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Southwinds Motel

2.0 star property
Hotel with 2 outdoor swimming pools, steps from South Beach
your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for Southwinds Motel

Exterior
2 outdoor pools, pool umbrellas, pool loungers
Deluxe Room | Terrace/patio
Standard Room, 2 Queen Beds
Deluxe Room | Living area

Reviews

8.8 out of 10

Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Laundry
  • Air conditioning
The price is NZ$608
includes taxes & fees
5 Jan - 6 Jan 2025

Explore the area

Map
1321 Simonton Street, Key West, FL, 33040
  • Duval Street
    3 min walk
  • South Beach
    3 min walk
  • Ana's Cuban Cafe
    1 min walk
  • Key West, FL (EYW-Key West Intl.)
    8 min drive

Room options

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed

Standard Room, 1 King Bed

Highlights

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

View all photos for Deluxe Room

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

Deluxe Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Free cots/infant beds
Fridge
LED TV
Ceiling fan
Down duvet
  • 28 sq m
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

Highlights

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

View all photos for Standard Room, 1 Queen Bed

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

Standard Room, 1 Queen Bed

Highlights

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

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Interior entrance

Wicker Guesthouse

Pool
Breakfast included
Pet-friendly
Parking included
4.3 out of 5, Excellent, (1003)
The price is NZ$954
for 1 room
includes taxes & fees
9 Jan - 10 Jan
Wicker Guesthouse

About the area

Key West

Southwinds Motel places you steps from South Beach and within a short 5-minute stroll of Duval Street. Highlights at this hotel include 2 outdoor swimming pools and free continental breakfast. .Tipsy Rooster is the hotel's own bar, serving drinks along with light fare. Other amenities include coffee/tea in a common area and laundry facilities. Each morning free breakfast is served. There's also the convenience of limited parking. .Places within a short walk of this Key West Historic District hotel include Southernmost Point and Ernest Hemingway Home and Museum is within 15 minutes.

What's nearby

  • Duval Street - 3 min walk
  • South Beach - 3 min walk
  • Southernmost Point - 4 min walk
  • Ernest Hemingway Home and Museum - 11 min walk
  • Mallory Square - 4 min drive

Getting around

  • Key West, FL (EYW-Key West Intl.) - 8 min drive

Restaurants

  • ‪El Siboney Restaurant - ‬8 min walk
  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Southernmost Point Bar In the USA - ‬5 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬5 min walk
  • ‪Banana Cafe - ‬4 min walk

About this property

Southwinds Motel

Hotel with 2 outdoor swimming pools, steps from South Beach
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.

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 members are 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 features coffee/tea makers and a hairdryer. Each accommodation is individually furnished and decorated. Pillowtop beds feature down duvets and premium bedding. Guests can make use of the in-room fridges and microwaves. Bathrooms include a shower and complimentary toiletries.

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

Languages

English, Russian, Spanish

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
  • Free cot
  • Highchair
  • 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

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

Access methods

Staffed front desk

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Kids stay free! Children 13 years old and younger stay free when using existing bedding.
  • Rollaway/extra beds are not available.
  • Free cots (infant beds)!

Payment types

Important information

Fees

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

  • 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've listed 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
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 guest room 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 all accommodation.

We should mention

  • Children aged 13 years old and younger stay free in the same room as the parent or guardian when using existing bedding.
  • 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

What is the cancellation policy at Southwinds Motel?

Southwinds Motel offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at Southwinds Motel?

As of 26 Dec 2024, prices found for a 1-night stay for 2 adults at Southwinds Motel on 5 Jan 2025 start from NZ$558.08, including 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 parking available at Southwinds Motel?

Onsite parking is limited.

Are there any beaches close to Southwinds Motel?

Yep, Southwinds Motel is a short 2-minute walk from Florida Keys Beaches. Fun beach activities include snorkelling, scuba diving and parasailing. You can also find boat tours.

Does Southwinds Motel have a pool?

Yep, and guests recommend it! Southwinds Motel has 2 outdoor swimming pools. Grab your bathers and lounge poolside while enjoying under the shade of an umbrella.

What makes Southwinds Motel a romantic place to stay?

Romance packages and a lounge bar, as well as pillowtop beds in the guestrooms, all help set the scene for a romantic weekend at Southwinds Motel.

Is Southwinds Motel family-friendly?

You bet! With amenities such as 2 outdoor pools and laundry facilities, as well as highchairs and free infant beds in the guestrooms, it's no surprise that Southwinds Motel is a hit with families.

Does Southwinds Motel serve breakfast?

Yeah, our visitors speak well of the free continental breakfast here! Served daily from 7:00 AM to 10:00 AM, this is the place to fuel up for a big day of adventure.

Is there a free airport shuttle available at Southwinds Motel?

No, Southwinds Motel does not offer an airport shuttle service.

What time are check-in & check-out at Southwinds Motel?

