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Southwinds Motel

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#18 of 50 Hotels in Key West
Certificate of Excellence
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1 room 2 adults 0 children
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Southwinds Motel
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573 Reviews from our TripAdvisor Community

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Showing 462: English reviews
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Wollongong, Australia
Reviewed yesterday NEWvia mobile

Lovely stay cute cottage Like room great position easy walking nice continental breakfast washing machine and dryer provided room a tight fit but sparkling clean nice to sit out on verandah and enjoy a bevey

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Helpful?
Thank vickiJT
Houston, Texas
Reviewed 5 days ago NEWvia mobile

My daughter and I were in Key West for our second trip. We booked this place on TripAdvisor due to location and price. Boy were we thrilled with everything here! The staff were so friendly and helpful! Mike helped us find a dolphin boating trip (Dolphin Safari) which he booked for us by calling the owner and getting us on...

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Helpful?
1Thank Lora J
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Lora J, Thank you so much for taking the time to write this "FIVE STAR" review of our motel. I was so pleased to read that we could exceed your expectations. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations

Maple City, Michigan
Reviewed 6 days ago NEW

We had a huge room - one of the really big ones (there are several different sizes); enjoyed riding around Key West on bikes rented through the motel; and eating breakfast (bagels, muffins, yogurt, juice) in our room (you go to main office, get your breakfast and put it in a bag then take it to your room or one...

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Helpful?
1Thank tannec
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear tannec, Thank you so much for this fantastic review of our "Retro" motel. We have tried to keep that old Key West style motel in place so that one feels that they are back in the 50s and 60s with all the modern amenities of 2017. We look forward to hosting all your future trips to Key West. All...

Johnston
Reviewed 6 days ago NEWvia mobile

Stayed here for a week a perfect location of the beaten path and far enough away from the hustle and bustle of Duval Street! We had a king sized room which was fine just there to sleep, the bathroom is small the shower is fine plenty of room , fridge, microwave and a small table was fine! Two pools a...

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Helpful?
1Thank Ken R
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Ken r, Thanks you for writing this "Perfect" review of our motel. We have a great location and great amenities in Old Town, Key West. We look forward to hosting your next trip to Key West. All the best, Jim Heineman VP Operations

Tampa, United States
Reviewed 1 week ago NEW

Kudos to Natalie and Mike. They went above and beyond. This Trip was my Valentine's /Anniversary gift for my Wife. Natalie not only did research of the places close by But her recommendations were Spot-on..... Mike at Night time again. Great recommendations of places to go and tours to do. Fyi Conch Republic Bar a must see, Train tour a...

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Helpful?
1Thank Christopher A
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Christopher A, I was so pleased to read that you "Loved This Place". We know we have done our jobs when we get comments like this. Natalie and Mike are two of the many superstars that we have on our team that work hard each and everyday to make sure every guest stay is memorable. We look forward to...

Reviewed 1 week ago

Stayed for one night only, but then location was important to get to see as much as possible. Nice atmosphere, clean room, good bed. Super friendly staff, gave a personal touch to the stay. You do not get the "standardized" feel that you get with all the other chain-motels and hotels.

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Helpful?
1Thank Bendik S
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Bendik S, Thank you for taking the time out of your busy schedule to talk about our motel. We look forward to hosting your next stay with us in Key West. All the best, Jim Heineman VP Operations

Reviewed 1 week ago via mobile

Firstly, indeed the location is great and the room/pool are decent. However: - Be careful of room 19! The airconditioning is connected (and controlled) with the reception which means we were freezing all day and night!! We did not enjoy staying in our room at all. The staff ( the woman working the evening shift) was extremely rude, had no...

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Helpful?
Thank Lina G
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Lina G, I am disapointed that we were not able to meet your needs during you recent stay with us in Key West. I apolgize on behalf of our team that we could not overcome the obstcales that we presented to you while you stayed with us. I realize I can not recreate your past vacation, but I would...

Davie, United States
Reviewed 1 week ago

This motel/hotel is a typical Key West Style motel. It is within a block of Duval Street and two blocks from the southern most point. Our room was clean and comfortable. The staff was friendly and they serve a light continental breakfast each morning. Three pools.

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Helpful?
2Thank Audrey F
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Audrey F, Thank you for this Five Star review of our motel. We look forward to hosting your next stay with us in Key West. All the best, Jim Heineman VP Operations

The Villages, Florida
Reviewed 2 weeks ago

The rooms are clean and the location is just a block off the beach on the south side of the island. Very quiet and close to the southernmost point of the continental U.S. You can catch the hop on-hop off trolleys just a couple of blocks away. Very friendly and helpful staff. I would stay there again.

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Helpful?
Thank 311charlesg
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear 311 charlesg, Thank you so much for this fantastic review of our motel. We look forward to hosting your next trip to Key West. All the best, Jim Heineman VP Operations

Fort Worth, Texas
Reviewed 2 weeks ago

The location is excellent, not too far from Duval to walk there quickly but far enough to be quiet. The staff was super friendly, recommending places to eat and things to do. We rented bikes from the hotel one day and it was nice to do that right from the hotel and get going. The staff recommended a few restaurants...

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Helpful?
1Thank SammaMichelle
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear SammaMichelle, Thank you so much for this great review of our motel. Our staff works hard everyday to ensure we always exceed your expectations. We look forward to hosting your next trip to Key West. All the best, Jim Heineman VP Operations

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Amenities

Highlights
  • Free High Speed Internet ( WiFi )
  • Free Parking
  • Pool
  • Breakfast included
About the property
  • Non-Smoking Hotel
Things to do
  • Pool
Room types
  • Non-Smoking Rooms
In your room
  • Air Conditioning
  • Microwave
  • Refrigerator in room
Internet
  • Free Internet
  • Free High Speed Internet ( WiFi )
  • Public Wifi
Services
  • Free Parking
  • Breakfast included
  • Multilingual Staff
  • Self-Serve Laundry
Official Description (provided by the hotel)
Clean affordable motel rooms only 1 block from Duval Street at the Southernmost point of the Island of Key West. Many restaurants and shops within walking distance. ... more   less 

Additional Information about Southwinds Motel

Address: 1321 Simonton St, Key West, FL 33040-3113
Location: United States > Florida > Florida Keys > Key West
Price Range: $142 - $367 (Based on Average Rates for a Standard Room)
Hotel Class:2 star — Southwinds Motel 2*
Number of rooms: 32
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Also Known As:
Southwind Hotel Key West
Hotel Style:
#3 Best Value Hotel in Key West
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Questions & Answers

Here's what travelers have asked, with answers from Southwinds Motel staff and other travelers.
19 questions
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Questions? Get answers from Southwinds Motel staff and past guests.
Posting guidelines
Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travelers prefer

“Some rooms off 3 pools in several buildings, others overlooking parking spaces. Know what size room you are getting if that matters to you.”
 of 5 bubbles tannec, 6 days ago | Read review
“This place is nice and quiet, rooms numbers in 50s & 60s are close to the main pool. We stayed at room 58. Great Room.”
 of 5 bubbles christopheraM151KS, 1 week ago | Read review
“Quiet location but close to everything”
 of 5 bubbles 305audreyf, 1 week ago | Read review
“It's a motel so the view is always the car or parking lot. All seem quiet with one of 3 pools nearby.”
 of 5 bubbles 311charlesg, 2 weeks ago | Read review
“Close to everything yet far enough away that we had peace and quiet.”
 of 5 bubbles lisa1972c, 4 weeks ago | Read review
5 of 5
Questions? Get answers from hotel staff and past guests. Ask a question