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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

Southwinds Motel is a tropical haven near South Beach, where you can kick back in the outdoor entertainment area or take a dip in one of two pools. Enjoy continental breakfast, bike rentals, and beach towels at your fingertips – plus helpful staff that have earned rave reviews from previous guests.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • Laundry
  • 24/7 front desk
The current price is NT$4,813
NT$6,467 total
includes taxes & fees
Dec 17 - Dec 18

Room options

Available filters for rooms
Showing 4 of 4 rooms

View all photos for Standard Room, 1 Queen Bed

Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 1 Queen Bed

8.4 out of 10
Very good
(95 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Ceiling fan
Premium bedding
  • 250 sq ft
  • Sleeps 3
  • 1 Queen 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

8.6 out of 10
Excellent
(70 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Ceiling fan
Premium bedding
  • 400 sq ft
  • Sleeps 4
  • 2 Queen Beds

View all photos for Deluxe Room

Premium bedding, down comforters, pillowtop beds, individually decorated

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Ceiling fan
Down duvet
  • 300 sq ft
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

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

8.4 out of 10
Very good
(104 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Renovated in 2016
Pillowtop bed
  • 300 sq ft
  • Sleeps 3
  • 1 King Bed

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About the neighborhood

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 - 5 min walk - 0.4 km
  • Clarence S. Higgs Memorial Beach Park - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km

Getting around

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

Restaurants

  • ‪Seaside Cafe at the Mansion - ‬3 min walk
  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Southernmost Point Bar in the USA - ‬5 min walk
  • ‪La Te Da - ‬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 travelers 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 along with sun loungers and pool umbrellas
  • Bike rentals, self parking (surcharge), and luggage storage
  • Free newspapers, multilingual staff, and a 24-hour front desk
  • Outdoor furniture, a vending machine, and tour/ticket assistance
  • Guest reviews give top marks for the beach locale and helpful staff
Room features
All 58 individually furnished rooms include comforts such as premium bedding and air conditioning. Guest reviews highly rate the clean rooms at the property.
Other amenities include:
  • Highchairs and free infant beds
  • Pillowtop mattresses and down comforters
  • Bathrooms with showers and free toiletries
  • 32-inch LED TVs with cable channels
  • Refrigerators, microwaves, and coffee/tea makers

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Property amenities

Parking and transportation

  • Self parking on site (USD 22.50 per day)

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
  • High chair
  • 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

  • No elevator

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
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 33.75 per accommodation, per night
The resort fee includes:
  • Additional inclusions
  • Beach access
  • Beach loungers
  • Beach towels
  • Concierge service
  • In-room coffee
  • Internet access
  • Laundry facilities
  • Partner property beach club access
  • Phone calls
  • Pool access

We have included all charges provided to us by the property.

Optional extras

  • Self parking fee: USD 22.50 per day

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

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

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 2025/11/20, prices found for a 1-night stay for 2 adults at Southwinds Motel on 2025/12/17 start from NT$4,813, excluding 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?

Self parking is available for USD 22.50 per day.

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?

Check-out is at 11 AM.

Where is Southwinds Motel located?

Located in Old Town Key West, 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.

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Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 712 out of 1224 reviews
Rating 8 - Good. 319 out of 1224 reviews
Rating 6 - Okay. 126 out of 1224 reviews
Rating 4 - Poor. 50 out of 1224 reviews
Rating 2 - Terrible. 17 out of 1224 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

Jeanne

Liked: Cleanliness, amenities, property conditions & facilities
Everything about this place was perfect!
Stayed 4 nights in Nov 2025

10/10 Excellent

YUBER

Liked: Cleanliness, amenities, property conditions & facilities
very convenient to all locations and clean quite rooms.
Stayed 5 nights in Oct 2025

10/10 Excellent

Julie

Liked: Cleanliness, amenities, property conditions & facilities
We had a great stay for the weekend. We loved having the chairs and towels at the beach one block away. All of the employees were nice and helpful.
Stayed 3 nights in Nov 2025

8/10 Good

Robert

Liked: Cleanliness, amenities, property conditions & facilities
Nice motel traditional Key West building in a great position for downtown. Room was clean nice beds bathroom is very dated but clean. Staff were excellent.
Stayed 4 nights in Nov 2025

