Southwinds Motel | Hotel in Key West

7.9 (1895 Reviews) |  4 Bathrooms  12 Guests
Uptown - Upper Duval Hotel | Southwinds Motel

Hotel in Uptown - Upper Duval, Key West

Offering 2 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room. Duval Street is 2 minutes' walk away. All rooms include a microwave, refrigerator, hair dryers, and plush eurotop mattresses. Extras include daily continental breakfast, convenient bicycle on-site, beach access, and our Tipsy Rooster Bar and Liquor Store. A concierge desk and luggage storage are available at Southwinds Motel. Parking is available on-site. Laundry facilities is also at the property. The Ernest Hemingway Home and Museum is 12 minutes' walk away. Guests at the property can rent bicycles to explore the area. Fort Zachary Taylor Historic State Park is less than 2 mi away.

Southwinds Motel is located in Key West.

This 58 Bedrooms Hotel is suitable for tourists and travelers. It has several amenities that would guarantee your comfort. These amenities include: Air Conditioner, View, Fireplace/Heating, and several others. This is a 2 star rated property and has over 1895 reviews with the average score of 7.9 . Coming to Key West and needing a place to stay? Be it for work or for leisure, consider staying at this Hotel for your next visit, you will surely love it.

You can check the reviews and description of this 58 Bedrooms Hotel if you want to learn more about this Cabinns.ca place in Key West. These details are authentic, as they are provided by our partner, booking.com.

This Southwinds Motel in Key West is well equipped and has all facilities that have been listed below. Please note that these details were shared to us by booking.com for the listed “Southwinds Motel”. We solely rely on their shared details and are regarded as “accurate”. If you have any concerns about the information or accuracy describing this Hotel, please let us know.

Show more
 
1321 Simonton Street, Key West, FL 33040, USA

Amenities

Air ConditionerAir Conditioner
ParkingParking
PoolPool
ViewView
Ocean ViewOcean View
Balcony/TerraceBalcony/Terrace
OceanfrontOceanfront
AccessibilityAccessibility
Security/SafetySecurity/Safety
Fireplace/HeatingFireplace/Heating
BarBar
Guest ServicesGuest Services
Child FriendlyChild Friendly
InternetInternet
LaundryLaundry

Facility Overview

BreakfastBreakfast
  • BarBar
ParkingParking
  • Private ParkingPrivate Parking
  • Accessible parkingAccessible parking
  • Parking on siteParking on site
  • ParkingParking
GeneralGeneral
  • Air conditioningAir conditioning
  • Non-smoking roomsNon-smoking rooms
  • Paid WifiPaid Wifi
  • Wifi in all areasWifi in all areas
  • HeatingHeating
Guest ServicesGuest Services
  • Tour deskTour desk
  • LaundryLaundry
  • Vending machine (drinks)Vending machine (drinks)
  • 24-hour front desk24-hour front desk
  • Baggage storageBaggage storage
  • ConciergeConcierge
InternetInternet
  • WifiWifi
  • InternetInternet
OutdoorsOutdoors
  • Outdoor poolOutdoor pool
  • Outdoor furnitureOutdoor furniture
  • Outdoor pool (year-round)Outdoor pool (year-round)
Security/SafetySecurity/Safety
  • Linens, towels, and laundry washed in accordance with local authority guidelinesLinens, towels, and laundry washed in accordance with local authority guidelines
  • Guests have the option to cancel any cleaning services for their accommodation during their stayGuests have the option to cancel any cleaning services for their accommodation during their stay
  • Use of cleaning chemicals that are effective against coronavirusUse of cleaning chemicals that are effective against coronavirus
  • Guest accommodation disinfected between staysGuest accommodation disinfected between stays
  • Delivered food covered securelyDelivered food covered securely
  • All plates, cutlery, glasses, and other tableware sanitizedAll plates, cutlery, glasses, and other tableware sanitized
  • Physical distancing in dining areasPhysical distancing in dining areas
  • Food can be delivered to guest accommodationFood can be delivered to guest accommodation
  • First aid kits availableFirst aid kits available
  • Staff follow all safety protocols as directed by local authoritiesStaff follow all safety protocols as directed by local authorities
  • Process in place to check health of guestsProcess in place to check health of guests
  • Thermometers for guests provided by propertyThermometers for guests provided by property
  • Face masks for guests availableFace masks for guests available
  • Access to healthcare professionalsAccess to healthcare professionals
  • Hand sanitizer in guest accommodation and common areasHand sanitizer in guest accommodation and common areas
  • Shared stationery (e.g. printed menus, magazines, pens, paper) removedShared stationery (e.g. printed menus, magazines, pens, paper) removed
  • Physical distancing rules followedPhysical distancing rules followed
  • Contactless check-in/outContactless check-in/out
  • Cashless payment availableCashless payment available
  • Screens or physical barriers between staff and guests in appropriate areasScreens or physical barriers between staff and guests in appropriate areas
SpaSpa
  • Beach chairs/LoungersBeach chairs/Loungers
  • Heated poolHeated pool
  • Swimming poolSwimming pool

