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Southwinds Motel

2.0 star property
Hotel with 2 outdoor swimming pools, steps from South Beach

Photo gallery for Southwinds Motel

Exterior
Exterior
2 outdoor pools, pool umbrellas, pool loungers
Reception
Property grounds

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Laundry
The current price is AU$303
includes taxes & fees
14 Dec - 15 Dec

Explore the area

View map
1321 Simonton Street, Key West, FL, 33040
  • Place, Duval Street
    ‪3 min walk‬
  • Place, South Beach
    ‪3 min walk‬
  • Place, Southernmost Point
    ‪5 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

Room options

View all photos for Standard Room, 1 Queen Bed

Premium bedding, down duvets, pillow-top beds, individually decorated

Standard Room, 1 Queen Bed

8.4 out of 10
Very good
(97 reviews)

Highlights

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

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

8.6 out of 10
Excellent
(71 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Down duvet
Premium bedding
  • 37 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Deluxe Room

Premium bedding, down duvets, pillow-top beds, individually decorated

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Pillow-top bed
Ceiling fan
  • 28 sq m
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed

Standard Room, 1 King Bed

8.4 out of 10
Very good
(106 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Renovated in 2016
Down duvet
  • 28 sq m
  • Sleeps 3
  • 1 King Bed

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About the area

Key West

Southwinds Motel places you steps from South Beach and within a short 5-minute stroll of Duval Street. Highlights at this hotel include 2 outdoor swimming pools and free continental breakfast. .Tipsy Rooster is the hotel's own bar, serving drinks along with light fare. Other amenities include coffee/tea in a common area and laundry facilities. Each morning free breakfast is served. There's also the convenience of self parking. .Places within a short walk of this Old Town Key West hotel include Southernmost Point and Ernest Hemingway Home and Museum is within 15 minutes.

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, FL (EYW-Key West Intl.) - 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

Hotel with 2 outdoor swimming pools, steps from South Beach
Southwinds Motel offers its guests 2 outdoor swimming pools. You can enjoy a drink at the bar/lounge. Free breakfast is available daily.

A vending machine, multilingual staff, and tour/ticket assistance are also featured at Southwinds Motel. For a fee, parking is available.

Smoking is allowed in designated areas at this Key West hotel.

  • 1 floor
  • 58 guestrooms or units
  • 9 buildings
  • Continental breakfast (free)
  • Beach lounge chairs
  • Towels for the beach
  • Poolside lounge chairs
  • Umbrellas for the pool
  • Coffee in lobby
  • Self-service laundry
  • Front desk (24 hours)
  • Staff members are multilingual
  • Storage area for luggage
  • Tour and ticket information
  • Concierge
  • Outdoor picnic space
  • Newspapers in lobby (free)
  • Smoking in designated areas
  • Bar or lounge
Southwinds Motel offers 58 air-conditioned accommodations, which are accessible via exterior corridors, and features coffee/tea makers and a hairdryer. Each accommodation is individually furnished and decorated. Pillowtop beds feature down duvets and premium bedding. Guests can make use of the in-room fridges and microwaves. Bathrooms include a shower and complimentary toiletries.

32-inch LED televisions come with cable channels. Business-friendly amenities include telephones along with free local calls (restrictions may apply). Housekeeping is provided on request.

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Property amenities

Parking and transport

  • Parking on site (USD 22.50 per day)

Food and drink

  • Free continental breakfast available daily 7:00 AM to 10:00 AM
  • A bar/lounge
  • Coffee and tea in common areas

Restaurants on site

  • Tipsy Rooster

Things to do

  • 2 outdoor pools
  • Bicycle rentals

Family friendly

  • 2 outdoor pools
  • High chair
  • In-room cot
  • In-room microwave
  • In-room refrigerator
  • Laundry facilities
  • Pool gate

Conveniences

  • 24-hour front desk
  • Free newspapers in lobby
  • Laundry facilities
  • Luggage storage
  • Vending machine

Guest services

  • Concierge services
  • Housekeeping (on request)
  • Multilingual staff
  • Proposal/romance packages
  • Tour and ticket assistance

Outdoors

  • Beach loungers
  • Beach towels
  • Outdoor entertainment area
  • Outdoor furniture
  • Picnic area
  • Pool loungers
  • Pool umbrellas

