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Southwinds Motel

2.0 star property
Hotel with 2 outdoor swimming pools, steps from South Beach
your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Southwinds Motel

Exterior
2 outdoor pools, pool umbrellas, pool loungers
Deluxe Room | Terrace/patio
Standard Room, 2 Queen Beds
Deluxe Room | Living area

Reviews

8.8 out of 10

Excellent

Popular amenities

  • Breakfast included
  • Bar
  • 24/7 front desk
  • Laundry
  • Pool
  • Air conditioning
The price is AU$550
includes taxes & fees
23 Dec - 24 Dec

Room options

Available filters for rooms
Showing 4 of 4 rooms

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed

Standard Room, 1 King Bed

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Renovated in 2016
Pillow-top bed
  • 28 sq m
  • Sleeps 3
  • 1 King Bed

View all photos for Deluxe Room

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

Deluxe Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Ceiling fan
Down duvet
  • 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

Standard Room, 2 Queen Beds

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Ceiling fan
Premium bedding
  • 37 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard Room, 1 Queen Bed

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

Standard Room, 1 Queen Bed

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Ceiling fan
Premium bedding
  • 23 sq m
  • Sleeps 3
  • 1 Queen Bed
Porch

Wicker Guesthouse

Pool
Breakfast included
Pet-friendly
Parking included
8.6 out of 10, Excellent, (1005)
The price is AU$718
includes taxes & fees
12 Jan - 13 Jan 2025
Wicker Guesthouse
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About the area

Map
1321 Simonton Street, Key West, FL, 33040

What's nearby

  • Duval Street - 3 min walk
  • South Beach - 3 min walk
  • Southernmost Point - 4 min walk
  • Ernest Hemingway Home and Museum - 11 min walk
  • Mallory Square - 4 min drive

Getting around

  • Key West, FL (EYW-Key West Intl.) - 8 min drive

Restaurants

  • ‪El Siboney Restaurant - ‬8 min walk
  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Southernmost Point Bar In the USA - ‬5 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬5 min walk
  • ‪Banana Cafe - ‬4 min walk

About this property

Southwinds Motel

Hotel near Duval Street
Located close to South Beach and Southernmost Point, Southwinds Motel provides free continental breakfast, laundry facilities and an outdoor entertainment area. Adventurous travellers may like the cycling at this hotel. Guests can also expect to find a bar.
You'll also enjoy the following perks during your stay:
  • 2 outdoor pools with sunloungers and pool umbrellas
  • Bike hire, luggage storage and free newspapers
  • Multilingual staff, a 24-hour front desk and outdoor furniture
  • A vending machine, tour/ticket information and concierge services
  • Guest reviews say great things about the beach locale and helpful staff
Room features
All 58 individually furnished rooms feature comforts, such as premium bedding and air conditioning. Guest reviews highly rate the cleanliness rooms at the property.
More amenities include:
  • Highchairs and free infant beds
  • Pillowtop mattresses and down duvets
  • Bathrooms with showers and free toiletries
  • 32-inch LED TVs with cable channels
  • Fridges, microwaves and coffee/tea makers

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

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

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 cots are available on request at the 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

We should mention

This property does not have any lifts
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

Frequently asked questions

Does Southwinds Motel have a pool?

Yes, this property has 2 outdoor pools.

How much does it cost to stay at Southwinds Motel?

As of 22 Dec 2024, prices found for a 1-night stay for 2 adults at Southwinds Motel on 23 Dec 2024 start from AU$504.53, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Southwinds Motel pet-friendly?

No, pets are not allowed at this property.

How much is parking at Southwinds Motel?

Limited spots are available.

What time is check-in at Southwinds Motel?

Check-in start time: 4:00 PM; check-in end time: midnight. Late check-in is available during limited hours.

What time is check-out at Southwinds Motel?

Checkout is at 11 AM.

Where is Southwinds Motel located?

Located in Key West Historic District, this hotel is within a 5-minute walk of Duval Street, South Beach and Southernmost Point. Ernest Hemingway Home and Museum and Clarence S. Higgs Memorial Beach Park are also within 15 minutes.

Reviews

8.8

Excellent

Rating 10 - Excellent. 597 out of 1046 reviews" "
Rating 8 - Good. 267 out of 1046 reviews" "
Rating 6 - Okay. 115 out of 1046 reviews" "
Rating 4 - Poor. 44 out of 1046 reviews" "
Rating 2 - Terrible. 23 out of 1046 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

6/10 Okay

Soniya

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Exhaust fan in bathroom didn't work. Windows in room and bathroom cannot be opened. Small room. Breakfast is all packaged food. There is fresh fruit of bananas and easy to peel orange. Like Tea, drinking water, hot water.
Stayed 2 nights in Dec 2024

6/10 Okay

Kenneth

Disliked: Staff & service
Stayed 3 nights in Dec 2024

8/10 Good

Eleanor

It was ok
Stayed 4 nights in Dec 2024

10/10 Excellent

John

Travelled with family, Travelled with group
Liked: Cleanliness, property conditions & facilities
Always have a great stay there. Great hanging out at the Tipsy Rooster
Stayed 1 night in Dec 2024

8/10 Good

Dulcenea

Travelled with family and small children
Liked: Cleanliness, staff & service
A great way to end our family cruise vacation. Cute vintage property. Rooms are cozy and basic but we didn’t spend much time inside. Walking distance to the beach, the southernmost point, and Duval. Anna’s coffee and the food truck across the street are amazing! The free Duval loop bus stop is close as well as the trolley stop. Would stay again!
Stayed 2 nights in Dec 2024

