooster bar and liquor store located right front of this motel. They have a live entertainment everyday, bar staffs were super friendly and drinks were delicious. Even though there are live entertainment everyday, the place was very quiet during the night. It is conveniently located to many restaurants, gift shops, and tram stop. Walking distance to the beach and other interesting visitor spots. When I visit Key again, I will definitly stay there again.
Stayed 2 nights in May 2025

10/10 Excellent

Kathy

Liked: Cleanliness, amenities
Awesome!
Stayed 4 nights in Apr 2025

10/10 Excellent

Sara Irma

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
From the moment we checked in, meeting the front desk staff, they were friendly, gave us information to make our stay comfortable and worry free. Our room was towards the back, quiet, clean and parking right in front. We loved that parking is free. Another plus, besides a big coffee pot in the room, in the morning, grab and go continental breakfast in the lobby was very nice and convenient. Definitely would stay here again and I would recommend to other travelers.
Stayed 2 nights in Apr 2025

6/10 Okay

lee

Liked: Cleanliness, staff & service
Very small room
Stayed 2 nights in May 2025