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Check-in
04Mar2026Select date
Check-out
05Mar2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

1321 Simonton Street, Key West, Florida, United States, 33040
-
Close to South Beach
Very good
7.9
8.7
/10
3.8
4.1
/5

Amenities

Southwinds Motel includes two outdoor pools, offering convenient spaces for relaxation and sunbathing. The hotel provides complimentary beach access, featuring chairs and towels for guest use. Rentals for bicycles and Lama Mobility electric kick scooters are available, allowing guests to explore the area with ease.

Rooms

Accommodations at Southwinds Motel include a variety of room types, featuring Eurotop mattresses for restful sleep. Each room is equipped with a microwave and refrigerator for added convenience. Rooms are designed to accommodate solo travelers, couples, and families with options for queen beds and pull-out sleeper sofas.

Location

Situated just one block from Duval Street, the hotel provides easy walking access to Key West's main attractions. A short distance away, guests can relax on the sandy shores of Higgs Beach or engage in water sports available at nearby rentals. Historic sites such as the Hemingway Home and Fort Zachary Taylor State Park are within proximity.

Dining

Southwinds Motel offers a complimentary Continental breakfast, featuring muffins, pastries, cereals, and fresh fruit. For refreshments, the on-site Tipsy Rooster bar serves a range of handcrafted cocktails. Restaurants and cafes in the area provide a variety of dining options, from casual seafood to fine dining.

Entertainment

The motel's central location allows for easy access to Key West's nightlife, with numerous bars and live music venues nearby. Guests can enjoy activities such as snorkeling, diving, and shopping within walking distance. Mallory Square, famous for its sunset celebrations, is a short stroll away.

Highlights

Amenities: Two outdoor pools .

Rooms: Eurotop mattresses in all accommodations .

Location: One block from Duval Street .

Dining: Complimentary Continental breakfast .

Entertainment: Close to Mallory Square .

Must-do experiences

  • Catch sunset at Mallory Square for live music and local art.
  • Savor a slice of Key Lime Pie at Kermit's for a local favorite.
  • Explore the Ernest Hemingway Home and Museum for literary charm.
  • Visit the haunted Key West Cemetery for a unique historical tour.
  • Check out the Farmers Market on Thursdays for fresh local goods.
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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
Facilities: Very good
7.7/10Review score

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
The Ernest Hemingway Home and Museum
11 minutes' walk
Hemingway's former residence, featuring beautiful gardens and guided tours showcasing his life and works.
Duval Street
Duval Street
11 minutes' walk
Famous street buzzing with shops, restaurants, and nightlife that offers a lively atmosphere to soak in.
Key West Butterfly and Nature Conservatory
Key West Butterfly and Nature Conservatory
11 minutes' walk
A serene environment filled with hundreds of butterflies and tropical birds; ideal for nature lovers.
Mallory Square
Mallory Square
25 minutes' walk
Historic waterfront area, renowned for sunset celebrations featuring street performers and local vendors.
Snorkeling at Western Dry Rocks
15 minutes' drive
Thrilling underwater exploration with vibrant marine life; local operators offer gear rentals and tours.
Yoga at the Beach
6 minutes' drive
Relaxation-focused yoga sessions are available at nearby beaches, perfect for unwind and rejuvenation in nature.
Southern Most Deli
Southern Most Deli
2 minutes' walk
Charming deli known for fresh sandwiches and smoothies; ideal for a quick bite before heading out.
The Green Pineapple Cafe
The Green Pineapple Cafe
7 minutes' walk
A cozy spot serving breakfast and brunch with delicious farm-to-table dishes; vegetarian options available.
Flamingo Crossing
Flamingo Crossing
8 minutes' walk
Vibrant atmosphere with a diverse menu; don't miss their signature flamingo pasta dish.
Green Parrot Bar
15 minutes' walk
Iconic bar with live music and a lively crowd; great for enjoying local bands and a casual vibe.
The Waterfront Playhouse
25 minutes' walk
A cozy theater featuring local plays and performances; check their schedule for family-friendly shows.
Getting around
City Centre
Key West18 min  ·  5000 ft
Airports
Key West International Airport (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
Paid Private parking is possible on site.
Internet
Wireless 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

Reviews and Ratings

Feedback about Southwinds Motel from previous guests about their experience.
Review score
Based on 1277 verified reviews
8.2/10
Great
81%
Recommend
Breakfast
6.0/10
Cleanliness
8.1/10
Comfort
8.1/10
Facilities
7.7/10
Free Wi-Fi
8.5/10
Location
9.2/10
Paid Wi-Fi
7.7/10
Staff
8.7/10
Value for money
7.4/10
Guest reviews
based on 1584 reviews
4.5/5
based on 1814 reviews
7.9/10
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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FAQs
About Southwinds Motel
What are the check-in and check-out times at Southwinds Motel?
Check-in is from 16:00 and check-out is by 11:00.
How far is Southwinds Motel from Key West International Airport?
The hotel is 5 km from Key West International Airport.
What amenities are available for guests at Southwinds Motel?
Amenities include two outdoor pools, a bar/lounge area, luggage storage, and free Wi-Fi.
Are bikes available for rent at Southwinds Motel?
Bicycles can be rented on-site for guests to explore the area.
What dining options are available near Southwinds Motel?
Nearby restaurants include Ambrosia (0.5 km), Southernmost Beach Cafe (0.5 km), and Camille's Restaurant (0.5 km).
What is included in the breakfast at Southwinds Motel?
Breakfast includes fresh fruits, coffee, and muffins.
What types of room amenities can guests expect at Southwinds Motel?
Rooms feature air conditioning, flat-screen TVs, microwaves, refrigerators, and plush eurotop mattresses.
How close is Southwinds Motel to the nearest beach?
The nearest beach, South Beach, is 0.5 km away.
Are there laundry services available at Southwinds Motel?
A launderette is available at the property for guests.
Is there a pool available at Southwinds Motel?
Guests can enjoy two outdoor pools at the hotel.
What is the distance from Southwinds Motel to the Ernest Hemingway Home and Museum?
The Ernest Hemingway Home and Museum is 1 km away, about a 12-minute walk.

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Rooms and Guests2 Guests, 1 Room