Title: Southwinds Motel - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Southwinds Motel Hotel with 2 outdoor swimming pools, steps from South Beach ![Exterior](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/83ae09e3.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Reception](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/799c47e3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/d3daa4c4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/d9eb9072.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/b0c5a846.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Southwinds Motel is a tropical haven near South Beach, where you can kick back in the outdoor entertainment area or take a dip in one of two pools. Enjoy continental breakfast, bike rentals, and beach towels at your fingertips – plus helpful staff that have earned rave reviews from previous guests. 8.8 Excellent ## Popular amenities - - - Bar - Laundry - 24/7 front desk - Air conditioning ## Room options ### Check availability for these dates Tonight [Oct. 19 - Oct. 20](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=8984451&PinnedHotelID=8984451&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=8984451&PinnedHotelID=8984451&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 20 - Oct. 21](https://www.expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21&selected=8984451&PinnedHotelID=8984451&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21&selected=8984451&PinnedHotelID=8984451&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 24 - Oct. 26](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=8984451&PinnedHotelID=8984451&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=8984451&PinnedHotelID=8984451&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Oct. 31 - Nov. 2](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=8984451&PinnedHotelID=8984451&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=8984451&PinnedHotelID=8984451&HadPinnedHotel=true®ionId=-1&adults=2) All rooms 1 bed 2 beds Showing 4 of 4 rooms ![Premium bedding, down comforters, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/309413ef.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Standard Room, 1 Queen Bed 8.4 Very good 93 reviews ### Highlights Individually furnished Individually decorated Air conditioning Free cribs/infant beds Refrigerator LED TV Ceiling fan Down duvet - 250 sq ft - Sleeps 3 - 1 Queen Bed ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/e18dd846.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Standard Room, 2 Queen Beds 8.8 Excellent 68 reviews ### Highlights Individually furnished Individually decorated Air conditioning Free cribs/infant beds Refrigerator LED TV Ceiling fan Down duvet - 400 sq ft - Sleeps 4 - 2 Queen Beds ![Premium bedding, down comforters, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/c6c27d20.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Deluxe Room 10.0 Exceptional 7 reviews ### Highlights Individually furnished Individually decorated Air conditioning Free cribs/infant beds Refrigerator LED TV Premium bedding Sofa bed - 300 sq ft - Sleeps 4 - 1 Queen Bed and 1 Double Sofa Bed ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/a2767758.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Standard Room, 1 King Bed 8.4 Very good 102 reviews ### Highlights Individually furnished Individually decorated Air conditioning Free cribs/infant beds Refrigerator LED TV Renovated in 2016 Premium bedding - 300 sq ft - Sleeps 3 - 1 King Bed ## You may also like Ad ![Fireplace](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Casa Marina Key West, Curio Collection by Hilton Old Town Key West - On private beach - Pool - Spa - Pet-friendly 8.4 Very good 398 reviews CA $293 CA $414 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information?chkin=2025-10-30&chkout=2025-10-31&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=2ff936d8-e8c2-4753-9559-ce65949dcc51&top_cur=CAD) Ad ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Southernmost Beach Resort and Guesthouses Old Town Key West - Pool - Spa - Free WiFi - Restaurant 8.6 Excellent 2,805 reviews CA $215 CA $344 total includes taxes & fees Oct 20 - 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More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Hotels-Southwinds-Motel.h8984451.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Hotels-Southwinds-Motel.h8984451.Hotel-Information) ## About the area Located near the beach, Southwinds Motel is in Old Town Key West, a neighborhood in Key West. Duval Street and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at South Beach and Clarence S. Higgs Memorial Beach Park. Ernest Hemingway Home and Museum and Mallory Square are two other places to visit that come recommended. Kayaking, scuba diving, and snorkeling offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby. [Visit our Key West travel guide](https://www.expedia.ca/Key-West.dx1187) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.54844%2C-81.79533&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=dCO_lJce7qSR__VUzG4uDhTglwc=) 1321 Simonton Street, Key West, FL, 33040 ### What's nearby - Duval Street - 3 min walk - 0.3 km - South Beach - 3 min walk - 0.3 km - Southernmost Point - 5 min walk - 0.4 km - Ernest Hemingway Home and Museum - 9 min walk - 0.8 km - Mallory Square - 4 min drive - 2.0 km ### Getting around - Key West Intl. Airport (EYW) - 8 min drive ### Restaurants - ‪Southernmost Beach Café - ‬3 min walk - ‪Seaside Cafe at the Mansion - ‬3 min walk - ‪La Te Da - ‬5 min walk - ‪Southernmost Point Bar in the USA - ‬5 min walk - ‪Banana Cafe - ‬4 min walk ## About this property ### Southwinds Motel Hotel near Duval Street Located close to South Beach and Southernmost