8/10 Very good
Room was nice staff was nice
Rick
Rick, 1-night trip
Southwinds Motel
Hotel with 2 outdoor pools, near Duval Street
Choose dates to view prices
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
- Air conditioning
- Bar
Main amenities (12)
- Housekeeping (on request)
- Near the beach
- 2 outdoor pools
- Beach sun loungers
- Beach towels
- Self parking
- Bar/lounge
- 24-hour front desk
- Coffee/tea in a common area
- Air conditioning
- Vending machine
- Self-serve laundry
For families (6)
- Free cribs/infant beds
- Microwave
- Private bathroom
- Television
- Laundry facilities
- Coffee/tea maker
$339 nightly
$382 total
Apr 5 - Apr 6
Total with taxes and fees
Room options
Check availability for these dates
Showing 4 of 4 rooms
Standard Room, 1 Queen Bed
8.4Very good
104 reviews
- 250 sq ft
- 1 bedroom
- Sleeps 3
- 1 Queen Bed
Standard Room, 2 Queen Beds
8.8Excellent
77 reviews
- 400 sq ft
- Sleeps 4
- 2 Queen Beds
Deluxe Room
10.0Exceptional
7 reviews
- 300 sq ft
- Sleeps 4
- 1 Queen Bed and 1 Double Sofa Bed
Standard Room, 1 King Bed
8.4Very good
111 reviews
- 300 sq ft
- Sleeps 3
- 1 King Bed
Similar properties
Blue Flamingo Resort Key West
New Town
- Pool
- Pet friendly
- Parking available
- Free WiFi
Very Good
1,987 reviews
$310 nightly
$349 total
Apr 19 - Apr 20
Total with taxes and fees
Authors of Key West Guest House
Key West Historic District
- Pool
- Free breakfast
- Parking available
- Free WiFi
Wonderful
1,003 reviews
$269 nightly
$303 total
Mar 23 - Mar 24
Total with taxes and fees
Wicker Guesthouse
Old Town Key West
- Pool
- Pet friendly
- Free parking
- Free WiFi
Excellent
1,001 reviews
$339 nightly
$381 total
Apr 19 - Apr 20
Total with taxes and fees
Fairfield Inn and Suites by Marriott Key West
New Town
- Pool
- Free breakfast
- Pet friendly
- Parking available
Good
1,153 reviews
$249 nightly
$280 total
Apr 21 - Apr 22
Total with taxes and fees
Parrot Key Hotel & Villas
Northside Resort
- Pool
- Pet friendly
- Parking available
- Free WiFi
Wonderful
1,326 reviews
$339 nightly
$382 total
Apr 12 - Apr 13
Total with taxes and fees
The Laureate Key West
New Town
- Pool
- Pet friendly
- Air conditioning
- Laundry facilities
Wonderful
1,005 reviews
$324 nightly
$365 total
Mar 22 - Mar 23
Total with taxes and fees
Havana Cabana at Key West
New Town
- Pool
- Pet friendly
- Free parking
- Free WiFi
Excellent
1,704 reviews
$321 nightly
$361 total
Mar 26 - Mar 27
Total with taxes and fees
Hyatt Vacation Club at Beach House, Key West
Key West
- Pool
- Parking available
- Free WiFi
- Air conditioning
Exceptional
1,001 reviews
$454 nightly
$511 total
Apr 14 - Apr 15
Total with taxes and fees
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
- Pool
- Free breakfast
- Free parking
- Free WiFi
Excellent
1,002 reviews
$303 nightly
$341 total
Apr 12 - Apr 13
Total with taxes and fees
Southernmost Beach Resort and Guesthouses
Old Town Key West
- Pool
- Spa
- Parking available
- Free WiFi
Excellent
3,143 reviews
$463 nightly
$521 total
Mar 26 - Mar 27
Total with taxes and fees
Earn OneKeyCash on thousands of hotels when you sign in and book. More rewards for more adventures!
About the neighborhood
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
- Clarence S. Higgs Memorial Beach Park - 9 min walk - 0.8 km
- Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
Getting around
- Key West Intl. Airport (EYW) - 8 min drive
Restaurants
- Seaside Cafe at the Mansion - 3 min walk
- Southernmost Beach Café - 3 min walk
- Circle K - 6 min walk
- Banana Cafe - 4 min walk
- Southernmost Point Bar in the USA - 5 min walk
About this property
Southwinds Motel
You'll be in a fantastic location at Southwinds Motel, just a 5-minute walk from Duval Street and South Beach. After splashing around at the 2 outdoor pools, you can unwind with a drink at the bar/lounge. Also, Southernmost Point and Florida Keys Beaches are within just a 10-minute walk. Fellow travelers say great things about the comfortable beds and helpful staff.
