Southwinds Motel

Location: 1321 Simonton Street, Key West, us

Star Rating: 2 Stars

Property Type: Motels

About this Property

Important Information

Policies

Check-in: 04:00 PM - 12:00 AM

Check-out: 11:00 AM

Amenities & Facilities

• Parking
• Non-smoking rooms
• Air conditioning
• Swimming pool
• Luggage storage
• Tour desk
• Concierge service
• Heated pool
• Paid WiFi
• Outdoor furniture
• Staff adhere to local safety protocols
• Guest rooms disinfected between stays
• Cleaning standards that are effective against Coronavirus
• Physical distancing rules followed
• Hand sanitizer in guest room and key areas
• Cashless payment available
• First aid kit available
• Sanitized tableware & silverware
• Contactless check-in/check-out
• Guests can opt-out any cleaning services during stay
• Shared stationery like menus, pens are removed
• Physical distancing in dining areas
• Food delivered to guest room
• Process in place to check health of guests
• Access to health care professionals
• Screens / Barriers between staff and guests for safety
• Face masks for guests available
• Delivered food - securely covered
• Thermometers for guests provided by property
• Front desk (limited hours)
• Self parking (surcharge)
• Pool sun loungers
• Internet access
• Exercise/lap pool
• Swimming nearby

Rooms Available

• Deluxe Room

  1 Queen Bed and 1 Double Sofa Bed

  300 sq feet

  
  

  Entertainment - 32-inch LED TV with cable channels

  Food & Drink - Refrigerator, microwave, coffee/tea maker, and cleaning supplies

  Sleep - Pillowtop bed, premium bedding, a down duvet, and bed sheets

  Bathroom - Private bathroom, shower, free toiletries, and a hair dryer

  Practical - Free local calls, double sofa bed, and iron/ironing board; cribs (free) available on request

  Comfort - Air conditioning

  Need to Know - Housekeeping on request

  Non-Smoking

  Room is accessed via exterior corridors

  Max Occupancy: 4 (4 Adults)

  • Coffee/tea maker
  • Shower
  • TV
  • Telephone
  • Air conditioning
  • Hair dryer
  • Refrigerator
  • Microwave
  • Private bathroom
  • Sofa bed
  • Free Local calls
  • Ceiling fan
  • Premium bedding
  • Access via exterior corridors
  • Down comforter
  • Pillowtop mattress
  • Free cribs/infant beds
  • Bedsheets provided
  • Highchair
  • Window screens
  • Electrical adapters/chargers
  • Paper towels

• Standard Queen Room

  This room features a microwave, small refrigerator, and 32-inch flat-screen cable television. A patio is also included. Decor may vary.

  Max Occupancy: 2 (2 Adults)

  • TV
  • Telephone
  • Air conditioning
  • Hair dryer
  • Radio
  • Refrigerator
  • Fan
  • Toilet
  • Microwave
  • Private bathroom
  • Coffee machine
  • Toilet paper
  • Single-room air conditioning for guest accommodation

• Queen Room with Two Queen Beds

  This room features a microwave, small refrigerator, and 32-inch LED cable television. Decor may vary.

  Max Occupancy: 4 (4 Adults)

  • TV
  • Telephone
  • Air conditioning
  • Hair dryer
  • Radio
  • Refrigerator
  • Fan
  • Toilet
  • Microwave
  • Private bathroom
  • Coffee machine
  • Toilet paper
  • Single-room air conditioning for guest accommodation

• Queen Deluxe

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

  Max Occupancy: 4 (4 Adults)

  • TV
  • Telephone
  • Air conditioning
  • Hair dryer
  • Radio
  • Refrigerator
  • Seating Area
  • Fan
  • Toilet
  • Microwave
  • Private bathroom
  • Coffee machine
  • Toilet paper
  • Sofa bed
  • Single-room air conditioning for guest accommodation

• Standard King Room

  This room features a small refrigerator, microwave, and tea-and coffee-making facilities. A cable TV is also provided.

  Max Occupancy: 2 (2 Adults)

  • TV
  • Telephone
  • Air conditioning
  • Hair dryer
  • Radio
  • Refrigerator
  • Toilet
  • Microwave
  • Private bathroom
  • Coffee machine
  • Toilet paper
  • Single-room air conditioning for guest accommodation

