Southwinds Motel | Hotel in Key West

8.6 (1385 Reviews) |  1 Bathroom
Uptown - Upper Duval Hotel | Southwinds Motel

Hotel in Uptown - Upper Duval, Key West

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 feature coffee/tea makers and hair dryers. Each accommodation is individually furnished and decorated. Pillowtop beds feature down comforters and premium bedding. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include showers and complimentary toiletries.

32-inch LED televisions come with cable channels. Business-friendly amenities include phones 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.

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1321 Simonton Street, Key West, 33040, USA

Amenities

Air ConditionerAir Conditioner
ParkingParking
PoolPool
Designated Smoking AreaDesignated Smoking Area
TVTV
Balcony/TerraceBalcony/Terrace
AccessibilityAccessibility
Bedding/LinensBedding/Linens
Wellness FacilitiesWellness Facilities
BarBar
ToiletriesToiletries
Guest ServicesGuest Services
EntertainmentEntertainment
BreakfastBreakfast
Child FriendlyChild Friendly
KitchenKitchen
LaundryLaundry

Policies

Check-in
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
Check-out before 11 am contactless check-out available
Child Policy
Child Policy
Children are welcome. rollaway/extra beds are not available. free cribs (infant beds)!
Payment Policy
Payment Policy
Self parking fee: usd 22.50 per day the above list may not be comprehensive. fees and deposits may not include tax and are subject to change.
Pet Policy
Pet Policy
Pets not allowed
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

Reviews

pedro
Sep 25, 2026 11:48:24 PM
Review Score:   10
Summary: Excellent excellent work
See All Reviews

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.

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 $322 per night with includes Air Conditioner, Parking, Pool, Designated Smoking Area, TV, Balcony/Terrace, Accessibility, Bedding/Linens, Wellness Facilities, Bar, Toiletries, Guest Services, Entertainment, Breakfast, Child Friendly, Kitchen, Laundry with all other facilities. RBO matches every traveller with their perfect accommodation, whether you are travelling with a group, friends, family, or pets.

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: Cancellation Policy 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.

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