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Southwinds Motel

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

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

  • Bar
  • 24/7 front desk
  • Laundry
  • Air conditioning
The current price is NZ$630
includes taxes & fees
1 Apr - 2 Apr

Explore the area

Map
1321 Simonton Street, Key West, FL, 33040
  • Duval Street
    ‪3 min walk‬
  • South Beach
    ‪3 min walk‬
  • Key West Butterfly and Nature Conservatory
    ‪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

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
Pillow-top bed
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
Premium bedding
Ceiling fan
  • 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
Premium bedding
Ceiling fan
  • 23 sq m
  • Sleeps 3
  • 1 Queen Bed

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  • Pool
  • Hot tub
  • Breakfast included
  • Air conditioning
4.1 out of 5, Very good, (1024)
The price is NZ$941
for 1 room
includes taxes & fees
15 Mar - 16 Mar
The Southernmost Inn - Adults Only

About the area

Key West

Southwinds Motel places you steps from South Beach and within a short 5-minute stroll of Duval Street. Highlights at this hotel include 2 outdoor swimming pools and free continental breakfast. .Tipsy Rooster is the hotel's own bar, serving drinks along with light fare. Other amenities include coffee/tea in a common area and laundry facilities. Each morning free breakfast is served. There's also the convenience of limited parking. .Places within a short walk of this Old Town Key West hotel include Southernmost Point and Ernest Hemingway Home and Museum is within 15 minutes.

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 with 2 outdoor swimming pools, steps from South Beach
Southwinds Motel offers its guests 2 outdoor swimming pools. You can enjoy a drink at the bar/lounge. Free breakfast is available daily.

A vending machine, multilingual staff, and tour/ticket assistance are also featured at Southwinds Motel.

Smoking is allowed in designated areas at this Key West hotel.

  • 1 floor
  • 58 guestrooms or units
  • 9 buildings
  • Continental breakfast (free)
  • Beach lounge chairs
  • Towels for the beach
  • Poolside lounge chairs
  • Umbrellas for the pool
  • Coffee in lobby
  • Self-service laundry
  • Front desk (24 hours)
  • Staff members are multilingual
  • Storage area for luggage
  • Tour and ticket information
  • Concierge
  • Outdoor picnic space
  • Newspapers in lobby (free)
  • Smoking in designated areas
  • Bar or lounge
Southwinds Motel offers 58 air-conditioned accommodations, which are accessible via exterior corridors, and features coffee/tea makers and a hairdryer. Each accommodation is individually furnished and decorated. Pillowtop beds feature down duvets and premium bedding. Guests can make use of the in-room fridges and microwaves. Bathrooms include a shower and complimentary toiletries.

32-inch LED televisions come with cable channels. Business-friendly amenities include telephones along with free local calls (restrictions may apply). Housekeeping is provided on request.

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 at the property

Access methods

Staffed front desk

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Kids stay free! Children 13 years old and younger stay free when using existing bedding.
  • Rollaway/extra beds are not available.
  • Free cots (infant beds)!

Payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • 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've listed 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
Charges for extra guests may apply and vary according to property policy.
A credit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 guest room reservation. This property accepts Visa, Mastercard, American Express, Discover, Diners Club, debit cards and cash. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in all accommodation.

We should mention

  • Children aged 13 years old and younger stay free in the same room as the parent or guardian when using existing bedding.
  • Registered guests are the only ones allowed to be in guestrooms.
  • Alcohol isn't served at Southwinds Motel.

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

What is the cancellation policy at Southwinds Motel?

Southwinds Motel offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at Southwinds Motel?

As of 1 Mar 2025, prices found for a 1-night stay for 2 adults at Southwinds Motel on 1 Apr 2025 start from NZ$579.97, 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 parking available at Southwinds Motel?

Onsite parking is limited.

Are there any beaches close to Southwinds Motel?

Yep, Southwinds Motel is a short 2-minute walk from Florida Keys Beaches. Fun beach activities include snorkelling, scuba diving and parasailing. You can also find boat tours.

Does Southwinds Motel have a pool?

Yep, and guests recommend it! Southwinds Motel has 2 outdoor swimming pools. Grab your bathers and lounge poolside while enjoying under the shade of an umbrella.

What makes Southwinds Motel a romantic place to stay?

Romance packages and a lounge bar, as well as pillowtop beds in the guestrooms, all help set the scene for a romantic weekend at Southwinds Motel.

Is Southwinds Motel family-friendly?

You bet! With amenities such as 2 outdoor pools and laundry facilities, as well as highchairs and free infant beds in the guestrooms, it's no surprise that Southwinds Motel is a hit with families.

Does Southwinds Motel serve breakfast?

Yeah, our visitors speak well of the free continental breakfast here! Served daily from 7:00 AM to 10:00 AM, this is the place to fuel up for a big day of adventure.

Is there a free airport shuttle available at Southwinds Motel?

No, Southwinds Motel does not offer an airport shuttle service.

What time are check-in & check-out at Southwinds Motel?

Check-in begins at 4:00 PM. Check-out time is 11 AM.

Are pets allowed at Southwinds Motel?

No, pets are not allowed.

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 613 out of 1072 reviews
Rating 8 - Good. 281 out of 1072 reviews
Rating 6 - Okay. 115 out of 1072 reviews
Rating 4 - Poor. 43 out of 1072 reviews
Rating 2 - Terrible. 20 out of 1072 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

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

8/10 Good

Michele

Travelled with group
Disliked: Property conditions & facilities
Quaint but needs repairs
The motel grounds are very well kept and are quiet and clean. The front office is cute and clean. The room we were given in the back of the lot was large but was in need of some simple repairs. For the cost of the room the quality of the room was not inline. Good location and easy access. They just need to make simple repairs that make a big difference. Our phone did not work, the tv did not work but they did come mess with it and it finally worked. We plugged in a hairdryer and it blew a breaker - they did come fix that as well. The service was good, the room was so so.
Stayed 2 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

6/10 Okay

Steve

Travelled with group
Stayed 3 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

Theresa

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 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

8/10 Good

Walter

Stayed 4 nights in Oct 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

8/10 Good

Jennifer

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
We loved it!
We really enjoyed our stay at Southwinds Motel! We loved the location of it. The staff was so friendly. We would definitely stay there again!! My sister and I surprised our dad for his birthday with a little quick trip to KW!
Stayed 2 nights in Nov 2024

8/10 Good

Tara

Liked: Cleanliness, staff & service
Stayed 5 nights in Nov 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

Susan Diana

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The check-in process was very easy management was excellent to work with they gave me many tips on places to go and things to do. Thank you Carlos

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

8/10 Good

Stacy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great rate for Key West. Bar on property. We actually had the room attached to the bar. We sleep with a sound machine & didn't hear a thing. Pool had lots of leaves in the filter. Room was basic, but you don't need much more in Key West. Bed very comfortable.
Stayed 1 night 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