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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

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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • 24/7 front desk
  • Laundry
The current price is NZ$324
includes taxes & fees
19 Nov - 20 Nov

Explore the area

View map
1321 Simonton Street, Key West, FL, 33040
  • Place, Duval Street
    ‪3 min walk‬
  • Place, Southernmost Point
    ‪5 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

Room options

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
(94 reviews)

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

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

8.6 out of 10
Excellent
(70 reviews)

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 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
Ceiling fan
Down duvet
  • 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
(104 reviews)

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

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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 self parking. .Places within a short walk of this Old Town Key West hotel include Southernmost Point and Ernest Hemingway Home and Museum is within 15 minutes.

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

Restaurants

  • ‪Seaside Cafe at the Mansion - ‬3 min walk
  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Southernmost Point Bar in the USA - ‬5 min walk
  • ‪La Te Da - ‬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. 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 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.

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Property amenities

Parking and transport

  • 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

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

  • No lift

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

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • 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 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 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

  • 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 13 Nov 2025, prices found for a 1-night stay for 2 adults at Southwinds Motel on 19 Nov 2025 start from NZ$264.21, 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?

Yep, Southwinds Motel has a self car park for USD 22.50 per day.

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. 711 out of 1220 reviews
Rating 8 - Good. 316 out of 1220 reviews
Rating 6 - Okay. 126 out of 1220 reviews
Rating 4 - Poor. 50 out of 1220 reviews
Rating 2 - Terrible. 17 out of 1220 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

4/10 Poor

Amal

Travelled with family
Disliked: Cleanliness, amenities, property conditions & facilities
old property and needed uplift
Stayed 1 night in Aug 2025

8/10 Good

Jeremy, Roscommon

Stayed 4 nights in Apr 2025

10/10 Excellent

Steve, LENEXA

Stayed 3 nights in Aug 2025

10/10 Excellent

Steve, LENEXA

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location, nice rooms, the staff is super friendly & provides a great vacation experience.
Stayed 3 nights in Aug 2025

10/10 Excellent

Adrienne, Fort Gibson

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
We liked this cute motel! The ice machine wasn’t working and that’s the only thing I can be negative about. It was great!
Stayed 2 nights in Aug 2025

8/10 Good

Terry

Stayed 2 nights in Aug 2025

10/10 Excellent

Johnnie Allen

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Aug 2025

8/10 Good

Craig

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Aug 2025

10/10 Excellent

Cynthia

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a great place to stay
Stayed 5 nights in Jul 2025

6/10 Okay

Louise

Travelled with family
Liked: Cleanliness, staff & service
Disliked: Amenities
the room we were given was not handicap friendly. the pool outside our door was out of order. the step into the room was hard to manage with my walker. The girl at check-in was not very friendly and seemed bothered. Nowhere in the room for a handicap person to sit. Brought a chair in from the pool.
Stayed 1 night in Jul 2025

4/10 Poor

Alexandre

Liked: Staff & service
Bed bug on myself and my pregnant wife. :(
Stayed 1 night in Jul 2025

10/10 Excellent

George

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Southwinds motel

The stay was excellent as the well as the location and the grounds. Staff was helpful as well .The value was a good
Stayed 4 nights in Jul 2025

4/10 Poor

Keith

Travelled with family
Disliked: Property conditions & facilities
We were asked when checking in if we used Orbitz, I said yes and she changed my room number. Room assignment was not what was shown on the website or in the photos.
Stayed 5 nights in Jul 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

Cynthia

Stayed 2 nights in Aug 2025

10/10 Excellent

Verified traveller

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

several suggestions impovement

I would strongly advise installing safety bars in the shower as it is very slippery and I almost slipped and fell several times...nothing to hold on to. A better handle on the cockroach situation as well as we killed 4 of them in our room for a 5 day stay.
Stayed 5 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

4/10 Poor

rose marie

Travelled with family
Liked: Cleanliness
Disliked: Property conditions & facilities
Bathroom door does not lock, bathroom looks old, front door does not have a secure lock.
Stayed 1 night in Jul 2025

8/10 Good

Valery

Liked: Staff & service
Disliked: Property conditions & facilities
Really liked everything but the futon
Stayed 5 nights in Jul 2025

10/10 Excellent

Joanne

Stayed 3 nights in Jul 2025

6/10 Okay

Deborah

Travelled with partner
Liked: Cleanliness
The staff was fine, not particularly friendly. Parking was not good. The second pool was out of order, so the one pool was crowded.
Stayed 1 night in Jul 2025

4/10 Poor

PAM

Travelled with group
Disliked: Property conditions & facilities
Bathrooms extremely small and very old, no updates. Decorative Pillows on bed were dirty.
Stayed 2 nights in Jul 2025

10/10 Excellent

Keithia

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Jul 2025

8/10 Good

Michel

Stayed 1 night in Jul 2025

10/10 Excellent

Jayne

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Had a great time as usual

The last 2 times we went this year. We traveled thru the night to get there by car. We live in South west Florida. They got us in the room right away! 9am! So grateful for the ladies in the office. So friendly
Stayed 3 nights in Jun 2025