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Southwinds Motel

2.0 star property
Hotel near Duval Street in Key West

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Photo gallery for Southwinds Motel

Bar (on property)
Property grounds
Reception
Front of property
Standard Room, 2 Queen Beds

Reviews

8.6 out of 10
Excellent

Popular amenities

  • Air conditioning
  • Bar

Explore the area

View in a map
1321 Simonton Street, Key West, FL, 33040
  • Place, Duval Street
    ‪3 min walk‬
  • Place, South Beach
    ‪3 min walk‬
  • Place, Southernmost Point
    ‪5 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Room options

View all photos for Standard Room, 1 Queen Bed

Premium bedding, down comforters, pillowtop beds, individually decorated

Standard Room, 1 Queen Bed

8.4 out of 10
Very good
(110 reviews)
  • 23 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

8.8 out of 10
Excellent
(80 reviews)
  • 37 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Deluxe Room

Premium bedding, down comforters, pillowtop beds, individually decorated

Deluxe Room

10.0 out of 10
Exceptional
(7 reviews)
  • 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

Standard Room, 1 King Bed

8.4 out of 10
Very good
(119 reviews)
  • 28 sq m
  • Sleeps 3
  • 1 King Bed

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About the area

Key West

Old Town Key West stay.A stay at this Old Town Key West hotel places you steps from South Beach and within a 5-minute walk of Duval Street. Southernmost Point and Ernest Hemingway Home and Museum are also within half a mile (1 km).

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

  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Seaside Cafe at the Mansion - ‬3 min walk
  • ‪Circle K - ‬6 min walk
  • ‪Cuban Coffee Queen (Duval) - ‬5 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬5 min walk

About this property

Southwinds Motel

Hotel near Duval Street in Key West
Southwinds Motel offers its guests 2 outdoor swimming pools. You can enjoy a drink at the bar/lounge. Free breakfast is available daily.

A vending machine, multilingual staff, and tour/ticket assistance are also featured at Southwinds Motel. For a fee, parking is available.

Smoking is allowed in designated areas at this Key West hotel.

  • 1 floor
  • 58 guestrooms or units
  • 9 buildings
  • Continental breakfast (free)
  • Beach lounge chairs
  • Towels for the beach
  • Poolside lounge chairs
  • Umbrellas for the pool
  • Coffee in lobby
  • Self-service laundry
  • Front desk (24 hours)
  • Staff is multilingual
  • Storage area for luggage
  • Tour and ticket information
  • Concierge
  • Outdoor picnic space
  • Newspapers in lobby (free)
  • Smoking in designated areas
  • Bar or lounge
Southwinds Motel offers 58 air-conditioned accommodations, which are accessible via exterior corridors and feature coffee/tea makers and hair dryers. Each accommodation is individually furnished and decorated. Pillowtop beds feature down comforters and premium bedding. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include showers and complimentary toiletries.

32-inch LED televisions come with cable channels. Business-friendly amenities include phones along with free local calls (restrictions may apply). Housekeeping is provided on request.

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Property amenities

Family friendly

  • 2 outdoor pools
  • High chair
  • In-room crib
  • In-room microwave
  • In-room refrigerator
  • Laundry facilities
  • Pool gate

Parking and transportation

  • Self parking on site (USD 22.50 per day)

Food and drink

  • Free continental breakfast available daily 7:00 AM to 10:00 AM
  • A bar/lounge
  • Coffee and tea in common areas

Things to do

  • 2 outdoor pools

Accessibility

  • No elevator

Room amenities

Entertainment

  • 32-inch LED TV with cable channels

Bedroom

  • Down comforter
  • Free crib
  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

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 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

Access methods

Staffed front desk

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Free cribs (infant beds)!