Policies

Check-in
Check-in
The minimum age for check-in is 18
Cancellation policy
Cancellation policy
Non refundable
Payment Policy
Payment Policy
Credit card required
Pet Policy
Pet Policy
Pets are not allowed
Guests under the age of 18 can only check in with a parent or official guardian, please note that the resort fee includes: parking, wireless internet, beach access, lounge chairs, towels, please note the breakfast included rate includes a complimentary continental breakfast.guests are required to show a photo id and credit card upon check-in. please note that all special requests are subject to availability and additional charges may apply.

Reviews

Value for money:
7.54
Location:
9.17
Staff:
8.85
Facilities:
7.92
Comfort:
8.39
Cleanliness:
8.41
Janet
Jan 2, 2026 08:00:00 AM
Review Score:   10
USA
Reviewer Type: Family With Children
Travel Purpose: leisure
See All Reviews

Room Arrangement

Room InfoFacilities
Standard Queen Room
Room Type: Double
Room Size: 19 m2
1 Queen bed(s) Bed
Standard Queen Room

Media & Technology

TV, Cable channels, Radio, Telephone, Flat-screen TV

General

Air conditioning, Ironing facilities, Fan, Iron

Bathroom

Hairdryer, Free toiletries, Toilet paper, Toilet, Private bathroom, Bathtub or shower

Kitchen

Microwave, Refrigerator, Coffee machine

Outdoors

Patio

Physical distancing

Single-room AC for guest accommodation
Queen Room with Two Queen Beds
Room Type: Quad
Room Size: 30 m2
2 Queen bed(s) Bed
Queen Room with Two Queen Beds

Media & Technology

TV, Cable channels, Radio, Telephone, Flat-screen TV

General

Air conditioning, Ironing facilities, Fan, Iron

Bathroom

Hairdryer, Free toiletries, Toilet paper, Toilet, Private bathroom, Bathtub or shower

Kitchen

Microwave, Refrigerator, Coffee machine

Outdoors

Patio

View

View

Physical distancing

Single-room AC for guest accommodation
Queen Deluxe
Room Type: Double
Room Size: 46 m2
1 Sofa bed Bed
1 Queen bed(s) Bed
Queen Deluxe

Media & Technology

TV, Cable channels, Radio, Telephone, Flat-screen TV

General

Air conditioning, Ironing facilities, Fan, Iron

Bathroom

Hairdryer, Free toiletries, Toilet paper, Toilet, Private bathroom, Bathtub or shower

Kitchen

Microwave, Refrigerator, Coffee machine

Living Area

Sitting area

Outdoors

Patio

Room Amenities

Sofa bed

Physical distancing

Single-room AC for guest accommodation
Standard King Room
Room Type: Double
Room Size: 19 m2
1 King bed(s) Bed
Standard King Room

Media & Technology

TV, Cable channels, Radio, Telephone, Flat-screen TV

General

Air conditioning, Ironing facilities

Bathroom

Hairdryer, Free toiletries, Toilet paper, Toilet, Private bathroom, Bathtub or shower

Kitchen

Microwave, Refrigerator, Coffee machine

Physical distancing

Single-room AC for guest accommodation

FAQ's

Is this Southwinds Motel pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

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

Check-in time for Southwinds Motel starts counting from 4:00 PM and check-out is until 11:00 AM. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Does the Southwinds Motel have a swimming pool?

Yes, this Southwinds Motel has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Southwinds Motel?

