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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
$272 nightly
The total price is $305
Dec 22 - Dec 23
Total with taxes and fees

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
(98 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Down duvet
Premium bedding
  • 250 sq ft
  • 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

8.6 out of 10
Excellent
(71 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Down duvet
Premium bedding
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Pillowtop bed
Ceiling fan
  • 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
(106 reviews)

Highlights

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

Similar properties

Property grounds
The Palms Hotel
  • Pool
  • Free breakfast
  • Pet friendly
  • Parking available
8.8 out of 10, Excellent, 1,002 reviews
$259 nightly
The price is $292
Dec 23 - Dec 24
Total with taxes and fees
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
  • 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

Guest review summary

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

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

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

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 rooms with great views!
Jason, 3-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

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

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

8/10 Very good

The Motel has been well maintained and the staff are very helpful. Location is great.
Varun, 1-night trip

8/10 Very good

We love our stay at Southwinds. There are a couple things that could make it much better: 1. Some hooks on the shower door or bathroom wall for towels. 2. A bit more water pressure or a new shower head. Other than that - it's always a pleasure staying at Southwinds. We love the location. It's quiet. It's in walking distance to many of the locations we love. The Tipsy Rooster is a great bonus also. The beds are comfortable. The AC works great. The pools are amazing.
Tara, 5-night trip

10/10 Exceptional

We absolutely loved it! Very nice rooms. The grounds were well kept( we always seen Staff was amazing (
Amy, 5-night trip

10/10 Exceptional

Keep in mind it’s a motel! Staff were very friendly and the place was clean, as was the bathroom. Never entertained the two pools they have but people seemed to enjoy them. I think my only don’t is the property owns a bar next door and if your room is next to it - it can be quite noisy. Otherwise if ya not looking for all the fancy frills go for it, I’d stay again. They accommodate parking too, we rented a golf cart and it was no problem parking on the property. Enjoy!
Paul, 3-night trip

8/10 Very good

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

8/10 Very good

Great stay

Great location. Place was clean and neat. Leary about motels but this one was very nice. Didn't get to use all the amenities. Would suggest.
Denise, 1-night trip

8/10 Very good

Great location close to everything around old town key west
Maximo, 4-night trip

10/10 Exceptional

The property was great and everyone was friendly and they had music, food right across the street and around the coner.
Frank, 4-night trip

10/10 Exceptional

The location was perfect! Everything is right there, it's safe and the staff was wonderful!
Linda, 1-night trip

10/10 Exceptional

property is close to many of the restaurants that i frequent. Being a solo traveler I feel safe at this property
Patricia, 5-night trip

6/10 Good

overall it is good
Huang, 1-night trip

8/10 Very good

Good budget stay in convenient location

As far as key west is concerned, this is a great budget hotel and easy walking to most places touristy. We based our stay here on using the e scooters on site to get around and had all kinds of issues which was unfortunate. The breakfast included was great. I do have an odd charge to follow up on with the hotel
Daile M, 2-night trip

8/10 Very good

The property was decent for the price. Staff was not overly friendly. It was great for the amount of time we spent actually on Property.
Robert, 3-night trip

10/10 Exceptional

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