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Southwinds Motel

2.0 star property

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

Photo gallery for Southwinds Motel

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

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 duvets, pillow-top beds, individually decorated

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 | Premium bedding, down duvets, pillow-top beds, individually decorated

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
4.0 out of 5, Very good, (1017)
The price is CHF 650
for 1 room
includes taxes & fees
10 Feb - 11 Feb
The Southernmost Inn - Adults Only

About this property

Southwinds Motel

Hotel with 2 outdoor swimming pools, steps from South Beach
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 on-site. Housekeeping is available on request.
Southwinds Motel offers 58 air-conditioned accommodations, which are accessible via exterior corridors, and features coffee/tea makers and a hairdryer. Each accommodation is individually furnished and decorated. Pillowtop beds feature down duvets and premium bedding. Guests can make use of the in-room fridges and microwaves. Bathrooms include a shower and complimentary toiletries.

32-inch LED televisions come with cable channels. Business-friendly amenities include telephones 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.

Our customers tell us that they enjoy the free breakfast at Southwinds Motel. During your stay, you're just a quick walk from Florida Keys Beaches. Enjoy features like 2 outdoor pools, a bar and concierge services.
  • Free continental breakfast served daily
  • Enjoy drinks at the bar/lounge
  • Take a swim in the 2 outdoor pools
  • Services include a concierge, tour or ticket assistance and luggage storage
  • On-site recreation includes bicycles to rent
  • Guests really like the accommodation for the comfy beds and cleanliness
  • Steps from South Beach and 3 minutes on foot from Duval Street
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.

Guests are served a free continental breakfast daily from 7:00 AM to 10:00 AM.
Tipsy Rooster – This bar only serves light fare.

Languages

English, Russian, Spanish

Property amenities

Parking and transport

  • Limited on-site 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 cot
  • 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 lift
  • Wheelchair-accessible parking

Room amenities

Bedroom

  • Down comforter
  • Free cot
  • 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

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 cots (infant beds)!

Payment types at the property

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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Front desk staff will greet guests on arrival at the property.

We should mention

  • Children aged 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

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 602 out of 1059 reviews" "
Rating 8 - Good. 277 out of 1059 reviews" "
Rating 6 - Okay. 116 out of 1059 reviews" "
Rating 4 - Poor. 42 out of 1059 reviews" "
Rating 2 - Terrible. 22 out of 1059 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

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

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

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

Travelled 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