Southwinds Motel

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Reservations:

+1 (888) 385-8465

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From

$358

Reservations:

+1 (888) 385-8465

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Hotel Highlights

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 2079 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.

Decorative detail, Bed in Southwinds Motel

Rooms

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1 Queen Size Bed

1 Sofa Bed

300 sqft

Deluxe, Queen Size, Sofa

Microwave

Flat-screen TV

Deluxe Room (1 Queen Bed and 1 Double Sofa Bed) is 301 square feet and includes 3 single beds 80-130 width plus cable tv, hairdryer, tea and coffee making facilities , and ironing set.

Show 3 photos

1 Sofa Bed

1 Queen Size Bed

495 sqft

Deluxe

Private Bathroom

Microwave

Coffee machine

Flat-screen TV

This room features a seating area with sofa bed, microwave, small refrigerator, and 32-inch flat-screen cable TV. Decor may vary.

Queen Room with Two Queen Beds in Southwinds Motel

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2 Queen Size Beds

325 sqft

Standard, 2 Queen Size Beds

Private Bathroom

View

Microwave

Coffee machine

Standard Room, 2 Queen Beds is 398 square feet and includes 2 queen-size beds 150-154 width plus cable tv, hairdryer, tea and coffee making facilities , and ironing set.

Discover More

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.

Experience the Best

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.

Photo of the whole room, Bed in Southwinds Motel

Plan Your Stay

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.