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Southwinds Motel

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

Photo gallery for Southwinds Motel

Relax on the covered patio with Adirondack chairs amidst a beautifully maintained garden.
Stunning sculpture and gazebo in a serene outdoor setting, surrounded by lush greenery and tranquil atmosphere.
Stroll up the paved driveway to the front door of this two-story house, surrounded by lush vegetation and a covered porch area.
Enjoy cooking in this well-equipped kitchen with a coffee machine and TV.
Relax by the pool surrounded by lush vegetation and comfortable lounge chairs.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Laundry
  • Air conditioning
The current price is NZ$271
includes taxes & fees
12 Aug - 13 Aug

Room options

Available filters for rooms
Showing 4 of 4 rooms

View all photos for Standard Room, 1 King Bed

Relax in this inviting room with a large bed, flat-screen TV, and a comfortable chair by the window.

Standard Room, 1 King Bed

8.4 out of 10
Very good
(101 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

View all photos for Deluxe Room

Relax in a cozy retreat with a neatly made bed, framed artwork, and a convenient coffee station.

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
Ceiling fan
  • 28 sq m
  • Sleeps 4
  • 1 Queen Bed and 1 Double Sofa Bed

View all photos for Standard Room, 2 Queen Beds

Two single beds with white bedding and red throw blankets, a desk with a microwave, and a television.

Standard Room, 2 Queen Beds

8.8 out of 10
Excellent
(62 reviews)

Highlights

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

View all photos for Standard Room, 1 Queen Bed

Relax in a spacious room with a large bed, wardrobe, and convenient microwave.

Standard Room, 1 Queen Bed

8.4 out of 10
Very good
(88 reviews)

Highlights

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

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About the area

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

  • ‪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 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 with sunloungers and pool umbrellas
  • Bike hire, free newspapers and multilingual staff
  • Concierge services, beach towels and outdoor furniture
  • Coffee/tea in reception, a vending machine and luggage storage
  • 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

Languages

English, Russian, Spanish

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Property grounds

The Palms Hotel

  • Pool
  • Breakfast included
  • Pet-friendly
  • Free WiFi
8.6 out of 10, Excellent, 1,008 reviews
The price is NZ$291
includes taxes & fees
24 Aug - 25 Aug
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
  • 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

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
Children up to the age of 13 years can stay for free if using existing beds when occupying the parent or guardian's room
Rollaway/extra beds are not available.
Free cots are available on request at the property

Payment types

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 6 Aug 2025, prices found for a 1-night stay for 2 adults at Southwinds Motel on 12 Aug 2025 start from NZ$223.82, 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 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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Southwinds Motel Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 666 out of 1152 reviews
Rating 8 - Good. 294 out of 1152 reviews
Rating 6 - Okay. 127 out of 1152 reviews
Rating 4 - Poor. 48 out of 1152 reviews
Rating 2 - Terrible. 17 out of 1152 reviews

9.0/10

Cleanliness

9.2/10

Staff & service

8.4/10

Amenities

8.4/10

Property conditions & facilities

8.2/10

Eco-friendliness

Reviews

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

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

Frank

Liked: Cleanliness, staff & service, property conditions & facilities
The property was great and everyone was friendly and they had music, food right across the street and around the coner.
Stayed 4 nights in Jul 2025

10/10 Excellent

Patricia

Liked: Cleanliness, staff & service, property conditions & facilities
property is close to many of the restaurants that i frequent. Being a solo traveler I feel safe at this property
Stayed 5 nights in Jul 2025

10/10 Excellent

Autumn

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was perfect!
Stayed 4 nights in Jul 2025

8/10 Good

ANNE LOUISE

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Look forward to returning
Stayed 2 nights in Jul 2025

8/10 Good

Mayelin

Good place to stay
Stayed 1 night in May 2025

8/10 Good

Cesar

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I would come again
Stayed 1 night in Jul 2025

10/10 Excellent

Bret A

Liked: Cleanliness, staff & service, property conditions & facilities
Seven years between visits, and I still love it!
Stayed 1 night in Jul 2025

10/10 Excellent

Andreanna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean, great location, and stay.One of the most affordable options in Key West.
Stayed 3 nights in Jun 2025

10/10 Excellent

Mike

Liked: Cleanliness, staff & service, property conditions & facilities
Was close to Duval st to walk. Bar on property was nice and once in the room really couldn't hear the outaide noise which was nice
Stayed 1 night in Aug 2025

10/10 Excellent

Linda

Liked: Cleanliness, amenities, property conditions & facilities
The location was perfect! Everything is right there, it's safe and the staff was wonderful!
Stayed 1 night in Jun 2025

10/10 Excellent

Heidi

Liked: Cleanliness, staff & service, property conditions & facilities
Thanks for a great stay.
Stayed 1 night in Jun 2025

10/10 Excellent

Scott

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very friendly staff willing to help! I will definitely be back!
Stayed 1 night in Jul 2025

10/10 Excellent

Linda

Liked: Cleanliness, amenities, property conditions & facilities
Older property, but clean and very well kept. The staff were very friendly and helpful.
Stayed 2 nights in Jul 2025

10/10 Excellent

Shaun

Alway stay at southwinds!!! Absolutely perfect!!
Stayed 3 nights in Jul 2025

10/10 Excellent

Ronald

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Location, location, location! Staff was friendly and attentive. Room was small but perfect as we werent really hanging in the room all day. Close to all Duval has to offer. We'll see you again Southwinds : )
Stayed 3 nights in Jul 2025

8/10 Good

Pamela

Liked: Cleanliness
property was good for the cost
Stayed 2 nights in Jul 2025

10/10 Excellent

Anna

Liked: Cleanliness, staff & service, property conditions & facilities
This was a great place to stay especially for the price! Clean and comfortable. A bit of a walk to get to Mallory Square and the end of Duval, but we enjoyed the exercise. Plenty of places close by and the property has a bar. Ice machines weren’t really working so that was the only bummer. Staff was super friendly and helpful!
Stayed 2 nights in Jul 2025

6/10 Okay

Ava

Disliked: Staff & service
Our room was nice. AC and wifi worked well. The area around the motel is nice. Simple, but free breakfast every morning. Only issue was our room never got cleaned during our 5 day stay and staff shut us down when we asked about it.
Stayed 4 nights in Jul 2025

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Always stay at Southwinds. Like the location
Stayed 2 nights in Jun 2025

10/10 Excellent

Lola

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was great. It was convenient in the middle of everything. It had two pools. It was an older place, but had charm.
Stayed 5 nights in Jun 2025

10/10 Excellent

James

Liked: Cleanliness, amenities
Great location. Good value, small rooms because they have updated a motel from a past era. Friendly helpful staff. Laundry room was a plus.
Stayed 2 nights in Jun 2025

8/10 Good

james

Liked: Cleanliness, staff & service, property conditions & facilities
Great location Nice staff and breakfast
Stayed 5 nights in Apr 2025

10/10 Excellent

Rosmery

Liked: Cleanliness, amenities, property conditions & facilities
Th staff is amazing and really friendly. The place is just what you need to be close to everywhere and easygoing people. Love it should be rate with higher stars
Stayed 1 night in Jul 2025