Accessibility

  • No lift

More

  • 1 floor
  • 9 buildings
  • Designated smoking areas

Room amenities

Bedroom

  • Down comforter
  • Free cot
  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

Entertainment

  • 32-inch LED TV with cable channels

Food and drink

  • Cleaning supplies
  • Coffee/tea maker
  • Microwave
  • Paper towels
  • Refrigerator

More

  • Access via exterior corridors
  • Air conditioning
  • Electrical adapters
  • Free local calls
  • Individual decor
  • Individual furnishings
  • Iron/ironing board
  • Phone
  • Window screens

Policies

Check-in

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

Check-out before 11 AM
Contactless check-out

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

Access methods

Staffed front desk

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Free cots (infant beds)!

Payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Resort fee: USD 33.75 per accommodation, per night
The resort fee includes:
  • Additional inclusions
  • Beach access
  • Beach loungers
  • Beach towels
  • Concierge service
  • In-room coffee
  • Internet access
  • Laundry facilities
  • Partner property beach club access
  • Phone calls
  • Pool access

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Self-parking fee: USD 22.50 per day

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Minimum Spring Break check-in age is 18 years old.
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
Safety features at this property include a carbon monoxide detector and a smoke detector
Charges for extra guests may apply and vary according to property policy.
A credit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. Minimum Spring Break check-in age is 18 years old. The name on the credit card used at check-in to pay for incidentals must be the primary name on the guest room reservation. This property accepts Visa, Mastercard, American Express, Discover, Diners Club, debit cards and cash. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in all accommodation.

We should mention

  • Registered guests are the only ones allowed to be in guestrooms.
  • Alcohol isn't served at Southwinds Motel.

Property is 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

What is the cancellation policy at Southwinds Motel?

Southwinds Motel offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at Southwinds Motel?

As of 11 Dec 2025, prices found for a 1-night stay for 2 adults at Southwinds Motel on 14 Dec 2025 start from AU$252.20, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is parking available at Southwinds Motel?

Yep, Southwinds Motel has a self car park for USD 22.50 per day. A self car park is also available, for a fee.

Are there any beaches close to Southwinds Motel?

Yep, Southwinds Motel is a short 2-minute walk from Florida Keys Beaches. Fun beach activities include snorkelling, scuba diving and parasailing. You can also find boat tours.

Does Southwinds Motel have a pool?

Yep, and guests recommend it! Southwinds Motel has 2 outdoor swimming pools. Grab your bathers and lounge poolside while enjoying under the shade of an umbrella.

What makes Southwinds Motel a romantic place to stay?

Romance packages and a lounge bar, as well as pillowtop beds in the guestrooms, all help set the scene for a romantic weekend at Southwinds Motel.

Is Southwinds Motel family-friendly?

You bet! With amenities such as 2 outdoor pools and laundry facilities, as well as highchairs and free infant beds in the guestrooms, it's no surprise that Southwinds Motel is a hit with families.

Does Southwinds Motel serve breakfast?

Yeah, our visitors speak well of the free continental breakfast here! Served daily from 7:00 AM to 10:00 AM, this is the place to fuel up for a big day of adventure.

Is there a free airport shuttle available at Southwinds Motel?

No, Southwinds Motel does not offer an airport shuttle service.

What time are check-in & check-out at Southwinds Motel?

Check-in begins at 4:00 PM. Check-out time is 11 AM.

Are pets allowed at Southwinds Motel?

No, pets are not allowed.

Reviews

Southwinds Motel 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
Rating 10 - Excellent. 717 out of 1237 reviews
Rating 8 - Good. 325 out of 1237 reviews
Rating 6 - Okay. 127 out of 1237 reviews
Rating 4 - Poor. 50 out of 1237 reviews
Rating 2 - Terrible. 18 out of 1237 reviews

Reviews

10/10 Excellent

David

Travelled with family, Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 4 nights in Aug 2025

