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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 AED 1,046
AED 1,300 total
includes taxes & fees
5 Apr - 6 Apr

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

8.2 out of 10
Very good
(103 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Down duvet
Pillowtop bed
  • 23 sq m
  • 1 bedroom
  • 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
(75 reviews)

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 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
Premium bedding
Sofa bed - double
  • 28 sq m
  • 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
(111 reviews)

Highlights

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

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About the neighborhood

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 guide
Map
1321 Simonton Street, Key West, FL, 33040

What's nearby

  • Duval Street featuring signage
    Duval Street
    3 min walk - 0.3 km
  • South Beach featuring a sandy beach and general coastal views as well as a small group of people
    South Beach
    3 min walk - 0.3 km
  • Southernmost Point showing signage
    Southernmost Point
    5 min walk - 0.4 km
  • Higgs Beach featuring a sandy beach as well as an individual femail
    Clarence S. Higgs Memorial Beach Park
    9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    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
  • Circle K
    6 min walk
  • Banana Cafe
    4 min walk
  • Southernmost Point Bar in the USA
    5 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. 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
  • Self parking (surcharge), free newspapers, and beach towels
  • Multilingual staff, concierge services, and a 24-hour front desk
  • Tour/ticket assistance, a vending machine, and coffee/tea in the lobby
  • 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

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 10 March 2026, prices found for a 1-night stay for 2 adults at Southwinds Motel on 5 April 2026 start from AED 1,046, 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.

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Southwinds Motel Reviews

8.8

Excellent

8.8

Cleanliness

8.4

Amenities

9.2

Staff & service

8.2

Property conditions & facilities
Rating 10 - Excellent. 733 out of 1298 reviews
Rating 8 - Good. 340 out of 1298 reviews
Rating 6 - Okay. 145 out of 1298 reviews
Rating 4 - Poor. 57 out of 1298 reviews
Rating 2 - Terrible. 23 out of 1298 reviews

Reviews

10/10 Excellent

Deborah

Liked: Cleanliness, amenities, property conditions & facilities
Great location and comfortable stay.
Stayed 3 nights in Feb 2026

10/10 Excellent

Karen

Liked: Cleanliness, amenities, property conditions & facilities
Clean room, friendly staff
Stayed 4 nights in Jan 2026

10/10 Excellent

Valerie

Liked: Cleanliness, amenities, property conditions & facilities
Friendly and helpful staff.
Stayed 8 nights in Jan 2026

10/10 Excellent

Brandy Lynn

Liked: Cleanliness, amenities, property conditions & facilities
Super cute! Perfect location. We would stay again.
Stayed 3 nights in Jan 2026

10/10 Excellent

Chris

Liked: Cleanliness, amenities, property conditions & facilities
Our room was somewhat dated but nontheless fit our needs for the long weekend. Great location. Its not fancy but very adequate.
Stayed 4 nights in Jan 2026

10/10 Excellent

James

Liked: Amenities
Old Needs updating Great location Friendly staff
Stayed 4 nights in Jan 2026

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

Lucy

Liked: Amenities
Everyone was nice and courteous. Quiet place. Really enjoyed our weekend
Stayed 3 nights in Jan 2026

8/10 Good

Shelly

Liked: Cleanliness, amenities
Rooms were clean. The bed need replaced. The area was great.
Stayed 8 nights in Jan 2026

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

Yohei

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Check-in staff was kind and friendly. We arrived at the hotel earlier and they accommodated an early check in as there was a room ready.
Stayed 1 night in Dec 2025

8/10 Good

Bryan

Liked: Cleanliness, amenities, property conditions & facilities
Nothing bad to say at all. I get its Key West but for the money i felt it could have been a little nicer. Staff was friendly and everything did in fact work. I would stay there again.
Stayed 1 night in Jan 2026

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

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

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

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

10/10 Excellent

Heather

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room. Great location. Friendly staff
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

8/10 Good

Khristie

Liked: Cleanliness, amenities
Clean spacious room with good amenities. Staff was adequate. Housekeeping only every 3 days and they didn't bother to show them.
Stayed 6 nights in Jan 2026

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

YUBER

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

6/10 Okay

Jimmy Ray

Liked: Cleanliness, amenities, property conditions & facilities
The staff was courteous. We did change rooms due to no dresser. We did not want to live out of our suitcase for a 7 night stay. And There were only stools in the room which was not safe for us at our age. The continental breakfast was great.
Stayed 8 nights in Jan 2026

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

8/10 Good

Ken

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Perfect location , Room's could use some updates, Very comfortable area.
Stayed 3 nights in Nov 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