Southwinds Motel is a 2-star motel in Key West, Florida, United States, located at 1321 Simonton Street, just 0.9mi from the city center. Breakfast is offered, and the minimum price starts from $358 per night. With 1840 reviews, this property has earned its place on many travelers’ itineraries.

Featured amenities include an outdoor swimming pool (free), a bar, a tour desk, 24-hour front desk, air conditioning, non-smoking rooms, beach chairs/Loungers, a patio, a view, and free toiletries. Private Parking (extra charges), Wifi (extra charges), and Parking On Site (extra charges) add flexible options for guests.

Southwinds Motel sits in Key West, Florida, United States at 1321 Simonton Street, about 0.9mi from the city center.

A heated outdoor pool beckons year-round, giving a refreshing option after days spent exploring Key West. There’s a laid-back bar on site to unwind with a drink, and a tour desk ready to help plan island adventures. A 24-hour front desk keeps things smooth around the clock, while air conditioning, non-smoking rooms, beach chairs and loungers, a patio, and a view add comfort and (yes) a touch of tropical charm. Free toiletries round out the practical perks for a hassle-free stay.

Payments are straightforward: breakfast is offered, and major cards such as Visa, American Express, Diners Club, Mastercard, and Discover are accepted, while cash is not. On-site parking is available for an extra fee, with private parking also available for additional charges. Wi-Fi incurs an extra cost as well, providing flexible options for keeping devices connected during a sun-drenched Key West getaway.

A variety of room configurations cater to different trips, from Standard Rooms with King or Queen beds to more expansive Deluxe options and suites. For example, a Deluxe with a Queen bed and Sofa Bed spans 301 square feet, while a Deluxe Double runs up to 495 square feet. Standard rooms include 2 Queen beds at 323 square feet, and a Queen Room with Two Queen Beds at 323 square feet. Other 205-square-foot layouts include Standard King Room and Standard Queen, offering compact comfort for solo travelers or couples while larger setups provide extra space for families or groups.