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Southwinds Motel

2.0 star property
Hotel near Duval Street in Key West

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Photo gallery for Southwinds Motel

Relax on the covered patio with Adirondack chairs amidst a beautifully maintained garden.
Relax by the pool surrounded by lush vegetation and comfortable lounge chairs.
Stunning sculpture and gazebo in a serene outdoor setting, surrounded by lush greenery and tranquil atmosphere.
Enjoy cooking in this well-equipped kitchen with a coffee machine and TV.
Stroll up the paved driveway to the front door of this two-story house, surrounded by lush vegetation and a covered porch area.

Popular amenities

  • 24/7 front desk
  • Bar
  • Laundry
  • Air conditioning

Explore the area

Map
1321 Simonton Street, Key West, FL, 33040
  • Duval Street
    ‪3 min walk‬
  • South Beach
    ‪3 min walk‬
  • Southernmost Point
    ‪5 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

Room options

View all photos for Standard Room, 1 King Bed

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
(99 reviews)
  • 300 sq ft
  • 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)
  • 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 | 1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 2 Queen Beds

8.8 out of 10
Excellent
(54 reviews)
  • 400 sq ft
  • 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
(86 reviews)
  • 250 sq ft
  • Sleeps 3
  • 1 Queen Bed

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About the neighborhood

Key West

Old Town Key West stay.A stay at this Old Town Key West hotel places you steps from South Beach and within a 5-minute walk of Duval Street. Southernmost Point and Ernest Hemingway Home and Museum are also within half a mile (1 km).

What's nearby

  • Duval Street - 3 min walk - 0.2 miles
  • South Beach - 3 min walk - 0.2 miles
  • Southernmost Point - 5 min walk - 0.3 miles
  • Ernest Hemingway Home and Museum - 9 min walk - 0.5 miles
  • Mallory Square - 4 min drive - 1.3 miles

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 in Key West
Southwinds Motel offers its guests 2 outdoor swimming pools. You can enjoy a drink at the bar/lounge. Free breakfast is available daily.

A vending machine, multilingual staff, and tour/ticket assistance are also featured at Southwinds Motel.

Smoking is allowed in designated areas at this Key West hotel.

  • 1 floor
  • 58 guestrooms or units
  • 9 buildings
  • Continental breakfast (free)
  • Beach lounge chairs
  • Towels for the beach
  • Poolside lounge chairs
  • Umbrellas for the pool
  • Coffee in lobby
  • Self-service laundry
  • Front desk (24 hours)
  • Staff is multilingual
  • Storage area for luggage
  • Tour and ticket information
  • Concierge
  • Outdoor picnic space
  • Newspapers in lobby (free)
  • Smoking in designated areas
  • Bar or lounge
Southwinds Motel offers 58 air-conditioned accommodations, which are accessible via exterior corridors and feature coffee/tea makers and hair dryers. Each accommodation is individually furnished and decorated. Pillowtop beds feature down comforters and premium bedding. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include showers and complimentary toiletries.

32-inch LED televisions come with cable channels. Business-friendly amenities include phones along with free local calls (restrictions may apply). Housekeeping is provided on request.

Languages

English, Russian, Spanish

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  • Pool
  • Breakfast included
  • Pet friendly
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$146 nightly
The price is $164
Aug 5 - Aug 6
Total includes taxes and fees
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Property amenities

Family friendly

  • 2 outdoor pools
  • High chair
  • In-room crib
  • In-room microwave
  • In-room refrigerator
  • Laundry facilities
  • Pool gate

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

Things to do

  • 2 outdoor pools
  • Bicycle rentals

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

Room amenities

Entertainment

  • 32-inch LED TV with cable channels

Bedroom

  • Down comforter
  • Free crib
  • Pillowtop mattress
  • Premium bedding

Bathroom

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

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

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Kids stay free! Children 13 years old and younger stay free when using existing bedding.
  • Rollaway/extra beds are not available.
  • Free cribs (infant beds)!

Property payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • 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've listed 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
Charges for extra guests may apply and vary according to property policy.
A credit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. 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 Visa, Mastercard, American Express, Discover, Diners Club, debit cards, and cash. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

We should mention

  • Children 13 years old and younger stay free in the same room as the parent or guardian when using existing bedding.
  • Registered guests are the only ones allowed to be in guestrooms.
  • Alcohol isn't served at Southwinds Motel.

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

How close is Southwinds Motel to the airport?

Southwinds Motel is 3.2 mi (8-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

How much does it cost to stay at Southwinds Motel?

As of Jul 23, 2025, prices found for a 1-night stay for 2 adults at Southwinds Motel on Aug 1, 2025 start from $189.49, 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.

Does Southwinds Motel have an airport shuttle?

Airport shuttle services are not available at Southwinds Motel.

How close is Southwinds Motel to the beach?

This hotel is a short 3-minute walk from South Beach and 11-minute walk from Clarence S. Higgs Memorial Beach Park. Don't forget your sunscreen!

Does Southwinds Motel offer free breakfast?

Southwinds Motel offers free continental breakfast every day from 7:00 AM to 10:00 AM.

Is there a casino at Southwinds Motel?

No, there is no casino at this hotel.

What time is check-in at Southwinds Motel?

Check-in start time: 4:00 PM; Check-in end time: midnight.

Is there free parking at Southwinds Motel?

Free parking is not available at this hotel.

Does Southwinds Motel have a pool?

