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Southwinds Motel

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

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Photo gallery for Southwinds Motel

Exterior
2 outdoor pools, pool umbrellas, sun loungers
Deluxe Room | Living area | 32-inch LED TV with cable channels, TV
Standard Room, 2 Queen Beds | Premium bedding, down comforters, pillowtop beds, individually decorated
Deluxe Room | Terrace/patio

Reviews

8.8 out of 10
Excellent

Popular amenities

  • 24/7 front desk
  • Bar
  • Laundry
  • Air conditioning
The current price is SAR 1,015
SAR 1,248 total
includes taxes & fees
1 Apr - 2 Apr

Room options

Available filters for rooms
Showing 4 of 4 rooms

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

Highlights

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

View all photos for Deluxe Room

Premium bedding, down comforters, pillowtop beds, individually decorated

Deluxe Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Down duvet
Sofa bed - double
  • 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 | Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 2 Queen Beds

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Pillowtop bed
Premium bedding
  • 37 sq m
  • 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

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Pillowtop bed
Premium bedding
  • 23 sq m
  • Sleeps 3
  • 1 Queen Bed

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  • Pool
  • Hot Tub
  • Breakfast included
  • Air conditioning
8.2 out of 10, Very Good, (1038)
The price is SAR 1,159
SAR 1,473 total
includes taxes & fees
11 Mar - 12 Mar
The Southernmost Inn - Adults Only

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 - 4 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 11 min walk - 0.9 km
  • Mallory Square - 4 min drive - 2.1 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, beach towels, and multilingual staff
  • Outdoor furniture, free newspapers, and a vending machine
  • Tour/ticket assistance, luggage storage, and concierge services
  • 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

Property amenities

Parking and transportation

  • Limited onsite parking
  • Wheelchair-accessible parking available

Food and drink

  • Free continental breakfast available daily 7:00 AM–10:00 AM
  • 1 bar
  • Coffee/tea in common area(s)

Restaurants on site

  • Tipsy Rooster

Things to do

  • 2 outdoor pools
  • Bicycle rentals

Family friendly

  • 2 outdoor pools
  • Free cribs/infant beds
  • Highchair
  • Laundry facilities
  • Microwave
  • Pool gate
  • Refrigerator

Conveniences

  • Free newspapers in lobby
  • Vending machine

Guest services

  • 24-hour front desk
  • Concierge services
  • Housekeeping (on request)
  • Laundry facilities
  • Luggage storage
  • Multilingual staff
  • Tour/ticket assistance

Outdoors

  • Beach loungers
  • Outdoor entertainment area
  • Outdoor furniture
  • Picnic area
  • Pool sun 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.
  • This property does not have elevators
  • Wheelchair-accessible parking

More

  • Beach towels
  • Designated smoking areas
  • Romance packages available

Room amenities

Bedroom

  • Air conditioning
  • Bed sheets
  • Down comforter
  • Free cribs/infant beds
  • Pillow-top mattress
  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels

Entertainment

  • 32-inch LED TV
  • Cable channels

Food and drink

  • Cleaning supplies
  • Coffee/tea maker
  • Microwave
  • Paper towels
  • Refrigerator

More

  • Access via exterior corridors
  • Electrical adapters/chargers
  • Free local calls
  • Individually decorated
  • Individually furnished
  • 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.

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. 622 out of 1087 reviews
Rating 8 - Good. 285 out of 1087 reviews
Rating 6 - Okay. 116 out of 1087 reviews
Rating 4 - Poor. 43 out of 1087 reviews
Rating 2 - Terrible. 21 out of 1087 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.4/10

Property conditions & facilities

8.4/10

Eco-friendliness

Reviews

8/10 Good

Michelle

Liked: Cleanliness, staff & service, property conditions & facilities
Great motel!
Stayed 1 night in Feb 2025

8/10 Good

Ramona

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful motel, well maintained. Staff was friendly.
Stayed 3 nights in Feb 2025

10/10 Excellent

Pennie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the location of this property. Just blocks away from Duval St and the beach.
Stayed 3 nights in Feb 2025