Guest Reviews

• Alban (10/5): -
• Patricia (3/5): We will stay elsewhere next time. Our group visits Key West yearly - Location only. Didn’t like: The price we paid for the age of the hotel. It’s in desperate need of a renovation and pest control- had a large palmetto bug in our torn. The bathroom was so small the toilet had to be placed in the corner triangled. The air conditioner loud. Paying for parking was ridiculous sine you had a parking lot. We were there with 30 people for a beach wedding and no one was impressed with the room and the staff.
• ian (5/5): Ok but glad only stayed 2 nights - Good breakfast rooms clean good location Property old and tired daughter had a ant infestation in bathroom rooms really small air conditioning really noisy too close to bed maids rattling around with blue trolleys from early morning.no safety deposit boxes in room
• Donna (10/5): - Everyone there was very pleasant and helpful.
• James (8/5): -
• melissa (9/5): -
• david (8/5): Correct - Très bien pour le prix à keywest Petit dej léger et à emporter uniquement
• Margaret (9/5): -
• Mary (6/5): If we do go back to Key West, we will find a different place to stay. - Great location and the staff were friendly and helpful. Very small rooms, bed was NOT comfortable at all. The onsite laundry is a very old washer and dryer in an outside closet with no way to sit and wait or to get out of the sun/heat. Definitely need to do some updates.
• Curt (7/5): Nice location. Ac worked well. Although the rooms were small the area was used well and bed was so - Breakfast was good. Plenty of options. We had a few very large roaches visit our room. The bathrooms were tiny.
• Jeffrey (9/5): -
• kayli (9/5): Overall, perfect for our families needs! - close to great food, bar on property that had excellent bar tender! no so clean inside
• david (4/5): - We stayed in #43 with the A/C set at 65 slept with no sheets on us my guess 85 degrees inside. New A/C a must. This was our 4th time at this hotel and only time with this problem
• Gilles (7/5): Déjà exprimé dans les remarques précédentes - Bien positionné , belle chambre très calme .. Le petit déjeuner . Pas du tout à la hauteur de cet établissement ..
• Nancy (4/5): Very small; very expensive - Location only It was very small. Bathroom very, very small. Disappointing given the high cost.
• James (8/5): -
• Holubec (9/5): -
• Mélanie (7/5): -
• Przemyslaw (9/5): -
• Theresa (10/5): Perfection! We came to Key West on the ferry and enjoyed all that Key West has to offer - Old Florida Motel that is well cared for and clean. Comfortable beds and wonderful staff. We were greeted with sincere warmth and friendliness. The location is amazing from the Tipsy Roaster Bar and Liquor store on sight with live music to the beach just a block away. We easily walked to attractions and Duvall just one block away. We will most definitely come back
• Christelle (8/5): - Its was a typical motel setup. The kids loved the pool and it was walking distance to nice restaurant
• Curtis (7/5): Hi price, but it was the peak of the season - Location and pool And parking Very tight space in room.
• Susanna (10/5): Great stay. Nice clean quiet and friendly kind staff - It was close to everything. Loved the bar too! The water pressure
• Gail (9/5): Quite enjoyable. - It was a great location. Everything was within walking distance. Also, loved having the Tipsy Rooster so close to enjoy some cocktails. Floors could have been cleaner. A wet mop would have been nice.
• Paticia (10/5): - We like the location, the friendly staff and the pool
• Liesbeth (8/5): Leuke ligging - De ligging: vlak achter Duval street wat erg leuk was. Schone zwembaden, vriendelijk personeel. Bedden waren erg goed. En vouchers voor strandbedden, ook heel fijn! Verder leuke hangmatten en een kast met verse donuts en ijs p de parkeerplaats. Het ontbijt. Helaas geen gezonde keuzes. En ik miste een waterkoker. Thee uit de magnetron is niet zo lekker.
• Jim (5/5): - The bed was comfortable Rooms are very small you don't get daily room service had to ask for more toilet paper and towels when you get them they just throw them in a bag in your room you can hear the people in the room next to you unfortunately the ones we had fought a lot tipsy rooster is good and you can walk right down to the beach right next to the reach hotel that was nice upon check out and we checked out a day early they never asked why or asked about our stay
• Bernhard (7/5): - Lage, Pool, eigentlich schöne Anlage Bett katastrophal, Ausstattung sehr alt, Klimaanlage extrem laut.
• Trundle (9/5): Loved our stay at southwinds hotel keywest - Fabulous location with a great bar with singers on site really loved the beach ⛱️ with complimentary sunbeds and brolly easy walk to Dival St and transport staff were all very helpful and pleasant 😀 microwave in room was great too thankyou The only thing is the furniture in our room was tatty ..pass it's sell by Pool area is a bit boring.. But this would not stop me booking
• Paula (4/5): -
• Sandra (9/5): very nice place, very nice people even nice guest had parking. -
