Southwinds Motel

2.0 star property

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Photo gallery for Southwinds Motel

Bar (on property)
Property grounds
Reception
Front of property
Standard Room, 2 Queen Beds | Premium bedding, down duvets, pillow-top beds, individually decorated

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Air-conditioning
  • Bar

Explore the area

View in a 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

Standard Room, 1 Queen Bed

8.4 out of 10
Very good
(99 reviews)
  • 23 sq m
  • Sleeps 3
  • 1 Queen Bed

Standard Room, 2 Queen Beds

8.8 out of 10
Excellent
(73 reviews)
  • 37 sq m
  • Sleeps 4
  • 2 Queen Beds

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)
  • 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)
  • 28 sq m
  • Sleeps 3
  • 1 King Bed

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About this property

Southwinds Motel

Hotel with 2 outdoor swimming pools, steps from South Beach
2 outdoor pools, a bar/lounge and self parking are available at this hotel. Continental breakfast is free. Other amenities include coffee/tea in a common area, concierge services and laundry facilities. Housekeeping is available on request.
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.

2 outdoor swimming pools are on site.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Our customers tell us that they enjoy the free breakfast at Southwinds Motel. During your stay, you're just a quick walk from Duval Street. Enjoy features like 2 outdoor pools, a bar and concierge services.
  • Free continental breakfast served daily
  • Enjoy drinks at the bar/lounge
  • Self-parking available for a fee
  • Take a swim in the 2 outdoor pools
  • Services include a concierge, tour or ticket assistance and luggage storage
  • On-site recreation includes bicycles to rent
  • Guests really like the accommodation for the comfy beds and cleanliness
  • Steps from South Beach and 3 minutes on foot from Duval Street
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.

Guests are served a free continental breakfast daily from 7:00 AM to 10:00 AM.
Tipsy Rooster – This bar only serves light fare.

Property amenities

Parking and transport

  • Parking on site (USD 22.50 per day)
  • Limited on-site self parking

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 at the property

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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Front desk staff will greet guests on arrival at the property.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 730 out of 1265 reviews
Rating 8 - Good. 330 out of 1265 reviews
Rating 6 - Okay. 132 out of 1265 reviews
Rating 4 - Poor. 52 out of 1265 reviews
Rating 2 - Terrible. 21 out of 1265 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.4/10

Property conditions & facilities

Reviews

10/10 Excellent

Susan

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My husband and I stayed 2 nights on the property. Room was large and clean. The bathroom was small but clean. Pool was great after walking around all day. Parking was a little tight but we were so close to Duval St., we never used our car while on the island. We did rent scooters for the day which I would highly recommend to explore more of the island. Hotel does rent bikes and scooters as well.
Stayed 2 nights in Oct 2025

8/10 Good

Joanna

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 4 nights in Oct 2025

10/10 Excellent

Renee

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was great! Friendly, helpful and doing what they could to make our stay even better.
Stayed 4 nights in Oct 2025

8/10 Good

ROBIN

Liked: Cleanliness, staff & service, property conditions & facilities
Property was safe no issues. Room was clean and comfortable.
Stayed 3 nights in Oct 2025

8/10 Good

Don

Stayed 7 nights in Oct 2025

10/10 Excellent

Perry

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

Location. Location. Location!

Perfect location for everything in Key West.
Stayed 2 nights in Oct 2025

10/10 Excellent

Kathy

Travelled with partner
Liked: Amenities
Very safe
Stayed 3 nights in Oct 2025

8/10 Good

Marlene

Liked: Cleanliness, staff & service, room comfort
Pool area was ok, nothing special
Stayed 4 nights in Oct 2025

10/10 Excellent

Nicole

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great place!! Centrally located to be able to walk all over and check out the Duval Street area. Suited our needs perfectly.
Stayed 3 nights in Oct 2025

8/10 Good

Eileen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Bathroom was extremely small, a little outdated. But was clean and quiet! Staff was friendly!
Stayed 2 nights in Oct 2025

10/10 Excellent

Jennie

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great little motel, staff is great & clean rooms. The bar next door is so convenient
Stayed 6 nights in Oct 2025

8/10 Good

SUSAN, Pella

Travelled with family
Disliked: Property conditions & facilities
Pool area was very small and dated.
Stayed 1 night in Oct 2025

10/10 Excellent

Terry

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
We had an amazing 5 night stay. Tipsy Rooster bar is awesome as well.
Stayed 5 nights in Oct 2025

10/10 Excellent

David

Stayed 2 nights in Oct 2025

10/10 Excellent

John, West Wyoming

Travelled with group
Liked: Amenities
For the money, the motel was acceptable reasonable clean place to lay your head at night. You’re not spending time in your room. The only issue I found was the air conditioner kicking on and off every 15 minutes.
Stayed 3 nights in Oct 2025

8/10 Good

Floyd

Stayed 2 nights in Sep 2025

10/10 Excellent

Adam, Onalaska

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place. Rooms are small but we were only in it to sleep. Would definitely stay again!
Stayed 4 nights in Oct 2025

10/10 Excellent

Eric

Liked: Amenities
Super fun! Pool was great because it was hot. Onsite bar was very fun!!
Stayed 1 night in Aug 2025

10/10 Excellent

Jonathan

Liked: Amenities
Great location, staff was super friendly and always helpful.
Stayed 4 nights in Aug 2025

10/10 Excellent

ANSLIE

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
TWO POOLS ON SITE AND A BAR THATS OPEN UNTIL 2 AM !! DEF WANTT TO RENT SCOOTERS OR MOPEDS BC ITS AABOUT A 20/25 MIIN WALK TO THE SOCIAL PART OF DUVAL ST
Stayed 3 nights in Sep 2025

10/10 Excellent

Gerri N

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Sep 2025

10/10 Excellent

Chrystal

Travelled with partner, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was perfect! Front desk was amazing! Amenities were amazing!! Can’t wait to stay here again!!
Stayed 4 nights in Sep 2025

10/10 Excellent

DANIEL

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was a perfect place for us to safe during this trip.
Stayed 2 nights in Sep 2025

10/10 Excellent

Melissa

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Hotel is amazing has everything you need. Pools are clean. Service is amazing
Stayed 4 nights in Sep 2025

10/10 Excellent

Ross

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Sep 2025