Property payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Resort fee: USD 33.75 per accommodation, per night
The resort fee includes:
  • Additional inclusions
  • Beach access
  • Beach loungers
  • Beach towels
  • Concierge service
  • In-room coffee
  • Internet access
  • Laundry facilities
  • Partner property beach club access
  • Phone calls
  • Pool access

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Self parking fee: USD 22.50 per day

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Charges for extra guests may apply and vary according to property policy.
A credit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. 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 Visa, Mastercard, American Express, Discover, Diners Club, debit cards, and cash. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

We should mention

  • Registered guests are the only ones allowed to be in guestrooms.
  • Alcohol isn't served at Southwinds Motel.

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

How close is Southwinds Motel to the airport?

Southwinds Motel is 3.2 mi (8-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

How much does it cost to stay at Southwinds Motel?

As of May 31, 2026, prices found for a 1-night stay for 2 adults at Southwinds Motel on Jun 1, 2026 start from CA $199, 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.

Does Southwinds Motel have an airport shuttle?

Airport shuttle services are not available at Southwinds Motel.

How close is Southwinds Motel to the beach?

This hotel is a short 3-minute walk from South Beach and 11-minute walk from Clarence S. Higgs Memorial Beach Park. Don't forget your sunscreen!

Does Southwinds Motel offer free breakfast?

Southwinds Motel offers free continental breakfast every day from 7:00 AM to 10:00 AM.

Is there a casino at Southwinds Motel?

No, there is no casino at this hotel.

What time is check-in at Southwinds Motel?

Check-in start time: 4:00 PM; Check-in end time: midnight.

Is there free parking at Southwinds Motel?

Free parking is not available at this hotel. Self parking is available for USD 22.50 per day.

Does Southwinds Motel have a pool?

Southwinds Motel features 2 outdoor pools.

Does Southwinds Motel have a restaurant?

Southwinds Motel is home to Tipsy Rooster, which features light fare.

Does Southwinds Motel have a spa?

There are no spa services available at this hotel.

How close is Southwinds Motel to downtown Key West?

Southwinds Motel is 0.6 mi away from Key West.

Southwinds Motel Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 729 out of 1339 reviews
Rating 8 - Good. 366 out of 1339 reviews
Rating 6 - Okay. 156 out of 1339 reviews
Rating 4 - Poor. 59 out of 1339 reviews
Rating 2 - Terrible. 29 out of 1339 reviews

8.8/10

Cleanliness

9.0/10

Staff & service

8.4/10

Amenities

8.2/10

Property conditions & facilities

Reviews

10/10 Excellent

KIMBERLY, Whippany

Travelled with partner
Liked: Cleanliness, staff & service, amenities
This is a good clean place to stay. Definitely outdated and old. However we didn’t mind that as it had huge rooms, was very quiet (stayed in back rooms) and super convenient to walk everywhere we needed to go. Breakfast was just very basic and had to eat in room. That was ok with us and met our needs. Only issue is that the room could use a “real” chair to sit in. Only had bar stools by a counter and for elderly people this was difficult. The chairs and towels by the beach were ok but obviously this wasn’t the best beach. Ok for kids and to sit. nice perk.
Stayed 2 nights in Apr 2026

10/10 Excellent

CONNIE, Ballwin

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great hotel, clean and excellent location.
Stayed 2 nights in Mar 2026

4/10 Poor

Wanda

Travelled with partner
Liked: Staff & service
Disliked: Cleanliness, amenities, property conditions & facilities
This property is very conveniently located in the Old Town section of Key West. The staff was very nice and helpful. However, this place is in serious need of an upgrade and remodel. I didn't expect to see paint peeling off the walls at a property that charges over $400 per night and adds on a $33 per night "resort fee."
Stayed 2 nights in Mar 2026

8/10 Good

Rick

Liked: Cleanliness, staff & service, property conditions & facilities
Room was nice staff was nice
Stayed 1 night in Feb 2026

10/10 Excellent

Natasha, St George

Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
For the price and the location: it’s a Key West gem. Walkable everywhere, far away from Duval Street to be a restful spot. :)
Stayed 2 nights in Dec 2025

