What are the check-in and check-out times at Southwinds Motel?
Check-in is from 16:00 and check-out is by 11:00.
50 photos
Southwinds Motel, Key West
Book on our site
up to 10% cheaper
than Booking.com
Key details
About the Hotel
1321 Simonton Street, Key West, 33040,
- Close to South Beach
Very good
7.9
8.6
4.2
4.1
3-star charming motel near Duval Street in Key West
Amenities
Southwinds Motel includes
Rooms
Accommodations at Southwinds Motel include a variety of room types, featuring Eurotop mattresses for restful sleep. Each room is equipped with a microwave and refrigerator for added convenience. Rooms are designed to accommodate solo travelers, couples, and families with options for queen beds and pull-out sleeper sofas.
Location
Situated just one block from Duval Street, the hotel provides easy walking access to Key West's main attractions. A short distance away, guests can relax on the sandy shores of Higgs Beach or engage in water sports available at nearby rentals. Historic sites such as the Hemingway Home and Fort Zachary Taylor State Park are within proximity.
Dining
Southwinds Motel offers a complimentary
Entertainment
The motel's central location allows for easy access to Key West's nightlife, with numerous bars and
Highlights
Amenities: Two outdoor pools
Rooms: Eurotop mattresses in all accommodations
Location: One block from Duval Street
Dining: Complimentary Continental breakfast
Entertainment: Close to Mallory Square
Must-do experiences
- Catch sunset at Mallory Square for live music and local art.
- Savor a slice of Key Lime Pie at Kermit's for a local favorite.
- Explore the Ernest Hemingway Home and Museum for literary charm.
- Visit the haunted Key West Cemetery for a unique historical tour.
- Check out the Farmers Market on Thursdays for fresh local goods.
Select your room type
Southwinds Motel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
- Queen Room Two Queen Beds2 persons30 sq. feet2 King Size BedsAir conditioningCoffee machineroom details
- Standard King Room2 persons19 sq. feet1 King-size bedAir conditioningCoffee machineroom details
- Standard Queen Room2 persons19 sq. feet1 King-size bedAir conditioningCoffee machineroom details
Show all rooms
Price and Room Availability Calendar
Check availability and prices for your dates now!
September 2026 - September 2027
Sun
Mon
Tue
Wed
Thu
Fri
Sat
September 2026
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
October 2026
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
November 2026
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
December 2026
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
January 2027
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
February 2027
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
March 2027
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
April 2027
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
May 2027
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
June 2027
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
July 2027
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
August 2027
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
Choose dates to see prices
Check-in/ Check-out
Facilities
Southwinds Motel offers amenities for your comfortable stay and unforgettable experiences
General
- Non-smoking rooms
- Paid Wi-Fi
- Parking
- 24-hour reception
- No pets allowed
- Luggage storage
- Vending machines
Services
- Laundry
- Tours/Ticket assistance
Dining
- Bar/ Lounge area
Spa & Leisure
- Heated swimming pool
- Outdoor swimming pool
- Sun loungers
Room features
- Air conditioning
- Heating
- Sitting area
- Patio
- Garden furniture
- Ironing facilities
Bathroom
- Free toiletries
Media
- Flat-screen TV
Show more
Southwinds Motel Location
1321 Simonton Street, Key West, 33040,
Explore Key West
Explore Key West
The Ernest Hemingway Home and Museum
11 minutes' walk
Hemingway's former residence, featuring beautiful gardens and guided tours showcasing his life and works.
Duval Street
11 minutes' walk
Famous street buzzing with shops, restaurants, and nightlife that offers a lively atmosphere to soak in.
Key West Butterfly and Nature Conservatory
11 minutes' walk
A serene environment filled with hundreds of butterflies and tropical birds; ideal for nature lovers.
Mallory Square
25 minutes' walk
Historic waterfront area, renowned for sunset celebrations featuring street performers and local vendors.