Check-in begins at 4:00 PM. Check-out time is 11 AM.

Are pets allowed at Southwinds Motel?

No, pets are not allowed.

Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 597 out of 1050 reviews" "
Rating 8 - Good. 269 out of 1050 reviews" "
Rating 6 - Okay. 117 out of 1050 reviews" "
Rating 4 - Poor. 44 out of 1050 reviews" "
Rating 2 - Terrible. 23 out of 1050 reviews" "

9.0/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.2/10

Property conditions & facilities

8.2/10

Eco-friendliness

Reviews

10/10 Excellent

renee

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
absolutely in love with this place!!!!
Stayed 5 nights in Sep 2024

10/10 Excellent

JOHN, Brooklyn

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff here do all they can to satisfy a request. They are happy and helpful. Close to beaches and rentals. Some minor touch ups around facilities would be helpful. The Tipsy Rooster is outstanding. This was our 2nd stay here and we will stay again.
Stayed 4 nights in Sep 2024

8/10 Good

Darlene

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 4 nights in Sep 2024

8/10 Good

Ken

Liked: Amenities
Great location very reasonably priced
Stayed 1 night in Sep 2024

10/10 Excellent

Kimberly

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Sep 2024

4/10 Poor

Julie

Stayed 1 night in Sep 2024

6/10 Okay

Darrell

Disliked: Cleanliness, amenities, property conditions & facilities
The people were very nice, but bugs in the room and pool dirty, breakfast was good. Location is grea5
Stayed 1 night in Sep 2024

10/10 Excellent

Melissa

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Favorite place in I stay
Stayed 7 nights in Sep 2024

10/10 Excellent

Jenna

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
I really loved the old Key West charm and convenient location. There is a bar onsite! And an ice cream stand. The continental breakfast was pretty impressive too! I would stay here again.
Stayed 2 nights in Jun 2024

10/10 Excellent

Richard

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great staff who were able to get me into a room almost 3 hours earlier than the check-in time. Small room but clean and a very comfortable bed. Provided a free simple breakfast- coffee, muffins, bananas, yogurt, and cereal. The Tipsy Rooster attached to the motel is a great place to hang out for some drinks and local music artists. Spent a few hours in the clean/clear pool. Walkable to Duval Street. I highly recommend and would stay here again. Zero issues/complaints.
Stayed 5 nights in Sep 2024

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great stay - small room
This was a great little motel, just one street over from Duval Street ( which is the Main Street in Key West). It was a small room, but just perfect for us just to sleep in. We spent most of our time exploring Key West. Found out from one of the tours that this was the first motel in Key West. But they have kept it up well.
Stayed 2 nights in Sep 2024

8/10 Good

Ellen

Travelled with partner
Liked: Amenities
Loved the location of the Motel, and the breakfasts were good, but felt our furniture could have been repaired. i.e. the drawers were falling out of the dresser a d the nightstand was not in good repair, nor the table.
Stayed 7 nights in Sep 2024

10/10 Excellent

Verified traveller

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Sep 2024

10/10 Excellent

Debra

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a little hard to park sometimes but we managed.
Stayed 5 nights in Sep 2024

10/10 Excellent

Socratise

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful well-maintained Property with polite and friendly staff. My first time to the Keys and will definitely use them again when I return.
Stayed 5 nights in Sep 2024

10/10 Excellent

Mitzi

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This place was great we will be back
Stayed 3 nights in Sep 2024

10/10 Excellent

Lori, MIDDLETOWN

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 7 nights in Sep 2024

8/10 Good

Shelly

Stayed 5 nights in Sep 2024

10/10 Excellent

Frank

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing 24 hour staff to answer all your questions and satisfy your needs
Stayed 7 nights in Sep 2024

10/10 Excellent

GLADYS

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This property was very clean. The staff was very nice. It was close to everything and very convenient. It was lovely. We arrived early and they let us keep our luggage in the office.
Stayed 1 night in Jul 2024

8/10 Good

Theresa

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 6 nights in Sep 2024

10/10 Excellent

Jesse

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love love this place I had the best time here will definitely return Thanks Sout Winds for a fabulous vacation see you next year !!
Stayed 4 nights in Sep 2024

10/10 Excellent

Michael, Locust Grove

Liked: Cleanliness, staff & service, property conditions & facilities
Will stay here again for sure. Great value for only being a block off of Duval St. There is parking if needed as well.
Stayed 1 night in Aug 2024

10/10 Excellent

DEAN

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
better showers in room.
Stayed 7 nights in Aug 2024

8/10 Good

Aaron

Travelled with partner
Liked: Amenities
Property was good, staff were very friendly and helpful. Room was a little small but fine for what we needed on our budget. Fridge and microwave in the room which was great. Breakfast was goo, help yourself continental style, no excuse if you left hungry. A bit of a walk in to town but ok if you like a walk.
Stayed 3 nights in Aug 2024