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Southwinds Motel

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

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Photo gallery for Southwinds Motel

Exterior
Standard Room, 2 Queen Beds | Premium bedding, down comforters, pillowtop beds, individually decorated
Deluxe Room | Living area | 32-inch LED TV with cable channels, TV
2 outdoor pools, pool umbrellas, sun loungers
Deluxe Room | Terrace/patio

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Laundry
  • Air conditioning

Room options

Available filters for rooms
Showing 4 of 4 rooms

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

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

View all photos for Deluxe Room

Premium bedding, down comforters, pillowtop beds, individually decorated

Deluxe Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Premium bedding
Sofa bed - double
  • 28 sq m
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa 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

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cribs/infant beds
Refrigerator
LED TV
Pillowtop bed
Premium bedding
  • 37 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Standard Room, 1 Queen Bed

Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 1 Queen Bed

Highlights

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

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About the neighborhood

Map
1321 Simonton Street, Key West, FL, 33040

What's nearby

  • Duval Street - 3 min walk - 0.2 miles
  • South Beach - 3 min walk - 0.2 miles
  • Southernmost Point - 4 min walk - 0.3 miles
  • Ernest Hemingway Home and Museum - 11 min walk - 0.6 miles
  • Mallory Square - 4 min drive - 1.3 miles

Getting around

  • Key West Intl. Airport (EYW) - 8 min drive

Restaurants

  • ‪El Siboney Restaurant - ‬8 min walk
  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Southernmost Point Bar In the USA - ‬5 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬5 min walk
  • ‪Banana Cafe - ‬4 min walk

About this property

Southwinds Motel

Hotel near Duval Street
Located close to South Beach and Southernmost Point, Southwinds Motel provides free continental breakfast, laundry facilities, and an outdoor entertainment area. Adventurous travelers may like the cycling at this hotel. Guests can also expect to find a bar.
You'll also enjoy the following perks during your stay:
  • 2 outdoor pools with sun loungers and pool umbrellas
  • Bike rentals, free newspapers, and beach towels
  • Multilingual staff, concierge services, and a 24-hour front desk
  • Tour/ticket assistance, a vending machine, and coffee/tea in the lobby
  • Guest reviews give top marks for the beach locale and helpful staff
Room features
All 58 individually furnished rooms include comforts such as premium bedding and air conditioning. Guest reviews highly rate the clean rooms at the property.
Other amenities include:
  • Highchairs and free infant beds
  • Pillowtop mattresses and down comforters
  • Bathrooms with showers and free toiletries
  • 32-inch LED TVs with cable channels
  • Refrigerators, microwaves, and coffee/tea makers

Languages

English, Russian, Spanish

Property amenities

Parking and transportation

  • Limited onsite parking
  • Wheelchair-accessible parking available

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
  • Highchair
  • In-room crib
  • 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

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator
  • Wheelchair-accessible parking

More

  • 1 floor
  • 9 buildings
  • Designated smoking areas

Room amenities

Bedroom

  • Down comforter
  • Free crib
  • 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 available

Special check-in instructions

Front desk staff will greet guests on arrival at the property

Access methods

Staffed front desk

Pets

Pets not allowed

Children and extra beds

Children are welcome
Children up to the age of 13 years can stay for free if using existing beds when occupying the parent or guardian's room
Rollaway/extra beds are not available
Free cribs are available on request at the property

Property payment types

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Resort fee: USD 28.13 per accommodation, per night
The resort fee includes:
  • Beach access
  • Beach loungers
  • Beach towels
  • Concierge service
  • In-room coffee
  • Internet access
  • Laundry facilities
  • Partner property beach club access
  • Phone calls
  • Pool access
  • Self parking

We have included all charges provided to us by the property.

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

We should mention

This property does not have elevators
Only registered guests are allowed in the guestrooms
Alcohol is not served at this property

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

Does Southwinds Motel have a pool?

Yes, this property has 2 outdoor pools.

Is Southwinds Motel pet-friendly?

No, pets are not allowed at this property.

How much is parking at Southwinds Motel?

Limited spots are available.

What time is check-in at Southwinds Motel?

Check-in start time: 4:00 PM; Check-in end time: midnight. Late check-in is available during limited hours.

What time is check-out at Southwinds Motel?

Check-out is at 11 AM.

Where is Southwinds Motel located?

Located in Old Town Key West, this hotel is within a 5-minute walk of Duval Street, South Beach, and Southernmost Point. Ernest Hemingway Home and Museum and Clarence S. Higgs Memorial Beach Park are also within 15 minutes.