2/10 Terrible

Levi

Travelled with family
Liked: Staff & service
Disliked: Cleanliness, amenities, property conditions & facilities
The staff was kind, not the issue. The room I booked did not look like the room I got. Everything was severely outdated. The shrubbery getting into the room was blocking portions of the door, not just my room but others too. There was nowhere to sit because the two chairs that were in there are badly soiled. There’s a sticker on the mirror stating to conserve the environment only towels that we put on the floor will be cleaned. The towels that were hung up were shredded and looked like someone has been using them so my daughter didn’t feel comfortable showering in there. There was also bugs in the bathroom. The breakfast they offer are expired muffins and pastries that were hard. They should be ashamed of themselves for charging over $200 for a night in a place like this.
Stayed 1 night in Sep 2025

10/10 Excellent

Donna

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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
Stayed 1 night in Sep 2025

10/10 Excellent

Terri

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Enjoyed the stay

Everything was clean, staff was friendly and a great location
Stayed 2 nights in Sep 2025

8/10 Good

Denise

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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.
Stayed 1 night in Sep 2025

10/10 Excellent

Stacie

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Safe and chill atmosphere with parking, convenient food, beverages, and market onsite.
Stayed 2 nights in Aug 2025

8/10 Good

Robert

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
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.
Stayed 3 nights in Aug 2025

10/10 Excellent

Christine

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Aug 2025

10/10 Excellent

Craig

Liked: Cleanliness, staff & service, property conditions & facilities
Perfect spot! One block off of Duvaul St..Walking distance to the Famous "Lowest spot", Close to beaches, Close to golf cart rentals to drive around Key West! Loved it
Stayed 2 nights in Aug 2025

10/10 Excellent

Jason

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great rooms with great views!
Stayed 3 nights in Aug 2025

8/10 Good

Stephen

Stayed 4 nights in Aug 2025

10/10 Excellent

Steven

Liked: Cleanliness, staff & service, property conditions & facilities
Older property but was perfect for what we needed.
Stayed 1 night in Aug 2025

10/10 Excellent

Simon

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Aug 2025

8/10 Good

James

Travelled with group
Liked: Staff & service, amenities
Will stay again, property needs to be updated
Stayed 7 nights in Aug 2025

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, property conditions & facilities
We absolutely loved it! Very nice rooms. The grounds were well kept( we always seen Staff was amazing (
Stayed 5 nights in Aug 2025

10/10 Excellent

David

Stayed 2 nights in Aug 2025

4/10 Poor

Stacey, RETFORD

Travelled with family
Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
The reviews for this motel were great so I had no worries when I booked it. But it’s fair to say this place is incredibly tired and run down. the exterior of the motel is in need of some tlc, and I hoped that it was only the exterior that was tired. Whilst the rooms were huge, they were badly in need of renovating, there were cracked and peeling walls, and very dated and tired furniture. Whilst it appeared superficially clean it needed a good deep clean. Although we booked 3 nights we left after 2 as we really didn’t feel comfortable here. It could be beautiful if renovated, but with the half hearted staff we saw, I can’t see any changes happening any time soon.
Stayed 3 nights in Aug 2025

6/10 Okay

Aprell

Travelled with family
Close to everything. Very old school check in so process takes forever. Staff is friendly. Continental breakfast has a great spread. Free refreshments all day which is good because it was super hot. Iron was broken but quickly switched out. It’s ok for a short stay
Stayed 2 nights in Aug 2025

10/10 Excellent

Emidio

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Parking was the only semi issue, it fills up fast on the pool side, do not expect to keep the same spot, but everything about the motel was great and I would recommend it anyone
Stayed 4 nights in Aug 2025

8/10 Good

Kenneth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff was very nice and proficient. Allowed me to check in early that was much appreciated!
Stayed 2 nights in Aug 2025

10/10 Excellent

Danielle

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Most afforable in Key West

Friendly and attentive staff. Clean and spacious room.
Stayed 4 nights in Aug 2025

4/10 Poor

Amal

Travelled with family
Disliked: Cleanliness, amenities, property conditions & facilities
old property and needed uplift
Stayed 1 night in Aug 2025

8/10 Good

Jeremy, Roscommon

Stayed 4 nights in Apr 2025

10/10 Excellent

Steve, LENEXA

Stayed 3 nights in Aug 2025

10/10 Excellent

Steve, LENEXA

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location, nice rooms, the staff is super friendly & provides a great vacation experience.
Stayed 3 nights in Aug 2025