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Southwinds Motel

2.0 star property
Hotel with 2 outdoor swimming pools, steps from South Beach

Choose dates to view prices

Photo gallery for Southwinds Motel

Exterior
Reception
Property grounds
2 outdoor pools, pool umbrellas, pool loungers
Exterior
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.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • Laundry
  • 24/7 front desk
  • Air conditioning
The current price is ฿4,747
฿6,264 total
includes taxes & fees
26 Oct - 27 Oct

Room options

Available filters for rooms
Showing 4 of 4 rooms

View all photos for Standard Room, 1 Queen Bed

Premium bedding, down duvets, pillow-top beds, individually decorated

Standard Room, 1 Queen Bed

8.4 out of 10
Very good
(93 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Ceiling fan
Down duvet
  • 23 sq m
  • Sleeps 3
  • 1 Queen Bed

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds | Premium bedding, down duvets, pillow-top beds, individually decorated

Standard Room, 2 Queen Beds

8.8 out of 10
Excellent
(68 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Ceiling fan
Down duvet
  • 37 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Deluxe Room

Premium bedding, down duvets, pillow-top beds, individually decorated

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Premium bedding
Sofa bed
  • 28 sq m
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed | Premium bedding, down duvets, pillow-top beds, individually decorated

Standard Room, 1 King Bed

8.4 out of 10
Very good
(102 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Renovated in 2016
Premium bedding
  • 28 sq m
  • Sleeps 3
  • 1 King Bed

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About the area

Located near the beach, Southwinds Motel is in Old Town Key West, a neighbourhood 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 snorkelling 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 guideOpens in a new window
Map
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, FL (EYW-Key West Intl.) - 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 travellers 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 sunloungers and pool umbrellas
  • Bike hire, coffee/tea in reception and a 24-hour front desk
  • Concierge services, tour/ticket information and luggage storage
  • A vending machine, free newspapers and outdoor furniture
  • Guest reviews say great things about the beach locale and helpful staff
Room features
All 58 individually furnished rooms feature comforts, such as premium bedding and air conditioning. Guest reviews highly rate the cleanliness rooms at the property.
More amenities include:
  • Highchairs and free infant beds
  • Pillowtop mattresses and down duvets
  • Bathrooms with showers and free toiletries
  • 32-inch LED TVs with cable channels
  • Fridges, microwaves and coffee/tea makers

Similar properties

Property grounds

The Palms Hotel

  • Pool
  • Breakfast included
  • Pet-friendly
  • Free WiFi
8.8 out of 10, Excellent, 1,011 reviews
The Palms Hotel

Property amenities

Parking and transport

  • Limited on-site parking
  • Wheelchair-accessible parking available

Food and drink

  • Free continental breakfast available daily 7:00 AM to 10:00 AM
  • A bar/lounge
  • 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 cot
  • 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 lift
  • Wheelchair-accessible parking

More

  • 1 floor
  • 9 buildings
  • Designated smoking areas

Room amenities

Bedroom

  • Down comforter
  • Free cot
  • 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

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 cots are available on request at the property

Payment types at the property

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 any lifts
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 18 Oct 2025, prices found for a 1-night stay for 2 adults at Southwinds Motel on 26 Oct 2025 start from ฿4,746.65, 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 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?

Checkout 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.

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Reviews

Southwinds Motel Reviews

8.8

Excellent

9.0

Cleanliness

8.4

Amenities

9.2

Staff & service

8.2

Eco-friendliness

8.4

Property conditions & facilities
Rating 10 - Excellent. 699 out of 1204 reviews
Rating 8 - Good. 311 out of 1204 reviews
Rating 6 - Okay. 126 out of 1204 reviews
Rating 4 - Poor. 50 out of 1204 reviews
Rating 2 - Terrible. 18 out of 1204 reviews

Reviews

10/10 Excellent

Jonathan

Liked: Amenities
Great location, staff was super friendly and always helpful.
Stayed 4 nights in Aug 2025

10/10 Excellent

DANIEL

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was a perfect place for us to safe during this trip.
Stayed 2 nights in Sep 2025

