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From153US$ /night
Check-in
11Dec2025Select date
Check-out
12Dec2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

Hotel Overview

1321 Simonton Street, Key West, Florida, United States, 33040
-
Steps from the beach
Perfect
8.0
8.6
/10
3.8
/5

Southwinds Motel - Budget-friendly hotel with pool access near Key West International Airport

Located one block from Duval Street and steps from the Atlantic Ocean. Offers two outdoor pools, complimentary continental breakfast, and free Wi-Fi. Provides beach access with chairs and towels, plus bicycle and electric kick scooter rentals. Walking distance to Higgs Beach, Fort Zachary Taylor State Park, and the Southernmost Point buoy.

Additional perks of the hotel

Complimentary parking

On-site laundry facilities

Concierge service

Housekeeping service

Beach towels and chairs provided

Guest Rooms

Accommodations include Standard Queen, Queen Room with Sofa Bed, Standard Two Queen, and Standard King rooms. All rooms feature Eurotop mattresses, microwaves, refrigerators, and 32-inch flat-screen cable TVs. Some rooms include patio seating and sofa beds for additional guests.

Other conveniences

Hair dryers

Coffee/tea makers

Irons/ironing boards

Free local calls

Climate control

Must-do experiences

  • Savor a slice of key lime pie at Kermit's for a local favorite.
  • Join the sunset celebration at Mallory Square for live music.
  • Visit the Ernest Hemingway Home for a glimpse into literary history.
  • Explore the vibrant shops at the Key West Historic Seaport.
  • Try conch fritters at the Conch Republic Seafood Company for lunch.
View all

Choose Your Room

Our listed hotels offer a variety of room types—double rooms, family suites, or deluxe options—all with features like breakfast, flexible cancellation policies, and exclusive deals.
Queen Room Two Queen Beds
2 persons
30 m² 
2 King Size Beds
Coffee machine
Air conditioning
Standard King Room
2 persons
19 m² 
1 King-size bed
Coffee machine
Air conditioning
Standard Queen Room
2 persons
19 m² 
1 King-size bed
Coffee machine
Air conditioning
Queen Deluxe
2 persons
46 m² 
1 King-size bed
Coffee machine
Air conditioning
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Room Rates & Availability Tracker

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Amenities

Thoughtful hotel amenities for a comfortable stay

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

Hotel 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
300 m
Gallery
Alan S Maltz Gallery
450 m
Gallery
Key West Pottery
500 m
Gallery
Island Arts Co-op
510 m
Gallery
Frangipani Gallery
580 m
Restaurants
Southern Most Deli
130 m
1330 Simonton St
Southernmost Smoothie Shop
450 m
1219 Duval St
The Green Pineapple Cafe
540 m
1130 Duval St
Flamingo Crossing
640 m
1105 Duval Street
Papa John's
640 m
538 Truman Ave
Sinz Burritos
770 m
500 Truman Ave Unit 1
Key West Cuban Coffee
590 m
517 Truman Ave Key West
Tropical Juices & Drinks
720 m
925 Duval St
Viva Saloon
810 m
903 Duval St
Dons' Place
610 m
1000 Truman Ave
Explore Key West
Explore Key West
Top Attractions
Activities
Dining
Entertainment
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
11 minutes' walk
Hemingway's historic residence offers guided tours showcasing his life and works in Key West.
Duval Street
Duval Street
11 minutes' walk
Famous for its vibrant nightlife, shopping, and dining, this lively street is a must-visit for all guests.
Mallory Square
Mallory Square
25 minutes' walk
Known for stunning sunsets, this bustling plaza features local artisans, food vendors, and free entertainment.
Key West Butterfly and Nature Conservatory
Key West Butterfly and Nature Conservatory
11 minutes' walk
Home to hundreds of butterflies and tropical birds, this serene environment offers a peaceful retreat for all ages.
Snorkeling at Western Dry Rocks
8 minutes' drive
Thrill-seekers can enjoy exhilarating snorkeling adventures amid vibrant marine life at this nearby reef.
Yoga at Higgs Memorial Beach
6 minutes' walk
Relaxation seekers can unwind with beachside yoga classes, ideal for both beginners and seasoned practitioners.
Southern Most Deli
Southern Most Deli
2 minutes' walk
A casual eatery specializing in hearty sandwiches and fresh salads, perfect for a quick bite to refuel.
The Green Pineapple Cafe
The Green Pineapple Cafe
7 minutes' walk
Offering organic and locally-sourced dishes, this cafe is known for its cozy atmosphere and health-conscious menu.
Sloppy Joe's Bar
11 minutes' walk
A lively bar featuring live music and a fun atmosphere, it's a great spot to experience Key West nightlife.
Key West Theater
25 minutes' walk
Host to various performances from comedy to live music, this venue offers a unique cultural experience for all ages.
Transportation Tips
City Centre
Key West20 min  ·  1.6 km
Airports
Key West International (EYW)8 min  ·  4.9 km
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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
Questions of the users
About Southwinds Motel
Is it permissible to smoke outside near the rooms and throughout the property?
25 November 2024
Smoking is allowed on the property but restricted to designated outdoor areas with ashtrays for proper disposal.
What are the check-in procedures if arriving after 10 PM?
30 December 2024
The lobby remains open 24 hours, ensuring a smooth check-in process regardless of your arrival time.
Is there a bar at the motel for guests to enjoy?
15 January 2025
Yes, the motel features a bar called the Tipsy Rooster, which has been recognized as the top bar in the area, perfect for relaxation after a day of activities.
Are there complimentary parking and facilities for bike storage available?
28 February 2025
Parking is included in the daily resort fee, and secure bike storage is available for guests.
Can guests smoke on their patios adjacent to their rooms?
05 March 2025
Guests are welcome to smoke in outdoor areas, including patios, as long as they respect designated smoking policies.
What is the cost associated with the daily resort fee?
22 April 2025
The daily resort fee is set at $22.50, which covers various amenities including parking and beach access.
Can you provide details on the breakfast offerings for guests?
10 May 2025
Breakfast includes free coffee, tea, orange juice, and freshly baked muffins, helping to start the day on a delicious note.
What is the beach access like in relation to the motel?
30 June 2025
The motel is located just a short 5-minute walk from South Beach, providing guests with convenient access to the sandy shore.
Are bicycles available for rent at this location?
15 July 2025
Yes, guests can rent bicycles from a third-party vendor available on the property for added convenience during their stay.
Do rooms have any outdoor seating areas such as porches or patios?
12 August 2025
Many rooms feature outdoor seating, including porches and shared patio spaces for relaxation and enjoying the outdoor atmosphere.

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