Southwinds Motel

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

Choose dates to view prices

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

  • 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
The current price is $222
$284 total
includes taxes & fees
Dec 19 - Dec 20

Room options

Available filters for rooms
Showing 4 of 4 rooms

Standard Room, 1 Queen Bed

8.4 out of 10
Very good
(98 reviews)

Highlights

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

Standard Room, 2 Queen Beds

8.6 out of 10
Excellent
(71 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Down duvet
Premium bedding
  • 37 sq m
  • Sleeps 4
  • 2 Queen 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
Pillowtop bed
Ceiling fan
  • 28 sq m
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

Standard Room, 1 King Bed

8.4 out of 10
Very good
(106 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Renovated in 2016
Down duvet
  • 28 sq m
  • 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
  • ‪Southernmost Point Bar in the USA - ‬5 min walk
  • ‪Banana Cafe - ‬4 min walk
  • ‪La Te Da - ‬5 min walk

About this property

Southwinds Motel

When you stay at Southwinds Motel, you'll be in a fantastic location, 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, Southernmost Point and Ernest Hemingway Home and Museum are within a 15-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
  • 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

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 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 4 minutes' walk from Southernmost Point. The local area is walkable and popular for its beaches.

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Reviews

Southwinds Motel Reviews

8.8

Excellent

9.0

Cleanliness

8.4

Amenities

9.2

Staff & service

8.2

Eco-friendliness

8.4

Property conditions & facilities

What guests liked

  • The property features clean and well-maintained pools, including a heated option, with some guests describing them as fabulous and perfect. (62 reviews)
  • The property offers convenient beach access with free chairs, towels, and umbrellas for guests to enjoy. (33 reviews)
  • Breakfast was a highlight with a good selection and convenient grab-and-go options available. (41 reviews)
AI Sparkle IconFrom real guest reviews summarized by AI.

Popular mentions

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

Reviews

10/10 Exceptional

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

10/10 Exceptional

nice place
rafel, 1-night trip

10/10 Exceptional

Really sweet little place with fantastic beach access. The beach is a block away but the hotel provides free towels and long chairs with umbrellas. Nice cuban deli across the street. Close to Duval but without its busy-ness.
joan, 4-night trip

8/10 Very good

Perfect location , Room's could use some updates, Very comfortable area.
Ken, 3-night trip

10/10 Exceptional

Roomwas clean! Great location
Mary, 2-night trip

10/10 Exceptional

Yes,breakfast was fresh.
Brenda, 7-night trip

10/10 Exceptional

We had an amazing 5 night stay. Tipsy Rooster bar is awesome as well.
Terry, 5-night trip

10/10 Exceptional

Location. Location. Location!

Perfect location for everything in Key West.
Perry, 2-night trip

10/10 Exceptional

Enjoyed the stay

Everything was clean, staff was friendly and a great location
Terri, 2-night trip

10/10 Exceptional

It was a great place to stay
Cynthia, 5-night trip

10/10 Exceptional

Great place!! Centrally located to be able to walk all over and check out the Duval Street area. Suited our needs perfectly.
Nicole, 3-night trip

10/10 Exceptional

Great location, nice rooms, the staff is super friendly & provides a great vacation experience.
Steve, 3-night trip

10/10 Exceptional

Great rooms with great views!
Jason, 3-night trip

10/10 Exceptional

Most hotels off full breakfast now. Blinds weren’t room darkening so room was lit up all night
Gary, 1-night trip

10/10 Exceptional

Great
Robert, 6-night trip

8/10 Very good

Pool area was ok, nothing special
Marlene, 4-night trip

6/10 Good

Room is very small with nowhere to put things. However it was clean. Excellent location for walking all around key West. Breakfast was small.
Linda, 2-night trip

10/10 Exceptional

Hotel is amazing has everything you need. Pools are clean. Service is amazing
Melissa, 4-night trip

10/10 Exceptional

Traveler

Very nice and cozy, would definitely stay again for sure!!!
David, 2-night trip

10/10 Exceptional

It was a great place to stay right in the mix of everything to do!! Staff was great love smaller mom and pop places to stay
lisa, 3-night trip

10/10 Exceptional

Safe and chill atmosphere with parking, convenient food, beverages, and market onsite.
Stacie, 2-night trip

10/10 Exceptional

Older property but was perfect for what we needed.
Steven, 1-night trip

10/10 Exceptional

My son and his girlfriend drove down for a quick weekend and the keys and stayed here. They loved that they could walk everywhere from their hotel. It was super convenient to everything they wanted to do and they said they would stay there again.
Riley, 3-night trip

10/10 Exceptional

the staff was so helpful the room was clean my husband met so many people at the local bar and he seen people he met the year before we try to stay in the same place ever year we will be coming back next year
Donna, 1-night trip

10/10 Exceptional

Will stay again

This was my 2nd time at Southwinds and it did not disappoint. The room was clean, bed was comfortable. Location is great. They even provided early check in at no additional cost.
Tonya, 3-night trip