Southwinds Motel - Key West
24.54863, -81.79433Overview
Southwinds Motel: Old Town Key West motel with two outdoor pools and a lively on-site bar
Property Amenities
Southwinds Motel offers two outdoor swimming pools, one of which is heated and open all year. The on-site Tipsy Rooster Bar and Liquor Store provides live music and drinks without leaving the property. A daily continental breakfast is served in the lobby, and on-site parking is available for guests.
Rooms
Each room at Southwinds Key West includes plush eurotop mattresses, a microwave, and a refrigerator. Hair dryers and cable TV are provided along with air conditioning and a ceiling fan in select rooms. Bathrooms feature a large mirror and a functional shower with a sizable mirror.
Location
Located just 2 minutes' walk from Duval Street, Southwinds Motel Key West places guests in the center of Old Town. The Ernest Hemingway Home and Museum is a 12-minute walk away, and the Southernmost Point buoy is less than a 5-minute walk. Fort Zachary Taylor Historic State Park is less than 2 miles from the property.
Entertainment & Dining
The Tipsy Rooster Bar, adjacent to Southwinds Motel, offers live music every night and serves drinks from the attached liquor store. A food truck on site, Rooster Treats, sells soft serve ice cream and mini donuts. Guests can also rent bicycles from the motel to explore the island.
Guest Services
A concierge desk and luggage storage are available at the motel for guest convenience. A launderette with complimentary detergent is on-site, and bike rentals are offered for daily exploration. The 24-hour front desk can assist with tour bookings and activity reservations.
- Location: 2-minute walk to Duval Street and Southernmost Point
- Pools: Two outdoor pools, one heated year-round
- Bar: Tipsy Rooster Bar with live music and liquor store
- Rooms: Plush eurotop mattresses, microwave and refrigerator
- Dining: Daily continental breakfast and Rooster Treats ice cream truck
- Services: Concierge, launderette, and bike rentals
- Parking: On-site parking available
Rooms and availability
-
Max:4 persons
-
Bed options:1 King Size Bed2 King Size Beds2 Double beds
-
Coffee machine
-
Air conditioning
Facilities
Main facilities
additional cost
On-site parking lot
24-hour reception
Bar/ Lounge area
Outdoor swimming pool
Heated swimming pool
Flat-screen TV
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
Essential information about Southwinds Motel
| 💵 Lowest room price | 153 US$ |
| 📏 Distance to center | 200 yd |
| ✈️ Distance to airport | 2.9 mi |
| 🧳 Nearest airport | Key West International, EYW |
Location
- City landmarks
- Nearby
- Restaurants
Reviews of Southwinds Motel
We read 2,164 guest reviews so you don’t have to
One honest summary, pulled from every verified stay—no scrolling through hundreds of reviews.
Compare our rates with top travel sites in 10 seconds