Snorkeling at Western Dry Rocks
15 minutes' drive
Thrilling underwater exploration with vibrant marine life; local operators offer gear rentals and tours.
Yoga at the Beach
6 minutes' drive
Relaxation-focused yoga sessions are available at nearby beaches, perfect for unwind and rejuvenation in nature.
Southern Most Deli
2 minutes' walk
Charming deli known for fresh sandwiches and smoothies; ideal for a quick bite before heading out.
The Green Pineapple Cafe
7 minutes' walk
A cozy spot serving breakfast and brunch with delicious farm-to-table dishes; vegetarian options available.
Flamingo Crossing
8 minutes' walk
Vibrant atmosphere with a diverse menu; don't miss their signature flamingo pasta dish.
Green Parrot Bar
15 minutes' walk
Iconic bar with live music and a lively crowd; great for enjoying local bands and a casual vibe.
The Waterfront Playhouse
25 minutes' walk
A cozy theater featuring local plays and performances; check their schedule for family-friendly shows.
Getting around
Want to see Exclusive Early Booking Rate?
Get exlusive rates right now!
Property information and rules
Check-in
from 16:00-23:59
Check-out
from 08:00-11:00
Guest Parking
Private parking is possible on site at .
Internet
Wireless internet is available in the entire hotel at .
Children & extra beds
There are no cots provided in a room.
Pets
Pets are not allowed.
Languages
English, Spanish, Russian, Latvian
Number of rooms:
58
Former name
Southwind Motel
Reviews and Ratings
Feedback about Southwinds Motel from previous guests about their experience.
Guest reviewsbased on 1430 reviews
Christina from United States
Couple
Queen Room Two Queen Beds
3 nights in November 2025
|
Reviewed: January 16, 2026
9/10
a romantic getaway
on-site parking friendly staff
The on-site parking was convenient, a detail i deeply appreciated. a lovely continental breakfast was available each morning. It definitely enhanced our routine. i found the staff members to be friendly. Their warm smiles reminded me of sunshine.
0 Helpful
Robert from Germany
Single
Standard King Room
3 nights in November 2025
|
Reviewed: November 27, 2025
6/10
weak coffee thin walls
I found the whole experience underwhelming. the promised breakfast seemed like an afterthought, barely more than prepackaged muffins and weak coffee. furthermore, the noise levels were a problem. Thin walls meant i heard everything from the hallway conversations to the early morning housekeeping. this impacted my ability to relax. i expected a quieter, more substantial start to my days.
0 Helpful
Justin from Canada
Couple
Queen Room Two Queen Beds
4 nights in November 2025
|
Reviewed: November 25, 2025
8.5/10
a gem of a find
dining recommendation mini fridge live music
carlos were the first person i spoke to. he shared recommendations for places for dining and sightseeing. the room had a coffee maker and mini fridge. i stored our leftovers easily. a bar called the tipsy rooster provided music. the hotel sits close to duval street so we accessed to the action.
the water pressure were low in the shower. it was difficult to rinse my hair fully.
Dining
8/10
complimentary breakfast is available . the breakfast area has couches and tables. this space included packaged pastries with hot beverages. a juice machine were there too.
Location
9/10
this place locates near the primary streets downtown. various restaurants and historic places are easy to walk to. the hotel is near the ocean so you can see it.
Service
9/10
the front desk gave us guest passes to south beach. this includes a towel and chair. a short taxi ride gets you to the airport. you can get help whenever needed.
Facilities
8/10
the motel features a free washer and dryer. bike rentals are available at twenty dollars each day. the room included a hair dryer and eco-friendly bathroom products. you also have access to an ice machine.
0 Helpful
|
Rupert from United Kingdom
Single
Queen Room Two Queen Beds
3 nights in August 2025
|
Reviewed: September 01, 2025
6/10
limited counter space loud music
The lack of counter space in the bathroom was a definite inconvenience (I had to get creative!). I found it difficult to manage my toiletries. the music from the nearby bar was quite loud each evening. This made it hard to relax before going to sleep. It persisted until late.
