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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

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.
Enjoy cooking in this well-equipped kitchen with a coffee machine and TV.
Relax by the pool surrounded by lush vegetation and comfortable lounge chairs.
Stroll up the paved driveway to the front door of this two-story house, surrounded by lush vegetation and a covered porch area.
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 $125
$169 total
includes taxes & fees
Jul 28 - Jul 29

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
(99 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Renovated in 2016
Premium bedding
  • 28 sq m
  • 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
  • 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 | 1 bedroom, premium bedding, down comforters, pillowtop beds

Standard Room, 2 Queen Beds

8.8 out of 10
Excellent
(55 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Separate bedroom
Down duvet
  • 37 sq m
  • 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

8.4 out of 10
Very good
(87 reviews)

Highlights

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

Similar properties

Property grounds

The Palms Hotel

  • Pool
  • Free breakfast
  • Pet friendly
  • Parking available
8.6 out of 10, Excellent, 1,006 reviews
The price is $126
$164 total
includes taxes & fees
Aug 10 - Aug 11
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

More about this property

VISIBILITY

At a glance

Hotel size

    • 58 rooms
    • Arranged over 1 level

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

Special check-in instructions

    • Front desk staff will greet guests on arrival at the property

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

Children

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

Pets

    • Pets not allowed

Parking

    • Wheelchair-accessible parking on site
    • Onsite parking limited

Other information

    • Designated smoking areas
    • No alcohol served onsite
LOB_HOTELS

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

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
STAR_OUTLINE

Special features

Dining

Tipsy Rooster - This bar serves light fare only.
MONETIZATION_ON

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
HELP_OUTLINE

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 Exceptional

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

8/10 Very good

Great location Nice staff and breakfast
james, 5-night trip

10/10 Exceptional

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

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

10/10 Exceptional

Big room, comfy beds, spacious bathroom area

The room was very spacious, with a bar area, fridge, sink and microwave. The beds were very comfortable, the bathroom area was very spacious. The bathroom itself needed a fan to suck up the hot air. One of the thinks that was a bummer is that the AC unit is to small for the size room as it always felt really warm even after putting it to 62. Key West in July is hot so you want a good AC. The location was great. Breakfast was pretty good with cereal, muffins, Danish, 2 peeled refrigerated boiled eggs, bananas, juices and coffee.
Nicole, 2-night trip

8/10 Very good

Great motel!
Michelle, 1-night trip

8/10 Very good

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

10/10 Exceptional

Such nice staff! Great area! Everything you need is a short walk away. Includes access to a beach with chairs and towels too!
Annmarie, 1-night trip

10/10 Exceptional

A hop and a skip to the Tipsy Rooster
Peter, 2-night trip

10/10 Exceptional

Key West

Clean and wonderful location
Kelly, 6-night trip

8/10 Very good

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

10/10 Exceptional

We love this place. Will be back.
Cynthia, 1-night trip

10/10 Exceptional

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

10/10 Exceptional

Liked everything, great motel.
Patrick, 1-night trip

8/10 Very good

Great place!!!!!
Nikki, 2-night trip

10/10 Exceptional

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.
Bruce, 1-night trip

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

10/10 Exceptional

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

10/10 Exceptional

Loved this place! Great location
Greg, 2-night trip

6/10 Good

Perfect location. Good value & clean. Most staff very good, but Karen on the Front Desk was rude & unprofessional when I was trying to address the return of my security deposit.
Rognvald, 2-night trip

10/10 Exceptional

We had a very pleasant stay would recommend to my friends

10/10 Exceptional

Great property
Kimberly, 4-night trip

8/10 Very good

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

10/10 Exceptional

Excellent.

10/10 Exceptional

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.
JEFF, 1-night trip