Southwinds Motel features 2 outdoor pools.

Does Southwinds Motel have a restaurant?

Southwinds Motel is home to Tipsy Rooster, which features light fare.

Does Southwinds Motel have a spa?

There are no spa services available at this hotel.

How close is Southwinds Motel to downtown Key West?

Southwinds Motel is 0.6 mi away from Key West.

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 648 out of 1127 reviews
Rating 8 - Good. 294 out of 1127 reviews
Rating 6 - Okay. 124 out of 1127 reviews
Rating 4 - Poor. 43 out of 1127 reviews
Rating 2 - Terrible. 18 out of 1127 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

Annmarie

Traveled with group, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Such nice staff! Great area! Everything you need is a short walk away. Includes access to a beach with chairs and towels too!
Stayed 1 night in Apr 2025

10/10 Excellent

Annmarie

Traveled with group, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was incredibly kind and helpful! Especially with my handicap mother. Shout out to Nico and Quiana! They were wonderful! This was the least expensive motel I could find for our large group and I was nervous about the quality. While some of the rooms are very small, ours was large and comfortable. I had no reason to worry! They have 2 nice pools, clean rooms and coffee ready in the morning. It's a very walkable area. They also have parking for cars or golf carts. Close to so many things! I was very happy with everything!
Stayed 4 nights in Apr 2025

10/10 Excellent

Mary

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Apr 2025

4/10 Poor

Brian

Traveled with family
Disliked: Cleanliness, amenities, property conditions & facilities
At the driveway, the trees/shrubs knocked off our sideview mirror. That will be $1,700 repair cost on top of the cost of motel - damage caused by this property. Of course the next day, the bushes/tree had been cut down !! No offer by property to help our repair costs !
Stayed 3 nights in Apr 2025

4/10 Poor

Sean

Disliked: Staff & service, amenities, property conditions & facilities
Small, dirty little place. But, the kicker is that they use real keys that aren’t stamped with room number all that well. This was a problem because the guy at front desk gave us 2 keys to our “room” but one was the wrong room. After it wouldn’t open the one that was actually our room, we went to what the key said (thinking the front desk guy messed up) and yup, key worked…..let my wife open up a room with another couple having sex. The guy at the front desk just said “oh sorry” and gave us a better key. So no, we didn’t feel safe in these rooms as who knows who may just walk in.
Stayed 1 night in Apr 2025

10/10 Excellent

Cynthia

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent.

10/10 Excellent

Cynthia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We love this place. Will be back.
Stayed 1 night in Apr 2025

8/10 Good

james

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

10/10 Excellent

Debra

Traveled with group, Traveled with family
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

Linda, Downers Grove

Traveled with group, Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff is excellent. Standard continental breakfast. While the property is older it was very clean and comfortable. The bathroom is a bit small. Loved the bar attached to the property with live music.
Stayed 3 nights in Apr 2025

10/10 Excellent

david

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice area. Very convenient. Wi-Fi not reliable in room but strong signal outside. Wasn't a problem.
Stayed 1 night in Apr 2025

10/10 Excellent

Susan

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Mar 2025

10/10 Excellent

Bruce T

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great place to stay!

Very clean and very convenient to get to the beach and Duvall. Perfect location. We'll definitely stay again!
Stayed 3 nights in Apr 2025

10/10 Excellent

david

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Been here before, very convenient.
Stayed 1 night in Apr 2025

6/10 Okay

sherry

Stayed 2 nights in Feb 2025

10/10 Excellent

Amy

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our bathroom needed a little TLC….nothing major but still needs a little attention Room 36 It won’t keep us from staying again for sure!! Southwinds vibes are perfect in KW! The beds and pillows are amazing!! And ‘Z’ at the Tipsy Rooster is pretty cool and on her game!!!
Stayed 6 nights in Mar 2025

6/10 Okay

Dawn

Traveled with family
Liked: Staff & service
The breakfast was a treat. The pool was nice. Property is very walkable to attractions. Complimentary laundry did not work.
Stayed 1 night in Apr 2025

10/10 Excellent

Kelly

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Key West

Clean and wonderful location
Stayed 6 nights in Mar 2025

10/10 Excellent

stacey

Liked: Cleanliness, staff & service, property conditions & facilities
Fun music next door
Stayed 1 night in Mar 2025

8/10 Good

Edwin

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Mar 2025

10/10 Excellent

LAURYN

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Walk to beach and southern most point. The motel breakfast propided as perfect and plentiful. I will be going back.
Stayed 2 nights in Mar 2025

10/10 Excellent

Don

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I would stay here again. The location was good - easy walking to things but also quiet. The pool was nice.
Stayed 2 nights in Mar 2025

4/10 Poor

Joy Smith

Traveled with family
Disliked: Cleanliness, amenities
Very basic property .smalls r very small not cleaned enough. Washrooms are tiny...no hot breakfast option. Not value for money considering it's a motel
Stayed 1 night in Mar 2025

8/10 Good

Lora

Traveled with group, Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Check in was easy. Staff very friendly. Bed comfortable. Only negative is the small bathroom.
Stayed 2 nights in Mar 2025

10/10 Excellent

JEFF

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We absolutely love this place! We had four couples with us and we all loved it. Very quaint, tropical, and convenient. A bar on one side and ice cream parlor on the other. Room was your basic motel but cute and clean. Will definitely be staying here again.
Stayed 1 night in Mar 2025