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Southwinds Motel

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

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your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Southwinds Motel

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

Reviews

8.8 out of 10

Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Laundry facilities
Main amenities
  • 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
  • Children stay free
  • Free cribs/infant beds
  • Microwave
  • Private bathroom
  • Television
  • Laundry facilities
The price is CA $276
CA $351 total
includes taxes & fees
Dec 19 - Dec 20

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
Pillowtop bed
  • 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
Ceiling fan
Down duvet
  • 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
Ceiling fan
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
Ceiling fan
Premium bedding
  • 23 sq m
  • Sleeps 3
  • 1 Queen Bed

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Pool
Pet-friendly
Free parking
Free WiFi
8.6 out of 10, Excellent, (1003)
The price is CA $399
CA $449 total
includes taxes & fees
Dec 19 - Dec 20
Wicker Guesthouse
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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 - 4 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 11 min walk - 0.9 km
  • Mallory Square - 4 min drive - 2.1 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, Southernmost Point and Ernest Hemingway Home and Museum are within a 15-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
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.
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.

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 Key West Historic District, a short 3-minute walk from Duval Street and 4 minutes' walk from Southernmost Point. The local area is walkable and popular for its beaches.

Southwinds Motel Reviews

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

Reviews

8/10 Very good

Great place
Cute place. Quiet. Great location. 2 pools.
Molly, 3-night trip with friends
Verified Hotels.com guest review

8/10 Very good

Not fancy but good
This hotel is in such a great location. You can walk to everything in the historic part of town or rent a bike and go everywhere! It was a small room but clean and very comfortable bed. There is a beach nearby and also a nice pool. Breakfast was better than I expected and the coffee was really good. We have been here before and will probably be back.
Tim, 2-night trip
Verified Hotels.com guest review

8/10 Very good

Quaint but needs repairs
The motel grounds are very well kept and are quiet and clean. The front office is cute and clean. The room we were given in the back of the lot was large but was in need of some simple repairs. For the cost of the room the quality of the room was not inline. Good location and easy access. They just need to make simple repairs that make a big difference. Our phone did not work, the tv did not work but they did come mess with it and it finally worked. We plugged in a hairdryer and it blew a breaker - they did come fix that as well. The service was good, the room was so so.
Michele, 2-night trip with friends
Verified Hotels.com guest review

6/10 Good

Steve, 3-night trip with friends
Verified Hotels.com guest review

8/10 Very good

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

8/10 Very good

We loved it!
We really enjoyed our stay at Southwinds Motel! We loved the location of it. The staff was so friendly. We would definitely stay there again!! My sister and I surprised our dad for his birthday with a little quick trip to KW!
Jennifer, 2-night family trip
Verified Hotels.com guest review

8/10 Very good

Tara, 5-night trip
Verified Hotels.com guest review

8/10 Very good

Great rate for Key West. Bar on property. We actually had the room attached to the bar. We sleep with a sound machine & didn't hear a thing. Pool had lots of leaves in the filter. Room was basic, but you don't need much more in Key West. Bed very comfortable.
Stacy, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Darren, 5-night trip
Verified Hotels.com guest review

8/10 Very good

Nice affordable Key West getaway.
A nice place to stay with a nice outdoor bar and ice cream and snack bar. The room was comfortable for two people however the bathroom is very small.
Loretta, 11-night trip
Verified Hotels.com guest review

10/10 Exceptional

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

10/10 Exceptional

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

10/10 Exceptional

Aimee, 1-night trip with friends
Verified Hotels.com guest review

10/10 Exceptional

A gem in the Keys!
The moment I stepped into the Southwinds Motel, it felt like it was going to be a great place to be in Key West. I was greeted by a nice gentleman called Carlos, he was so helpful and gave me some great tips! The room was not on the big side, but was clean & all we needed. On site free laundry, ice cream van & so close to all the places we wanted to see. To top things off the evening's we had at the Tipsey roster were relaxed with great music & a great choice served by the delightful Alice. Highly recommend & will be back ourselves in the near future 😎
Kevin, 3-night trip
Verified Hotels.com guest review

10/10 Exceptional

Enjoyed our stay
The motel is older but well maintained. Clean room and changed bedding and towels every 3 days. Staff were pleasant and very helpful. Liked staying in old town close to the beach. Free bus that circles Duval St just steps from hotel.
WENDELL, 7-night trip
Verified Hotels.com guest review

10/10 Exceptional

Cynthia, 2-night trip with friends
Verified Hotels.com guest review

10/10 Exceptional

Key West week
Nice place walking distance to restaurants, bars, historical places and ocean. The pool was nice. Easy parking.
Deana, 7-night trip
Verified Hotels.com guest review

10/10 Exceptional

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

8/10 Very good

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

8/10 Very good

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

4/10 Fair

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

10/10 Exceptional

Great stay - small room
This was a great little motel, just one street over from Duval Street ( which is the Main Street in Key West). It was a small room, but just perfect for us just to sleep in. We spent most of our time exploring Key West. Found out from one of the tours that this was the first motel in Key West. But they have kept it up well.
Debra, 2-night trip
Verified Hotels.com guest review

8/10 Very good

Loved the location of the Motel, and the breakfasts were good, but felt our furniture could have been repaired. i.e. the drawers were falling out of the dresser a d the nightstand was not in good repair, nor the table.
Ellen, 7-night romance trip
Verified Expedia guest review

10/10 Exceptional

1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

It was a little hard to park sometimes but we managed.
Debra, 5-night trip with friends
Verified Hotels.com guest review