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Southwinds Motel

2.0 star property

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Photo gallery for Southwinds Motel

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

Reviews

8.8 out of 10
Excellent

Popular amenities

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

Explore the area

Map
1321 Simonton Street, Key West, FL, 33040
  • Duval Street
    ‪3 min walk‬
  • South Beach
    ‪3 min walk‬
  • Southernmost Point
    ‪5 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

Room options

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed | 1 bedroom, premium bedding, down duvets, pillow-top beds

Standard Room, 1 King Bed

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

View all photos for Deluxe Room

1 bedroom, premium bedding, down duvets, pillow-top beds

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, 2 Queen Beds

Standard Room, 2 Queen Beds | 1 bedroom, premium bedding, down duvets, pillow-top beds

Standard Room, 2 Queen Beds

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

View all photos for Standard Room, 1 Queen Bed

1 bedroom, premium bedding, down duvets, pillow-top beds

Standard Room, 1 Queen Bed

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

Similar properties

Property grounds

The Palms Hotel

  • Pool
  • Breakfast included
  • Pet-friendly
  • Free WiFi
4.3 out of 5, Excellent, (1000)
The price is €208
for 1 room
includes taxes & fees
2 Aug - 3 Aug
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 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 Duval Street. 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 cleanliness and comfy beds
  • 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

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

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
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

  • 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. 645 out of 1121 reviews
Rating 8 - Good. 291 out of 1121 reviews
Rating 6 - Okay. 124 out of 1121 reviews
Rating 4 - Poor. 43 out of 1121 reviews
Rating 2 - Terrible. 18 out of 1121 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

Mary

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Apr 2025

4/10 Poor

Brian

Travelled with family
Disliked: Cleanliness, amenities, property conditions & facilities
At the driveway, the trees/shrubs knocked off our sideview mirror. That will be $1,700 repair cost on top of the cost of motel - damage caused by this property. Of course the next day, the bushes/tree had been cut down !! No offer by property to help our repair costs !
Stayed 3 nights in Apr 2025

4/10 Poor

Sean

Disliked: Staff & service, amenities, property conditions & facilities
Small, dirty little place. But, the kicker is that they use real keys that aren’t stamped with room number all that well. This was a problem because the guy at front desk gave us 2 keys to our “room” but one was the wrong room. After it wouldn’t open the one that was actually our room, we went to what the key said (thinking the front desk guy messed up) and yup, key worked…..let my wife open up a room with another couple having sex. The guy at the front desk just said “oh sorry” and gave us a better key. So no, we didn’t feel safe in these rooms as who knows who may just walk in.
Stayed 1 night in Apr 2025

10/10 Excellent

Cynthia

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent.

8/10 Good

Julie

Travelled with partner, Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities
If you don't expect too much, you won't be too let down. It's an older property, my room was very small but it had a coffee maker, mini fridge, free parking, free breakfast. The area around it is great. Personally I would try to find a higher star hotel to stay at next time, but if none were available, I'd stay here again in a pinch.
Stayed 2 nights in Apr 2025

10/10 Excellent

Cynthia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We love this place. Will be back.
Stayed 1 night in Apr 2025

8/10 Good

james

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Great location Nice staff and breakfast
Stayed 5 nights in Apr 2025

10/10 Excellent

Debra

Travelled with family, Travelled with group
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

Linda, Downers Grove

Travelled with partner, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff is excellent. Standard continental breakfast. While the property is older it was very clean and comfortable. The bathroom is a bit small. Loved the bar attached to the property with live music.
Stayed 3 nights in Apr 2025

10/10 Excellent

david

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice area. Very convenient. Wi-Fi not reliable in room but strong signal outside. Wasn't a problem.
Stayed 1 night in Apr 2025

10/10 Excellent

Susan

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Mar 2025

10/10 Excellent

Bruce T

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

Great place to stay!

Very clean and very convenient to get to the beach and Duvall. Perfect location. We'll definitely stay again!
Stayed 3 nights in Apr 2025

10/10 Excellent

david

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Been here before, very convenient.
Stayed 1 night in Apr 2025

6/10 Okay

sherry

Stayed 2 nights in Feb 2025

10/10 Excellent

Amy

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our bathroom needed a little TLC….nothing major but still needs a little attention Room 36 It won’t keep us from staying again for sure!! Southwinds vibes are perfect in KW! The beds and pillows are amazing!! And ‘Z’ at the Tipsy Rooster is pretty cool and on her game!!!
Stayed 6 nights in Mar 2025

6/10 Okay

Dawn

Travelled with family
Liked: Staff & service
The breakfast was a treat. The pool was nice. Property is very walkable to attractions. Complimentary laundry did not work.
Stayed 1 night in Apr 2025

10/10 Excellent

Kelly

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

Key West

Clean and wonderful location
Stayed 6 nights in Mar 2025

10/10 Excellent

stacey

Liked: Cleanliness, staff & service, property conditions & facilities
Fun music next door
Stayed 1 night in Mar 2025

8/10 Good

Edwin

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Mar 2025

10/10 Excellent

LAURYN

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Walk to beach and southern most point. The motel breakfast propided as perfect and plentiful. I will be going back.
Stayed 2 nights in Mar 2025

10/10 Excellent

Don

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I would stay here again. The location was good - easy walking to things but also quiet. The pool was nice.
Stayed 2 nights in Mar 2025

4/10 Poor

Joy Smith

Travelled with family
Disliked: Cleanliness, amenities
Very basic property .smalls r very small not cleaned enough. Washrooms are tiny...no hot breakfast option. Not value for money considering it's a motel
Stayed 1 night in Mar 2025

8/10 Good

Lora

Travelled with partner, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Check in was easy. Staff very friendly. Bed comfortable. Only negative is the small bathroom.
Stayed 2 nights in Mar 2025

10/10 Excellent

JEFF

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We absolutely love this place! We had four couples with us and we all loved it. Very quaint, tropical, and convenient. A bar on one side and ice cream parlor on the other. Room was your basic motel but cute and clean. Will definitely be staying here again.
Stayed 1 night in Mar 2025

8/10 Good

Kimberly

Travelled with family, Travelled with group
Liked: Staff & service, amenities
Staff was great and very helpful. They will book excursions, take care of golf cart rentals and have bike rentals onsite. Roosters, the bar attached to the motel was perfect with music every night. The rooms are small, especially the bathroom but fine for a few nights. I'm not sure I could stay here long term, but again, perfect for a short stay.
Stayed 3 nights in Mar 2025

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