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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
Deluxe Room | Living area
2 outdoor pools, pool umbrellas, sun loungers
Exterior
Standard Room, 2 Queen Beds
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

  • 24/7 front desk
  • Bar
  • Laundry facilities

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)

  • Children stay free
  • Free cribs/infant beds
  • Microwave
  • Private bathroom
  • Television
  • Laundry facilities
The current price is CA $211
CA $277 total
includes taxes & fees
Jun 30 - Jul 1

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

Standard Room, 1 King Bed

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

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, 2 Queen Beds

Standard Room, 2 Queen Beds

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
Property grounds

The Palms Hotel

  • Pool
  • Free breakfast
  • Pet-friendly
  • Parking available
8.6 out of 10, Excellent, 1,002 reviews
The price is CA $208
CA $262 total
includes taxes & fees
Jun 16 - Jun 17
The Palms Hotel
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About the area

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

  • ‪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

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.

Languages

English, Russian, Spanish

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

Children

    • Children (13 years old and younger) stay free when occupying the parent or guardian's room, using existing bedding
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

  • Children stay free (see details)
  • 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.

Fees & policies

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

8.8

Excellent

9.0/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.4/10

Property conditions & facilities

8.2/10

Eco-friendliness

Popular mentions

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

What guests liked

  • The property features clean and nice pools, with one being heated, providing a pleasant experience for guests. (49 reviews)
  • Breakfast was a highlight with a good selection and convenient grab-and-go options. (37 reviews)
  • The property offers convenient beach access with complimentary chairs and towels for guests. (27 reviews)
AI Sparkle IconFrom real guest reviews summarized by AI.

Reviews

8/10 Very good

John, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

Andrew, 3-night business trip
Verified Hotels.com guest review

6/10 Good

Deborah, 4-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Milinda, 5-night business trip
Verified Hotels.com guest review

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
Verified Hotels.com guest review

10/10 Exceptional

Good except the bathroom light was a little bright

Marilyn, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

Mary, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

Great place to stay!

Very clean and very convenient to get to the beach and Duvall. Perfect location. We'll definitely stay again!
Bruce T, 3-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Key West

Clean and wonderful location
Kelly, 6-night family trip
Verified Hotels.com guest review

6/10 Good

Overpriced old school motel, shabby but clean.

This would be a $150 a night place anywhere else. 3x as much in Key West. It's a typical old school motel. Showing its age a lot. It was clean and has a great location. The biggest annoyance was it has a functioning kitchen but not a single spec of any pots, silverware or anything at all. I had to forage in the breakfast room to find a few plates and plastic silverware.
Ian, 3-night trip
Verified Hotels.com guest review

10/10 Exceptional

Pleased traveling coupe!

Even though the room is small, the cleanliness, service and comfort were exceptional!! The staff was soooo helpful!!!
Mary, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Doug, 1-night trip
Verified Hotels.com guest review

6/10 Good

Perfect for the night

I book three rooms for a group of 2 adults with 6 teenagers. Its not a fancy place but certainly a comfortable one. Its close to everything just 20 min walk from the boat docks. Live music and entertainment, bar, snack mobile, Hammocks, scooter rentals all you can possibly needs for a short fun stay. Just 2 blocks from the famous Key West buoy. Front desk service was kind and efficient. Will stay here again.
Veronica, 1-night family trip
Verified Hotels.com guest review

8/10 Very good

Up and down

The check in process was easy. The property offers 2 pools,( 1 smaller heated one) which are clean, and a very basic continental breakfast with several comfortable outdoor areas. Unfortunately, maid service is only every 3 days, but we had to specifically ask for our room to be done because our room was not initally on the list for our 3rd day there. The room, itself, is clean, but is a very, very dated room with a tiny bathroom, though the bed is comfortable. The location is great and musical entertainment is offered daily as part of the complex, along with outdoor bar and pricy ice cream truck. The Cuban restaurant across the street is casual and delicious. The staff are very helpful and friendly.
Linda, 4-night trip
Verified Hotels.com guest review

10/10 Exceptional

William, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

David, 3-night trip
Verified Hotels.com guest review

10/10 Exceptional

Great location with great staff.

Check in was quick and painless. Staff was friendly and helpful. Rooms are clean and comfortable. Thanks for the hospitality. Location is perfect, 2 blocks from southern most point and 1 mile to sloppy Joe’s. Never had to drive anywhere.
chester, 2-night trip
Verified Hotels.com guest review

8/10 Very good

Decent place with good location

Good location about 15 minute walk to busy Duval bars. Close to Southermost point. Bed comfortable, not many drawers, had to live out of our bags. Nice having a bar in front of hotel.
3-night trip
Verified Hotels.com guest review

10/10 Exceptional

Edward Scott, 1-night trip
Verified Expedia guest review

10/10 Exceptional

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.
Jodi, 4-night trip with friends
Verified Expedia guest review

8/10 Very good

Great place!!!!!
Nikki, 2-night trip with friends
Verified Expedia guest review

10/10 Exceptional

Southwinds Key West

Easy check in and friendly, attentive staff. Older motel but very clean and great location.
ROBERT, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

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.
Jody, 2-night trip
Verified Expedia guest review

8/10 Very good

Nice property, pricing is moderate, close to Duval, walkable from Mallory Square to the Southern Most Point. Will stay again!
Michael, 2-night trip with friends
Verified Expedia guest review

4/10 Fair

While the staff was generally very good, the noise at night from the accompanying bar with live music made sleep next to impossible until quite late at night. Given that sleep is the main thing you want at this place, it makes it very difficult to endorse it
Howard, 2-night trip
Verified Expedia guest review