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Southwinds Motel

2.0 star property

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Photo gallery for Southwinds Motel

Exterior
2 outdoor pools, pool umbrellas, sun loungers
Deluxe Room | Living area | 32-inch LED TV with cable channels, TV
Exterior
Standard Room, 2 Queen Beds | 1 bedroom, premium bedding, down comforters, pillowtop beds

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 comforters, pillowtop beds

Standard Room, 1 King Bed

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

View all photos for Deluxe Room

1 bedroom, premium bedding, down comforters, pillowtop beds

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)
  • 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 | 1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 2 Queen Beds

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

View all photos for Standard Room, 1 Queen Bed

1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 1 Queen Bed

8.4 out of 10
Very good
(83 reviews)
  • 250 sq ft
  • Sleeps 3
  • 1 Queen Bed

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Property grounds

The Palms Hotel

  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
4.3 out of 5, Excellent, (1001)
$188 nightly
The price was $231
The price is $188 total
includes taxes & fees
The Palms Hotel

About this property

Southwinds Motel

Hotel in Old Town Key West
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
  • High chair
  • In-room crib
  • 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 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

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
Safety features at this property include a carbon monoxide detector and a smoke detector

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. 641 out of 1113 reviews
Rating 8 - Good. 290 out of 1113 reviews
Rating 6 - Okay. 122 out of 1113 reviews
Rating 4 - Poor. 42 out of 1113 reviews
Rating 2 - Terrible. 18 out of 1113 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

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

Traveled 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

Traveled 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

Traveled 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

Traveled 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

Traveled 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

Traveled 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

Traveled with group, Traveled with partner
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

Traveled 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

Traveled with group, Traveled with family
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

6/10 Okay

Ian

Liked: Cleanliness
Disliked: Property conditions & facilities

Overpriced old school motel, shabby but clean.

This would be a $150 a night place anywhere else. 3x as much in Key West. It's a typical old school motel. Showing its age a lot. It was clean and has a great location. The biggest annoyance was it has a functioning kitchen but not a single spec of any pots, silverware or anything at all. I had to forage in the breakfast room to find a few plates and plastic silverware.
Stayed 3 nights in Mar 2025

8/10 Good

Elke

Liked: Cleanliness, staff & service
Downtown sehr gut mit Shuttlebus erreichbar.
Stayed 1 night in Mar 2025

10/10 Excellent

Keri

Traveled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location! Just a walk away from everything! Nice rooms, just a little dated. No utensils or dishes in kitchen. Otherwise great staff, very kind & helpful. Great continental breakfast. 2 pools, great for families! Free laundry on site!
Stayed 2 nights in Mar 2025

10/10 Excellent

Kimberly, Huntington Beach

Liked: Cleanliness, staff & service, property conditions & facilities
Quant property in the heart of ‘Southermost’ away from the high traffic touristy areas. I loved that it had a bar, nightly live music, dessert truck & 2 pools on site with multiple beaches, food options & Trolley stop 11 within a few blocks.
Stayed 3 nights in Mar 2025

8/10 Good

Kathryn

Traveled with family
Liked: Amenities
Continental breakfast and great location. Rooms were dated but clean
Stayed 1 night in Mar 2025

10/10 Excellent

Mary

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

Pleased traveling coupe!

Even though the room is small, the cleanliness, service and comfort were exceptional!! The staff was soooo helpful!!!
Stayed 1 night in Mar 2025

10/10 Excellent

Doug

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Mar 2025

10/10 Excellent

Heather

Liked: Cleanliness, staff & service, property conditions & facilities
Perfect little motel
Stayed 1 night in Mar 2025

8/10 Good

ronald

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location
Stayed 4 nights in Mar 2025

6/10 Okay

Veronica

Traveled with family

Perfect for the night

I book three rooms for a group of 2 adults with 6 teenagers. Its not a fancy place but certainly a comfortable one. Its close to everything just 20 min walk from the boat docks. Live music and entertainment, bar, snack mobile, Hammocks, scooter rentals all you can possibly needs for a short fun stay. Just 2 blocks from the famous Key West buoy. Front desk service was kind and efficient. Will stay here again.
Stayed 1 night in Mar 2025

10/10 Excellent

Doug

Stayed 2 nights in Mar 2025

10/10 Excellent

Bruce

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We love staying here!!! The staff is always amazing and the rooms are nice and clean. Parking outside your room is a bonus. Convenient walk to beaches, bars and dining.
Stayed 1 night in Mar 2025