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Southwinds Motel

2.0 star property

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Exterior
2 outdoor pools, pool umbrellas, sun loungers
Deluxe Room | Terrace/patio
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
    ‪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 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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The price is $241
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$291 total
includes taxes & fees
May 19 - May 20
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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. 635 out of 1104 reviews
Rating 8 - Good. 286 out of 1104 reviews
Rating 6 - Okay. 118 out of 1104 reviews
Rating 4 - Poor. 44 out of 1104 reviews
Rating 2 - Terrible. 21 out of 1104 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.4/10

Property conditions & facilities

8.4/10

Eco-friendliness

Reviews

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

8/10 Good

Richard

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

4/10 Poor

Robert

Disliked: Property conditions & facilities

Below average

Check in was ok. Location was ok. Rooms were small, air conditioning when on and off; kept us awake. Toilet continued to run water due to leaky flapper. Sheets were very rough.
Stayed 2 nights in Jan 2025

10/10 Excellent

Lorne

Stayed 2 nights in Jan 2025

10/10 Excellent

Robert

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Not fancy but nice
Stayed 4 nights in Jan 2025

10/10 Excellent

Mary Lee

Traveled with group
Liked: Cleanliness, staff & service
Stayed 1 night in Jan 2025

10/10 Excellent

Linda A

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

6/10 Okay

Verified traveler

Disliked: Staff & service
Paid for a larger room 400sq ft. Received 200sq ft. Not till i asked why. So pay attention.
Stayed 1 night in Jan 2025

8/10 Good

Kelly

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Very clean and quiet
Stayed 3 nights in Jan 2025

10/10 Excellent

lynette

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was in a great location. Had an attached bar and deli right across street. The only thing I would change we had a very nice sized room but our tv was too small for that size of room. Other than that wonderful place to stay
Stayed 1 night in Jan 2025

6/10 Okay

Cortney

Traveled with family
Very small room. We didn’t have hot water one of the days. Black stuff came out of air conditioner vents. Definitely could have been better.
Stayed 4 nights in Jan 2025

10/10 Excellent

Robert

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I didn’t like the broken gutter. The rain was very noisy.
Stayed 2 nights in Jan 2025

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, property conditions & facilities
Location location location Property is a block away from Duval St Walked everywhere
Stayed 2 nights in Jan 2025

8/10 Good

charles

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
this is an older beach property, not the $800 a night classy places, its convenient and everything in the area is walkable. parking is good for staying. Good continental breakfast and coffee in AM! folks very friendly. this was the 3rd time we stayed!
Stayed 4 nights in Jan 2025

10/10 Excellent

Barbara

Stayed 2 nights in Jan 2025

10/10 Excellent

Dave

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 6 nights in Dec 2024

10/10 Excellent

Melanie

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful property. Very reasonable price. Definitely would stay here again.
Stayed 6 nights in Jan 2025

4/10 Poor

Leah

Traveled with partner, Traveled with family
Disliked: Amenities, property conditions & facilities
run down and uncomfortbale
Stayed 3 nights in Jan 2025

10/10 Excellent

Robert

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
good location
Stayed 3 nights in Jan 2025

8/10 Good

Verified traveler

Liked: Cleanliness, staff & service, room comfort

Nice Winter Get-Away

Southwinds is an old beach motel located near the beach and the Southernmost Point. It's away from all the hustle of Duval Street but still a close walk to get to restaurants and bars. If you are looking for the Hilton, this isn't your place to stay, it's clean but not fancy. It could use some updating, beds are of average comfort, pillows are just okay, continental breakfast was adequate. The pools are nice, and the staff was very friendly and helpful. It was convenient to have a liquor store and bar on premise. Free parking. We would stay there again.
Stayed 4 nights in Jan 2025