Southwinds Motel

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Dates

November 2025

December 2025

2 outdoor pools, pool umbrellas, pool loungers

Overview
Rooms
Location
Policies

Excellent

Popular amenities

24/7 front desk
Bar
Laundry
Air conditioning

Explore the area

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.)
‪7 min drive‬

Room options

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

Standard Room, 1 Queen Bed

Very good

23 sq m
Sleeps 3
1 Queen Bed

Standard Room, 2 Queen Beds

Excellent

37 sq m
Sleeps 4
2 Queen Beds

Deluxe Room

Exceptional

28 sq m
Sleeps 4
1 Queen Bed and 1 Double Sofa Bed

Standard Room, 1 King Bed

Very good

28 sq m
Sleeps 3
1 King Bed

Similar properties

Pool
Breakfast included
Pet-friendly
Free WiFi

About this property

Southwinds Motel

Hotel with 2 outdoor swimming pools, steps from South Beach

2 outdoor pools, a bar/lounge and coffee/tea in a common area are available at this hotel. Continental breakfast is free. Additionally, concierge services, laundry facilities and a 24-hour front desk are on-site. Housekeeping is available on request.

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.

2 outdoor swimming pools are on site.

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

Our customers tell us that they enjoy the free breakfast at Southwinds Motel. During your stay, you're just a quick walk from Duval Street. Enjoy features like 2 outdoor pools, a bar and concierge services.

Free continental breakfast served daily
Enjoy drinks at the bar/lounge
Take a swim in the 2 outdoor pools
Services include a concierge, tour or ticket assistance and luggage storage
On-site recreation includes bicycles to rent
Guests really like the accommodation for the comfy beds and cleanliness
Steps from South Beach and 3 minutes on foot from Duval Street

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.

Guests are served a free continental breakfast daily from 7:00 AM to 10:00 AM.

Tipsy Rooster – This bar only serves light fare.

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
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

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

No pets allowed

Children and extra beds

Children are welcome.

Rollaway/extra beds are not available.

Free cots (infant beds)!

Payment types at the property

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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.

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

Front desk staff will greet guests on arrival at the property.

If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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

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Southwinds Motel

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Photo gallery for Southwinds Motel

Reviews

Popular amenities

Explore the area

Room options

View all photos for Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

View all photos for Deluxe Room

Deluxe Room

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed

Similar properties

The Palms Hotel

About this property

Southwinds Motel

Property amenities

Parking and transport

Food and drink

Restaurants on site

Things to do

Family friendly

Conveniences

Guest services

Outdoors

Accessibility

More

Room amenities

Bedroom

Bathroom

Entertainment

Food and drink

More

Policies

Check-in

Check-out

Special check-in instructions

Access methods

Pets

Children and extra beds

Payment types at the property

Important information

Fees

You need to know

We should mention

Property is also known as

Hotels

Flights

Cars

Top Trending