10/10 Excellent

Adam

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place. Rooms are small but we were only in it to sleep. Would definitely stay again!
Stayed 4 nights in Oct 2025

10/10 Excellent

Jennie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great little motel, staff is great & clean rooms. The bar next door is so convenient
Stayed 6 nights in Oct 2025

10/10 Excellent

Chrystal

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was perfect! Front desk was amazing! Amenities were amazing!! Can’t wait to stay here again!!
Stayed 4 nights in Sep 2025

10/10 Excellent

Eric

Liked: Amenities
Super fun! Pool was great because it was hot. Onsite bar was very fun!!
Stayed 1 night in Aug 2025

10/10 Excellent

Kathy

Liked: Amenities
Very safe
Stayed 3 nights in Oct 2025

8/10 Good

Eileen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Bathroom was extremely small, a little outdated. But was clean and quiet! Staff was friendly!
Stayed 2 nights in Oct 2025

10/10 Excellent

Stacie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Safe and chill atmosphere with parking, convenient food, beverages, and market onsite.
Stayed 2 nights in Aug 2025

8/10 Good

SUSAN

Disliked: Property conditions & facilities
Pool area was very small and dated.
Stayed 1 night in Oct 2025

10/10 Excellent

Riley

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My son and his girlfriend drove down for a quick weekend and the keys and stayed here. They loved that they could walk everywhere from their hotel. It was super convenient to everything they wanted to do and they said they would stay there again.
Stayed 3 nights in Aug 2025

10/10 Excellent

Donna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
the staff was so helpful the room was clean my husband met so many people at the local bar and he seen people he met the year before we try to stay in the same place ever year we will be coming back next year
Stayed 1 night in Sep 2025

10/10 Excellent

Steven

Liked: Cleanliness, staff & service, property conditions & facilities
Older property but was perfect for what we needed.
Stayed 1 night in Aug 2025

10/10 Excellent

Fernando

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent for the prize
Stayed 2 nights in Sep 2025

10/10 Excellent

lisa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a great place to stay right in the mix of everything to do!! Staff was great love smaller mom and pop places to stay
Stayed 3 nights in Jul 2025

10/10 Excellent

Walter

Liked: Cleanliness, staff & service, property conditions & facilities
The room was nice, & the area was fairly good. Near the Southernmost Point marker. Only downside was the water pressure was pretty weak.
Stayed 2 nights in Sep 2025

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, property conditions & facilities
We absolutely loved it! Very nice rooms. The grounds were well kept( we always seen Staff was amazing (
Stayed 5 nights in Aug 2025

8/10 Good

Varun

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The Motel has been well maintained and the staff are very helpful. Location is great.
Stayed 1 night in Jul 2025

10/10 Excellent

Craig

Liked: Cleanliness, staff & service, property conditions & facilities
Perfect spot! One block off of Duvaul St..Walking distance to the Famous "Lowest spot", Close to beaches, Close to golf cart rentals to drive around Key West! Loved it
Stayed 2 nights in Aug 2025

10/10 Excellent

ANSLIE

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
TWO POOLS ON SITE AND A BAR THATS OPEN UNTIL 2 AM !! DEF WANTT TO RENT SCOOTERS OR MOPEDS BC ITS AABOUT A 20/25 MIIN WALK TO THE SOCIAL PART OF DUVAL ST
Stayed 3 nights in Sep 2025

6/10 Okay

Huang

overall it is good
Stayed 1 night in Sep 2025

8/10 Good

James

Liked: Staff & service, amenities
Will stay again, property needs to be updated
Stayed 7 nights in Aug 2025

10/10 Excellent

John

Liked: Amenities
For the money, the motel was acceptable reasonable clean place to lay your head at night. You’re not spending time in your room. The only issue I found was the air conditioner kicking on and off every 15 minutes.
Stayed 3 nights in Oct 2025

8/10 Good

Mayelin

Good place to stay
Stayed 1 night in May 2025

10/10 Excellent

cynthia

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
We stay here when ever we’re in the keys
Stayed 6 nights in Jul 2025