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Southwinds Motel

2.0 star property
your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for Southwinds Motel

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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Breakfast included
  • Bar
  • 24/7 front desk
  • Laundry
  • Pool
  • Air conditioning

Explore the area

Map
1321 Simonton Street, Key West, FL, 33040
  • Duval Street
    ‪3 min walk‬
  • South Beach
    ‪3 min walk‬
  • Key West Butterfly and Nature Conservatory
    ‪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

  • 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

  • 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

  • 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

  • 23 sq m
  • Sleeps 3
  • 1 Queen Bed

Similar properties

Room

The Southernmost Inn - Adults Only

Pool
Hot tub
Breakfast included
Air conditioning
4.1 out of 5, Very good, (1005)
The price is AU$1,458
for 1 room
includes taxes & fees
13 Feb - 14 Feb
The Southernmost Inn - Adults Only

About the area

Key West

Located in Key West (Key West Historic District), Southwinds Motel is within a 5-minute walk of Duval Street and South Beach. .This hotel is 0.2 mi (0.3 km) from Southernmost Point and 0.6 mi (0.9 km) from Ernest Hemingway Home and Museum.

What's nearby

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

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 with 2 outdoor swimming pools, steps from South Beach
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.

2 outdoor swimming pools are on site.

The recreational activities listed below are available either on site or nearby; fees may apply.

Make yourself at home in one of the 58 individually decorated guestrooms, featuring refrigerators and microwaves. Your pillowtop bed comes with down comforters and premium bedding. 32-inch LED televisions are provided, with cable programming available. Private bathrooms with showers feature complimentary toiletries and hair dryers.
Dip into one of the 2 outdoor swimming pools or enjoy other recreational amenities, which include bicycles to rent. Additional features at this hotel include concierge services, a picnic area, and a vending machine.
Quench your thirst with your favorite drink at the bar/lounge. A complimentary continental breakfast is served daily from 7:00 AM to 10:00 AM.
Featured amenities include complimentary newspapers in the lobby, a 24-hour front desk, and multilingual staff. Limited parking is available onsite.
A complimentary continental breakfast is served each morning between 7:00 AM and 10:00 AM.
Tipsy Rooster - This bar serves light fare only.

Languages

English, Russian, Spanish

Property amenities

Parking and public transport

  • Limited on-site parking
  • Wheelchair-accessible parking available

Food and drink

  • Free continental breakfast available daily 7:00 AM–10:00 AM
  • 1 bar
  • Coffee/tea in a common area

Restaurants on site

  • Tipsy Rooster

Things to do

  • 2 outdoor pools
  • Bike rentals

Family friendly

  • 2 outdoor pools
  • Free cots/infant beds
  • High chair
  • Laundry facilities
  • Microwave
  • Pool gate
  • Fridge

Conveniences

  • Free newspapers in reception
  • Vending machine

Guest services

  • 24-hour front desk
  • Concierge services
  • Housekeeping (on request)
  • Laundry facilities
  • Luggage storage
  • Multilingual staff
  • Tour/ticket assistance

Outdoors

  • Beach loungers
  • Outdoor entertainment area
  • Outdoor furniture
  • Picnic area
  • Pool sunloungers
  • Pool umbrellas

Accessibility

  • If you have any requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • This property does not have any lifts
  • Wheelchair-accessible parking

More

  • Beach towels
  • Designated smoking areas
  • Romance packages available

Room amenities

Bedroom

  • Air conditioning
  • Bed sheets
  • Down duvet
  • Free cots/infant beds
  • Pillow-top mattress
  • Premium bedding

Bathroom

  • Free toiletries
  • Hairdryer
  • Private bathroom
  • Shower
  • Towels

Entertainment

  • 32-inch LED TV
  • TV channels

Food and drink

  • Cleaning supplies
  • Coffee/tea maker
  • Microwave
  • Paper towels
  • Fridge

More

  • Access via exterior corridors
  • Electrical adapters/chargers
  • Free local calls
  • Individually decorated
  • Individually furnished
  • 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

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

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

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 599 out of 1058 reviews" "
Rating 8 - Good. 278 out of 1058 reviews" "
Rating 6 - Okay. 117 out of 1058 reviews" "
Rating 4 - Poor. 42 out of 1058 reviews" "
Rating 2 - Terrible. 22 out of 1058 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

2/10 Terrible

John

Travelled with partner
Disliked: Amenities, property conditions & facilities
My plans had changed and one month before the 10/24 reservation, I submitted a request for a cancellation with full refund to Expedia. You rejected the request. I emailed the manager Umberto, explaining that you could easily resell the room since it was a month before and this was Fantasy Fest. He refused. So if a I cancelled with no returned you could resell the room and get paid for it twice. This is just wrong. He still refused. The room did not look anything like the room in the ad. The tiles in the bathroom were moving and about to fall through. The pressure in the shower was very low.
Stayed 3 nights in Oct 2024