0 Helpful
Show more reviews
FAQs
About Southwinds Motel
How far is Southwinds Motel from Key West International Airport?
The hotel is 5 km from Key West International Airport.
What amenities are available for guests at Southwinds Motel?
Amenities include two outdoor pools, a bar/lounge area, luggage storage, and free Wi-Fi.
Are bikes available for rent at Southwinds Motel?
Bicycles can be rented on-site for guests to explore the area.
What dining options are available near Southwinds Motel?
Nearby restaurants include Ambrosia (0.5 km), Southernmost Beach Cafe (0.5 km), and Camille's Restaurant (0.5 km).
What is included in the breakfast at Southwinds Motel?
Breakfast includes fresh fruits, coffee, and muffins.
What types of room amenities can guests expect at Southwinds Motel?
Rooms feature air conditioning, flat-screen TVs, microwaves, refrigerators, and plush eurotop mattresses.
How close is Southwinds Motel to the nearest beach?
The nearest beach, South Beach, is 0.5 km away.
Are there laundry services available at Southwinds Motel?
A launderette is available at the property for guests.
Is there a pool available at Southwinds Motel?
Guests can enjoy two outdoor pools at the hotel.
What is the distance from Southwinds Motel to the Ernest Hemingway Home and Museum?
The Ernest Hemingway Home and Museum is 1 km away, about a 12-minute walk.
Next best alternative
Consider them for your next trip.
The Palms HotelKey West, United States
446 reviews
147 USD/night
Wicker GuesthouseKey West, United States
659 reviews
355 USD/night
The Capitana Key WestKey West, United States
252 reviews
264 USD/night
Hampton Inn Key West FlKey West, United States
824 reviews
130 USD/night
La Concha Key West, Autograph CollectionKey West, United States
397 reviews
224 USD/night
Courtyard By Marriott Faro Blanco ResortMarathon, United States
179 reviews
156 USD/night
Southernmost Inn Adult ExclusiveKey West, United States
442 reviews
109 USD/night
Truman HotelKey West, United States
662 reviews
224 USD/night
Fairfield By Marriott Inn & Suites Key West At The Keys CollectionKey West, United States
532 reviews
112 USD/night
Breezy Palms ResortIslamorada, United States
94 reviews
142 USD/night
Woodwards White Mountain Resort, BW Signature CollectionLincoln, United States
354 reviews
89 USD/night
Fairfield Inn & Suites By Marriott Pittsburgh Airport/Robinson TownshipRobinson Township (Allegheny County), United States
48 reviews
135 USD/night
Popular hotels all over the world
Find your perfect hotel stay today
174 reviews
Emperador Beachfront Hotel Puerto VallartaPuerto Vallarta, Mexico
Beachfront location in Romantic Zone, Walkable to Los Muertos Beach Pier
View hotel
693 reviews
Bled Rose HotelBled, Slovenia
Direct access to Lake Bled, Rose restaurant with local cuisine
View hotel
One Resort Jockey Monastir Monastir Hotel WebMonastir, Tunisia
2 km from Monastir Habib Bourguiba International Airport, Private beach area
View hotel
On Board Panglao
Steps from Dumaluan Beach, 5 km from Bohol-Panglao International Airport
Red Roof Inn North Fredericksburg Va
Pet-friendly with designated pet area, Free coffee and tea in lobby
Visit The Hotel Economy Hotel Website
Rooftop terrace with panoramic city and Lycabettus Hill views, 56 air-conditioned rooms with balconies
The Burg Colmberg Hotel Colmberg Hotel
1000-year-old medieval castle, Traditional Franconian cuisine
Hotel Extended Stay America Suites - Virginia Beach - Independence Blvd
Suites with fully equipped kitchens, Free grab-and-go breakfast
The Boulder Bay Cottages Big Bear Lake Hotel
3 km from Alpine Slide at Magic Mountain, BBQ facilities