6/10 Okay

Crystal, Lakeport

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
Stayed 3 nights in Dec 2024

6/10 Okay

Christina M

Travelled with family
Liked: Staff & service
Unfortunately our room was directly Next to the rooster bar and we heard the people In there and the music well into 3am every night - made for very poor sleeping conditions. Also when showering the hot and cold handles did not work, made for very cold Showers which was really too bad, wouldn’t recommend or stay here again
Stayed 2 nights in Dec 2024

10/10 Excellent

Deborah, Woburn

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is our second stay at southwinds. Great place to stay.
Stayed 1 night in Dec 2024

4/10 Poor

Patrick, Richmond Hill

Liked: Cleanliness
Disliked: Amenities, property conditions & facilities
The exterior door of the room was a hollow wood door. Hollow wood doors are intended for interior use such as closets, bathrooms, etc., not exterior. For proper security, an exterior door should be either metal or solid wood. Even though the door on the room I stayed in had two locks, including a dead bolt, a hollow wood door can be broken open in minutes, if not seconds, with ordinary common hand tools or it can be kicked apart. This is a serious security lapse. Additionally, there was a gap between the bottom of the door panel and the threshold that likely permitted a large cockroach that I found in the room on my third night there to gain access to the room. Someone at the front desk told me that the roaches live in the trees outside so it probably got in under the door. It would seem that if they knew about the roaches, measures should have been taken (such as better fitting doors with barriers along the bottoms) to keep them out of the rooms. Other possible intruders, such as mice, could probably squeeze through too. Other issues that I noticed didn't seem well thought out such as the location of the wall mounted TV; most of the screen could not be seen from the bed if the outward swinging bathroom door was open by more than about a foot. It could have been mounted elsewhere. Overall, the room was clean, the bed was comfortable and the air conditioner worked well. Everything worked well in the bathroom though the sink faucet was a bit loose and moved slightly.
Stayed 4 nights in Dec 2024

8/10 Good

Eric

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice older property, walking distance to Duval street. Great bar next to the property with live music.
Stayed 2 nights in Dec 2024

8/10 Good

Cynthia, Hamilton

Travelled with family
Air conditioner comes on and shuts off every 2 minutes. Very loud water pressure was great for cold water. Hot water trickled
Stayed 2 nights in Dec 2024

10/10 Excellent

Norbert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Quint little cottages
Stayed 1 night in Dec 2024

6/10 Okay

zues

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Had bugs only 2 but don't think they were a lot a few maybe roaches not sure
Stayed 3 nights in Dec 2024

10/10 Excellent

Robert

Stayed 1 night in Nov 2024

8/10 Good

Jacqueline

Liked: Cleanliness, staff & service, property conditions & facilities
Nice old school motel
Stayed 2 nights in Nov 2024

10/10 Excellent

Dan

Travelled with partner
The staff here are wonderful. They go above and beyond to accommodate. We were especially impressed with Winfield.
Stayed 2 nights in Dec 2024

8/10 Good

ron

Travelled with partner
Liked: Cleanliness, staff & service
Room was ok but some outlets could only be used with ceiling lights left on. Bed had large hump in the middle.
Stayed 2 nights in Dec 2024

10/10 Excellent

Jolanta

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Nov 2024

8/10 Good

IVON

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
safe
Stayed 2 nights in Nov 2024

10/10 Excellent

SATISH

Travelled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
What a hidden gem and so close to Duval Street!! Stay here and do the Southen Most Point in the morning at sunrise. And thank me later 😍
Stayed 1 night in Nov 2024

10/10 Excellent

Kevin Robert

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a reasonably priced Motel with a bar and liqoir store attached, also had a small grocery store across the street.
Stayed 7 nights in Nov 2024

8/10 Good

Nadia

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved how convenient it is to all amenities.
Stayed 4 nights in Nov 2024

10/10 Excellent

Dennis

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Iris at the front desk was Fantastic! She checked us in on a phone call as we arrived after hours. Was a pleasure ...
Stayed 3 nights in Nov 2024

4/10 Poor

Trevor

Liked: Cleanliness, amenities, property conditions & facilities
Disliked: Staff & service
Beware that there is a bar at the property with live music in the evening that goes til 1:30 a.m. This bar was right beside my window. I was told at checkin that the music only went til 11 p.m., which I didn't think was unreasonable. However when it was still going strong at 12:30, I called reception and was told, "No, it doesn't end til 1:30 a.m." I find it hard to believe that they didn't know that when I checked in. At first the manager was not willing to allow me to cancel my second night and get a refund. It was only after I got Expedia involved (thanks to the helpful folks at Expedia) that he was willing to do so. He remainded unwilling to discount my first night. So I paid $350 CAD for 3 1/2 hours sleep. He assured me that he would let all staff know how late the music actually goes, so if you are told otherwise, let my lesson be your guide. Otherwise the property is fine and the bed was comfortable. It will work if you don't mind live music literally outside your room (Room 19) til 1:30 a.m.
Stayed 2 nights in Nov 2024

10/10 Excellent

Michelle

Liked: Cleanliness, staff & service, property conditions & facilities
Great location. Friendly helpful staff. Room clean.
Stayed 3 nights in Nov 2024