We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Southwinds Motel

#19 of 47 Hotels in Key West
Certificate of Excellence
Book on TripAdvisor
in partnership with
Trusted partner. We work with Tingo to make your booking as easy as possible.
Enter dates for best prices
powered by PriceFinder
Best prices for:1 room
Check In Check Out
Please enter your travel dates to continue
Check Availability
Book on
or compare prices from up to 200 sites including:
Professional photos
Southwinds Motel
View Map
{"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"divClasses":"prw_rup prw_ibex_photo_carousel","moduleList":["handlers","shims"],"js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))","shims":"(ta.prwidgets.getjs(this,'shims'))"}},"containerClass":null}
Add Photo Write a Review

358 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Language
  • More
Showing 288: English reviews
Columbus, Ohio
1 review
5 of 5 stars Reviewed 2 days ago NEW

The rooms are modern and very well kept the housekeeping staff and grounds crew are on point. The guest services know guests by name and make you feel like part of their family. One of the best places I have ever stayed. I highly recommend this motel!

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

Dear aburdick, Thanks for taking the time to write this fantastic review of our motel. We also have one of the best staffs on the island that can make every guest stay that most special event. We look forward to hosting your next visit to Key West. All the best. Jim Heineman VP Operations More 

2 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 2 days ago NEW via mobile

Every year my boyfriend and I go to key west for vacation and always stay at the "Spanish gardens" when we got there it was a pleasant surprise to see that it now renamed "South Winds Motel"and the rooms are so beautifully decorated and clean! There are so many upgrades. I've had the best nights of sleep there! The bed... More 

Helpful?
Thank Tracey D
1 review
5 of 5 stars Reviewed 5 days ago NEW

Claudia was very helpful. She gave us maps and showed us places were the kids would have fun. We arrived 2 hours before check in and they were able to get us in. Great location next to the beach, south beach, grocery store and a lot of places to eat.

Helpful?
Thank Paula B
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Paula B, Thank you so much for this 5 STAR review of our motel. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations More 

Stafford, Virginia
2 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
4 of 5 stars Reviewed 6 days ago NEW

We spent two nights here on a tight budget. The price was right and location excellent. We didn't want to spend lots of money and not spend much time in the room. We had a private bathroom and a King size bed. Room is small but it works. We were 3 blocks from the southern most point and it was... More 

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

Dear Rachel S, Thank you for taking the time to write this fantastic review of our motel. We have great prices for Key West and the Old Town area that is close to all the action. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations More 

wirral
Level Contributor
25 reviews
8 hotel reviews
common_n_hotel_reviews_1bd8 15 helpful votes
5 of 5 stars Reviewed 6 days ago NEW

We drove from Fort lauderdale which took around 4 hours. The location of Southwinds is great and not too far from Duval street, which is the best place to see the sunset. staff are very help and friendly.We had a room for 2 , which consist of a queen bed, shower ,toilet and tea coffee making facilities oh and a... More 

Helpful?
Thank mojomaz70
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear mojomaz70, Thank you for this "Great" review of our motel. We have a great location, great pools, great amenities and a very affordable price. We want everyone to feel that they can enjoy Key West on a budget and still see and do everything that Old Town and Duval Street have to offer. We look forward to hosting your... More 

Tampa, Florida
1 review
5 of 5 stars Reviewed 1 week ago via mobile

The location was perfect. Easy to walk to everything. The motel staff were so helpful and very friendly. The room was small, but you have everything you need and it was very clean. The grounds are maintained and include three pools. There is also plenty of parking - in different areas around the buildings. It was a little pricey, but... More 

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

Dear DenDani, Thank you for taking the time to write this "Great" review of our hotel. We have a great location close to Duval Street and all that Old Town Key West has to offer. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations More 

1 review
4 of 5 stars Reviewed 1 week ago

I found this quaint little motel while doing a last minute search of hotels in the area.. I read some good reviews so I decided to call the motel directly to reserve. I spoke with Claudia who was the sweetest and helped me book a room last minute at an excellent rate. When we arrived, the room was very clean... More 

Helpful?
Thank Wanda P
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Wanda P, Thank you for writing this "Wonderful" review of our motel. Claudia and Zee are two of our many superstars that work hard everyday to make every guest stay exceed their desires. We look forward to hosting your next trip to Key West. All the best, Jim Heineman VP Operations More 

Clearwater, Florida
1 review
5 of 5 stars Reviewed 1 week ago

The staff, Claudea and Natalie were extremely helpful and friendly. Our room was perfect...like a little cottage. The pool was right next to our room, so refreshing and the deli across the street was convenient. We absolutely loved this hotel and will rebook the next time we come down!!!!

