"The Tipsy Rooster next door is a major plus to the motel."
Susan S from United States
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"Nice bar and ice cream on site"
Eitan from Israel
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"It was nice to have parking, a bar, and an ice cream truck on property."
Laura from United States
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"I liked that you had a bar, liquor store and ice cream truck it was also convenient to the store across the street."
Hill from United States
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"Great location. Easy walk to Southernmost Point, bus stops downtown."
Macdonald from United States
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Southwinds Motel - A budget-friendly stay with two pools, free breakfast, and proximity to Duval Street
Located one block from Duval Street and steps from the Atlantic Ocean, Southwinds Motel offers clean, modern accommodations with Eurotop mattresses, microwaves, and mini-fridges in each room. Guests can start their day with a complimentary continental breakfast featuring muffins, pastries, and fresh fruit before exploring Key West. The motel provides two outdoor pools, free Wi-Fi, and beach access with complimentary chairs and towels. Bike and Lama Mobility electric scooter rentals are available on-site for convenient exploration. Southwinds Motel is 3 miles from Key West International Airport and within walking distance of attractions like the Southernmost Point Buoy and Fort Zachary Taylor State Park. Rooms include 32-inch flat-screen TVs, and some feature sofa beds for additional sleeping space.
Pros
Complimentary continental breakfast and Wi-Fi included.
Two outdoor pools and beach access with free chairs and towels.
Prime location near Duval Street and the Atlantic Ocean.
Bike and electric scooter rentals available on-site.
Cons
Limited on-site dining options.
Parking availability may be restricted during peak seasons.
Must-do experiences
Visit the Ernest Hemingway Home for a glimpse into his life.
Try the conch fritters at Hogfish Bar & Grill for local flavor.
Explore the Key West Butterfly & Nature Conservatory's beauty.
Take a sunset sail with Danger Charters for breathtaking views.
Stroll through Mallory Square for lively street performers at dusk.
Select your room type
Find detailed information on rooms, amenities, and exclusive deals for your ideal beach holiday
Queen Room Two Queen Beds
2 persons
325 sq. feet
2 Queen Size Beds
Air conditioning
Coffee machine
room details
Standard King Room
2 persons
205 sq. feet
1 King-size bed
Air conditioning
Coffee machine
room details
Standard Queen Room
2 persons
205 sq. feet
1 Queen-size bed
Air conditioning
Coffee machine
room details
Show all rooms
Prices and availability
View real-time room availability and secure the best rate for your travel dates
Facilities
Enjoy modern comforts, from ocean-view suites to family-friendly options with breakfast included
Facilities: Very good
7.9/10Review score
General
Non-smoking rooms
Paid Wi-Fi
Parking
24-hour reception
No pets allowed
Luggage storage
Vending machines
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
Location
1321 Simonton Street, Key West, 33040,
Map view
City landmarks
Museum
The Ernest Hemingway Home and Museum
2800 ft
Landmark
Duval Street
2800 ft
Square
Mallory Square
1.4 mi
Landmark
Southernmost Point
2800 ft
Nature reserve
Key West Butterfly and Nature Conservatory
2800 ft
Museum
Truman Little White House
1.4 mi
Landmark
USCGC Ingham Maritime Museum
1.8 mi
Cemetery
Key West Cemetery
1.1 mi
Monument
Southernmost Point of the Continental US
2800 ft
Garden
West Martello Tower
2100 ft
Landmark
Curry Mansion
1.1 mi
Event hall
San Carlos Institute Casa Cuba
1.1 mi
Church
Saint Mary Star of the Sea
2800 ft
Aquarium
Key West Aquarium
1.4 mi
Landmark
Key West Lighthouse and Keeper's Quarters Museum
2800 ft
Garden
Nancy Forrester's Secret Garden
1.1 mi
Gallery
The Studios of Key West
4300 ft
Landmark
Key West AIDS Memorial
3200 ft
Beach
Dog Beach
2100 ft
Landmark
Historic E. H. Gato Building
2000 ft
Museum
Tennessee Williams Key West Exhibit
2300 ft
Museum
Key West Shipwreck Treasure Museum
1.4 mi
Gallery
Wild Side Gallery
2400 ft
Museum
Key West Firehouse Museum
2900 ft
Museum
Florida Keys Eco-Discovery Center
1.8 mi
Nearby
South Street Corner of South and Whithead Streets
Statue Of Bishop Albert Kee
1000 ft
Gallery
Alan S Maltz Gallery
1500 ft
Gallery
Key West Pottery
1700 ft
Gallery
Island Arts Co-op
1700 ft
Gallery
Frangipani Gallery
2000 ft
Restaurants
Southern Most Deli
500 ft
1330 Simonton St
Southernmost Smoothie Shop
1500 ft
1219 Duval St
The Green Pineapple Cafe
1800 ft
1130 Duval St
Flamingo Crossing
2100 ft
1105 Duval Street
Papa John's
2100 ft
538 Truman Ave
Sinz Burritos
2600 ft
500 Truman Ave Unit 1
Key West Cuban Coffee
2000 ft
517 Truman Ave Key West
Tropical Juices & Drinks
2400 ft
925 Duval St
Viva Saloon
2700 ft
903 Duval St
Dons' Place
2100 ft
1000 Truman Ave
Explore Key West
Local Experiences
Top Attractions
Activities
Dining
Entertainment
The Ernest Hemingway Home and Museum
11 minutes' walk
This museum showcases Hemingway's life and works, featuring beautiful gardens and guided tours focusing on his legacy.
Duval Street
11 minutes' walk
Famous for its lively atmosphere, Duval Street offers shopping, bars, and entertainment, making it a must-visit destination.
Southernmost Point
11 minutes' walk
A well-known landmark marking the southernmost point in the continental U.S., perfect for memorable photos.
Key West Butterfly and Nature Conservatory
11 minutes' walk
Home to hundreds of butterflies, this serene conservatory offers an enchanting experience with flora and fauna.
Snorkeling and Water Sports
5 minutes' drive
Thrilling snorkeling tours await just a short drive away, exploring vibrant coral reefs and marine life.
Yoga Classes at the Beach
6 minutes' drive
Relaxing yoga sessions by the ocean provide a tranquil escape, with classes suitable for all skill levels available daily.
Southern Most Deli
2 minutes' walk
A casual eatery famous for its hearty sandwiches and fresh smoothies made with local ingredients.
Flamingo Crossing
8 minutes' walk
This laid-back restaurant serves a delicious mix of American and Caribbean dishes in a vibrant setting.
Sloppy Joe's Bar
11 minutes' walk
A lively bar featuring live music and a rich history, perfect for enjoying drinks in a vibrant atmosphere.
The Key West Theater
5 minutes' drive
A local venue showcasing live performances, from concerts to theater, catering to diverse audiences.
How to get around?
City Centre
Key West 18 min · 5000 ft
Airports
Key West International (EYW) 8 min · 2.9 mi
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Access special rates for early reservations and start planning your dream beach holiday
Check Rates
Property information and rules
Check-in
from 16:00-23:59
Check-out
from 08:00-11:00
Internet
Wireless internet is available in the entire hotel at additional cost.
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
Reviews and Ratings
Feedback about Southwinds Motel from previous guests about their experience.
Cleanliness
8.2/10
Comfort
8.2/10
Facilities
7.9/10
Free Wi-Fi
8.5/10
Location
9.2/10
Staff
8.5/10
Value for money
7.6/10
Pros
Authentic Key West feel
Friendly staff
On-site bar
Convenient location
Cons
Maintenance issues
Room security concerns
Pest issues
Guest reviews
based on 1584 reviews
4.5/5
based on 1449 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.