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Southwinds Motel

2.0 star property

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Photo gallery for Southwinds Motel

Exterior
Reception
Exterior
Property grounds
2 outdoor pools, pool umbrellas, pool loungers

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Laundry

Explore the area

View in a map
1321 Simonton Street, Key West, FL, 33040
  • Place, Duval Street
    ‪3 min walk‬
  • Place, South Beach
    ‪3 min walk‬
  • Place, Southernmost Point
    ‪5 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

Room options

View all photos for Standard Room, 1 Queen Bed

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

Standard Room, 1 Queen Bed

8.4 out of 10
Very good
(98 reviews)
  • 23 sq m
  • Sleeps 3
  • 1 Queen Bed

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

8.6 out of 10
Excellent
(71 reviews)
  • 37 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Deluxe Room

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

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)
  • 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

Standard Room, 1 King Bed

8.4 out of 10
Very good
(106 reviews)
  • 28 sq m
  • Sleeps 3
  • 1 King Bed

Similar properties

Property grounds
The Palms Hotel
  • Pool
  • Breakfast included
  • Pet-friendly
  • Free WiFi
4.4 out of 5, Excellent, 1,003 reviews
The price is €274
includes taxes & fees
11 Jan - 12 Jan 2026
The Palms Hotel

About this property

Southwinds Motel

Hotel with 2 outdoor swimming pools, steps from South Beach
2 outdoor pools, a bar/lounge, and self parking are available at this hotel. Continental breakfast is free. Other amenities include coffee/tea in a common area, concierge services, and laundry facilities. 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.

Our customers tell us they enjoy the free breakfast at Southwinds Motel. During your stay, you're just a quick walk from Duval Street. Enjoy features like 2 outdoor pools, a bar, and concierge services.
  • Free continental breakfast served daily
  • Enjoy drinks at the bar/lounge
  • Self parking available for a fee
  • Take a swim in the 2 outdoor pools
  • Services include a concierge, tour or ticket assistance, and luggage storage
  • Onsite recreation includes bike rentals
  • Guests really like the accommodations for the cleanliness and comfy beds
  • Steps from South Beach and 3 minutes by 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. For a fee, parking is available.

Smoking is allowed in designated areas at this Key West hotel.

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

Property amenities

Parking and transport

  • Parking on site (USD 22.50 per day)

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 cot
  • 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

  • No lift

More

  • 1 floor
  • 9 buildings
  • Designated smoking areas

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 available

Special check-in instructions

Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Free cribs (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 33.75 per accommodation, per night
The resort fee includes:
  • Additional inclusions
  • Beach access
  • Beach loungers
  • Beach towels
  • Concierge service
  • In-room coffee
  • Internet access
  • Laundry facilities
  • Partner property beach club access
  • Phone calls
  • Pool access

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Self parking fee: USD 22.50 per day

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Safety features at this property include a carbon monoxide detector and a smoke detector
Front desk staff will greet guests on arrival at the property.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

  • 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

Reviews

Southwinds Motel Reviews

8.8

Excellent

9.0/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.4/10

Property conditions & facilities

8.2/10

Eco-friendliness
Rating 10 - Excellent. 724 out of 1247 reviews
Rating 8 - Good. 325 out of 1247 reviews
Rating 6 - Okay. 128 out of 1247 reviews
Rating 4 - Poor. 51 out of 1247 reviews
Rating 2 - Terrible. 19 out of 1247 reviews

Reviews

8/10 Good

Suzanne

Liked: Staff & service
Stayed 3 nights in Sep 2025

10/10 Excellent

Riley

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My son and his girlfriend drove down for a quick weekend and the keys and stayed here. They loved that they could walk everywhere from their hotel. It was super convenient to everything they wanted to do and they said they would stay there again.
Stayed 3 nights in Aug 2025

8/10 Good

Daile M

Travelled with family
Liked: Cleanliness, staff & service, room comfort

Good budget stay in convenient location

As far as key west is concerned, this is a great budget hotel and easy walking to most places touristy. We based our stay here on using the e scooters on site to get around and had all kinds of issues which was unfortunate. The breakfast included was great. I do have an odd charge to follow up on with the hotel
Stayed 2 nights in Aug 2025

