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Southwinds Motel

2.0 star property
Hotel with 2 outdoor pools, near Duval Street

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Photo gallery for Southwinds Motel

Exterior
Property grounds
Exterior
2 outdoor pools, pool umbrellas, sun loungers
Reception
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

  • Bar
  • 24/7 front desk
  • Laundry facilities
  • Pool

Main amenities (12)

  • Housekeeping (on request)
  • Near the beach
  • 2 outdoor pools
  • Beach sun loungers
  • Beach towels
  • Bar/lounge
  • 24-hour front desk
  • Coffee/tea in a common area
  • Air conditioning
  • Vending machine
  • Self-serve laundry
  • Multilingual staff

For families (6)

  • Free cribs/infant beds
  • Microwave
  • Private bathroom
  • Television
  • Laundry facilities
  • Coffee/tea maker
The current price is $125
$169 total
includes taxes & fees
Sep 11 - Sep 12

Room options

Check availability for these dates

Tonight

Sep 10 - Sep 11
Check availability for tonight Sep 10 - Sep 11

Tomorrow

Sep 11 - Sep 12
Check availability for tomorrow Sep 11 - Sep 12
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

8.4 out of 10
Very good
(101 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

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
Sofa bed - double
Pillowtop bed
  • 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

8.8 out of 10
Excellent
(65 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Pillowtop bed
Down duvet
  • 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

8.4 out of 10
Very good
(88 reviews)

Highlights

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

Similar properties

Property grounds

The Palms Hotel

  • Pool
  • Free breakfast
  • Pet friendly
  • Parking available
8.8 out of 10, Excellent, 1,001 reviews
The price is $121
$159 total
includes taxes & fees
Sep 24 - Sep 25
The Palms Hotel
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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

  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪El Siboney Restaurant - ‬8 min walk
  • ‪Banana Cafe - ‬4 min walk
  • ‪Seaside Cafe at the Mansion - ‬3 min walk
  • ‪Tipsy Rooster - ‬1 min walk

About this property

Southwinds Motel

Southwinds Motel offers a fantastic location, putting you just a 5-minute walk from Duval Street and Florida Keys Beaches. After splashing around at the 2 outdoor pools, you can unwind with a drink at the bar/lounge. Also, South Beach and Southernmost Point are within just a 10-minute walk. Fellow travelers say great things about the comfortable beds and helpful staff.

At a glance

DONE

Hotel size

    • 58 rooms
    • Arranged over 1 level
DONE

Arriving/Leaving

    • 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 time is 11 AM
    • Contactless check-out available
DONE

Special check-in instructions

    • Front desk staff will greet guests on arrival at the property
DONE

Required at check-in

    • Credit card required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 18
    • Minimum Spring Break check-in age is 18
DONE

Pets

    • Pets not allowed
LOCAL_PARKING

Parking

    • Wheelchair-accessible parking on site
    • Onsite parking limited
DONE

Other information

    • Designated smoking areas
    • No alcohol served onsite

Property amenities

Food and drink

  • Free continental breakfast each morning 7:00 AM–10:00 AM
  • Bar/lounge
  • Coffee/tea in a common area

Traveling with children

  • Pool gate

What to do

  • Beach nearby
  • Ecotours nearby
  • Golfing nearby
  • Kayaking nearby
  • Scuba diving nearby
  • Scooter/moped rentals nearby

Services

  • 24-hour front desk
  • Concierge services
  • Tour/ticket assistance
  • Laundry facilities
  • Free newspapers in lobby
  • Luggage storage
  • Multilingual staff
  • Bicycle rentals
  • Beach sun loungers
  • Beach towels
  • Pool loungers
  • Pool umbrellas
  • Romance packages

Facilities

  • 9 buildings/towers
  • Picnic area
  • 2 outdoor pools
  • Outdoor entertainment area
  • Outdoor furniture

Accessibility

  • Wheelchair-accessible parking

Room amenities

Be entertained

  • 32-inch LED TV
  • Cable TV channels

Home comfort

  • Air conditioning
  • Coffee/tea maker
  • Iron/ironing board
  • Window screens

Sleep well

  • Down comforter
  • Premium bedding
  • Pillowtop mattress
  • Free crib/infant bed

What to enjoy

  • Individually furnished and decorated

Freshen up

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

Stay connected

  • Free local calls
  • Electrical adapters/chargers

Food and drink

  • Refrigerator
  • Microwave
  • Highchair
  • Paper towels

More

  • Housekeeping (on request)
  • Access via exterior corridors
  • Cleaning supplies

Special features

Dining

Tipsy Rooster - This bar serves light fare only.

Here's the breakdown, no surprises

Mandatory fees

You'll be asked to pay the following charges by the property at check-in or check-out. Fees may include applicable taxes:
  • Resort fee: USD 28.13 per accommodation, per night
  • Resort fee inclusions:
    • Beach access
    • Beach loungers
    • Beach towels
    • Concierge service
    • In-room coffee
    • Internet access (may be limited)
    • Laundry facilities
    • Partner property beach club access
    • Phone calls (may be limited)
    • Pool access
    • Self parking

Policies

Only registered guests are allowed in the guestrooms.
This property does not have elevators.
Guests can rest easy knowing there's a carbon monoxide detector and a smoke detector on site.
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.
Credit cards accepted: Visa, Mastercard, American Express, Discover, Diners Club

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 offer free cancellation for a full refund?