At a glance
Hotel size
- 58 rooms
- Arranged over 1 level
Arriving/Leaving
- 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 time is 11 AM
- Contactless check-out available
Special check-in instructions
- Front desk staff will greet guests on arrival at the property
- Information provided by the property may be translated using automated translation tools
Required at check-in
- Credit card required for incidental charges
- Government-issued photo ID may be required
- Minimum check-in age is 18
- Minimum Spring Break check-in age is 18
Pets
- Pets not allowed
Parking
- Onsite self parking (USD 22.50 per day)
Other information
- Designated smoking areas
- No alcohol served onsite
Property amenities
Food and drink
- Free continental breakfast each morning 7:00 AM–10:00 AM
- Bar/lounge
- Coffee/tea in a common area
Traveling with children
- Pool gate
What to do
- Beach nearby
- Bicycle rentals nearby
- Ecotours nearby
- Golfing nearby
- Kayaking nearby
- Scuba diving nearby
- Scooter/moped rentals nearby
Services
- 24-hour front desk
- Concierge services
- Tour/ticket assistance
- Laundry facilities
- Free newspapers in lobby
- Luggage storage
- Multilingual staff
- Beach sun loungers
- Beach towels
- Pool loungers
- Pool umbrellas
- Romance packages
Facilities
- 9 buildings/towers
- Picnic area
- 2 outdoor pools
- Outdoor entertainment area
- Outdoor furniture
Room amenities
Be entertained
- 32-inch LED TV
- Cable TV channels
Home comfort
- Air conditioning
- Coffee/tea maker
- Iron/ironing board
- Window screens
Sleep well
- Down comforter
- Premium bedding
- Pillowtop mattress
- Free crib/infant bed
What to enjoy
- Individually furnished and decorated
Freshen up
- Private bathroom
- Shower only
- Free toiletries
- Hair dryer
- Towels
Stay connected
- Free local calls
- Electrical adapters/chargers
Food and drink
- Refrigerator
- Microwave
- Highchair
- Paper towels
More
- Housekeeping on request
- Access via exterior corridors
- Cleaning supplies
Special features
Dining
Tipsy Rooster - This bar serves light fare only.
Fees & policies
Mandatory fees
You'll be asked to pay the following charges by the property at check-in or check-out. Fees may include applicable taxes:
- Resort fee: USD 33.75 per accommodation, per night
- Resort fee inclusions:
- Additional inclusions
- Beach access
- Beach loungers
- Beach towels
- Concierge service
- In-room coffee
- Internet access (may be limited)
- Laundry facilities
- Partner property beach club access
- Phone calls (may be limited)
- Pool access
Parking
- Self parking costs USD 22.50 per day
Policies
Only registered guests are allowed in the guestrooms.
This property does not have elevators.
Guests can rest easy knowing there's a carbon monoxide detector and a smoke detector on site.
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.
Credit cards accepted: Visa, Mastercard, American Express, Discover, Diners Club
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 offer free cancellation for a full refund?
Yes, Southwinds Motel does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.
Is there a pool at Southwinds Motel?
Yes, there are 2 outdoor pools.
Are pets allowed at Southwinds Motel?
Sorry, pets aren't allowed.
Is parking offered on site at Southwinds Motel?
Yes. Self parking costs USD 22.50 per day.
What are the check-in and check-out times at Southwinds Motel?
Check-in start time: 4:00 PM; Check-in end time: midnight. Check-out time is 11 AM. Contactless check-out is available.
What is there to do at Southwinds Motel and nearby?
Have fun with activities like cycling, boat tours, and kayaking, and practice your swing at the nearby golf course. Additional recreation nearby includes ecotours. Enjoy a swim in one of the 2 outdoor swimming pools or use the hotel's other amenities, which include a picnic area.
What's the area around Southwinds Motel like?
Southwinds Motel is located near Florida Keys Beaches in Old Town Key West, a short 3-minute walk from Duval Street and 3 minutes' walk from South Beach. The local area is walkable and popular for its beaches.
Have a question?
BetaGet instant answers with AI powered search of property information and reviews.
Southwinds Motel Reviews
Excellent
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
8.8
Cleanliness
8.4
Amenities
9.0
Staff & service
8.2
Property conditions & facilities
Popular mentions
RoomService staffLocationBarBedBreakfastBathroomBeachParkingLive music10/10 Exceptional
Wonderful location, had everything we needed!
Kimberly
Kimberly, 3-night trip
10/10 Exceptional
Wonderful room by the pool. Excellent staff, great location to be able to walk just about anywhere on the island.
Sherri
Sherri, 1-night trip
10/10 Exceptional
Perfect little place, great location!
Hailey
Hailey, 2-night trip
10/10 Exceptional
Always a great stay at the Sea Oats.
Mary
Mary, 3-night trip
8/10 Very good
Very nice room, surroundings, and staff very kind and serviceminded
Inge Ryberg Hove
Inge Ryberg Hove, 1-night trip
8/10 Very good
Clean nice motel
anna
anna, 6-night trip
10/10 Exceptional
Staff was wonderful, pleasantly surprised that we got free towels and chairs at beach.
MATTHEW
MATTHEW, 7-night trip
8/10 Very good
Functional, clean room and good value for the location outside the Duval Street corridor. The king size bed was nice and the room was fairly quiet - only recommendation would be to add a black out curtain/drapes to supplement the slat blinds since the parking lot lighting makes it fairly bright overnight. Grab-n-go continental breakfast was good for a quick start to the day.