8/10 Good

Eugene A

Stayed 3 nights in Feb 2026

6/10 Okay

John

Travelled with partner
Liked: Cleanliness, property conditions & facilities
Room was small, shower pressure was poor and breakfast (compared with other hotels we stayed at) was terrible.
Stayed 2 nights in Feb 2026

8/10 Good

Michael

Liked: Cleanliness, staff & service, amenities
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.
Stayed 1 night in Feb 2026

8/10 Good

Mildred

Stayed 1 night in Feb 2026

8/10 Good

Julie

Stayed 1 night in Feb 2026

10/10 Excellent

John

Liked: Cleanliness, amenities, property conditions & facilities
Love this place the people Everytgong
Stayed 3 nights in Feb 2026

2/10 Terrible

Carol A.

Travelled with partner
Disliked: Property conditions & facilities
We were put in a room right next to the bar. The amplified music played until midnight, making sleep impossible. We asked repeatedly to have our room changed, which they refused, because the motel was fully booked. After a mostly sleepless night, we asked for a full refund, which the manager granted us, after some discussion. Other than the noise, the room was adequate, though very dated. Beware of Room 19!
Stayed 2 nights in Feb 2026

6/10 Okay

Cindy

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
We didn't have hot water in bathroom sink or shower. Reported this an then got hot water in shower, but still not in sink. There was a bar next door to room that played loud music until 11pm. Also air conditioner didn't work well...
Stayed 3 nights in Feb 2026

10/10 Excellent

Keri

Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
Very clean, friendly staff. Super cute. Would stay again.
Stayed 1 night in Feb 2026

8/10 Good

Robert

Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
Room was clean but furniture was well used.
Stayed 3 nights in Feb 2026

2/10 Terrible

Robert

Travelled with partner
Disliked: Cleanliness, property conditions & facilities
After paying $200 resort fee (not a resort), they added $150 for a deposit and decided to keep that too. The room is worse than a Motel 6, but there are basically no cheaper hotels unless you stay miles away. Absolutely not worth that much on a weekday.
Toilet is at a 45 degree angle because that's how small the bathroom is. Extremely dirty room, but they kept the deposit anyway.
Stayed 6 nights in Feb 2026

10/10 Excellent

Alexandria

Stayed 2 nights in Jan 2026

8/10 Good

Kerry

Travelled with partner
Liked: Cleanliness, amenities
The staff was great, very courteous and helpful. The room needs some attention. Bathroom sink too low and small and faucet needs replaced. Both faucets in shower need replaced. It was very hard to maintain constant water temperature while showering. It would have been helpful to have had more storage for clothes rather than "living out of the suitcase."
Stayed 4 nights in Feb 2026

4/10 Poor

brian

Disliked: Amenities
Room very tired, initially the shower wasn’t hot, maintenance called, temperature sorted but no water pressure. The room was next to a bar so very loud music until around midnight. Wouldn’t recommend this hotel, the only good thing was the location, walking distance to Duval Street
Stayed 1 night in Feb 2026

10/10 Excellent

Leyany

Travelled with partner
Liked: Cleanliness, amenities
Very convenient location
Stayed 1 night in Feb 2026

10/10 Excellent

Debra

Travelled with family
Liked: Cleanliness, staff & service, amenities
Best place for price. Love rooms 1 and 2
Stayed 2 nights in Jan 2026

8/10 Good

Leah

Stayed 3 nights in Feb 2026

6/10 Okay

OSCAR

Liked: Cleanliness, staff & service
Not sure why this place charges a “resort fee” upon check in (I was charged $156 for three nights). This is an old motel with many upgrades and improvements needed. My positive is that everyone at the front desk was helpful and friendly
Stayed 3 nights in Feb 2026

10/10 Excellent

Laura

Liked: Cleanliness, amenities, property conditions & facilities
Clean rooms, hot showers, friendly staff, great location! The Tipsy Rooster was a bonus 🙂
Stayed 7 nights in Feb 2026

8/10 Good

JANET

Travelled with partner
Liked: Cleanliness
Location to Duvall street and other sites.
Stayed 2 nights in Feb 2026