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Southwinds Motel

2.0 star property

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your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for Southwinds Motel

Exterior
Standard Room, 2 Queen Beds | Premium bedding, down comforters, pillowtop beds, individually decorated
2 outdoor pools, pool umbrellas, sun loungers
Deluxe Room | Terrace/patio
Deluxe Room | Living area | 32-inch LED TV with cable channels, TV

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 | Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 1 King Bed

  • 300 sq ft
  • Sleeps 3
  • 1 King Bed

View all photos for Deluxe Room

Premium bedding, down comforters, pillowtop beds, individually decorated

Deluxe Room

  • 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 | Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 2 Queen Beds

  • 400 sq ft
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard Room, 1 Queen Bed

Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 1 Queen Bed

  • 250 sq ft
  • Sleeps 3
  • 1 Queen Bed

Similar properties

Room

The Southernmost Inn - Adults Only

Pool
Hot Tub
Breakfast included
Air conditioning
4.0 out of 5, Very Good, (1008)
The price is $892
per night
$1,049 total
includes taxes & fees
Feb 5 - Feb 6
The Southernmost Inn - Adults Only

About this property

Southwinds Motel

Hotel in Key West Historic District
2 outdoor pools, a bar/lounge, and coffee/tea in a common area are available at this hotel. Continental breakfast is free. Additionally, concierge services, laundry facilities, and a 24-hour front desk are onsite. Housekeeping is available on request.
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.

Southwinds Motel features 2 outdoor swimming pools. A bar/lounge is on site where guests can unwind with a drink. Guests can enjoy a complimentary breakfast each morning.

This Key West hotel also offers a vending machine, multilingual staff, and tour/ticket assistance.

Southwinds Motel has designated areas for smoking.

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 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
  • Free crib
  • 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 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

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

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. 600 out of 1057 reviews" "
Rating 8 - Good. 277 out of 1057 reviews" "
Rating 6 - Okay. 116 out of 1057 reviews" "
Rating 4 - Poor. 42 out of 1057 reviews" "
Rating 2 - Terrible. 22 out of 1057 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

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

Traveled 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

Traveled 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

10/10 Excellent

Joseph

Liked: Cleanliness, staff & service, property conditions & facilities
Great hotel
Stayed 7 nights in Oct 2024

10/10 Excellent

David

Stayed 4 nights in Sep 2024

10/10 Excellent

Chad

Traveled with partner
Liked: Staff & service
Excellent location for everything South. Close to free bus for everything North.
Stayed 3 nights in Oct 2024

10/10 Excellent

Adam

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

6/10 Okay

CATHERINE, Casselberry

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

6/10 Okay

corey

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Great place to stay. Was clean nice staff and walkable to everything.
Stayed 3 nights in Oct 2024

6/10 Okay

Evert Randall

Traveled with group
Liked: Staff & service
If the room looked like the pictures I would stay again. But it didn’t so we won’t be back
Stayed 3 nights in Oct 2024

10/10 Excellent

lori

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Carlis is very helpful w directions excursions and more! All of the staff were very nice! I want to thank the manager for helping me out w certain stuff so appreciate u and WILL definitely stay again! This was my first time in Key West and i sbsolutely loved it and now will be going every year in October thanks again for everything guys!
Stayed 6 nights in Oct 2024

10/10 Excellent

Helen

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Carlos at the front desk was amazing and super helpful. Came for a few days for a wedding across the street. The motel is very conveniently located and walking distance to literally everything. Clean and big room. I would definitely recommend this place.
Stayed 2 nights in Oct 2024

10/10 Excellent

Cynthia

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Oct 2024

8/10 Good

Lizeth

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was very close to the southernmost point and one of the few sand beaches in key west. The air conditioner was only so so and it was a very hot weekend. The breakfast was pretty good and easy to access.
Stayed 2 nights in Sep 2024

10/10 Excellent

Rhonda

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Enjoyed our stay!! Would definitely stay there again!
Stayed 4 nights in Sep 2024

10/10 Excellent

Deana

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Key West week
Nice place walking distance to restaurants, bars, historical places and ocean. The pool was nice. Easy parking.
Stayed 7 nights in Sep 2024

4/10 Poor

Troy

Disliked: Staff & service
Stayed 5 nights in Sep 2024

10/10 Excellent

Tracy, Miami

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Sep 2024

8/10 Good

Theresa Ann

Traveled with group, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was very helpful, The room we had was a little small, It has 2 queen beds - would have been better if we had more space ( 3 women). The room needed another mirror - only 1 in the bathroom. Clean, felt safe The location was great. I like the Tipsy rooster bar and package store. Beach is close by.
Stayed 4 nights in Sep 2024

10/10 Excellent

Alanna

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great little spot off the beaten path
Stayed 2 nights in Aug 2024