Michael
Michael, 1-night trip
10/10 Exceptional
Everyone was so nice, great location.
Holly
Holly, 3-night trip
10/10 Exceptional
Everyone enjoyed it. The warm pool was very nice. The location was wonderful.
Heather
Heather, 3-night trip
8/10 Very good
Great location. Parking is extra but gives a peace of mind. It is a motel and whatever that implies. It was fine and clean. Breakfast was sufficient. Nice to have coffee, juice, cereal, yogurt. We stayed during what I imagine is peak season because the price was ridiculously high, which is affecting my review. If it was more reasonable I would be giving higher ratings
Elena
Elena, 2-night trip
8/10 Very good
Great location !! Close to southern most point
Danny
Danny, 2-night trip
10/10 Exceptional
The room was great, and the staff was so helpful. It is at a great location. It offers free parking, which is wonderful!
Stefanie J
Stefanie J, 3-night trip
10/10 Exceptional
Clean room, friendly staff, location
Sanda
Sanda, 2-night trip
10/10 Exceptional
Rooms were clean and comfortable. The staff was so friendly and accommodating. Sightseeing and restaurants were all close by. We would definitely stay there again.
Sherri
Sherri, 1-night trip
8/10 Very good
Room was clean, and the front desk staff was very nice.
Russell
Russell, 1-night trip
10/10 Exceptional
Everything about this place was perfect!
Jeanne
Jeanne, 4-night trip
10/10 Exceptional
It is a charming motel, impeccable cleanliness, and enjoyed the friendliness of the staff! We were pleasantly pleased with the location of one block from Duvall Street.
Denise
Denise, 1-night trip
10/10 Exceptional
nice place
rafel
rafel, 1-night trip
10/10 Exceptional
Our stay at Southwinds hotel was wonderful. The staff always treats as courtesy since we booked through orbits we were allowed to pick our room once we arrive there great place to stay great pick up and go breakfast in the morning and close to several fun activities.
Lisa
Lisa, 7-night trip
10/10 Exceptional
This hotel is very old but clean and comfortable. The people are very nice and helpful. The location is very close to the beach and southernmost point marker.
Cheryl
Cheryl, 1-night trip
10/10 Exceptional
very convenient to all locations and clean quite rooms.
YUBER
YUBER, 5-night trip
10/10 Exceptional
Staff was great
darrin
darrin, 3-night trip
6/10 Good
We were there for six days and the room was cleaned once and that was only after I ask. Room was clean but in poor overall condition. Would not return.
michael
michael, 6-night trip
Keep exploring
- Pier House Resort & SpaStandard Link for Pier House Resort & Spa
- Paradise Inn Key West - Adults OnlyStandard Link for Paradise Inn Key West - Adults Only
- Heron House - Adult OnlyStandard Link for Heron House - Adult Only
- Winslow's Bungalows - Key West Historic InnsStandard Link for Winslow's Bungalows - Key West Historic Inns
- Casa Marina Key West, Curio Collection by HiltonStandard Link for Casa Marina Key West, Curio Collection by Hilton
- Ocean Key Resort - A Noble House ResortStandard Link for Ocean Key Resort - A Noble House Resort
- Beachside Resort & ResidencesStandard Link for Beachside Resort & Residences
- The Gardens HotelStandard Link for The Gardens Hotel
- Lighthouse Hotel - Key West Historic InnsStandard Link for Lighthouse Hotel - Key West Historic Inns
- Eden HouseStandard Link for Eden House
- Coconut Beach ResortStandard Link for Coconut Beach Resort
- Sugarloaf Key Hotel at KOA ResortStandard Link for Sugarloaf Key Hotel at KOA Resort
- Ocean Front 1BR Suite With Direct Beach AccessStandard Link for Ocean Front 1BR Suite With Direct Beach Access
- Southernmost HouseStandard Link for Southernmost House
- Silver Palms InnStandard Link for Silver Palms Inn
- The Southernmost Inn - Adults OnlyStandard Link for The Southernmost Inn - Adults Only
- The Saint Hotel Key West, Autograph Collection, Adult OnlyStandard Link for The Saint Hotel Key West, Autograph Collection, Adult Only
- The Marquesa HotelStandard Link for The Marquesa Hotel
- The Perry Hotel & Marina Key WestStandard Link for The Perry Hotel & Marina Key West
- Center Court Key WestStandard Link for Center Court Key West
- Oceans Edge Key West Resort, Hotel & MarinaStandard Link for Oceans Edge Key West Resort, Hotel & Marina
- H2o Suites - Adults OnlyStandard Link for H2o Suites - Adults Only
- Opal Key Resort & Marina, Key WestStandard Link for Opal Key Resort & Marina, Key West
- Havana Cabana at Key WestStandard Link for Havana Cabana at Key West
- Marrero's Guest MansionStandard Link for Marrero's Guest Mansion