Facilities & services
Parking (additional charge)Designated smoking areaHousekeepingVending machineLaundry serviceConciergeTourist info deskMultilingual staffOutdoor Swimming poolFree breakfastWhere to?
Check-in/out dates
Select your dates
Guests and rooms
2 adults, 1 room
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Southwinds Motel 
1321 Simonton StreetSee map₩ 188,162per night
This is the cheapest price in 30 days, based on the rates on 14 Sep
Top reasons for booking
With a stay at Southwinds Motel in Key West (Old Town Key West), you'll be steps from South Beach and 3 minutes by foot from Duval Street. 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.
Popular facilities
Bar
24-hour front desk
Luggage storage
Exploring the area
Key West International Airport, 3.8km, About 7 mins from hotel by car
South Beach, 200m, About 3 mins from hotel by footNancy Forrester's Secret Garden, 200m, About 4 mins from hotel by foot6
Standard Room, 1 Queen Bed
1 double bed or bigger
23.0 m²
10
Deluxe Room
2 beds
28.0 m²
16
Standard Room, 1 King Bed
1 double bed or bigger
28.0 m²
11
Standard Room, 2 Queen Beds
2 beds
37.0 m²
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Reviews
Read all reviews
4.3/5.0
Great
1K+ reviewsLocation
0.0
Services offered
4.5
Cleanliness
4.1
Atmosphere & facilities
4.2
Reviews summary
From real reviews, powered by AI
All
4.5+
3.0+
Reviewed: 13 Jun 2026
4.0/5.0
Great The room was very comfy, and the bedding/pillows were great. The only downside to me is that the center parking lot floods, and you might have to talk through inches deep water to get across it. And the pools feel like you are in a concrete jungle in an urban surrounding, as opposed to a tropical feeling.
Reviewed: 12 Jun 2026
3.0/5.0
GoodStayed with partner
Plan on spending more for amenities! We were hit with an additional charge at checkin! Nowhere in our reservation were we told about the additional charge
Reviewed: 11 Jun 2026
4.0/5.0
GreatStayed with family
Property was close to everything
Reviewed: 9 Jun 2026
5.0/5.0
FantasticStayed with partner
Clean and cozy pool area.
Reviewed: 8 Jun 2026
4.0/5.0
GreatStayed with partner
It is a bit antiquated but clean. The pool was very nice and warm. The selection in the liquor store was pretty good. The bar and live entertainment were good as well.
Really liked the vibe of the whole place.
Reviewed: 7 Jun 2026
5.0/5.0
FantasticStayed with partner
A beautiful Key West Motel! Will definitely stay there again!
Reviewed: 6 Jun 2026
5.0/5.0
FantasticStayed with kids
Older but remodeled inside hotel. Very clean and fresh. A bit noisy AC.
Decent breakfast. Sweet spot. Extremely close to everything. Will book again
Reviewed: 5 Jun 2026
5.0/5.0
FantasticStayed with friends
It was a good stay. Close to the ocean and restaurants.
Reviewed: 5 Jun 2026
4.0/5.0
GreatStayed with friends
Basic bare bones room, not new, its a motel but what else do you need in Key West, place to sleep and shower, this is a place to crash and isnt fancy but location is great, market across the street, bar and liquor store in front of motel, 5 min walk to Duvall and 1 block from beach. It does the job and has a pool too and parking!!!
Reviewed: 3 Jun 2026
4.0/5.0
GreatStayed with family
The rooms are nice. We like the continental breakfast before we head to the close by beach. You can get passes for a beach chair and towels. We like the convenience of the location. The only thing we didn't like is that the pool closest to our room was locked before the actual time, but we were able to go to the other pool. There was also an very early morning truck that emptied a dumpster. The staff was nice and we were able to leave our luggage after check out, because we had a late ferry trip.
Overview
Exploring the area
Transport
Key West International Airport
Attractions
South Beach
Nancy Forrester's Secret Garden
Simonton Beach
Southernmost Point of the Continental U.S.A.
Conch Train Tour
Key West Lighthouse and Keeper's Quarters Museum
Ernest Hemingway Home and Museum
Key West Snorkeling Tours
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