• Marvin (8/5): Perfecte locatie, enorm slecht ontbijt - De locatie is super, je bent zo in het centrum. Het bed is stevig en de twee zwembaden zijn prettig om erbij te hebben. In de nacht is het rustig. Het ontbijt is echt een aanfluiting. Er zijn geen verse producten of gezonde opties. Voor de prijs van een overnachting mag je veel meer verwachten dan dit.
• Teresa (8/5): -
• Thompson (10/5): For the price and location it can’t be beat - They had a good breakfast selection
• Justine (8/5): Loved the location and our stay - Great location. Pools were nice
• Carmen (9/5): Bien - Hôtel typique bien situé Vieille climatisation qui fait un bruit d’enfer, lavabo et toilettes trop petites sans aération de la salle de bains. Pour le petit déjeuner il manque un toaster, du pain et du beurre
• Peter (8/5): Nettes Motel im Herzen von Key West. - Von außen ein liebevoller Eindruck. Drinnen etwas in die Jahre gekommen aber ok. Schöner Pool Schlafsofa ist nicht sehr einladend und war auch nicht vorbereitet trotz Anmeldung für 4 Gäste
• Paul (8/5): -
• Alicja (6/5): -
• H.Stephen Stanwick (10/5): -
• GERALDINE (1/5): I’ll never book again - Location & pool was clean In terrible disrepair Nothing is updated Front desk staff was unfriendly to the point of being rude.
• John (8/5): -
• Sarah (7/5): -
• Holly (6/5): -
• Edith (10/5): We enjoyed it- - We like the location- I think it has become overpriced over the years=and we have been staying here since 2018.
• NOELIA (10/5): - La ubicación es perfecta!! Todo bien!
• Thomas (8/5): A very good vacation. - location, staff,pool, beach access, Music from the bar, a little too loud. And have some real boiled eggs, not the ones wrapped in plastic.
• Agathe (10/5): -
• lewis (7/5): We would maybe consider staying again as the price was okay for the location. - The location was good for what we wanted to do.... The floor in our room turned my socks BLACK.....it was bad. I did mention this on check out. The water drained really slow in the sink, really slow
• Michelle (9/5): It was a perfect place for a short getaway - This little hotel is a hidden gem. While not fancy it was clean had all the necessary amenities the pool was nice and the staff friendly and helpful. The little bar and ice cream shop out front was a nice touch also a primo location near the water and Duval street but also away from the busyness as well gave it a laid back vibe. The weather could have been more cooperative lol. Not the fault at the hotel at all. Maybe could have a bit more to offer at the continental breakfast
• Ronald (10/5): -
• Gary (8/5): - Pool was great, Tipsy Rooster, Liquor store, room was clean Bed wasn't the most comfortable, but it was adequate. Also, They never called me when the room was ready.
• Lowan (9/5): - The room was very clean and nicely decorated. Bed was comfortable. Staff was very friendly and helpful.
• Robin (7/5): Comfortable but lacking basic amenities. - Poor quality food, full of preservatives. Only serviced room energy 3 days! Had to deliver dirty towels to the office and request clean ones. Fresh towels daily should be automatic!
• charlie (9/5): Key West Say No More! - Great vintage style motel with wonderful surroundings, pools, adult and sweet treats, great Cuban coffee and fair just across the street. Many options for transportation, walking distance to everything, 1 block to Dog Beach, waterfront bar n grills. Cold weather, but there’s so much to do!!
• Jennifre (9/5): We enjoyed our stay and the location was perfect. - The location was perfect, loved having the bar right outside. Room was just what we needed since we spent most of our time outside. Breakfast was not great, all processed foods. The parking lot is very tight but that isn't something they can change.
• Andrea (10/5): Great time - Good location. Great staff The bed could have been a little more comfortable. The shower had very little water pressure
• RJ (9/5): - The staff that helped whether it was checking in, cleaning the rooms, or just seeing them day to day was very friendly and helpful. They helped find great spots and start my day perfectly. Thank You guys so much.
• Roberta (8/5): - Ottima posizione per visitare a piedi la città. Colazione… inaspettata (nel senso migliore del termine) con prodotti preconfezionati ma ottimi e abbondanti! Il prezzo, ma purtroppo in linea con le altre strutture di Key West
• Susan (10/5): Karen at the front desk was amazing, she was friendly and helpful as well as everyone there -
• Patricia (4/5): The advertisement for the motel does not reflect the reality, not a good value. - The facility is run-down, very basic. Although it is a motel, they charge $20 plus tax per day for parking even though there was a designated space at our door. There is also a $60 per day amenities fee. These fees are added on to the fees paid in advance to Booking.com. If I had not prepaid, I would have left.
• Joyce (9/5): Overall it was good - It was close to the action Dated
• Maud (4/5): Décevant par rapport à notre réservation - Emplacement La réservation non conforme à celle effectuée sur booking sans dédommagement ou autre solution proposée Petit déjeuner absolument « continental » changez le terme
• Christopher (9/5): It was a great place to stay for the price but I wish it had more of a view and a porch to chill on - Very clean The size was super small