Yes, Southwinds Motel does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.

Is there a pool at Southwinds Motel?

Yes, there are 2 outdoor pools.

Are pets allowed at Southwinds Motel?

Sorry, pets aren't allowed.

Is parking offered on site at Southwinds Motel?

Yes. Parking spots may be limited.

What are the check-in and check-out times at Southwinds Motel?

Check-in start time: 4:00 PM; Check-in end time: midnight. Check-out time is 11 AM. Contactless check-out is available.

What is there to do at Southwinds Motel and nearby?

Have fun with activities like boat tours, kayaking, and scuba diving, and practice your swing at the nearby golf course. Additional recreation nearby includes ecotours. Enjoy a swim in one of the 2 outdoor swimming pools or use the hotel's other amenities, which include a picnic area.

What's the area around Southwinds Motel like?

Southwinds Motel is located near Florida Keys Beaches in Old Town Key West, a short 3-minute walk from Duval Street and 3 minutes' walk from South Beach. The local area is walkable and popular for its beaches.

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Reviews

Southwinds Motel Reviews

8.8

Excellent

9.0

Cleanliness

8.4

Amenities

9.2

Staff & service

8.2

Eco-friendliness

8.4

Property conditions & facilities

What guests liked

  • The continental breakfast was a highlight with a good selection and convenient grab-and-go option. (39 reviews)
  • The property offers convenient beach access with complimentary chairs and towels. (29 reviews)
  • Free parking was a convenient and appreciated amenity at this property. (22 reviews)
AI Sparkle IconFrom real guest reviews summarized by AI.

Popular mentions

Room
Service staff
Location
Bar
Bed
Breakfast
Bathroom
Beach
Parking
Live music

Reviews

10/10 Exceptional

Enjoyed the stay

Everything was clean, staff was friendly and a great location
Terri, 2-night trip

10/10 Exceptional

Great rooms with great views!
Jason, 3-night trip

8/10 Very good

Great stay

Great location. Place was clean and neat. Leary about motels but this one was very nice. Didn't get to use all the amenities. Would suggest.
Denise, 1-night trip

10/10 Exceptional

Most afforable in Key West

Friendly and attentive staff. Clean and spacious room.
Danielle, 4-night trip

10/10 Exceptional

Southwinds motel

The stay was excellent as the well as the location and the grounds. Staff was helpful as well .The value was a good
George, 4-night trip

10/10 Exceptional

We stay here when ever we’re in the keys
cynthia, 6-night trip

8/10 Very good

Good place to stay
Mayelin, 1-night trip

10/10 Exceptional

Thanks for a great stay.
Heidi, 1-night trip

8/10 Very good

Great location Nice staff and breakfast
james, 5-night trip

10/10 Exceptional

Place was awesome.
Justin, 1-night trip

10/10 Exceptional

Great motel! Loved the location and the staff. Would stay here again.
Debra, 3-night trip

10/10 Exceptional

On site bar ice cream close to everything.
Jonnie, 2-night trip

10/10 Exceptional

Very convenient location. Had everything we needed.
janice, 3-night trip

8/10 Very good

Anniversary Trip 2025

The Southwinds Motel was a wonderful place to stay. I would highly recommend staying there for a nice couples retreat away. The service was wonderful and location perfect!
Steven, 4-night trip

10/10 Exceptional

Had a great time as usual

The last 2 times we went this year. We traveled thru the night to get there by car. We live in South west Florida. They got us in the room right away! 9am! So grateful for the ladies in the office. So friendly
Jayne, 3-night trip

8/10 Very good

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
Robert, 3-night trip

10/10 Exceptional

Close to beach
Tammy A, 4-night trip

8/10 Very good

Great motel!
Michelle, 1-night trip

8/10 Very good

Great location. Friendly staff and loved having the Tipsy Rooster there. Enjoyed the music very much.
Russell, 5-night trip

10/10 Exceptional

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
mark, 1-night trip

8/10 Very good

Loud air conditioner from the room across, clean but simple, friendly staff, very basic pre-packaged breakfast.
Ronny, 3-night trip

10/10 Exceptional

Nice place. Clean. Nice pools. Close to amenities
Paul, 1-night trip

4/10 Fair

Bathrooms extremely small and very old, no updates. Decorative Pillows on bed were dirty.
PAM, 2-night trip

10/10 Exceptional

several suggestions impovement

I would strongly advise installing safety bars in the shower as it is very slippery and I almost slipped and fell several times...nothing to hold on to. A better handle on the cockroach situation as well as we killed 4 of them in our room for a 5 day stay.
5-night trip

4/10 Fair

Bathroom door does not lock, bathroom looks old, front door does not have a secure lock.
rose marie, 1-night trip