Southwinds Motel | Hotel in Key West

8.6 (1295 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.

1321 Simonton Street, Key West, 33040, USA

Amenities

Air Conditioner

Parking

Pool

Designated Smoking Area

View

Ocean View

Balcony/Terrace

Accessibility

Bedding/Linens

Wellness Facilities

Bar

Toiletries

Guest Services

Entertainment

Breakfast

Child Friendly

Kitchen

Laundry

Facility Overview

Bathrooms

Hair dryer

Towels

Shower

Free toiletries

Private bathroom

Bedroom

Free cribs/infant beds

Air conditioning

Premium bedding

Pillow-top mattress

Down comforter

Bed sheets

Iron/ironing board

Free local calls

Electrical adapters/chargers

Individually furnished

Individually decorated

Phone

Window screens

Access via exterior corridors

Breakfast

1 bar

Free continental breakfast available daily 7:00 AM–10:00 AM

Coffee/tea in common area(s)

Refrigerator

Cleaning supplies

Coffee/tea maker

Paper towels

Microwave

Parking

Self parking on site (USD 22.50 per day)

Accessibility

This property does not have elevators

Activities

Beach access

Sailing

Golfing

Parasailing

Scooter/moped rentals

Ecotours

Kayaking

Bicycle rentals

Scuba diving

Snorkeling

Boat tours

2 outdoor pools

Entertainment

Cable channels

32-inch LED TV

General

Vending machine

Free newspapers in lobby

Russian

English

Spanish

Beach towels

Designated smoking areas

Romance packages available

Guest Services

Free cribs/infant beds

Pool gate

Refrigerator

Laundry facilities

Highchair

Microwave

2 outdoor pools

Concierge services

Multilingual staff

Tour/ticket assistance

24-hour front desk

Housekeeping (on request)

Laundry facilities

Luggage storage

Outdoors

Pool umbrellas

Outdoor furniture

Picnic area

Outdoor entertainment area

Pool sun loungers

Beach loungers

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

Child Policy

Children are welcome. rollaway/extra beds are not available. free cribs (infant beds)!

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

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 minimum spring break check-in age is 18 years old safety features at this property include a carbon monoxide detector and a smoke detector special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

michael

Mar 8, 2026 04:23:17 AM

Review Score: 6

Summary: We were there for six days and the room was cleaned once and that was only after I ask. Room was clean but in poor overall condition. Would not return.

See All Reviews

Room Arrangement

Room Info	Facilities
Standard Room, 1 King Bed Room Size: 300 square feet m² 1 King Bed	General IndRm-RenoRecent-Year 2016, Ping - 8, IndRm-RenoRecent-Month May, Outdoor spaces not available, Square meters - 28, Square feet - 300, Bed count minimum 1, Bed count maximum 1
Deluxe Room Room Size: 300 square feet m² 2 Queen Bed and Double Sofa Bed	General Square meters - 28, Sofa bed, Ceiling fan, Square feet - 300, Extra bed count 1, Bed count minimum 2, Ping - 8.43, Bed count maximum 2
Standard Room, 2 Queen Beds Room Size: 400 square feet m² 2 Queen Beds	General Ping - 11, Square meters - 37, Ceiling fan, Extra bed count 0, Square feet - 400, Bed count minimum 2, Bed count maximum 2
Standard Room, 1 Queen Bed Room Size: 250 square feet m² 1 Queen Bed	General Number of bedrooms - 1, Square feet - 250, Ceiling fan, Ping - 7.03, Bed count minimum 1, Square meters - 23, Bed count maximum 1

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 $359 per night with includes Child Friendly, Ocean View, Guest Services, Kitchen, Balcony/Terrace, Bedding/Linens, Entertainment, Parking, Pool, Designated Smoking Area, Breakfast, Laundry, Toiletries, Air Conditioner, TV, View, Accessibility, Wellness Facilities, Bar 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.

Check Hotel Availability

Nightly rates from:

US $359