8/10 Good

Jose

Liked: Property conditions & facilities
Staff was very courteous.
Stayed 6 nights in Oct 2025

10/10 Excellent

Jonathan

Liked: Amenities
Great location, staff was super friendly and always helpful.
Stayed 4 nights in Aug 2025

10/10 Excellent

DANIEL

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was a perfect place for us to safe during this trip.
Stayed 2 nights in Sep 2025

10/10 Excellent

Raquel

Liked: Staff & service, amenities, property conditions & facilities
I loved that you could get a daily pass to the beach for towels and chairs, they had laundry(free of charge) onsite that included the soap.
Stayed 6 nights in Oct 2025

10/10 Excellent

Linda

Liked: Cleanliness, amenities, property conditions & facilities
Location, location, location! And it is darling! Check in was so helpful, like a tourist guide!
Stayed 2 nights in Nov 2025

10/10 Excellent

Adam

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place. Rooms are small but we were only in it to sleep. Would definitely stay again!
Stayed 4 nights in Oct 2025

10/10 Excellent

Renee

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was great! Friendly, helpful and doing what they could to make our stay even better.
Stayed 4 nights in Oct 2025

10/10 Excellent

Jennie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great little motel, staff is great & clean rooms. The bar next door is so convenient
Stayed 6 nights in Oct 2025

10/10 Excellent

Catherine

Liked: Cleanliness, staff & service, amenities
Location, location, location! The place looked questionable from the outside, but the service was great and the room was great!
Stayed 2 nights in May 2025

10/10 Excellent

David Anthony

Liked: Cleanliness, amenities, property conditions & facilities
The room was excellent, staff were very nice and helpful. The breakfast was very nice. The pool was perfect. The bar outfront with live music ( nightly) was great. The Ice cream shop next door had wonderful ice-cream combinations and donut combinations.
Stayed 6 nights in Oct 2025

10/10 Excellent

Cynthia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a great place to stay
Stayed 5 nights in Jul 2025

10/10 Excellent

Steve

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location, nice rooms, the staff is super friendly & provides a great vacation experience.
Stayed 3 nights in Aug 2025

10/10 Excellent

Chrystal

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was perfect! Front desk was amazing! Amenities were amazing!! Can’t wait to stay here again!!
Stayed 4 nights in Sep 2025

8/10 Good

ROBIN

Liked: Cleanliness, staff & service, property conditions & facilities
Property was safe no issues. Room was clean and comfortable.
Stayed 3 nights in Oct 2025

10/10 Excellent

Liena

Liked: Cleanliness, staff & service, property conditions & facilities
It was a good stance, we reserved 3 rooms and were clean (as clean as possible)and the staff hepful. We recomend this motel if you plan a gateway based in to know the town since is not the updated place, however it was a nice sorprais, we would stay there again if come back to key kest.!!
Stayed 1 night in Oct 2025

10/10 Excellent

Eric

Liked: Amenities
Super fun! Pool was great because it was hot. Onsite bar was very fun!!
Stayed 1 night in Aug 2025

10/10 Excellent

Kathy

Liked: Amenities
Very safe
Stayed 3 nights in Oct 2025

10/10 Excellent

David

We loved the island vibe of this older establishment. Everyone on the staff was pleasant, helpful, and great! On the Duval bus loop, but the entire area is an easy walk away. We had the pool to ourselves over half the time. Thank you!
Stayed 6 nights in Oct 2025

8/10 Good

Dorothy

Liked: Cleanliness, amenities
Disliked: Property conditions & facilities
The place is Old. It was clean. You will find rust, chips in the floors, water pressure in the shower(room 33) very bad. The price & location Great. The small pool, was never useable for the 7 nights we were there. It was Green & cold. The continental breakfast & parking are worth it alone. I would stay there again. I visit Key West one or two times a year.
Stayed 7 nights in Nov 2025

8/10 Good

Eileen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Bathroom was extremely small, a little outdated. But was clean and quiet! Staff was friendly!
Stayed 2 nights in Oct 2025

10/10 Excellent

Stacie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Safe and chill atmosphere with parking, convenient food, beverages, and market onsite.
Stayed 2 nights in Aug 2025