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Southwinds Motel

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

Choose dates to view prices

Reviews

8.6 out of 10
Excellent
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.
$158 nightly
The total price is $178
Jun 29 - Jun 30
Total with taxes and fees

Popular amenities

  • Air conditioning
  • Bar

Room options

Available filters for rooms
Showing 4 of 4 rooms

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
(110 reviews)
  • 250 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 Queen 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
(80 reviews)
  • 400 sq ft
  • Sleeps 4
  • 2 Queen Beds

View all photos for Deluxe Room

Premium bedding, down comforters, pillowtop beds, individually decorated

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)
  • 300 sq ft
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

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
(119 reviews)
  • 300 sq ft
  • Sleeps 3
  • 1 King Bed

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Wicker Guesthouse
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8.6 out of 10, Excellent, 1,000 reviews
$209 nightly
The price is $235
Jun 11 - Jun 12
Total with taxes and fees
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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
  • Clarence S. Higgs Memorial Beach Park - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km

Getting around

  • Key West Intl. Airport (EYW) - 8 min drive

Restaurants

  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Seaside Cafe at the Mansion - ‬3 min walk
  • ‪Circle K - ‬6 min walk
  • ‪Cuban Coffee Queen (Duval) - ‬5 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬5 min walk

About this property

Southwinds Motel

You'll be in a fantastic location at Southwinds Motel, just a 5-minute walk from Duval Street and Southernmost Point. After splashing around at the 2 outdoor pools, you can unwind with a drink at the bar/lounge. Also, South Beach and Florida Keys Beaches 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
    • Information provided by the property may be translated using automated translation tools
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

    • Onsite self parking (USD 22.50 per day)
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
  • Bicycle rentals 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
  • 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

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 33.75 per accommodation, per night
  • Resort fee inclusions:
    • Additional 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

Parking

  • Self parking costs USD 22.50 per day

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. Self parking costs USD 22.50 per day.

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 cycling, boat tours, and kayaking, 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 4 minutes' walk from Southernmost Point. The local area is walkable and popular for its beaches.

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Reviews

Southwinds Motel Reviews

8.6

Excellent

8.8

Cleanliness

8.4

Amenities

9.0

Staff & service

8.2

Property conditions & facilities

Guest review summary

What guests liked

  • The pools were clean, great, and one was even heated, providing a relaxing and quiet spot for guests. (88 reviews)
  • Breakfast options were plentiful and good, with a variety of choices including boiled eggs, cereal, yogurt, and more. (79 reviews)
  • The property offers excellent beach access with chairs and towels provided, just a short walk away. (51 reviews)
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From real guest reviews summarized by AI.

Popular mentions

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

Reviews

Verified

8/10 Very good

Good location and quiet place to unwind at the end of a busy day. Pricey but of course it's Key West. Very basic breakfast.
Annie, 3-night trip
Verified

10/10 Exceptional

Great location and comfortable stay.
Deborah, 3-night trip
Verified

10/10 Exceptional

Wonderful location, had everything we needed!
Kimberly, 3-night trip
Verified

8/10 Very good

Room was nice staff was nice
Rick, 1-night trip
Verified

8/10 Very good

The rooms were clean, the staff was polite and helpful, and the provided light breakfast options provided were good.
Grady, 7-night trip
Verified

10/10 Exceptional

Clean room, friendly staff
Karen, 4-night trip
Verified

8/10 Very good

Older motel, rooms are kinda small but everything was clean, staff was great, even had free use of laundry facilities, decent breakfast selection with nearby options also available.
Thomas, 7-night trip
Verified

10/10 Exceptional

Clean rooms, hot showers, friendly staff, great location! The Tipsy Rooster was a bonus 🙂
Laura, 7-night trip
Verified

10/10 Exceptional

Friendly and helpful staff.
Valerie, 8-night trip
Verified

10/10 Exceptional

Wonderful room by the pool. Excellent staff, great location to be able to walk just about anywhere on the island.
Sherri, 1-night trip
Verified

10/10 Exceptional

The room was very nice and had everything we needed. Checking in and out was so quick and easy with very friendly employees. The breakfast was excellent with plenty of good choices. The location was great with easy walk or bike ride to most things.
Judy, 4-night trip
Verified

8/10 Very good

Clean nice motel
anna, 6-night trip
Verified

8/10 Very good

Very nice room, surroundings, and staff very kind and serviceminded
Inge Ryberg Hove, 1-night trip
Verified

10/10 Exceptional

Super cute! Perfect location. We would stay again.
Brandy Lynn, 3-night trip
Verified

10/10 Exceptional

Everyone was so nice, great location.
Holly, 3-night trip
Verified

10/10 Exceptional

Old Needs updating Great location Friendly staff
James, 4-night trip
Verified

10/10 Exceptional

The room was great, and the staff was so helpful. It is at a great location. It offers free parking, which is wonderful!
Stefanie J, 3-night trip
Verified

10/10 Exceptional

Our room was somewhat dated but nontheless fit our needs for the long weekend. Great location. Its not fancy but very adequate.
Chris, 4-night trip
Verified

6/10 Good

Rooms are very dated. Need attention. Continental breakfast is not great. As far as location and pass to the beach, that was the best part. It is a 5 minute walk. Location is what gives it 3 stars.
Teresa, 4-night trip
Verified

8/10 Very good

Great location !! Close to southern most point
Danny, 2-night trip
Verified

8/10 Very good

Room was clean, and the front desk staff was very nice.
Russell, 1-night trip
Verified

10/10 Exceptional

Rooms were clean and comfortable. The staff was so friendly and accommodating. Sightseeing and restaurants were all close by. We would definitely stay there again.
Sherri, 1-night trip
Verified

10/10 Exceptional

very convenient to all locations and clean quite rooms.
YUBER, 5-night trip
Verified

10/10 Exceptional

Everyone was nice and courteous. Quiet place. Really enjoyed our weekend
Lucy, 3-night trip
Verified

8/10 Very good

Functional, clean room and good value for the location outside the Duval Street corridor. The king size bed was nice and the room was fairly quiet - only recommendation would be to add a black out curtain/drapes to supplement the slat blinds since the parking lot lighting makes it fairly bright overnight. Grab-n-go continental breakfast was good for a quick start to the day.
Michael, 1-night trip