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Southwinds Motel

2.0 star property
Unwind with sun-kissed loungers by the pool or enjoy lively entertainment nearby. With bike rentals and tour assistance at hand, adventure awaits.

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

  • Air conditioning
  • Bar
The current price is NT$6,995
NT$8,933 total
includes taxes & fees
Jan 7 - Jan 8

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
(98 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Premium bedding
Ceiling fan
  • 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

8.8 out of 10
Excellent
(73 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Premium bedding
Ceiling fan
  • 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
Pillowtop bed
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
(106 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 a 24-hour front desk
  • Concierge services, multilingual staff, and outdoor furniture
  • Beach towels, luggage storage, and a vending machine
  • 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

Similar properties

Property grounds
The Palms Hotel
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
8.8 out of 10, Excellent, 1,010 reviews
The price is NT$8,106
NT$9,828 total
includes taxes & fees
Jan 8 - Jan 9
The Palms Hotel

Property amenities

Parking and transportation

  • Self parking on site (USD 22.50 per day)
  • Limited onsite self parking

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
Information provided by the property may be translated using automated translation tools

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 2026/1/6, prices found for a 1-night stay for 2 adults at Southwinds Motel on 2026/1/7 start from NT$6,995, 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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Reviews

Southwinds Motel Reviews

8.8

Excellent

9.0

Cleanliness

8.4

Amenities

9.2

Staff & service

8.2

Eco-friendliness

8.4

Property conditions & facilities
Rating 10 - Excellent. 732 out of 1263 reviews
Rating 8 - Good. 328 out of 1263 reviews
Rating 6 - Okay. 132 out of 1263 reviews
Rating 4 - Poor. 52 out of 1263 reviews
Rating 2 - Terrible. 19 out of 1263 reviews

Reviews

10/10 Excellent

Hailey

Liked: Cleanliness, amenities, property conditions & facilities
Perfect little place, great location!
Stayed 2 nights in Dec 2025

10/10 Excellent

Denna

Liked: Cleanliness, property conditions & facilities
Cute comfortable rooms great staff and great location!! Will stay again
Stayed 1 night in Dec 2025

10/10 Excellent

Anuradha

Liked: Cleanliness, amenities, property conditions & facilities
Excellent Location, Excellent Staff, Great rates. Breakfast Included. This motel is within walking distance to Southernmost point, Duvall Street, Ft Zachary Taylor Park and many other locations.
Stayed 2 nights in Dec 2025

10/10 Excellent

Holly

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everyone was so nice, great location.
Stayed 3 nights in Nov 2025

10/10 Excellent

THERESA

Liked: Cleanliness, amenities, property conditions & facilities
Staffs are friendly. The room is clean and breakfast is fantastic
Stayed 1 night in Dec 2025

10/10 Excellent

Heather

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room. Great location. Friendly staff
Stayed 1 night in Dec 2025

10/10 Excellent

Sherri

Liked: Cleanliness, amenities, property conditions & facilities
Rooms were clean and comfortable. The staff was so friendly and accommodating. Sightseeing and restaurants were all close by. We would definitely stay there again.
Stayed 1 night in Dec 2025

8/10 Good

Collette

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Perfect location. Affordable. Clean. Friendly staff.
Stayed 4 nights in Dec 2025

10/10 Excellent

William

Liked: Cleanliness, amenities, property conditions & facilities
Great location. Decent facilities. Wonderful staff. Not a bad price considering key west.
Stayed 2 nights in Dec 2025

10/10 Excellent

john

Liked: Cleanliness, amenities, property conditions & facilities
Charming cottages 1 block from beach, next to Tippsey Rooster Bar live music, with small store and deli across the street. Best Spicy Cuban sandwich.
Stayed 2 nights in Dec 2025

10/10 Excellent

Denise

Liked: Cleanliness, amenities, property conditions & facilities
It is a charming motel, impeccable cleanliness, and enjoyed the friendliness of the staff! We were pleasantly pleased with the location of one block from Duvall Street.
Stayed 1 night in Dec 2025

6/10 Okay

Anil

Liked: Cleanliness, amenities, property conditions & facilities
Roo. Was good and well maintained ,
Stayed 1 night in Dec 2025

10/10 Excellent

darrin

Liked: Cleanliness, amenities, property conditions & facilities
Staff was great
Stayed 3 nights in Dec 2025

8/10 Good

Russell

Liked: Cleanliness, amenities, property conditions & facilities
Room was clean, and the front desk staff was very nice.
Stayed 1 night in Nov 2025

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

Linda

Liked: Cleanliness, amenities, property conditions & facilities
Room was clean, staff was very nice. Breakfast offered was basic but fine. Location was perfect with Tipsy Rooster Liquor Store and bar next door. The store across the street was an extra bonus.
Stayed 7 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

Shih-Kang

Liked: Cleanliness
Clean environment Fast check in
Stayed 1 night in Jan 2026

6/10 Okay

Crystal

Liked: Cleanliness, property conditions & facilities
Disliked: Amenities
The room is small but clean with everything you need. The hotel is very cute. The evening staff was extremely rudechecknin was rud
Stayed 1 night in Dec 2025

8/10 Good

jessica Leigh

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Breakfast is a quick stop and go. Met expectations and was appreciated. Room and property is so clean a quaint. I really enjoyed all of the amenities and location. Ended up in that heated pool everyday. So nice! Will be back.
Stayed 2 nights in Dec 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

Rodney

Liked: Cleanliness, property conditions & facilities
Staff was great. Room was clean. Location was pretty good too. Breakfast was pretty much all “grab and go” but had a decent selection. Overall it was a very good stay and hard to beat for the price.
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

Michelle

Liked: Cleanliness, amenities, property conditions & facilities
Great location! Bar with live entertainment! Clean room! Two pools! It was perfect for my husband and me.
Stayed 1 night in Dec 2025