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Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 631 out of 1100 reviews
Rating 8 - Good. 286 out of 1100 reviews
Rating 6 - Okay. 118 out of 1100 reviews
Rating 4 - Poor. 44 out of 1100 reviews
Rating 2 - Terrible. 21 out of 1100 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.4/10

Property conditions & facilities

8.4/10

Eco-friendliness

Reviews

8/10 Good

james

Liked: Cleanliness, staff & service, property conditions & facilities
Great location Nice staff and breakfast
Stayed 5 nights in Apr 2025

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great motel! Loved the location and the staff. Would stay here again.
Stayed 3 nights in Apr 2025

10/10 Excellent

Barbara

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was close to everything and quiet, nice outdoor seating areas, parked our car in a safe area and walked everywhere in town
Stayed 2 nights in Apr 2025

8/10 Good

Tarabeth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was a bit small, but it suited our needs for the long weekend trip to Key West.
Stayed 3 nights in Apr 2025

10/10 Excellent

david

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Been here before, very convenient.
Stayed 1 night in Apr 2025

10/10 Excellent

Peter

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A hop and a skip to the Tipsy Rooster
Stayed 2 nights in Apr 2025

8/10 Good

ronald

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location
Stayed 4 nights in Mar 2025

10/10 Excellent

Annmarie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Such nice staff! Great area! Everything you need is a short walk away. Includes access to a beach with chairs and towels too!
Stayed 1 night in Apr 2025

10/10 Excellent

Don

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I would stay here again. The location was good - easy walking to things but also quiet. The pool was nice.
Stayed 2 nights in Mar 2025

10/10 Excellent

Heather

Liked: Cleanliness, staff & service, property conditions & facilities
Perfect little motel
Stayed 1 night in Mar 2025

8/10 Good

Kathryn

Liked: Amenities
Continental breakfast and great location. Rooms were dated but clean
Stayed 1 night in Mar 2025

8/10 Good

Michelle

Liked: Cleanliness, staff & service, property conditions & facilities
Great motel!
Stayed 1 night in Feb 2025

6/10 Okay

Rognvald

Liked: Cleanliness, property conditions & facilities
Disliked: Staff & service
Perfect location. Good value & clean. Most staff very good, but Karen on the Front Desk was rude & unprofessional when I was trying to address the return of my security deposit.
Stayed 2 nights in Feb 2025

8/10 Good

Ramona

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful motel, well maintained. Staff was friendly.
Stayed 3 nights in Feb 2025

10/10 Excellent

Pennie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the location of this property. Just blocks away from Duval St and the beach.
Stayed 3 nights in Feb 2025

10/10 Excellent

Bruce

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We love staying here!!! The staff is always amazing and the rooms are nice and clean. Parking outside your room is a bonus. Convenient walk to beaches, bars and dining.
Stayed 1 night in Mar 2025

8/10 Good

Linda

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff is excellent. Standard continental breakfast. While the property is older it was very clean and comfortable. The bathroom is a bit small. Loved the bar attached to the property with live music.
Stayed 3 nights in Apr 2025

8/10 Good

Nikki

Great place!!!!!
Stayed 2 nights in Feb 2025

8/10 Good

Shelly

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Location is great
Stayed 3 nights in Jan 2025

8/10 Good

Pamela

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I liked the "old Florida" feel of Southwinds. The staff was friendly and helpful. I loved having the option of the pools or the beach (with beach chairs and towels). It was a great location-close to cafes, the Tipsy Rooster (with daily live music) and the free Duval Loop Bus stop. While the bed was very comfortable, the other furniture in the room (dresser, table, chairs) was dated. Would definitely come back!
Stayed 6 nights in Apr 2025

8/10 Good

Lora

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Check in was easy. Staff very friendly. Bed comfortable. Only negative is the small bathroom.
Stayed 2 nights in Mar 2025

10/10 Excellent

Patrick

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Liked everything, great motel.
Stayed 1 night in Jan 2025

10/10 Excellent

Daniel

Liked: Staff & service
No frills vacation. Was what we wanted for a 4 night get away.
Stayed 4 nights in Feb 2025

10/10 Excellent

JEFF

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We absolutely love this place! We had four couples with us and we all loved it. Very quaint, tropical, and convenient. A bar on one side and ice cream parlor on the other. Room was your basic motel but cute and clean. Will definitely be staying here again.
Stayed 1 night in Mar 2025

8/10 Good

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice property, pricing is moderate, close to Duval, walkable from Mallory Square to the Southern Most Point. Will stay again!
Stayed 2 nights in Feb 2025