10/10 Excellent

Tonya

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Will stay again

This was my 2nd time at Southwinds and it did not disappoint. The room was clean, bed was comfortable. Location is great. They even provided early check in at no additional cost.
Stayed 3 nights in Sep 2025

10/10 Excellent

David

Travelled with family, Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 4 nights in Aug 2025

2/10 Terrible

Levi

Travelled with family
Liked: Staff & service
Disliked: Cleanliness, amenities, property conditions & facilities
The staff was kind, not the issue. The room I booked did not look like the room I got. Everything was severely outdated. The shrubbery getting into the room was blocking portions of the door, not just my room but others too. There was nowhere to sit because the two chairs that were in there are badly soiled. There’s a sticker on the mirror stating to conserve the environment only towels that we put on the floor will be cleaned. The towels that were hung up were shredded and looked like someone has been using them so my daughter didn’t feel comfortable showering in there. There was also bugs in the bathroom. The breakfast they offer are expired muffins and pastries that were hard. They should be ashamed of themselves for charging over $200 for a night in a place like this.
Stayed 1 night in Sep 2025

10/10 Excellent

Donna

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
the staff was so helpful the room was clean my husband met so many people at the local bar and he seen people he met the year before we try to stay in the same place ever year we will be coming back next year
Stayed 1 night in Sep 2025

10/10 Excellent

Terri

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Enjoyed the stay

Everything was clean, staff was friendly and a great location
Stayed 2 nights in Sep 2025

8/10 Good

Denise

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great stay

Great location. Place was clean and neat. Leary about motels but this one was very nice. Didn't get to use all the amenities. Would suggest.
Stayed 1 night in Sep 2025

10/10 Excellent

Stacie

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Safe and chill atmosphere with parking, convenient food, beverages, and market onsite.
Stayed 2 nights in Aug 2025

8/10 Good

Robert

Travelled with partner
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

Christine

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

10/10 Excellent

Jason

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great rooms with great views!
Stayed 3 nights in Aug 2025

8/10 Good

Stephen

Stayed 4 nights in Aug 2025

10/10 Excellent

Steven

Liked: Cleanliness, staff & service, property conditions & facilities
Older property but was perfect for what we needed.
Stayed 1 night in Aug 2025

10/10 Excellent

Simon

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Aug 2025

8/10 Good

James

Travelled with group
Liked: Staff & service, amenities
Will stay again, property needs to be updated
Stayed 7 nights in Aug 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

David

Stayed 2 nights in Aug 2025

4/10 Poor

Stacey, RETFORD

Travelled with family
Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
The reviews for this motel were great so I had no worries when I booked it. But it’s fair to say this place is incredibly tired and run down. the exterior of the motel is in need of some tlc, and I hoped that it was only the exterior that was tired. Whilst the rooms were huge, they were badly in need of renovating, there were cracked and peeling walls, and very dated and tired furniture. Whilst it appeared superficially clean it needed a good deep clean. Although we booked 3 nights we left after 2 as we really didn’t feel comfortable here. It could be beautiful if renovated, but with the half hearted staff we saw, I can’t see any changes happening any time soon.
Stayed 3 nights in Aug 2025

6/10 Okay

Aprell

Travelled with family
Close to everything. Very old school check in so process takes forever. Staff is friendly. Continental breakfast has a great spread. Free refreshments all day which is good because it was super hot. Iron was broken but quickly switched out. It’s ok for a short stay
Stayed 2 nights in Aug 2025

10/10 Excellent

Emidio

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Parking was the only semi issue, it fills up fast on the pool side, do not expect to keep the same spot, but everything about the motel was great and I would recommend it anyone
Stayed 4 nights in Aug 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

10/10 Excellent

Danielle

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Most afforable in Key West

Friendly and attentive staff. Clean and spacious room.
Stayed 4 nights in Aug 2025

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