Skip to Main Content.
List your propertySupportTrips
Member discount illustration

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Sign in
Learn about Expedia Rewards
Give feedback

Southwinds Motel

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

Choose dates to view prices

Photo gallery for Southwinds Motel

Exterior
Exterior
Reception
Property grounds
2 outdoor pools, pool umbrellas, sun loungers
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
  • Pool
  • Laundry
  • 24/7 front desk
  • Air conditioning

Room options

Check availability for these dates

Tonight

Sep. 3 - Sep. 4
Check availability for tonight Sep. 3 - Sep. 4

Tomorrow

Sep. 4 - Sep. 5
Check availability for tomorrow Sep. 4 - Sep. 5
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

8.4 out of 10
Very good
(101 reviews)

Highlights

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

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
Sofa bed - double
Pillowtop bed
  • 300 sq ft
  • 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

8.8 out of 10
Excellent
(65 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Pillowtop bed
Down duvet
  • 400 sq ft
  • Sleeps 4
  • 2 Queen Beds

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
(88 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Pillowtop bed
Down duvet
  • 250 sq ft
  • Sleeps 3
  • 1 Queen Bed

You may also like

Ad
Outdoor pool

Hyatt Vacation Club at Windward Pointe, Key West

Key West
  • Pool
  • Hot tub
  • Parking included
  • Free WiFi
9.6 out of 10, Exceptional, 1,030 reviews
The price is CA $280
CA $377 total
includes taxes & fees
Sep 17 - Sep 18
Hyatt Vacation Club at Windward Pointe, Key West
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!
Sign inSign up, it's free

About the area

Located near the beach, Southwinds Motel is in Old Town Key West, a neighborhood in Key West. Duval Street and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at South Beach and Clarence S. Higgs Memorial Beach Park. Ernest Hemingway Home and Museum and Mallory Square are two other places to visit that come recommended. Discover the area's water adventures with kayaking, scuba diving, and snorkeling nearby, or enjoy the great outdoors with ecotours.
Visit our Key West travel guideOpens in a new window
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
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Mallory Square - 4 min drive - 2.0 km

Getting around

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

Restaurants

  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪El Siboney Restaurant - ‬8 min walk
  • ‪Banana Cafe - ‬4 min walk
  • ‪Seaside Cafe at the Mansion - ‬3 min walk
  • ‪Tipsy Rooster - ‬1 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, free newspapers, and coffee/tea in the lobby
  • Tour/ticket assistance, a vending machine, and outdoor furniture
  • Beach towels, a 24-hour front desk, and multilingual staff
  • 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

Property amenities

Parking and transportation

  • Limited onsite 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
  • 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

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator
  • Wheelchair-accessible parking

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 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
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 Sept 3, 2025, prices found for a 1-night stay for 2 adults at Southwinds Motel on Sept 4, 2025 start from CA $172.48, 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 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?

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.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 677 out of 1170 reviews
Rating 8 - Good. 300 out of 1170 reviews
Rating 6 - Okay. 127 out of 1170 reviews
Rating 4 - Poor. 49 out of 1170 reviews
Rating 2 - Terrible. 17 out of 1170 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

Steven

Liked: Cleanliness, staff & service, property conditions & facilities
Older property but was perfect for what we needed.
Stayed 1 night in Aug 2025

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, property conditions & facilities
We absolutely loved it! Very nice rooms. The grounds were well kept( we always seen Staff was amazing (
Stayed 5 nights in Aug 2025

10/10 Excellent

lisa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a great place to stay right in the mix of everything to do!! Staff was great love smaller mom and pop places to stay
Stayed 3 nights in Jul 2025

8/10 Good

Varun

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The Motel has been well maintained and the staff are very helpful. Location is great.
Stayed 1 night in Jul 2025

8/10 Good

James

Liked: Staff & service, amenities
Will stay again, property needs to be updated
Stayed 7 nights in Aug 2025

10/10 Excellent

Frank

Liked: Cleanliness, staff & service, property conditions & facilities
The property was great and everyone was friendly and they had music, food right across the street and around the coner.
Stayed 4 nights in Jul 2025

10/10 Excellent

Emidio

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Parking was the only semi issue, it fills up fast on the pool side, do not expect to keep the same spot, but everything about the motel was great and I would recommend it anyone
Stayed 4 nights in Aug 2025

8/10 Good

Kenneth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was very nice and proficient. Allowed me to check in early that was much appreciated!
Stayed 2 nights in Aug 2025

10/10 Excellent

Alvaro

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
All Excellent!! Very well!!
Stayed 2 nights in Jul 2025

10/10 Excellent

Patricia

Liked: Cleanliness, staff & service, property conditions & facilities
property is close to many of the restaurants that i frequent. Being a solo traveler I feel safe at this property
Stayed 5 nights in Jul 2025

8/10 Good

Mayelin

Good place to stay
Stayed 1 night in May 2025

10/10 Excellent

Autumn

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was perfect!
Stayed 4 nights in Jul 2025

10/10 Excellent

Andreanna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean, great location, and stay.One of the most affordable options in Key West.
Stayed 3 nights in Jun 2025

8/10 Good

ANNE LOUISE

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Look forward to returning
Stayed 2 nights in Jul 2025

8/10 Good

Cesar

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I would come again
Stayed 1 night in Jul 2025

10/10 Excellent

Bret A

Liked: Cleanliness, staff & service, property conditions & facilities
Seven years between visits, and I still love it!
Stayed 1 night in Jul 2025

10/10 Excellent

Heidi

Liked: Cleanliness, staff & service, property conditions & facilities
Thanks for a great stay.
Stayed 1 night in Jun 2025

10/10 Excellent

Linda

Liked: Cleanliness, amenities, property conditions & facilities
The location was perfect! Everything is right there, it's safe and the staff was wonderful!
Stayed 1 night in Jun 2025

10/10 Excellent

Mike

Liked: Cleanliness, staff & service, property conditions & facilities
Was close to Duval st to walk. Bar on property was nice and once in the room really couldn't hear the outaide noise which was nice
Stayed 1 night in Aug 2025

10/10 Excellent

Scott

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very friendly staff willing to help! I will definitely be back!
Stayed 1 night in Jul 2025

10/10 Excellent

Adrienne

Liked: Cleanliness, staff & service, property conditions & facilities
We liked this cute motel! The ice machine wasn’t working and that’s the only thing I can be negative about. It was great!
Stayed 2 nights in Aug 2025

10/10 Excellent

Linda

Liked: Cleanliness, amenities, property conditions & facilities
Older property, but clean and very well kept. The staff were very friendly and helpful.
Stayed 2 nights in Jul 2025

10/10 Excellent

Shaun

Alway stay at southwinds!!! Absolutely perfect!!
Stayed 3 nights in Jul 2025

4/10 Poor

Amal

Disliked: Cleanliness, amenities, property conditions & facilities
old property and needed uplift
Stayed 1 night in Aug 2025

8/10 Good

james

Liked: Cleanliness, staff & service, property conditions & facilities
Great location Nice staff and breakfast
Stayed 5 nights in Apr 2025