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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
Exterior
Standard Room, 2 Queen Beds | Premium bedding, down comforters, pillowtop beds, individually decorated
Deluxe Room | Living area | 32-inch LED TV with cable channels, TV

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 | 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

Deluxe Room | Living area | 32-inch LED TV with cable channels, TV

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

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Property grounds

The Palms Hotel

  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
4.3 out of 5, Excellent, (1006)
$208 nightly
The price was $242
The price is $208 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
  • Highchair
  • 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. 637 out of 1111 reviews
Rating 8 - Good. 290 out of 1111 reviews
Rating 6 - Okay. 118 out of 1111 reviews
Rating 4 - Poor. 45 out of 1111 reviews
Rating 2 - Terrible. 21 out of 1111 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

Edward Scott

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Feb 2025

10/10 Excellent

Jodi

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Location, location, location! We were very well pleased with everything. The staff was super friendly and helpful!!! Rooms were very clean, and the place had all the amenities we could ask for! Definitely will stay there again and highly recommend SouthWinds to others.
Stayed 4 nights in Feb 2025

8/10 Good

Nikki

Traveled with group
Great place!!!!!
Stayed 2 nights in Feb 2025

10/10 Excellent

ROBERT

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

Southwinds Key West

Easy check in and friendly, attentive staff. Older motel but very clean and great location.
Stayed 2 nights in Feb 2025

10/10 Excellent

Jody

Liked: Cleanliness, staff & service, property conditions & facilities
I cannot say enough good things about this motel. Karen, at the front desk was so helpful. She gave us tons of recommendations and was very accomodating. We parked our car and didn't have to move it until we left Key West. We walked to the beach, Southernmost Point, Bars, Restaurants, Hemingway House and Mallory Square. We would definitely stay here again.
Stayed 2 nights in Feb 2025

8/10 Good

Michael

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice property, pricing is moderate, close to Duval, walkable from Mallory Square to the Southern Most Point. Will stay again!
Stayed 2 nights in Feb 2025

4/10 Poor

Howard

While the staff was generally very good, the noise at night from the accompanying bar with live music made sleep next to impossible until quite late at night. Given that sleep is the main thing you want at this place, it makes it very difficult to endorse it
Stayed 2 nights in Feb 2025

8/10 Good

Kristen

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

Decent value, clean.

Helpful staff, simple but clean renovated rooms, teensy bathroom and no bathroom fan so we must open windows (in full view of passersby). Parking is tight w lg vehicle. Nice outdoor touches (tables and chairs w greenery, hammocks) great little outdoor bar w live music nightly. All in all, good experience. Walkable to all.
Stayed 2 nights in Feb 2025

8/10 Good

Michele

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Convenient area, walkable to most attractions, clean, quaint. The only down side is the cost of stays in the Keys is expensive, when you just want a clean place to sleep while you explore the area it’s frustrating to spend over $350 just to sleep.
Stayed 1 night in Feb 2025

8/10 Good

Benard

Stayed 2 nights in Feb 2025

10/10 Excellent

Kimberly

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great property
Stayed 4 nights in Feb 2025

8/10 Good

Michelle

Liked: Cleanliness, staff & service, property conditions & facilities
Great motel!
Stayed 1 night in Feb 2025

10/10 Excellent

Pamela, Long Branch

Been a guest at Southwinds for many repeat visits over the last 15 yrs. I think this is the nicest it’s looked for awhile! Lobby Staff is excellent and super friendly. Expedited an extended stay for me! I love this place!
Stayed 5 nights in Feb 2025

6/10 Okay

Veronica

Liked: Staff & service
Stayed 2 nights in Feb 2025

10/10 Excellent

Eileen

Traveled with partner
Liked: Cleanliness, staff & service
We have stayed here several times in the past 10 years. The front desk representative here now is so nice and so helpful, made us feel very welcome. It is modest but clean and convenient with three pools - we like to stay in the little courtyard with the smallest pool - nice and deep and warm and the courtyard is lovely and private but right off one of the main streets at this end of town. There’s an outdoor bar on premises and an ice cream truck, too. Plus washer and dryer for guests. In pricey Key West, it’s relatively affordable and nicely situated.
Stayed 1 night in Feb 2025

8/10 Good

Linda

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

Nice quait keys motel.

Good location. Close to downtown. Heated pool was nice. Need to ask for housekeeping if you want cleaning service. Otherwise quiet and good parking for older motel.
Stayed 4 nights in Jan 2025

8/10 Good

Verified traveler

Liked: Cleanliness, staff & service

Good bargain

We were out enjoying the weather, however the room was okay. Little small. Could have used another side table for the other side of the bed. Maybe a dresser/closet. We didn’t have any place to put our clothes. We did like the bar, they had good drinks. The cafe/deli across the street was nice and it was nice to be away from Duval street. Very quiet and we liked our little patio. The pass to the beach was nice too. We would stay here again.
Stayed 4 nights in Feb 2025

10/10 Excellent

Tara

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

Nice place, nice staff

Comfy motel a block away from the quieter end of Duval St, less than a mile from the busy end. Plenty of restaurants and bars nearby and near the Southernmost point buoy. Nice bed and has lawn chairs out front. Fridge, sink and microwave in room. Resort fee allows us on to a nice beach with beach chairs and towels a few minutes walk away. Pool onsite but a bit chilly in winter. Super staff giving suggestions, reservation help and some discount cards. Special thanks to Erin and Neilam. Highly recommend.
Stayed 3 nights in Jan 2025

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 4 nights in Feb 2025

10/10 Excellent

Mary

Traveled with partner
Liked: Cleanliness, staff & service, amenities
The front desk staff was always willing helful & friendly The coffee was good and strong too!
Stayed 2 nights in Jan 2025

10/10 Excellent

Laura

Liked: Cleanliness, amenities, property conditions & facilities
Wonderful staff. Clean property
Stayed 2 nights in Feb 2025

8/10 Good

Shelly

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Location is great
Stayed 3 nights in Jan 2025

10/10 Excellent

Patrick

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Liked everything, great motel.
Stayed 1 night in Jan 2025

6/10 Okay

Stephen

Liked: Cleanliness, room comfort
Stayed 5 nights in Jan 2025

10/10 Excellent

William

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