Southwinds Motel in Key West, Florida Keys
Key details
About the Property
1321 Simonton Street, Key West, 33040,
- Close to South Beach
Great
8.0
8.6
4.2
4.1
Old Town Key West motel with 2 outdoor pools, included continental breakfast, and Tipsy Rooster Bar
Amenities & Pools
Southwinds Motel offers
Rooms & In-Room Comforts
All rooms include a microwave, refrigerator, hair dryers, and
On-Site Dining & Entertainment
A
Location & Nearby Attractions
The motel is located in Old Town Key West, a 2-minute walk from Duval Street. The
Guest Services & Parking
Guests have access to a
Highlights
Location: 2-minute walk to Duval Street in Old Town Key West
Pools: 2 outdoor pools, one heated open all year
Breakfast: Daily continental breakfast included
On-site Bar: Tipsy Rooster Bar & Liquor Store with live music
Parking: Private and accessible parking on-site
Services: 24-hour front desk, concierge desk, and luggage storage
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 provides a range of room types, including doubles, family rooms, and suites, along with breakfast, free cancellation, and special offers.
- Queen Room Two Queen Beds2 persons325 sq. feet2 King Size BedsAir conditioningCoffee machineroom details
- Standard King Room2 persons205 sq. feet1 King-size bedAir conditioningCoffee machineroom details
- Standard Queen Room2 persons205 sq. feet1 King-size bedAir conditioningCoffee machineroom details
Show all rooms
Room Availability and Pricing Calendar
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Facilities
Southwinds Motel offers amenities for a comfortable stay and memorable Florida Keys experiences
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
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Southwinds Motel 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 Highlights
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
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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
Ratings & Reviews
Read what previous guests have shared about their experience at Southwinds Motel.
Pros
Helpful staff
Good location
On-site bar
Continental breakfast
Free parking
Cons
Room maintenance issues
Room cleanliness concerns
Guest reviewsShow more reviews
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