Southwinds Motel

Hotel with 2 outdoor pools, near Duval Street

Choose dates to view prices

Tue, Apr 14
Wed, Apr 15
April 2026
1
May 2026
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.
Excellent

Popular amenities

  • Air conditioning
  • Bar

Main amenities (12)

  • Housekeeping (on request)
  • Near the beach
  • 2 outdoor pools
  • Beach sun loungers
  • Beach towels
  • Self parking
  • Bar/lounge
  • 24-hour front desk
  • Coffee/tea in a common area
  • Air conditioning
  • Vending machine
  • Self-serve laundry

For families (6)

  • Free cribs/infant beds
  • Microwave
  • Private bathroom
  • Television
  • Laundry facilities
  • Coffee/tea maker
$301 nightly
$338 total
Apr 26 - Apr 27
Total with taxes and fees

Room options

Showing 4 of 4 rooms
Shower, free toiletries, hair dryer, towels
Premium bedding, down comforters, pillowtop beds, individually decorated
Standard Room, 1 Queen Bed | Premium bedding, down comforters, pillowtop beds, individually decorated
Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 1 Queen Bed

Very good
  • 250 sq ft
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed
Shower, free toiletries, hair dryer, towels
Standard Room, 2 Queen Beds | Premium bedding, down comforters, pillowtop beds, individually decorated
Standard Room, 2 Queen Beds | Premium bedding, down comforters, pillowtop beds, individually decorated
Standard Room, 2 Queen Beds | Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 2 Queen Beds

Excellent
  • 400 sq ft
  • Sleeps 4
  • 2 Queen Beds
Shower, free toiletries, hair dryer, towels
Premium bedding, down comforters, pillowtop beds, individually decorated
Premium bedding, down comforters, pillowtop beds, individually decorated
Deluxe Room | Living area | 32-inch LED TV with cable channels, TV

Deluxe Room

Exceptional
  • 300 sq ft
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed
Shower, free toiletries, hair dryer, towels
Standard Room, 1 King Bed | Premium bedding, down comforters, pillowtop beds, individually decorated
Standard Room, 1 King Bed | Premium bedding, down comforters, pillowtop beds, individually decorated
Standard Room, 1 King Bed | Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 1 King Bed

Very good
  • 300 sq ft
  • Sleeps 3
  • 1 King Bed

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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

  • ‪Seaside Cafe at the Mansion - ‬3 min walk
  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Circle K - ‬6 min walk
  • ‪Banana Cafe - ‬4 min walk
  • ‪Southernmost Point Bar in the USA - ‬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 South Beach. After splashing around at the 2 outdoor pools, you can unwind with a drink at the bar/lounge. Also, Southernmost Point 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

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
    • Information provided by the property may be translated using automated translation tools

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

Pets

    • Pets not allowed

Parking

    • Onsite self parking (USD 22.50 per day)

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 3 minutes' walk from South Beach. The local area is walkable and popular for its beaches.

Have a question?

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

Southwinds Motel Reviews

8.6

Excellent

8.8

Cleanliness

8.4

Amenities

9.0

Staff & service

8.2

Property conditions & facilities

What guests liked

  • The pools were clean, great, and perfect for a refreshing stay. (68 reviews)
  • Breakfast was a highlight with a great selection and convenient grab-and-go options. (47 reviews)
  • The property offers convenient beach access with free towels and chairs available for guests. (36 reviews)
AI Sparkle IconFrom real guest reviews summarized by AI.

Popular mentions

RoomService staffLocationBarBedBreakfastBathroomBeachParkingLive music
Verified

8/10 Very good

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

10/10 Exceptional

Wonderful location, had everything we needed!
Kimberly, 3-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

Perfect little place, great location!
Hailey, 2-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

10/10 Exceptional

Cute comfortable rooms great staff and great location!! Will stay again
Denna, 1-night trip
Verified

8/10 Very good

Dated room small bathroom. Needs some upgrade. But for a one night stay it was fine.
Cheri, 1-night trip
Verified

10/10 Exceptional

Always a great stay at the Sea Oats.
Mary, 3-night trip
Verified

8/10 Very good

Fantastic location and friendly staff.
Sally, 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

Staff was wonderful, pleasantly surprised that we got free towels and chairs at beach.
MATTHEW, 7-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
Verified

10/10 Exceptional

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

10/10 Exceptional

Everyone enjoyed it. The warm pool was very nice. The location was wonderful.
Heather, 3-night trip
Verified

10/10 Exceptional

Clean room, friendly staff, location
Sanda, 2-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

8/10 Very good

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

8/10 Very good

Great location. Parking is extra but gives a peace of mind. It is a motel and whatever that implies. It was fine and clean. Breakfast was sufficient. Nice to have coffee, juice, cereal, yogurt. We stayed during what I imagine is peak season because the price was ridiculously high, which is affecting my review. If it was more reasonable I would be giving higher ratings
Elena, 2-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

8/10 Very good

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

10/10 Exceptional

Everything about this place was perfect!
Jeanne, 4-night trip
Verified

10/10 Exceptional

Great location and well maintained. Breakfast does the job.
Gaston, 1-night trip
Verified

10/10 Exceptional

Staffs are friendly. The room is clean and breakfast is fantastic
THERESA, 1-night trip
Verified

10/10 Exceptional

It is a charming motel, impeccable cleanliness, and enjoyed the friendliness of the staff! We were pleasantly pleased with the location of one block from Duvall Street.
Denise, 1-night trip