• Wendy (8/5): - Location, location, location and free beach access and chairs. Nice pool. Dirty floors, turned our feet.
• STEPHANE (5/5): -
• STEPHANE (5/5): -
• Bushey (7/5): The best part about this Motel is the location and it is decent quality for your money - Location was great The ice machine was broken with no estimated fixed time. The water pressure in the shower was nearly nonexistent. There was not a vent in the bathroom so it got extremely hot in there. There needed to be a mirror in the living space so you could get ready without having to be in the bathroom.
• Janice (5/5): Southwinds is an old hotel that could use some updating - on the plus side, the room was very clean. - Room was very clean. Location was walkable to Key West Duval Street. Hotel was very old and room was very small. There was no place to set anything down - i.e., there was one suitcase stand but it had to be kept in the bathroom. The bathroom was old which was fine but there was no place to set your toiletries. There was no shelf in the shower to set your soap and shampoo and the drain was very slow so that the water crept up around your ankles. The window air conditioner was loud. The pull chain for the center ceiling light was very high (I'm 5'2") and hard to reach. The deck outside the door was soft in spots so you had to watch where you walked. Parking was tight.
• Michelle (8/5): - Location That we had to pay to have a vehicle there
• Rachel (10/5): -
• Ola Ab. (10/5): W amerykańskim stylu - Lokalizacja, blisko atrakcji. Amerykański stylowy motel. Miła i profesjonalna obsługa. Bardzo przyjemny basen, czysta i ciepła woda, dostępne leżaki i ręczniki przy basenie. Bardzo dobra kawa i soki owocowe. Brak wytrawnych opcji śniadaniowych, więcej owoców
• Richard (7/5): - Friendly staff Bar/music too close to room-noise! We used ice machine and found dirt particles in melted ice.
• Samuel (10/5): - Location was the best feature with access to beach, restaurants, small grocery store, live music I would have liked a fuller array of grab and go breakfast options
• Mary Jo (7/5): -
• Delphine (10/5): Top - Tout
• Kelly (8/5): Great stay in a good value for money motel. - Rooms were small but very clean and all we needed. Location was perfect. Loved the bar! Nothing.
• JAMES (10/5): - Clean and comfortable
• Michal (8/5): -
• Kelly (8/5): - Location was great. Comfortable bed. Small bathroom. Bad water pressure in shower and it took time to get hot water
• felix (8/5): Very nice - Location Water pressure
• James (8/5): Great time, good value. I would stay there again - Location is great. Nice pools, live entertainment at the bar every night. Rooms are not fancy, but clean and comfortable Could use a couple more shady spots for relaxation
• oboe1amy (7/5): - Live music nearby
• Darlene (7/5): - Location Shower has a lot of black mold. Could not walk barefoot in the room without our feet getting very dirty from the floor
• Stephen (10/5): -
• Alban (10/5): The best Key West motel you can find. - This is hands-down the best property you can stay at in Key West. The facility is kept wonderfully clean, the rooms are very nice and spacious. The hotel staff are incredibly nice and attentive. The maintenance staff are always available and are very nice. The bar and the bar staff are incredible, and the manager Tony is such an incredible person. Hands down the best Key West experience you can have. It was so perfect I proposed to my soon to be wife there. 10/10 The only thing I don’t like is that we couldn’t be there longer. PTO runs dry, but the drinks do not. Best motel in the world.
• CARL (8/5): -
• Erin (10/5): -
• cristiana (8/5): Buona struttura - La posizione, la lavanderia gratuita i letti La colazione scarsa
• Thomas (9/5): -
• Patrick (8/5): Fun and convenient walk (<1/4 mile) from the beach - Location to the all the fun stuff. A little pricey for the room. Dated and the AC was hit or miss.
• chris (10/5): It was perfect for me - I was pleasantly surprised at how immaculately clean this older Motel is. The location was perfect.
• Sami (8/5): -
• Charles (10/5): -
• Shivakumar Patil (8/5): -
• Mary (10/5): Wonderful! - Great location. Friendly staff!
• Jacqueline (8/5): My stay was good and the check in staff member Karen was exceptional. -
• Larry (8/5): - This is our second time at the property. We stayed in 2023 as a couple and returned Nov 2025 as husband and wife and requested the same room we had in 2023. Sarah at the front desk was so understanding and accommodating and made our wish come true. Great complex with a great staff. Thanks. Rear pool was not clean and the heater did not work during our stay this time.
• French (5/5): Ok for short stay - Great location to Fort Zachary and Hemingway Museum. Good price for area. One of our rooms was so small we had to put suitcases in bathroom. It was different than our other room that had a dresser and closet area. There was no hand soap or shower gel in bottles. The mattress needs to be replaced as the middle is indented. The door lets insects in because it does not fit well. Very outdated property.
• Zélie (8/5): - Le petit déjeuner à revoir

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