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Southwinds Motel

2-star property
1321 Simonton Street, Key West, FL 1-855-201-7819
4.4 out of 5
Excellent!
See all 35 travelocity Reviews

"It was all around great. We were lucky enough to have a porch and be by the office/breakfast area and bar. " More

By a verified traveler on Tue 28 Dec 2021

Points Of Interest

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Hotel Description

Hotel near Duval Street in Key West

In historical district

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

3 outdoor pools

This hotel features 3 outdoor pools and a bar/lounge. WiFi in public areas is free. A picnic area, luggage storage, and laundry facilities are also on offer.

Free WiFi, comfy beds

The 58 individually decorated guestrooms offer free WiFi and comfy beds. LED TVs come with cable channels, and other amenities include refrigerators and microwaves.

Standard Room, 1 Queen Bed

Bed Count 1 Queen Bed Maximum Occupancy 2 Max
$250* Per night/room Jan 30 - Jan 31

Standard Room, 1 King Bed

Bed Count 1 King Bed Maximum Occupancy 2 Max

Deluxe Room

Bed Count 1 Queen Bed Maximum Occupancy 4 Max

Standard Room, 2 Queen Beds

Bed Count 2 Queen Beds Maximum Occupancy 4 Max

Southwinds Motel ratings based on 35 Verified Reviews

Review Summary
4.4 out of 5 4.5 out of 5.0
Room cleanliness 4.5 out of 5.0
Service & staff 4.5 out of 5.0
Room comfort 3.0 out of 5.0
Hotel condition 4.0 out of 5.0

Guest reviews for Southwinds Motel

Everyone (16) Couples (7) Family (11)
5 out of 5
It was all around great. We were lucky enough to have a porch and be by the office/breakfast area and bar.

Posted by , from north tonawanda on Dec 28, 2021

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Comment from Hotel Management

Dec 29, 2021 by Jim

Thank you so much for taking the time to write this Five Star review of our motel. I was so pleased that your stay with us was so enjoyable and thanks for you feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations

5 out of 5
Staff was awesome and accommodating from renting a cart to help get around to calling a cab to the airport after checkout.

Posted by on Nov 5, 2021

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Comment from Hotel Management

Nov 6, 2021 by Jim

Thanks for leaving this great review of our motel. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations

4 out of 5
The beach you have is horrible. Only went 1 time....yuck

Posted by on Oct 29, 2021

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Comment from Hotel Management

Oct 30, 2021 by Jim

Thank you so much for taking the time to write this review of our Southwinds Motel. I am sorry that you did not like the beach we provided for you. We appreciate your feedback We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations

5 out of 5
Great time at SW. Walkable to many sites. Many local choices around the motel. The on site bar has great specialities drinks especially the bloody marys!

Posted by , from Port Saint Lucie on Sep 9, 2021

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Comment from Hotel Management

Sep 10, 2021 by Jim

Thank you so much for taking the time to write this Five Star review of our motel. I was so pleased that your stay with us was so enjoyable and thanks for you feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations

5 out of 5
None

Posted by on Aug 18, 2021

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Comment from Hotel Management

Aug 20, 2021 by Jim

Thank you so much for taking the time to write this Perfect review of our motel. I was so pleased that your stay with us was so enjoyable and thanks for you feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations

5 out of 5

Posted by on Aug 17, 2021

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5 out of 5
very friendly and nice rooms

Posted by on Aug 17, 2021

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Comment from Hotel Management

Aug 18, 2021 by Jim

Thank you so much for taking the time to write this review of our motel. I was so pleased that your stay with us was so enjoyable and thanks for you feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations

5 out of 5

Posted by on Jul 9, 2021

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Comment from Hotel Management

Jul 21, 2021 by Jim

Thank you so much for taking the time to leave this review of our motel. I was so pleased that your stay with us was so enjoyable and thanks for you feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations

4 out of 5

Posted by on Jul 4, 2021

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Comment from Hotel Management

Jul 15, 2021 by Jim

Thank you so much for taking the time to write this review of our motel. I was so pleased that your stay with us was so enjoyable and thanks for you feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations

5 out of 5
Was a very pleasant experience.

