"Don't let the 2-star rating fool you-the team at SouthWinds Motel provides a 5-star experience."
blastoff a from United States
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"There was a washer and dryer that was free to use."
Travel456 from United States
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"Two pools are available and a great way to cool down and relax after exploring."
Flatdog569 from United Kingdom
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"Close to restaurant , grocery and attractions ."
Robin from United States
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Southwinds Motel: Key West Old Town motel, 2 minutes' walk from Duval Street
Amenities
Southwinds Motel offers two outdoor swimming pools, one of which is heated and open year-round. The property includes the Tipsy Rooster Bar and Liquor Store, serving drinks and live music. Guests receive a daily continental breakfast and access to a nearby beach with complimentary chairs and towels.
Rooms
Each room at Southwinds Motel has a microwave, refrigerator, and cable TV. The plush eurotop mattresses are standard in all accommodations. Bicycle rentals are available on-site for exploring the area.
Location
The motel sits on Simonton Street, one block from Duval Street and a 5-minute walk to the Southernmost Point buoy. The Ernest Hemingway Home and Museum is a 12-minute walk from the property. Fort Zachary Taylor Historic State Park is less than 3.2 km away.
Entertainment
The on-site Tipsy Rooster Bar features nightly live music and a menu of infused alcohols made at the bar. A food truck called Rooster Treats serves soft serve ice cream and mini donuts on the property. The motel also provides a concierge desk that can arrange scooter and golf cart rentals.
Services
Guests have access to free guest laundry facilities with detergent provided. The 24-hour front desk offers luggage storage and a tour desk. Parking is available on-site, and accessible parking spaces are marked for guests with disabilities.
Highlights
Location: One block from Duval Street, two blocks from Southernmost Point
Pools: Two outdoor pools, one heated year-round
Dining: Tipsy Rooster Bar & Liquor Store with live music
Breakfast: Daily continental breakfast included
Beach Access: Complimentary chairs and towels at nearby beach
Activities: On-site bicycle, scooter, and golf cart rentals
Must-do experiences
Grab a conch fritter at Blue Heaven for a true local delight.
Visit the Ernest Hemingway Home for a glimpse into his life.
Catch the sunset celebration at Mallory Square for vibrant street shows.
Explore the Key West Butterfly and Nature Conservatory for tranquility.
Stop by the Green Parrot Bar for live music and a lively local vibe.
Select your room type
Southwinds Motel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Queen Room Two Queen Beds
2 persons
30 sq. feet
2 King Size Beds
Air conditioning
Coffee machine
room details
Standard King Room
2 persons
19 sq. feet
1 King-size bed
Air conditioning
Coffee machine
room details
Standard Queen Room
2 persons
19 sq. feet
1 King-size bed
Air conditioning
Coffee machine
room details
Show all rooms
Room Availability and Pricing Calendar
See today's rates and availability for your selected dates!
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Check-in/ Check-out
Facilities
Southwinds Motel offers amenities for a comfortable stay and memorable Florida Keys experiences
Facilities: Very good
7.8/10Review score
General
Non-smoking rooms
Paid Wi-Fi
Parking
24-hour reception
No pets allowed
Luggage storage
Vending machines
Guest Parking
Private parking is possible on site at .
Services
Laundry
Tours/Ticket assistance
Dining
Bar/ Lounge area
Spa & Leisure
Heated swimming pool
Outdoor swimming pool
Sun loungers
Room features
Air conditioning
Heating
Sitting area
Patio
Garden furniture
Ironing facilities
Bathroom
Free toiletries
Media
Flat-screen TV
Show more
Southwinds Motel Location
1321 Simonton Street, Key West, 33040,
Explore Key West
Local Highlights
Top Attractions
Activities
Dining
Entertainment
The Ernest Hemingway Home and Museum
11 minutes' walk
Home of the famous author, featuring lush gardens and a historic house. Guided tours available.
Duval Street
11 minutes' walk
Key West's lively street known for shops, bars, and dining. A must-visit for a vibrant local experience.
Key West Butterfly and Nature Conservatory
11 minutes' walk
A tropical paradise filled with exotic butterflies. A serene spot for nature lovers and families.
Mallory Square
25 minutes' walk
Famous for its sunset celebration, featuring street performers and local artisans.
Snorkeling Adventures
10 minutes' drive
Thrilling snorkeling tours available. Rentals and guided excursions offered for all skill levels.
Relaxation at Higgs Memorial Beach
6 minutes' walk
A tranquil beach ideal for sunbathing and swimming. Perfect for a relaxing day by the ocean.
Southern Most Deli
2 minutes' walk
Casual spot offering fresh sandwiches and local specialties. Ideal for a quick bite.
The Green Pineapple Cafe
7 minutes' walk
Charming café with healthy dishes and smoothies. Focus on fresh ingredients and vegetarian options.
Flamingo Crossing
8 minutes' walk
Eclectic menu with seafood and burgers in a relaxed setting. Plenty of outdoor seating available.
Green Parrot Bar
10 minutes' walk
Iconic local bar with live music, showcasing local and touring bands. A laid-back vibe for all ages.
Key West Theater
10 minutes' drive
Offers a variety of shows, from concerts to theatrical performances. Great for an evening out.
Local transportation
City Centre
Key West 18 min · 5000 ft
Airports
Key West International (EYW) 8 min · 2.9 mi
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Property information and rules
Check-in
from 16:00-23:59
Check-out
from 08:00-11:00
Guest Parking
Private parking is possible on site at .
Internet
Wireless internet is available in the entire hotel at .
Children & extra beds
There are no cots provided in a room.
Pets
Pets are not allowed.
Languages
English, Spanish, Russian, Latvian
Number of rooms:
58
Former name
Southwind Motel
Ratings & Reviews
Read what previous guests have shared about their experience at Southwinds Motel.
Review score
Based on 1441 verified reviews
8.1 /10
Great
80 %
Recommend
Breakfast
6.2/10
Cleanliness
8.1/10
Comfort
8.2/10
Facilities
7.8/10
Free WiFi
8.5/10
Location
9.2/10
Paid Wi-Fi
8.4/10
Staff
8.5/10
Value for money
7.5/10
Pros
Helpful staff
Good location
On-site bar
Continental breakfast
Free parking
Cons
Room maintenance issues
Room cleanliness concerns
Guest reviews
based on 1584 reviews
4.5/5
based on 1529 reviews
8.0/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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