Best-rates for the Southwinds Motel starts from $215 per night with includes Air Conditioner, View, Fireplace/Heating, Ocean View, Balcony/Terrace, Security/Safety, Bar, Child Friendly, Parking, Accessibility, Guest Services, Internet, Laundry, Pool, Oceanfront with all other facilities. Cabinns.ca™ offers a wide range of accommodation options for all types of travelers. Our goal is to match every traveler with their perfect cabin, resort, or rental while providing a comfortable and enjoyable stay.

Is Southwinds Motel a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this hotel 2 stars or guests have recommended them suitable for families. As reported by the owner or manager, the hotel has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Southwinds Motel wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Southwinds Motel has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Southwinds Motel?

Based on the information reported by the owner or manager, the Southwinds Motel indicates 1 day stay policy at this hotel. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Southwinds Motel?

Based on the information reported by the owner or manager, details for the cancellation policy for the Southwinds Motel are as follows: Non refundable Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

People Also Ask

Check Hotel Availability
Nightly rates from:
CA $293
You will be redirected to  
Hot Deal - It has been viewed 47 times today
Not the right fit? Check out our other properties in Uptown - Upper Duval
10.0
Exceptional
(2 Reviews)
1222 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
CA $1,981/Night For 7 Nights CA $13,863
10.0
Exceptional
(2 Reviews)
785.77 ft² 6 Guests 2 Bedrooms 1 Bathroom
House
  • Pet Friendly
  • Parking
  • Internet
CA $1,133/Night For 7 Nights CA $7,930
10.0
Exceptional
(6 Reviews)
1 Bedroom 1 Bathroom
Ocean View Cottage
  • Ocean View
  • Balcony/Terrace
  • View
CA $1,251/Night For 7 Nights CA $8,754
New
1618 ft² 8 Guests 4 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
CA $2,080/Night For 7 Nights CA $14,560
10.0
Exceptional
(2 Reviews)
796.53 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Spa
  • Pool
  • Parking
CA $842/Night For 7 Nights CA $5,897
New
1750 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
CA $1,666/Night For 7 Nights CA $11,660
10.0
Exceptional
(2 Reviews)
398.26 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Pet Friendly
  • Internet
  • Child Friendly
CA $504/Night For 7 Nights CA $3,531
New
650 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
CA $496/Night For 7 Nights CA $3,471
10.0
Exceptional
(2 Reviews)
516.67 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Pool
  • View
  • Internet
CA $932/Night For 7 Nights CA $6,525
New
405 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Balcony/Terrace
  • Kitchen
  • Air Conditioner
CA $247/Night For 7 Nights CA $1,728
10.0
Exceptional
(2 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Free Cancellation House
  • Pool
  • View
  • Parking
CA $345/Night For 7 Nights CA $2,412
New
622 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
CA $211/Night For 7 Nights CA $1,477
10.0
Exceptional
(1 Review)
1797.57 ft² 8 Guests 4 Bedrooms 1 Bathroom
House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
CA $3,018/Night For 7 Nights CA $21,127
10.0
Exceptional
(186 Reviews)
765 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Pool
  • Balcony/Terrace
CA $1,110/Night For 7 Nights CA $7,768
10.0
Exceptional
(135 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
CA $1,089/Night For 7 Nights CA $7,621
10.0
Exceptional
(119 Reviews)
450 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
CA $662/Night For 7 Nights CA $4,634
10.0
Exceptional
(69 Reviews)
731 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Condo
  • Pool
  • Balcony/Terrace
  • Pet Friendly
CA $722/Night For 7 Nights CA $5,056
10.0
Exceptional
(63 Reviews)
1152 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Pool
  • Balcony/Terrace
  • Kitchen
CA $811/Night For 7 Nights CA $5,680
10.0
Exceptional
(61 Reviews)
1200 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
CA $853/Night For 7 Nights CA $5,969
10.0
Exceptional
(54 Reviews)
1000 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Pool
CA $733/Night For 7 Nights CA $5,131
10.0
Exceptional
(36 Reviews)
1370 ft² 8 Guests 3 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Ocean View
CA $1,176/Night For 7 Nights CA $8,230
10.0
Exceptional
(35 Reviews)
810 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
CA $691/Night For 7 Nights CA $4,838
10.0
Exceptional
(34 Reviews)
1200 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
CA $1,674/Night For 7 Nights CA $11,719
10.0
Exceptional
(31 Reviews)
650 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Fireplace/Heating
  • Pool
  • Ocean View
CA $192/Night For 7 Nights CA $1,343