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From153US$ /night
Check-in
06Feb2026Select date
Check-out
07Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

1321 Simonton Street, Key West, Florida, United States, 33040
-
Near South Beach
Very good
7.9
8.6
/10
3.8
/5

Southwinds Motel - A budget-friendly stay near Duval Street with two outdoor pools and complimentary beach access

Southwinds Motel, a 2-star property rated 7.9/10 on Booking.com, provides affordable accommodations in Old Town Key West, one block from Duval Street and steps from the Atlantic Ocean. The motel features rooms with Eurotop mattresses, microwaves, mini-fridges, and free Wi-Fi, along with 32-inch flat-screen TVs. Guests can enjoy a complimentary continental breakfast with pastries, cereals, fresh fruit, and beverages. Two outdoor pools and beach access with chairs and towels are available, along with bike and Lama Mobility electric scooter rentals. The location offers easy walking access to Higgs Beach, Fort Zachary Taylor State Park, and the Southernmost Point buoy. A continental breakfast is available each morning at Southwinds Motel.

Pros

Complimentary continental breakfast and Wi-Fi included.

Two outdoor pools and beach access with chairs and towels provided.

Prime location within walking distance of Duval Street and major attractions.

Bike and electric scooter rentals available on-site.

Rooms feature Eurotop mattresses and practical amenities like microwaves and mini-fridges.

Cons

No on-site dining options beyond breakfast.

Limited parking availability.

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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
325 sq. feet 
2 King Size Beds
Coffee machine
Air conditioning
Standard King Room
2 persons
205 sq. feet 
1 King-size bed
Coffee machine
Air conditioning
Standard Queen Room
2 persons
205 sq. feet 
1 King-size bed
Coffee machine
Air conditioning
Queen Deluxe
2 persons
500 sq. feet 
1 King-size bed
Coffee machine
Air conditioning
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Facilities

Southwinds Motel offers amenities for your comfortable stay and unforgettable experiences

General

  • Non-smoking rooms
  • Paid Wi-Fi
  • On-site car park
  • Handicap 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
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Southwinds Motel Location

1321 Simonton Street, Key West, Florida, United States, 33040
Map view
1321 Simonton Street, Key West, Florida, United States, 33040
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
Explore Key West
Top Attractions
Activities
Dining
Entertainment
The Ernest Hemingway Home and Museum
11 minutes' walk
Famous author Ernest Hemingway's former residence, featuring guided tours and lush gardens. Insight into his life and works.
Duval Street
11 minutes' walk
Vibrant street known for local shops, bars, and restaurants. A hub of activity and culture in the heart of Key West.
Southernmost Point
11 minutes' walk
Iconic buoy marking the southernmost point in the continental US. Perfect photo opportunity with stunning ocean views.
Mallory Square
25 minutes' walk
Historic waterfront square famous for sunset celebrations, street performers, and local arts. A lively gathering spot.
Water Sports
6 minutes' drive
Thrill-seekers can enjoy jet skiing, parasailing, and snorkeling. Rental services nearby, offering rentals and guided tours.
Key West Garden Club
6 minutes' walk
A relaxing escape featuring tropical flora and curated gardens. Free admission, great for peaceful strolls and picnics.
Southern Most Deli
2 minutes' walk
Casual spot serving fresh sandwiches and local dishes. Cozy atmosphere ideal for a quick breakfast or lunch.
The Green Pineapple Cafe
7 minutes' walk
Charming cafe with farm-to-table dishes and healthy options. Known for its great smoothies and vibrant decor.
Key West Theater
8 minutes' drive
Local theater hosting live performances, including comedy shows and music. Diverse lineup appeals to all ages.
Sloppy Joe's Bar
11 minutes' walk
Iconic bar known for live music and nightlife. Fun atmosphere and rich history dating back to Hemingway's time.
Getting around
City Centre
Key West20 min  ·  1.0 mi
Airports
Key West International Airport (EYW)8 min  ·  3.0 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
Paid Private parking is possible on site.
Internet
is available in for additional charge.
Breakfast
At the hotel Southwinds Motel guests are invited to a full breakfast served for free. 
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
FAQs
About Southwinds Motel
What is the check-in and check-out policy at Southwinds Motel?
Check-in starts at 16:00 and check-out is by 11:00.
How far is Southwinds Motel from Key West International Airport?
It is approximately 5 km from Key West International Airport.
What are some local attractions near Southwinds Motel?
Nearby attractions include the Ernest Hemingway Home and Museum (1 km) and Fort Zachary Taylor Historic State Park (3 km).
What amenities does Southwinds Motel offer?
The motel features two outdoor pools, Wi-Fi, on-site parking, and a bar/lounge area.
What type of rooms are available at Southwinds Motel?
Rooms are equipped with air conditioning, a flat-screen TV, a refrigerator, and a microwave.
Are there any dining options at Southwinds Motel?
The motel offers a continental breakfast and has a Tipsy Rooster Bar on-site.
How close is Southwinds Motel to Duval Street?
The motel is just a 2-minute walk from Duval Street.
What type of services does Southwinds Motel provide?
Services include luggage storage, bicycle rentals, and laundry facilities.
Is beach access available for guests of Southwinds Motel?
Yes, beach access is available, including sun loungers.
What nearby restaurants can guests find around Southwinds Motel?
Nearby dining options include Ambrosia (0.5 km), Southernmost Beach Cafe (0.5 km), and Camille's Restaurant (0.5 km).
What are the pool facilities like at Southwinds Motel?
The motel features two outdoor pools, including a heated pool.
Check-in
06Feb2026Select date
Check-out
07Feb2026Select date
Rooms and Guests2 Guests, 1 Room
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