Southwinds Motel

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

Choose dates to view prices

Photo gallery for Southwinds Motel

Exterior
Deluxe Room | Terrace/patio
Deluxe Room | Living area | 32-inch LED TV with cable channels, TV
Standard Room, 2 Queen Beds | Premium bedding, down comforters, pillowtop beds, individually decorated
2 outdoor pools, pool umbrellas, sun loungers
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

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 $222
$278 total
includes taxes & fees
Apr 1 - Apr 2

Room options

Available filters for rooms
Showing 4 of 4 rooms

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

Deluxe Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Down duvet
Sofa bed - double
  • 28 sq m
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

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

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

Similar properties

Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!

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 - 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, 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.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Southwinds Motel Reviews

Reviews

8.8

Excellent

9.0/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.2/10

Property conditions & facilities

8.2/10

Eco-friendliness

Reviews

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

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

10/10 Exceptional

We had a very pleasant stay would recommend to my friends

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

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

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 trip

10/10 Exceptional

Great stay
LISA MARIE, 4-night trip

10/10 Exceptional

Great property super convenient
Tyler, 5-night trip

8/10 Very good

We loved how convenient it is to all amenities.
Nadia, 4-night trip

10/10 Exceptional

Always have a great stay there. Great hanging out at the Tipsy Rooster
John, 1-night trip

10/10 Exceptional

Had a great stay. Very helpful staff, free washer and dryer, comfortable bed.
Polly, 1-night trip

10/10 Exceptional

The staff and location is great!
Tessa, 2-night trip

8/10 Very good

Nice quait keys motel.
Good location. Close to downtown. Heated pool was nice. Need to ask for housekeeping if you want cleaning service. Otherwise quiet and good parking for older motel.
Linda, 4-night trip

8/10 Very good

Nice old school motel
Jacqueline, 2-night trip

10/10 Exceptional

Great hotel
Joseph, 7-night trip

10/10 Exceptional

Enjoyed our stay!! Would definitely stay there again!
Rhonda, 4-night trip

6/10 Good

Great place to stay. Was clean nice staff and walkable to everything.
corey, 3-night trip

8/10 Very good

Nice older property, walking distance to Duval street. Great bar next to the property with live music.
Eric, 2-night trip

8/10 Very good

Decent value, clean.
Helpful staff, simple but clean renovated rooms, teensy bathroom and no bathroom fan so we must open windows (in full view of passersby). Parking is tight w lg vehicle. Nice outdoor touches (tables and chairs w greenery, hammocks) great little outdoor bar w live music nightly. All in all, good experience. Walkable to all.
Kristen, 2-night trip

10/10 Exceptional

This was a great find. Loved every part of this property.
Jill, 2-night trip

10/10 Exceptional

Easy to walk around and two pools were great!
denise, 4-night trip

8/10 Very good

Cute room close to Duval Street. Would stay again
Laura, 2-night trip

10/10 Exceptional

Nice location
Sally, 3-night trip

10/10 Exceptional

Love Southwinds
The staff was most friendly and courteous. They made some eating recommendations that were spot on. Quiana and Karen were so cordial upon our arrival and departure. Will definitely recommend Southwinds to family and friends who plan a trip down.
Elizabeth, 1-night trip

10/10 Exceptional

It was very nice and clean also close to everything!
Edgar A Echavarria, 3-night trip