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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

Photo gallery for Southwinds Motel

Exterior
1 bedroom, premium bedding, down comforters, pillowtop beds
Exterior
2 outdoor pools, pool umbrellas, sun loungers
Living area

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Laundry
  • Air conditioning
The current price is P8,146
P10,750 total
includes taxes & fees
Jul 23 - Jul 24

Room options

Available filters for rooms
Showing 4 of 4 rooms

View all photos for Standard Room, 1 King Bed

1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 1 King Bed

8.4 out of 10
Very good
(97 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Renovated in 2016
Premium bedding
  • 28 sq m
  • Sleeps 3
  • 1 King Bed

View all photos for Deluxe Room

1 bedroom, premium bedding, down comforters, pillowtop beds

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Premium bedding
Ceiling fan
  • 28 sq m
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

View all photos for Standard Room, 2 Queen Beds

1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 2 Queen Beds

8.8 out of 10
Excellent
(53 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Separate bedroom
Down duvet
  • 37 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard Room, 1 Queen Bed

1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 1 Queen Bed

8.4 out of 10
Very good
(83 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Separate bedroom
Down duvet
  • 23 sq m
  • Sleeps 3
  • 1 Queen 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
  • 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

  • ‪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 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 with sun loungers and pool umbrellas
  • Bike rentals, free newspapers, and multilingual staff
  • Concierge services, beach towels, and outdoor furniture
  • Coffee/tea in the lobby, a vending machine, and luggage storage
  • 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

Languages

English, Russian, Spanish

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8.6 out of 10, Excellent, 1,001 reviews
The price is P8,872
P11,108 total
includes taxes & fees
Jul 13 - Jul 14
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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
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 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 Jul 10, 2025, prices found for a 1-night stay for 2 adults at Southwinds Motel on Jul 23, 2025 start from P 8,146.14, 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.

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Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 642 out of 1118 reviews
Rating 8 - Good. 293 out of 1118 reviews
Rating 6 - Okay. 123 out of 1118 reviews
Rating 4 - Poor. 42 out of 1118 reviews
Rating 2 - Terrible. 18 out of 1118 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

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

Mayelin

Good place to stay
Stayed 1 night in May 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

Heidi

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

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Always stay at Southwinds. Like the location
Stayed 2 nights in Jun 2025

10/10 Excellent

James

Liked: Cleanliness, amenities
Great location. Good value, small rooms because they have updated a motel from a past era. Friendly helpful staff. Laundry room was a plus.
Stayed 2 nights in Jun 2025

10/10 Excellent

Cyrenah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Was very clean, air conditioner worked very well, pool was good, but closed pretty early. Great value considering its one of the cheaper places in Kwy West. Will definitely be staying there for our next trip.
Stayed 4 nights in Jun 2025

8/10 Good

james

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

10/10 Excellent

Thalia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property has so much parking and even let us park our golf carts that we rented. The staff is so nice.
Stayed 1 night in Jun 2025

8/10 Good

Denise

Disliked: Property conditions & facilities
A little rundown and could be cleaner but area was awesome and very convenient.
Stayed 2 nights in Jun 2025

10/10 Excellent

Mary

Liked: Cleanliness, amenities, property conditions & facilities
This is a wonderful little motel with a great location and very accommodating staff. The rooms are just as advertised and the bed is very comfortable. The bathroom is small but cute. We were pleasantly surprised and very happy with our stay. Both pools are amazing, close to so many key locations for site seeing and oh, the ice cream truck!
Stayed 3 nights in Jun 2025

10/10 Excellent

Justin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Place was awesome.
Stayed 1 night in Apr 2025

10/10 Excellent

Jonnie

Liked: Cleanliness, amenities, property conditions & facilities
On site bar ice cream close to everything.
Stayed 2 nights in May 2025

10/10 Excellent

janice

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very convenient location. Had everything we needed.
Stayed 3 nights in May 2025

8/10 Good

Crystal

Liked: Cleanliness, amenities, property conditions & facilities
It is everything you need. Clean rooms, hot showers, two pools, ice and washer and dryer. Small breakfast and on the quiet end of the adventures. Grocery store across the street, ice cream and bar/restaurant on site. Excellent pricing and friendly staff. Thank you for an incredible girls trip. We will see you soon.
Stayed 4 nights in Jun 2025

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great motel! Loved the location and the staff. Would stay here again.
Stayed 3 nights in Apr 2025

8/10 Good

Robert

Liked: Amenities
Its rundown but location is great, bar and liquor store attached to it made it fun. This isnt for luxury travel, its a place to sleep and shower but thats all you need in key west
Stayed 3 nights in May 2025

10/10 Excellent

Steven

Liked: Cleanliness, amenities, property conditions & facilities
My room was very clean and the bed was extremely comfortable. The bathroom was a little small for me but im a 6'4" big guy. Great bar right on the property. Close proximity to just about anywhere a tourist would want to go. Very nice pool. Every guest was very friendly. Staff is extremely helpful and friendly. I loved my stay. I recommend to anyone who wants to visit key west.
Stayed 5 nights in Jun 2025

10/10 Excellent

mark

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fantastic location Friendly staff. Has a decent pool. Really good breakfast ( wasn’t hot but still had excellent choices) There is a bar next door which has a singer on at various times Overall really good option
Stayed 1 night in May 2025

10/10 Excellent

Tammy A

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Close to beach
Stayed 4 nights in Apr 2025

10/10 Excellent

Paul

Liked: Cleanliness, amenities, property conditions & facilities
Nice place. Clean. Nice pools. Close to amenities
Stayed 1 night in May 2025

8/10 Good

Russell

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location. Friendly staff and loved having the Tipsy Rooster there. Enjoyed the music very much.
Stayed 5 nights in Apr 2025

8/10 Good

Ronny

Liked: Cleanliness, staff & service
Loud air conditioner from the room across, clean but simple, friendly staff, very basic pre-packaged breakfast.
Stayed 3 nights in Apr 2025

6/10 Okay

Janet

Liked: Cleanliness, staff & service, property conditions & facilities
Bathroom too small
Stayed 3 nights in Jun 2025

10/10 Excellent

Susan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This property is amazing. Two pools, one heated. Free laundry (with detergent!). Front desk did magic and got me my room for a second night. Coupon for free umbrella and towels at the beach around the corner. Go get a Classic Cuban from Ana’s Cafe right across the street. Right on the Duval Loop Trolley. Great value for money. Highly Recommend!
Stayed 1 night in Jun 2025