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Southwinds Motel

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

Choose dates to view prices

Photo gallery for Southwinds Motel

Relax on the covered patio with Adirondack chairs amidst a beautifully maintained garden.
Stunning sculpture and gazebo in a serene outdoor setting, surrounded by lush greenery and tranquil atmosphere.
Stroll up the paved driveway to the front door of this two-story house, surrounded by lush vegetation and a covered porch area.
Relax by the pool surrounded by lush vegetation and comfortable lounge chairs.
Enjoy cooking in this well-equipped kitchen with a coffee machine and TV.
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
$135 nightly
The total price is $152
Aug 13 - Aug 14
Total includes taxes and fees

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 | 1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 1 King Bed

8.4 out of 10
Very good
(97 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Renovated in 2016
Premium bedding
  • 300 sq ft
  • Sleeps 3
  • 1 King Bed

View all photos for Deluxe Room

1 bedroom, premium bedding, down comforters, pillowtop beds

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Premium bedding
Ceiling fan
  • 300 sq ft
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds | 1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 2 Queen Beds

8.8 out of 10
Excellent
(53 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Separate bedroom
Down duvet
  • 400 sq ft
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard Room, 1 Queen Bed

1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 1 Queen Bed

8.2 out of 10
Very good
(84 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Separate bedroom
Down duvet
  • 250 sq ft
  • Sleeps 3
  • 1 Queen Bed

Similar properties

Relax on the covered porch with comfortable wicker chairs and lush greenery.

The Palms Hotel

  • Pool
  • Free breakfast
  • Pet friendly
  • Parking available
8.6 out of 10, Excellent, 1,003 reviews
The price is $153
$138 nightly
$153 total
Total includes taxes and fees
Aug 3 - Aug 4
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

  • ‪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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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

Popular mentions

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

What guests liked

  • The property features clean and well-maintained pools, including a heated option, suitable for families and relaxation. (54 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. (29 reviews)
AI Sparkle IconFrom real guest reviews summarized by AI.

Reviews

10/10

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

10/10

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

8/10

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!
4-night trip

8/10

Great motel!
1-night trip

8/10

Continental breakfast and great location. Rooms were dated but clean
1-night trip

8/10

Wonderful motel, well maintained. Staff was friendly.
3-night trip

10/10

Liked everything, great motel.
1-night trip

10/10

Clean and wonderful location
6-night trip

10/10

Loved the location of this property. Just blocks away from Duval St and the beach.
3-night trip

8/10

Great place!!!!!
2-night trip

10/10

We love staying here!!! The staff is always amazing and the rooms are nice and clean. Parking outside your room is a bonus. Convenient walk to beaches, bars and dining.
1-night trip

10/10

We had a very pleasant stay would recommend to my friends

10/10

Loved this place! Great location
2-night trip

8/10

Nice property, pricing is moderate, close to Duval, walkable from Mallory Square to the Southern Most Point. Will stay again!
2-night trip

10/10

No frills vacation. Was what we wanted for a 4 night get away.
4-night trip

10/10

Great property
4-night trip

8/10

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

8/10

Check in was easy. Staff very friendly. Bed comfortable. Only negative is the small bathroom.
2-night trip

10/10

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

10/10

We absolutely love this place! We had four couples with us and we all loved it. Very quaint, tropical, and convenient. A bar on one side and ice cream parlor on the other. Room was your basic motel but cute and clean. Will definitely be staying here again.
1-night trip

10/10

Quant property in the heart of ‘Southermost’ away from the high traffic touristy areas. I loved that it had a bar, nightly live music, dessert truck & 2 pools on site with multiple beaches, food options & Trolley stop 11 within a few blocks.
3-night trip

10/10

Great property super convenient
5-night trip

10/10

Walk to beach and southern most point. The motel breakfast propided as perfect and plentiful. I will be going back.
2-night trip

6/10

The breakfast was a treat. The pool was nice. Property is very walkable to attractions. Complimentary laundry did not work.
1-night trip

10/10

Wonderful property. Very reasonable price. Definitely would stay here again.
6-night trip