Helpful?
Thank Lynn_and-Den
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Lynn_and_Den, Thanks so much for writing this great review of our motel. Claudia and Natalie are two of the great team members we have at our motel that work hard every day to make sure that we always exceed your expectations. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations More 

1 review
4 of 5 stars Reviewed 1 week ago via mobile

We had short stay, but room and location was very good and bed was perfect! Staff was friendly and gave us good information about Key West. Parking places were near rooms, so you didn't have to walk a long way. Hotel was near The Southernmost place and Duval Street, so you can go by walk and don't need car

Helpful?
Thank 276tiinar
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear 276tinar, Thanks so much for this great review of our motel. We were so happy to exceed your expectations on your short stay with us. We look forward to hosting your next trip to Key West. All the best, Jim Heineman VP Operations More 

DEERFIELD BEACH
Level Contributor
10 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 7 helpful votes
4 of 5 stars Reviewed 1 week ago

Room was immaculate, appreciated comp bottled water in fridge, but my parking spot was extremely difficult to get in and out of. Even though fresh fruit was promised for their mini-breakfast in advertising (along with muffins/coffee), I never saw any. Loved the big, fluffy white towels, also attention to detail in the room -- crown moldings, great bed linens, pleasing... More 

Helpful?
Thank RICHARD C
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear RICHARD C, Thank you for taking the time to write this fantastic review about our motel and our staff. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations More 

Questions? Get answers from hotel staff and past guests. Ask a question

120 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All Traveler Photos (109)
Viewed
Hotel & Grounds (16)
Viewed
Bathroom (10)
Viewed
View from Room (3)
Viewed
Pool/Beach Area (8)
Viewed
Room/Suite (23)
Viewed
Dining (2)
Viewed
Other (47)

Management photos: Courtesy of the property manager

Viewed
All Management Photos (11)
Viewed
Room/Suite (7)
Viewed
Pool/Beach Area (3)
Viewed
Other (1)
Check In Check Out
Hotels you might also like...
Travelers also viewed these Key West hotels
0.1 mi away
Southernmost Beach Resort
1.8 mi away
Parrot Key Hotel and Resort
3.0 mi away
The Gates Hotel | Key West
The Gates Hotel | Key West
#24 of 47 in Key West
4.0 of 5 stars 597 reviews
Show Prices
Show Prices
Show Prices
2.6 mi away
The Inn at Key West
The Inn at Key West
#34 of 47 in Key West
4.0 of 5 stars 2,155 reviews
3.1 mi away
Fairfield Inn & Suites Key West at The Keys Collection
0.8 mi away
Eden House
Eden House
#7 of 47 in Key West
4.5 of 5 stars 1,487 reviews
Show Prices
Show Prices
Show Prices
Questions? Get answers from hotel staff and past guests. Ask a question

Amenities

Highlights
  • Free High Speed Internet ( WiFi )
  • Free Parking
  • Pool
  • Free Breakfast
About the property
  • Non-Smoking Hotel
Things to do
  • Pool
Room types
  • Non-Smoking Rooms
In your room
  • Microwave
  • Refrigerator in room
  • Air Conditioning
Internet
  • Free Internet
  • Free High Speed Internet ( WiFi )
  • Public Wifi
Services
  • Free Parking
  • Free Breakfast
  • 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 Street, Key West, FL 33040
Location: United States > Florida > Florida Keys > Key West
Price Range: $141 - $384 (Based on Average Rates for a Standard Room)
Hotel Class:2 star — Southwinds Motel 2*
Number of rooms: 32
Reservation Options:
TripAdvisor is proud to partner with Expedia, Orbitz, Booking.com, Hotwire, Priceline, Hotels.com, Odigeo and Travelocity so you can book your Southwinds Motel reservations with confidence. We help millions of travelers each month to find the perfect hotel for both vacation and business trips, always with the best discounts and special offers.
Also Known As:
Southwind Hotel Key West
Hotel Style:
#2 Best Value Hotel in Key West
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing
Enter dates for best prices
Check In Check Out
Price Your Stay