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Southwinds Motel

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

Photo gallery for Southwinds Motel

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

Popular amenities

  • Bar
  • 24/7 front desk
  • Laundry
  • Air conditioning
The current price is AU$241
includes taxes & fees
27 July - 28 July

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

Standard Room, 1 King Bed

8.4 out of 10
Very good
(99 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
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 duvets, pillow-top beds

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
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

Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

8.8 out of 10
Excellent
(55 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
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 duvets, pillow-top beds

Standard Room, 1 Queen Bed

8.4 out of 10
Very good
(87 reviews)

Highlights

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

About the area

Key West

Southwinds Motel places you steps from South Beach and within a short 5-minute stroll of Duval Street. Highlights at this hotel include 2 outdoor swimming pools and free continental breakfast. .Tipsy Rooster is the hotel's own bar, serving drinks along with light fare. Other amenities include coffee/tea in a common area and laundry facilities. Each morning free breakfast is served. There's also the convenience of limited parking. .Places within a short walk of this Old Town Key West hotel include Southernmost Point and Ernest Hemingway Home and Museum is within 15 minutes.

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, FL (EYW-Key West Intl.) - 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 with 2 outdoor swimming pools, steps from South Beach
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 members are 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 features coffee/tea makers and a hairdryer. Each accommodation is individually furnished and decorated. Pillowtop beds feature down duvets and premium bedding. Guests can make use of the in-room fridges and microwaves. Bathrooms include a shower and complimentary toiletries.

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

Languages

English, Russian, Spanish

Similar properties

Relax on the covered porch with comfortable wicker chairs and lush greenery.

The Palms Hotel

  • Pool
  • Breakfast included
  • Pet-friendly
  • Free WiFi
4.3 out of 5, Excellent, 1,006 reviews
The Palms Hotel

Property amenities

Parking and transport

  • Limited on-site 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
  • Free cot
  • Highchair
  • 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 lift
  • Wheelchair-accessible parking

More

  • 1 floor
  • 9 buildings
  • Designated smoking areas

Room amenities

Bedroom

  • Down comforter
  • Free cot
  • 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

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 cots (infant beds)!

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 guest room 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 all accommodation.

We should mention

  • Children aged 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

What is the cancellation policy at Southwinds Motel?

Southwinds Motel offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at Southwinds Motel?

As of 26 July 2025, prices found for a 1-night stay for 2 adults at Southwinds Motel on 27 July 2025 start from AU$198.56, including 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 parking available at Southwinds Motel?

Onsite parking is limited.

Are there any beaches close to Southwinds Motel?

Yep, Southwinds Motel is a short 2-minute walk from Florida Keys Beaches. Fun beach activities include snorkelling, scuba diving and parasailing. You can also find boat tours.

Does Southwinds Motel have a pool?

Yep, and guests recommend it! Southwinds Motel has 2 outdoor swimming pools. Grab your bathers and lounge poolside while enjoying under the shade of an umbrella.

What makes Southwinds Motel a romantic place to stay?

Romance packages and a lounge bar, as well as pillowtop beds in the guestrooms, all help set the scene for a romantic weekend at Southwinds Motel.

Is Southwinds Motel family-friendly?

You bet! With amenities such as 2 outdoor pools and laundry facilities, as well as highchairs and free infant beds in the guestrooms, it's no surprise that Southwinds Motel is a hit with families.

Does Southwinds Motel serve breakfast?

Yeah, our visitors speak well of the free continental breakfast here! Served daily from 7:00 AM to 10:00 AM, this is the place to fuel up for a big day of adventure.

Is there a free airport shuttle available at Southwinds Motel?

No, Southwinds Motel does not offer an airport shuttle service.

What time are check-in & check-out at Southwinds Motel?

Check-in begins at 4:00 PM. Check-out time is 11 AM.

Are pets allowed at Southwinds Motel?

No, pets are not allowed.

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 654 out of 1138 reviews
Rating 8 - Good. 296 out of 1138 reviews
Rating 6 - Okay. 126 out of 1138 reviews
Rating 4 - Poor. 44 out of 1138 reviews
Rating 2 - Terrible. 18 out of 1138 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

Peter

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A hop and a skip to the Tipsy Rooster
Stayed 2 nights in Apr 2025

10/10 Excellent

laura

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

8/10 Good

Pamela

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I liked the "old Florida" feel of Southwinds. The staff was friendly and helpful. I loved having the option of the pools or the beach (with beach chairs and towels). It was a great location-close to cafes, the Tipsy Rooster (with daily live music) and the free Duval Loop Bus stop. While the bed was very comfortable, the other furniture in the room (dresser, table, chairs) was dated. Would definitely come back!
Stayed 6 nights in Apr 2025

10/10 Excellent

Barbara

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was close to everything and quiet, nice outdoor seating areas, parked our car in a safe area and walked everywhere in town
Stayed 2 nights in Apr 2025

6/10 Okay

Rognvald

Travelled with family
Liked: Cleanliness, property conditions & facilities
Disliked: Staff & service
Perfect location. Good value & clean. Most staff very good, but Karen on the Front Desk was rude & unprofessional when I was trying to address the return of my security deposit.
Stayed 2 nights in Feb 2025

8/10 Good

Tarabeth

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was a bit small, but it suited our needs for the long weekend trip to Key West.
Stayed 3 nights in Apr 2025

10/10 Excellent

Annmarie

Travelled with family, Travelled with group
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

Travelled with family, Travelled with group
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

Travelled 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.

8/10 Good

Julie

Travelled with partner, Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities
If you don't expect too much, you won't be too let down. It's an older property, my room was very small but it had a coffee maker, mini fridge, free parking, free breakfast. The area around it is great. Personally I would try to find a higher star hotel to stay at next time, but if none were available, I'd stay here again in a pinch.
Stayed 2 nights in Apr 2025

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

Travelled 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

Travelled with family, Travelled with group
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

Travelled with partner, Travelled with group
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

Travelled 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

Travelled 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

Travelled 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

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

Key West

Clean and wonderful location
Stayed 6 nights in Mar 2025