Posted by on Jun 9, 2021

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Comment from Hotel Management

Jun 10, 2021 by Jim

Thank you so much for this Five Star review of our motel. We look forward to hosting your next visit. All the best, Jim Heineman VP Operations

About the Southwinds Motel

Location 1321 Simonton Street, Key West, FL 33040

Property Features

Southwinds Motel offers its guests 3 outdoor swimming pools. WiFi is free in public spaces. You can enjoy a drink at the bar/lounge. Tour/ticket assistance, multilingual staff, and a picnic area 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
  • Beach lounge chairs
  • Towels for the beach
  • 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

Family Friendly Amenities

  • Family property
  • Number of outdoor pools - 3
  • Free WiFi
  • Laundry facilities
  • Refrigerator
  • Microwave
  • Free cribs/infant beds

Internet

Available in all rooms: Free WiFi

Available in some public areas: Free WiFi

Parking

Parking (limited spaces)

Room Amenities

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. 32-inch LED televisions come with cable channels. Refrigerators and microwaves are provided. Bathrooms include showers and complimentary toiletries. This Key West hotel provides complimentary wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). Housekeeping is provided daily.

  • Pillowtop beds
  • LED television
  • Cable channels
  • Refrigerator
  • Microwave
  • Coffee maker
  • Luxury bedding
  • Down blanket
  • Shower
  • Cribs (free)
  • Housekeeping (daily)
  • Local calls (free)
  • Hair dryer
  • Toiletries (free)
  • Telephone
  • Iron and ironing board
  • Exterior corridor access
  • Air conditioning
  • Ensuite bathroom
  • Unique furnishings
  • Unique decor

Food & Drink

Tipsy Rooster - This bar serves light fare only.

Nearby Activities

3 outdoor swimming pools are on site.

The recreational activities listed below are available either on site or nearby; fees may apply.

  • Ecotours nearby
  • Golfing nearby
  • Boat tours nearby
  • Snorkeling nearby
  • Parasailing nearby
  • Bicycle rentals on site
  • Kayaking nearby
  • Sailing nearby
  • Scuba diving nearby
  • Scooter/moped rentals nearby

Accessibility

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.

  • Wheelchair accessible parking

Hotel Policies

Check-in

  • Check-in time starts at 4:00 PM
  • Check-in time ends at midnight
  • Minimum check-in age is: 18

Special check-in instructions:

Front desk staff will greet guests on arrival.

Front desk staff will greet guests on arrival.

Check-out

  • Check-out by 11 AM

Payment types

Children and extra beds

  • Children are welcome.
  • Kids stay free! Children stay free when using existing bedding.
  • Rollaway/extra beds are not available.
  • Free cribs (infant beds)!

Pet Policy

  • No pets allowed

Policies

This property is managed by a professional host

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.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. This property advises that enhanced cleaning and guest safety measures are currently in place. Disinfectant is used to clean the property; commonly-touched surfaces are cleaned with disinfectant between stays; bed sheets and towels are laundered at a temperature of at least 60°C/140°F. Personal protective equipment, including masks and gloves, will be available to guests. Social distancing measures are in place; staff at the property wear personal protective equipment; a shield is in place between staff and guests in main contact areas; periodic temperature checks are conducted on staff; temperature checks are available to guests; guests are provided with hand sanitizer.

  • Staff temperature checks are conducted regularly
  • Temperature checks are available to guests
  • Bed sheets and towels are washed at a temperature of at least 60°C/140°F
  • Commonly-touched surfaces are cleaned with disinfectant
  • Property confirms they are implementing guest safety measures
  • Contactless check-out is available
  • Property is cleaned with disinfectant
  • Staff wears personal protective equipment
  • Property follows sanitization practices of SafeStay (AHLA - USA)
  • Protective clothing is available to guests
  • Masks are available to guests
  • Gloves are available to guests
  • Shield between guests and staff in main contact areas
  • Guests are provided with free hand sanitizer
  • Staffed front desk
  • Social distancing measures are in place
  • Contactless check-in is not available
  • No rollaway/extra beds available
  • No elevators
  • Property confirms they are implementing enhanced cleaning measures
  • Individually-wrapped food options are available
  • Individually-wrapped food options are available for breakfast
  • Debit cards
  • No gap period between guest stays

Fees

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

  • Resort fee: USD 20.00 per accommodation, per night

The resort fee includes:

  • Pool access
  • Beach access
  • Beach loungers
  • Beach towels
  • Internet access
  • Phone calls
  • In-room coffee
  • Concierge service
  • Self parking
  • Parking

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

Optional extras

Hotel Names

  • 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

You should know

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

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.