Call Now
Edit Search
You must provide a location
Check In - Check Out
Rooms and Guests
2 Adults, 1 Room
Rooms
1
Adults
2
Children
0
Rooms must be less than number of adults
Children's ages must be provided

Southwinds Motel

1321 Simonton Street, Key West, FL

Check In
06/28/2026
Check Out
06/29/2026
Rooms
1
1
2
3
4
5
6
7
8
9
Adults
2
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
Children
0
0
1
2
3
4
5
6
7
8
Enter children's ages (infant to 17 years):
Rooms must be less than number of adults
Children's ages must be provided
Check In Date
Check Out Date

Have questions? We're here to help!

Reservations Portal is an independent travel network. Learn More

Room Options

Best Value!

Standard, 2 Queen Beds

Room Details
Standard, 2 Queen Beds
Room Details
Standard, Queen Bed
Room Facilities
Air Conditioning
Ceiling Fan
Cleaning Products
Microwave Oven
Refrigerator
Television
Room Details
Deluxe
Room Facilities
Air Conditioning
Ceiling Fan
Cleaning Products
Microwave Oven
Refrigerator
Television
Room Details
Standard, King Bed
Room Facilities
Air Conditioning
Cleaning Products
Microwave Oven
Refrigerator
Television

Standard Room, 1 Queen Bed

Room Details
Standard Room, 1 Queen Bed

Standard Room, 2 Queen Beds

Room Details
Standard Room, 2 Queen Beds

Standard Room, 1 King Bed

Room Details
Standard Room, 1 King Bed

Deluxe Room

Room Details
Deluxe Room

Room, 2 Queen Beds

Room Details
Room, 2 Queen Beds

Southwinds Motel Amenities

Pool umbrellas
Sailing nearby
Scuba diving nearby
Number of bars/lounges - 1
Number of outdoor pools - 2
Beach towels
Boat tours nearby
Free continental breakfast
Luggage storage
Free breakfast
Multilingual staff
24-hour front desk
Golfing nearby
Snorkeling nearby
Coffee/tea in common areas
Laundry facilities
Kayaking nearby
Beach sun loungers
Pool sun loungers
Concierge services

Southwinds Motel Hotel Details

Dip into one of the 2 outdoor swimming pools or enjoy other recreational amenities, which include bicycles to rent. Additional features at this hotel include concierge services, a picnic area, and a vending machine. Quench your thirst with your favorite drink at the bar/lounge. A complimentary continental breakfast is served daily from 7:00 AM to 10:00 AM. Featured amenities include complimentary newspapers in the lobby, a 24-hour front desk, and multilingual staff. Limited parking is available onsite. Make yourself at home in one of the 58 individually decorated guestrooms, featuring refrigerators and microwaves. Your pillowtop bed comes with down comforters and premium bedding. 32-inch LED televisions are provided, with cable programming available. Private bathrooms with showers feature complimentary toiletries and hair dryers. Distances are displayed to the nearest 0. 1 mile and kilometer. Florida Keys Beaches - 0. 1 km / 0. 1 mi- Duval Street - 0. 2 km / 0. 1 mi- Simonton Beach - 0. 2 km / 0. 1 mi- South Beach - 0. 2 km / 0. 2 mi- Key West Butterfly and Nature Conservatory - 0. 3 km / 0. 2 mi- Southernmost Point - 0. 4 km / 0. 2 mi- City Zoo Gallery - 0. 5 km / 0. 3 mi- Tennessee Williams Key West Exhibit - 0. 6 km / 0. 4 mi- MLK Community Pool & Community Center - 0. 7 km / 0. 4 mi- Saint Mary Star of the Sea - 0. 8 km / 0. 5 mi- Key West Lighthouse and Keeper's Quarters Museum - 0. 8 km / 0. 5 mi- Key West Firehouse Museum - 0. 9 km / 0. 5 mi- Ernest Hemingway Home and Museum - 0. 9 km / 0. 5 mi- Clarence S. Higgs Memorial Beach Park - 0. 9 km / 0. 6 mi- Key West Cemetery - 1. 1 km / 0. 7 mi. The preferred airport for Southwinds Motel is Key West Intl. Airport (EYW) - 5. 2 km / 3. 2 miLocated in Key West (Key West Historic District), Southwinds Motel is within a 5-minute walk of Duval Street and South Beach. This hotel is 0. 2 mi (0. 3 km) from Southernmost Point and 0. 6 mi (0. 9 km) from Ernest Hemingway Home and Museum.
Southwinds Motel
1321 Simonton Street, Key West, FL
Choose your dates to book today's available rooms and dates
Check In
06/28/2026
Check Out
06/29/2026
Rooms
1
Adults
2
Children
0
Rooms must be less than number of adults
Children's ages must be provided
Check In Date
Check Out Date
Confirm Your Dates
You're about to search for rooms from to . Are these the correct dates for your stay?

Securing your special rate...

SECURE ENCRYPTION ACTIVE
CHECK-IN
CHECK-OUT
RATE NOT GUARANTEED UNTIL BOOKED