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Southwinds Motel

2.0 star property
Hotel with 2 outdoor swimming pools, steps from South Beach

Choose dates to view prices

your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Southwinds Motel

Exterior
Premium bedding, down duvets, pillow-top beds, individually decorated
2 outdoor pools, pool umbrellas, pool loungers
Private kitchen
Terrace/patio

Reviews

8.8 out of 10

Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Laundry
  • Air conditioning
The price is S$301
includes taxes & fees
17 Dec - 18 Dec

Room options

Available filters for rooms
Showing 4 of 4 rooms

View all photos for Standard Room, 1 King Bed

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

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

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

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

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includes taxes & fees
4 Dec - 5 Dec
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About the area

Map
1321 Simonton Street, Key West, FL, 33040

What's nearby

  • Duval Street - 3 min walk - 0.3 km
  • South Beach - 3 min walk - 0.3 km
  • Southernmost Point - 4 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 11 min walk - 0.9 km
  • Mallory Square - 4 min drive - 2.1 km

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

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

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 at the property

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 3 Dec,2024, prices found for a 1-night stay for 2 adults at Southwinds Motel on 17 Dec,2024 start from S$300.71, 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.

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 590 out of 1023 reviews" "
Rating 8 - Good. 256 out of 1023 reviews" "
Rating 6 - Okay. 111 out of 1023 reviews" "
Rating 4 - Poor. 43 out of 1023 reviews" "
Rating 2 - Terrible. 23 out of 1023 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

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

8/10 Good

Janet

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Nov 2024

6/10 Okay

Christopher, Fort Myers

Liked: Staff & service
Stayed 3 nights in Nov 2024

10/10 Excellent

james

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
First time for us visiting the Southwinds and we thought it was a great location. We had a daily stop at the Tipsy Rooster, which is located on the property, to relax while listening to the live music.
Stayed 7 nights in Nov 2024

10/10 Excellent

terry

Stayed 3 nights in Oct 2024

8/10 Good

Laura

Liked: Cleanliness, staff & service, property conditions & facilities
Cute room close to Duval Street. Would stay again
Stayed 2 nights in Nov 2024

10/10 Excellent

Tessa, Land O Lakes

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff and location is great!
Stayed 2 nights in Aug 2024

10/10 Excellent

Darlyne

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Minutes prom Duval St. in an affordable, clean, friendly and small establishment. Stayed on a Sunday night; surprised to hear VERY LOUD music until after midnight. Still worth it!
Stayed 1 night in Nov 2024

10/10 Excellent

Joseph

Liked: Cleanliness, staff & service
Very helpful staff. Carlos was great to work with, giving good locals advice. The location is perfect for beach access and Duvall access. Have already booked my next trip
Stayed 2 nights in Oct 2024

8/10 Good

DPL

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This place is not new. Staff is helpful and they have an outdoor bar with live music every nite. And food is available in the area and all over town. And lots of bars. Walk to Southernmost marker and Hemingway House. Near south end of Duval St. Long walk to seaport. Desk told us about public transport, great!! And they can book some activities if available. JET SKI around Key West!!!! Watch the weather. Lots of waves during Rapheal! We had a good 4 days.
Stayed 3 nights in Nov 2024

10/10 Excellent

Sally

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

10/10 Excellent

LISA MARIE, Greensboro

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay
Stayed 4 nights in Oct 2024

6/10 Okay

Sherree, Lady lake

Travelled with partner, Travelled with group
Disliked: Amenities, property conditions & facilities
Was a confusing checkin. Only did room service every 3 days but that was not explained so used and hung towels, went and grabbed pool towels to use. Carried out own garbage to the dumpster and had a one use shampoo bottle to use for the two of use for 3 days.When you pay almost $300 a night and resort fee .... You do not even get room cleaned or towels. C'mon be better than this! We loved Key West and Carlos (employee) was amazing!!! Also gave me some shampoo/clean towels on day 4...
Stayed 3 nights in Nov 2024

10/10 Excellent

denise

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Easy to walk around and two pools were great!
Stayed 4 nights in Oct 2024

10/10 Excellent

Denise

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everyone and everything was fabulous.
Stayed 3 nights in Oct 2024

2/10 Terrible

John

Travelled with partner
Disliked: Amenities, property conditions & facilities
My plans had changed and one month before the 10/24 reservation, I submitted a request for a cancellation with full refund to Expedia. You rejected the request. I emailed the manager Umberto, explaining that you could easily resell the room since it was a month before and this was Fantasy Fest. He refused. So if a I cancelled with no returned you could resell the room and get paid for it twice. This is just wrong. He still refused. The room did not look anything like the room in the ad. The tiles in the bathroom were moving and about to fall through. The pressure in the shower was very low.
Stayed 3 nights in Oct 2024

10/10 Excellent

Kerry

Liked: Cleanliness, staff & service, property conditions & facilities
Will definitely be back - a small jem right by Duval St and the Southernmost Point!!
Stayed 3 nights in Oct 2024

2/10 Terrible

Simon

Disliked: Cleanliness, staff & service, property conditions & facilities
NOTHING!! I WILL NOT STAY THERE AGAIN, DO NOT RECOMMEND IT FOR ANYONE ELSE!!
Stayed 2 nights in Oct 2024