8/10 Good

Nikki

Great place!!!!!
Stayed 2 nights in Feb 2025

10/10 Excellent

Daniel

Liked: Staff & service
No frills vacation. Was what we wanted for a 4 night get away.
Stayed 4 nights in Feb 2025

8/10 Good

Shelly

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Location is great
Stayed 3 nights in Jan 2025

10/10 Excellent

Patrick

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Liked everything, great motel.
Stayed 1 night in Jan 2025

8/10 Good

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice property, pricing is moderate, close to Duval, walkable from Mallory Square to the Southern Most Point. Will stay again!
Stayed 2 nights in Feb 2025

10/10 Excellent

Kimberly

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great property
Stayed 4 nights in Feb 2025

8/10 Good

Martin

Disliked: Amenities
Whole property could use a paint job but beds we’re comfortable and shower was good. Heated pool was nice
Stayed 3 nights in Feb 2025

10/10 Excellent

Jodi

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Location, location, location! We were very well pleased with everything. The staff was super friendly and helpful!!! Rooms were very clean, and the place had all the amenities we could ask for! Definitely will stay there again and highly recommend SouthWinds to others.
Stayed 4 nights in Feb 2025

10/10 Excellent

Greg

Liked: Cleanliness, staff & service, property conditions & facilities
Loved this place! Great location
Stayed 2 nights in Jan 2025

10/10 Excellent

Mary

Liked: Cleanliness, staff & service, amenities
The front desk staff was always willing helful & friendly The coffee was good and strong too!
Stayed 2 nights in Jan 2025

10/10 Excellent

Jennifer

Liked: Cleanliness, staff & service, property conditions & facilities
This was my 3rd time in Key West and the first time at Southwinds with my lifelong best friend of almost 50 years. Couldn’t have asked for better service, accommodations, location, comfort and all-around amazing! I highly recommend Southwinds. Definitely will return!
Stayed 4 nights in Feb 2025

8/10 Good

Michele

Liked: Cleanliness, staff & service, property conditions & facilities
Convenient area, walkable to most attractions, clean, quaint. The only down side is the cost of stays in the Keys is expensive, when you just want a clean place to sleep while you explore the area it’s frustrating to spend over $350 just to sleep.
Stayed 1 night in Feb 2025

10/10 Excellent

Glenna

Liked: Cleanliness, staff & service, property conditions & facilities
We had a very pleasant stay would recommend to my friends

10/10 Excellent

Anita

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very convenient place and rooms very clean and inviting. Nice to have a bar attached. I would ensure room you get in not near nightclub next door if you want an early night.
Stayed 1 night in Feb 2025

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
good location
Stayed 3 nights in Jan 2025

10/10 Excellent

Melanie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful property. Very reasonable price. Definitely would stay here again.
Stayed 6 nights in Jan 2025

10/10 Excellent

Pamela

Been a guest at Southwinds for many repeat visits over the last 15 yrs. I think this is the nicest it’s looked for awhile! Lobby Staff is excellent and super friendly. Expedited an extended stay for me! I love this place!
Stayed 5 nights in Feb 2025

10/10 Excellent

Jody

Liked: Cleanliness, staff & service, property conditions & facilities
I cannot say enough good things about this motel. Karen, at the front desk was so helpful. She gave us tons of recommendations and was very accomodating. We parked our car and didn't have to move it until we left Key West. We walked to the beach, Southernmost Point, Bars, Restaurants, Hemingway House and Mallory Square. We would definitely stay here again.
Stayed 2 nights in Feb 2025

10/10 Excellent

Tyler

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great property super convenient
Stayed 5 nights in Sep 2024

10/10 Excellent

LISA MARIE

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay
Stayed 4 nights in Oct 2024

10/10 Excellent

Laura

Liked: Cleanliness, amenities, property conditions & facilities
Wonderful staff. Clean property
Stayed 2 nights in Feb 2025

10/10 Excellent

John

Liked: Cleanliness, property conditions & facilities
Always have a great stay there. Great hanging out at the Tipsy Rooster
Stayed 1 night in Dec 2024