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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
2 outdoor pools, pool umbrellas, sun loungers
Property grounds
Reception
Exterior
Southwinds Motel is a tropical haven near South Beach, where you can kick back in the outdoor entertainment area or take a dip in one of two pools. Enjoy continental breakfast, bike rentals, and beach towels at your fingertips – plus helpful staff that have earned rave reviews from previous guests.

Reviews

8.8 out of 10
Excellent

Popular amenities

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

Room options

Available filters for rooms
Showing 4 of 4 rooms

View all photos for Standard Room, 1 Queen Bed

Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 1 Queen Bed

8.4 out of 10
Very good
(93 reviews)

Highlights

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

8.8 out of 10
Excellent
(68 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Ceiling fan
Down duvet
  • 37 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Deluxe Room

Premium bedding, down comforters, pillowtop beds, individually decorated

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Premium bedding
Sofa bed
  • 28 sq m
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

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

8.4 out of 10
Very good
(103 reviews)

Highlights

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

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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

  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Seaside Cafe at the Mansion - ‬3 min walk
  • ‪La Te Da - ‬5 min walk
  • ‪Southernmost Point Bar in the USA - ‬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 along with sun loungers and pool umbrellas
  • Bike rentals, coffee/tea in the lobby, and a 24-hour front desk
  • Concierge services, tour/ticket assistance, and luggage storage
  • A vending machine, free newspapers, 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

Similar properties

Property grounds

The Palms Hotel

  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
8.8 out of 10, Excellent, 1,022 reviews
The Palms Hotel

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
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.

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Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 708 out of 1219 reviews
Rating 8 - Good. 316 out of 1219 reviews
Rating 6 - Okay. 127 out of 1219 reviews
Rating 4 - Poor. 50 out of 1219 reviews
Rating 2 - Terrible. 18 out of 1219 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

DANIEL

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was a perfect place for us to safe during this trip.
Stayed 2 nights in Sep 2025

10/10 Excellent

Adam

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place. Rooms are small but we were only in it to sleep. Would definitely stay again!
Stayed 4 nights in Oct 2025

10/10 Excellent

Catherine

Liked: Cleanliness, staff & service, amenities
Location, location, location! The place looked questionable from the outside, but the service was great and the room was great!
Stayed 2 nights in May 2025

8/10 Good

ROBIN

Liked: Cleanliness, staff & service, property conditions & facilities
Property was safe no issues. Room was clean and comfortable.
Stayed 3 nights in Oct 2025

10/10 Excellent

Eric

Liked: Amenities
Super fun! Pool was great because it was hot. Onsite bar was very fun!!
Stayed 1 night in Aug 2025

8/10 Good

Mayelin

Good place to stay
Stayed 1 night in May 2025

10/10 Excellent

Liena

Liked: Cleanliness, staff & service, property conditions & facilities
It was a good stance, we reserved 3 rooms and were clean (as clean as possible)and the staff hepful. We recomend this motel if you plan a gateway based in to know the town since is not the updated place, however it was a nice sorprais, we would stay there again if come back to key kest.!!
Stayed 1 night in Oct 2025

10/10 Excellent

Kathy

Liked: Amenities
Very safe
Stayed 3 nights in Oct 2025

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, property conditions & facilities
We absolutely loved it! Very nice rooms. The grounds were well kept( we always seen Staff was amazing (
Stayed 5 nights in Aug 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

Eileen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Bathroom was extremely small, a little outdated. But was clean and quiet! Staff was friendly!
Stayed 2 nights in Oct 2025

10/10 Excellent

Linda

Liked: Cleanliness, amenities, property conditions & facilities
The location was perfect! Everything is right there, it's safe and the staff was wonderful!
Stayed 1 night in Jun 2025

10/10 Excellent

Frank

Liked: Cleanliness, staff & service, property conditions & facilities
The property was great and everyone was friendly and they had music, food right across the street and around the coner.
Stayed 4 nights in Jul 2025

10/10 Excellent

Craig

Liked: Cleanliness, staff & service, property conditions & facilities
Perfect spot! One block off of Duvaul St..Walking distance to the Famous "Lowest spot", Close to beaches, Close to golf cart rentals to drive around Key West! Loved it
Stayed 2 nights in Aug 2025

8/10 Good

SUSAN

Disliked: Property conditions & facilities
Pool area was very small and dated.
Stayed 1 night in Oct 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

8/10 Good

ANNE LOUISE

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Look forward to returning
Stayed 2 nights in Jul 2025

8/10 Good

Cesar

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I would come again
Stayed 1 night in Jul 2025

8/10 Good

Kenneth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was very nice and proficient. Allowed me to check in early that was much appreciated!
Stayed 2 nights in Aug 2025

8/10 Good

Bonnie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
There was an issue with the location and facilities of the room but they were resolved with no extra effort
Stayed 4 nights in Oct 2025

8/10 Good

Robert

Liked: Cleanliness, amenities, property conditions & facilities
The property was decent for the price. Staff was not overly friendly. It was great for the amount of time we spent actually on Property.
Stayed 3 nights in Aug 2025

10/10 Excellent

ANSLIE

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
TWO POOLS ON SITE AND A BAR THATS OPEN UNTIL 2 AM !! DEF WANTT TO RENT SCOOTERS OR MOPEDS BC ITS AABOUT A 20/25 MIIN WALK TO THE SOCIAL PART OF DUVAL ST
Stayed 3 nights in Sep 2025

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Always stay at Southwinds. Like the location
Stayed 2 nights in Jun 2025

10/10 Excellent

Mike

Liked: Cleanliness, staff & service, property conditions & facilities
Was close to Duval st to walk. Bar on property was nice and once in the room really couldn't hear the outaide noise which was nice
Stayed 1 night in Aug 2025

10/10 Excellent

John

Liked: Amenities
For the money, the motel was acceptable reasonable clean place to lay your head at night. You’re not spending time in your room. The only issue I found was the air conditioner kicking on and off every 15 minutes.
Stayed 3 nights in Oct 2025

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