10/10 Excellent

Kerry

Liked: Cleanliness, staff & service, property conditions & facilities
Will definitely be back - a small jem right by Duval St and the Southernmost Point!!
Stayed 3 nights in Oct 2024

2/10 Terrible

Simon

Disliked: Cleanliness, staff & service, property conditions & facilities
NOTHING!! I WILL NOT STAY THERE AGAIN, DO NOT RECOMMEND IT FOR ANYONE ELSE!!
Stayed 2 nights in Oct 2024

10/10 Excellent

Rebecca Ruth

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything you could ask for right in one place. Motel amenities are superb. The staff are unbelievably friendly and kind. There is a liquor store and bar on site as well as a yummy donut shop. A market and small restaurant across the street make for extra convenience. Location is close to must see attractions.
Stayed 4 nights in Oct 2024

8/10 Good

Loretta

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nice affordable Key West getaway.
A nice place to stay with a nice outdoor bar and ice cream and snack bar. The room was comfortable for two people however the bathroom is very small.
Stayed 11 nights in Oct 2024

10/10 Excellent

Jayne

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Oct 2024

8/10 Good

Jacqueline, Rockland

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Berg loud bar on property. Unfortunately my room was right near the band and they played until 1:30 AM. My only complaint, but a deal breaker for me for future stay.
Stayed 3 nights in Oct 2024

8/10 Good

Victoria

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The location is good- near the southernmost point, walkable access to the main area on Duvall. The rooms are spacious and clean, property has 3 pools and parking. There’s a resort fee but you have that wherever you stay in key west! They also have complimentary breakfast items in the lobby. Would stay here again.
Stayed 3 nights in Oct 2024

6/10 Okay

Evert Randall

Stayed 3 nights in Oct 2024

10/10 Excellent

Cynthia

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Aug 2024

10/10 Excellent

Aimee

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

10/10 Excellent

dawn zargarling

Travelled with family
Liked: Cleanliness, amenities
Very small. Clean , friendly and close to everything.
Stayed 7 nights in Oct 2024

8/10 Good

Maureen

Travelled with partner, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This place was exactly what we were looking for when it came to location and price. It is an older hotel and the furnishings show it but, it was the most comfortable bed I have ever had at a hotel.
Stayed 4 nights in Sep 2024

6/10 Okay

Iva

Travelled with partner
Liked: Cleanliness, staff & service
Friendly staff, great location. Rooms are a bit tired and dated but clean. Bed is comfortable. Washroom is very small so if you are a larger person it maybe too tight. It worked ok for us.
Stayed 2 nights in Oct 2024

10/10 Excellent

Kevin

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
A gem in the Keys!
The moment I stepped into the Southwinds Motel, it felt like it was going to be a great place to be in Key West. I was greeted by a nice gentleman called Carlos, he was so helpful and gave me some great tips! The room was not on the big side, but was clean & all we needed. On site free laundry, ice cream van & so close to all the places we wanted to see. To top things off the evening's we had at the Tipsey roster were relaxed with great music & a great choice served by the delightful Alice. Highly recommend & will be back ourselves in the near future 😎
Stayed 3 nights in Oct 2024

10/10 Excellent

Theodore

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was right next to the bar, the pool was clean and we were close to everything within scooter distance. Staff was very nice and friendly. Had a blast for the wife’s birthday, definitely worth the money and plan on coming back soon!
Stayed 3 nights in Oct 2024

8/10 Good

tammy

Travelled with partner
Liked: Cleanliness, staff & service
Stayed 1 night in Oct 2024

10/10 Excellent

BRENDA LEE

Stayed 4 nights in Sep 2024

10/10 Excellent

WENDELL

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Enjoyed our stay
The motel is older but well maintained. Clean room and changed bedding and towels every 3 days. Staff were pleasant and very helpful. Liked staying in old town close to the beach. Free bus that circles Duval St just steps from hotel.
Stayed 7 nights in Oct 2024

10/10 Excellent

Edgar A Echavarria

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was very nice and clean also close to everything!
Stayed 3 nights in Oct 2024

10/10 Excellent

alan

Liked: Cleanliness, staff & service, property conditions & facilities
The room was small but clean. everything worked and the location was excellent. Also the little bodega across the street made a great cuban sandwich.
Stayed 3 nights in Oct 2024

10/10 Excellent

Jason

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
For starters, realize this is an older motel, we knew this and was why we booked here. The location is perfect if you wish to walk and explore the area. Only one block from Duval St and two blocks from the famous Southernmost Buoy. The property and room had everything we needed for our stay. Carlos worked the front office in the evenings and was an amazing amount of help and very kind and friendly. If you have a question or need some help, he is your man!!!
Stayed 4 nights in Oct 2024

10/10 Excellent

terry

Liked: Cleanliness, staff & service, property conditions & facilities
Love the stay
Stayed 2 nights in Oct 2024

10/10 Excellent

Trisha

Stayed 3 nights in Sep 2024

8/10 Good

Delores

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