Southwinds Motel - A 2-star Old Town motel with two outdoor pools, a heated pool, and easy access to Duval Street
Offering 2 outdoor pools (one heated) and a prime location in Old Town, the 2-star Southwinds Motel places guests within a 2-minute walk of Duval Street. Each room includes a microwave, refrigerator, cable TV, high-speed WiFi access, and plush eurotop mattresses. Guests at Southwinds Motel can enjoy a daily continental breakfast, make use of the on-site Tipsy Rooster Bar and Liquor Store, and access beach chairs and towels via a pass to a nearby beach. A concierge desk, luggage storage, and launderette are available, along with on-site parking. The Ernest Hemingway Home and Museum is a 12-minute walk away, and Fort Zachary Taylor Historic State Park is less than 3 km from the property. Bicycle rentals are offered for exploring the area. A continental breakfast is available each morning at Southwinds Motel.
Pros
Prime location one block from Duval Street and walking distance to the Southernmost Point
Complimentary continental breakfast with cereals, pastries, yogurt, hard-boiled eggs, and coffee
Heated pool open year-round with free towels
On-site bar with live music and a liquor store
Cons
Live music at the on-site bar can be audible in rooms close to Simonton Street
Rooms are compact, with limited bathroom counter space
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
30 sq. feet
2 King Size Beds
Air conditioning
Coffee machine
room details
Standard King Room
2 persons
19 sq. feet
1 King-size bed
Air conditioning
Coffee machine
room details
Standard Queen Room
2 persons
19 sq. feet
1 King-size bed
Air conditioning
Coffee machine
room details
Show all rooms
Price and Room Availability Calendar
Check availability and prices for your dates now!
September 2026 - September 2027
Sun
Mon
Tue
Wed
Thu
Fri
Sat
September 2026
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
October 2026
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
November 2026
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
December 2026
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
January 2027
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
February 2027
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
March 2027
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
April 2027
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
May 2027
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
June 2027
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
July 2027
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
August 2027
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
Choose dates to see prices
Check-in/ Check-out
Facilities
Southwinds Motel offers amenities for your comfortable stay and unforgettable experiences
Facilities: Very good
7.8/10Review score
General
Non-smoking rooms
Paid Wi-Fi
Parking
24-hour reception
No pets allowed
Luggage storage
Vending machines
Guest Parking
Private parking is possible on site at .
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
Southwinds Motel Location
1321 Simonton Street, Key West, 33040,
Explore Key West
Local Highlights
Top Attractions
Activities
Dining
Entertainment
The Ernest Hemingway Home and Museum
11 minutes' walk
The former residence of author Ernest Hemingway, featuring lush gardens and guided tours showcasing his life and work.
Duval Street
11 minutes' walk
This vibrant street offers shops, bars, and restaurants, making it a central hub for Key West's lively culture and nightlife.
Southernmost Point
11 minutes' walk
Iconic buoy marking the southernmost point of the continental U.S., popular for photos and stunning ocean views.
Key West Butterfly and Nature Conservatory
11 minutes' walk
A tropical paradise filled with hundreds of butterflies in their natural habitat, offering educational programs and beautiful scenery.
Snorkeling Tours
10-minute drive
Thrilling snorkeling tours available at nearby locations, perfect for exploring vibrant coral reefs and marine life.
Key West Garden Club
8 minutes' walk
A serene garden open to the public, great for relaxation and appreciating local flora and fauna, ideal for a peaceful stroll.
Southern Most Deli
2 minutes' walk
Casual eatery known for hearty sandwiches and breakfast options, perfect for quick bites before your day's adventures.