Point, Southwinds Motel provides free continental breakfast, laundry facilities, and an outdoor entertainment area. Adventurous travelers may like the cycling at this hotel. Guests can also expect to find a bar. You'll also enjoy the following perks during your stay: - 2 outdoor pools along with sun loungers and pool umbrellas - Bike rentals, coffee/tea in the lobby, and a 24-hour front desk - Concierge services, tour/ticket assistance, and luggage storage - A vending machine, free newspapers, and outdoor furniture - Guest reviews give top marks for the beach locale and helpful staff Room features All 58 individually furnished rooms include comforts such as premium bedding and air conditioning. Guest reviews highly rate the clean rooms at the property. Other amenities include: - Highchairs and free infant beds - Pillowtop mattresses and down comforters - Bathrooms with showers and free toiletries - 32-inch LED TVs with cable channels - Refrigerators, microwaves, and coffee/tea makers ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/70e7ac88.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Palms Hotel Old Town Key West - Pool - Breakfast included - Pet-friendly - Free WiFi 8.8 Excellent 1,011 reviews CA $248 CA $311 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21&selected=57655&PinnedHotelID=57655&HadPinnedHotel=true®ionId=-1&adults=2) ![2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Blue Flamingo Resort Key West New Town - Pool - Hot tub - Pet-friendly - 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Coffee and tea in common areas ### Restaurants on site - Tipsy Rooster ### Things to do - 2 outdoor pools - Bicycle rentals ### Family friendly - 2 outdoor pools - High chair - In-room crib - In-room microwave - In-room refrigerator - Laundry facilities - Pool gate ### Conveniences - 24-hour front desk - Free newspapers in lobby - Laundry facilities - Luggage storage - Vending machine ### Guest services - Concierge services - Housekeeping (on request) - Multilingual staff - Proposal/romance packages - Tour and ticket assistance ### Outdoors - Beach loungers - Beach towels - Outdoor entertainment area - Outdoor furniture - Picnic area - Pool loungers - Pool umbrellas ### Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - No elevator - Wheelchair-accessible parking ### More - 1 floor - 9 buildings - Designated smoking areas ## Room amenities ### Bedroom - Down comforter - Free crib - Pillowtop mattress - Premium bedding ### Bathroom - Free toiletries - Hair dryer - Private bathroom - Shower - Towels provided ### Entertainment - 32-inch LED TV with cable channels ### Food and drink - Cleaning supplies - Coffee/tea maker - Microwave - Paper towels - Refrigerator ### More - Access via exterior corridors - Air conditioning - Electrical adapters - Free local calls - Individual decor - Individual furnishings - Iron/ironing board - Phone - Window screens ## Policies ### Check-in Check-in start time: 4:00 PM; Check-in end time: midnight Late check-in subject to availability Minimum check-in age: 18 ### Check-out Check-out before 11 AM Contactless check-out available ### Special check-in instructions Front desk staff will greet guests on arrival at the property ### Access methods Staffed front desk ### Pets Pets not allowed ### Children and extra beds Children are welcome Rollaway/extra beds are not available Free cribs are available on request at the property ### Property payment types ## Important information ### Fees You'll be asked to pay the following charges at the property. Fees may include applicable taxes: - Resort fee: USD 28.13 per accommodation, per night The resort fee includes: - Beach access - Beach loungers - Beach towels - Concierge service - In-room coffee - Internet access - Laundry facilities - Partner property beach club access - Phone calls - Pool access - Self parking We have included all charges provided to us by the property. ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Minimum Spring Break check-in age is 18 years old The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation This property accepts credit cards, debit cards, and cash Safety features at this property include a carbon monoxide detector and a smoke detector ### We should mention This property does not have elevators Only registered guests are allowed in the guestrooms Alcohol is not served at this property ### Property is also known as Southwinds Motel Key West Southwinds Motel Southwinds Key West Southwind Hotel Key West Southwinds Motel Hotel Southwinds Motel Key West Southwinds Motel Hotel Key West ## Frequently asked questions ### Does Southwinds Motel have a pool? > Yes, this property has 2 outdoor pools. ### How much does it cost to stay at Southwinds Motel? > As of Oct 19, 2025, prices found for a 1-night stay for 2 adults at Southwinds Motel on Oct 26, 2025 start from CA $202.63, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. [Choose your dates](https://www.expedia.ca/Key-West-Hotels-Southwinds-Motel.h8984451.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### Is Southwinds Motel pet-friendly? > No, pets are not allowed at this property. ### How much is parking at Southwinds Motel? > Limited spots are available. ### What time is check-in at Southwinds Motel? > Check-in start time: 4:00 PM; Check-in end time: midnight. Late check-in is available during limited hours. ### What time is check-out at Southwinds Motel? > Check-out is at 11 AM. ### Where is Southwinds Motel located? > Located in Old Town Key West, this hotel is within a 5-minute walk of Duval Street, South Beach, and Southernmost Point. Ernest Hemingway Home and Museum and Clarence S. Higgs Memorial Beach Park are also within 15 minutes. ## Have a question? 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