Southwinds Motel
Choose dates to view prices
Photo gallery for Southwinds Motel





Reviews
8.6 out of 10
Excellent
Popular amenities
Explore the area

1321 Simonton Street, Key West, FL, 33040
- Place, Duval Street3 min walk
- Place, South Beach3 min walk
- Place, Southernmost Point5 min walk
- Airport, Key West, FL (EYW-Key West Intl.)12 min drive
Room options
View all photos for Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed
8.4 out of 10
Very good
(110 reviews)
View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds
8.6 out of 10
Excellent
(81 reviews)
View all photos for Deluxe Room

Deluxe Room
10.0 out of 10
Exceptional
(7 reviews)
View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed
8.4 out of 10
Very good
(120 reviews)
You may also like
Ad

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
- Pool
- Breakfast included
- Parking included
- Restaurant
8.6 out of 10, Excellent, 1,028 reviews
$150 nightly
The price is $169
Jun 28 - Jun 29
Total with taxes and fees
About the neighborhood
About this property
Southwinds Motel
Similar properties

Authors of Key West Guest House
Key West Historic District
Authors of Key West Guest House
- Pool
- Breakfast included
- Free WiFi
- Restaurant
9.2 out of 10, Wonderful, 1,003 reviews
$119 nightly
The price is $134
Jun 23 - Jun 24
Total with taxes and fees
Property amenities
Room amenities
Policies
Important information
Frequently asked questions
Southwinds Motel Reviews
Reviews
8.6
Excellent
8.8/10
Cleanliness
9.0/10
Staff & service
8.4/10
Amenities
8.2/10
Property conditions & facilities
Reviews
Verified
Apr 20, 2026
Liked: Cleanliness, staff & service, amenities
Stayed 2 nights in Apr 2026
Verified
10/10 Excellent
Deborah
Feb 10, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Deborah
Stayed 3 nights in Feb 2026
Verified
10/10 Excellent
Diana
Mar 14, 2026
Liked: Cleanliness, staff & service, property conditions & facilities
Diana
Stayed 1 night in Mar 2026
Verified
10/10 Excellent
Thomas J
Mar 17, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Thomas J
Stayed 4 nights in Jan 2026
Verified
10/10 Excellent
Kimberly
Feb 2, 2026
Kimberly
Stayed 3 nights in Jan 2026
Verified
8/10 Good
Rick
Mar 2, 2026
Liked: Cleanliness, staff & service, property conditions & facilities
Rick
Stayed 1 night in Feb 2026
Verified
10/10 Excellent
Hailey
Dec 13, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Hailey
Stayed 2 nights in Dec 2025
Verified
8/10 Good
Grady
Feb 13, 2026
Grady
Stayed 7 nights in Feb 2026
Verified
10/10 Excellent
Karen
Feb 2, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Karen
Stayed 4 nights in Jan 2026
Verified
10/10 Excellent
Leyany
Feb 19, 2026
Liked: Cleanliness, amenities
Leyany
Stayed 1 night in Feb 2026
Verified
10/10 Excellent
Keri
Feb 22, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Keri
Stayed 1 night in Feb 2026
Verified
8/10 Good
Sally
Nov 23, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Sally
Stayed 4 nights in Oct 2025
Verified
10/10 Excellent
Sandra
Mar 17, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Sandra
Stayed 2 nights in Mar 2026
Verified
8/10 Good
Mavis
Mar 14, 2026
Liked: Cleanliness
Mavis
Stayed 2 nights in Feb 2026
Verified
8/10 Good
Thomas
Feb 9, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Thomas
Stayed 7 nights in Feb 2026
Verified
10/10 Excellent
Mary
Dec 13, 2025
Liked: Cleanliness, staff & service, amenities
Mary
Stayed 3 nights in Dec 2025
Verified
10/10 Excellent
Robyn
Mar 7, 2026
Liked: Cleanliness, amenities, property conditions & facilities



Robyn
Stayed 7 nights in Feb 2026
Verified
10/10 Excellent
Denna
Dec 25, 2025
Liked: Cleanliness, property conditions & facilities
Denna
Stayed 1 night in Dec 2025
Verified
10/10 Excellent
John
Feb 23, 2026
Liked: Cleanliness, amenities, property conditions & facilities
John
Stayed 3 nights in Feb 2026
Verified
10/10 Excellent
Laura
Feb 16, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Laura
Stayed 7 nights in Feb 2026
Verified
10/10 Excellent
Valerie
Feb 11, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Valerie
Stayed 8 nights in Jan 2026
Verified
6/10 Okay
irene
Mar 7, 2026
Liked: Cleanliness
irene
Stayed 1 night in Mar 2026
Verified
10/10 Excellent
Sherri
Jan 26, 2026
Liked: Cleanliness, staff & service, amenities
Sherri
Stayed 1 night in Jan 2026
Verified
8/10 Good
anna
Dec 22, 2025
Liked: Cleanliness, staff & service, amenities
anna
Stayed 6 nights in Dec 2025
Verified
10/10 Excellent
Holly
Nov 27, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Holly
Stayed 3 nights in Nov 2025
More to Explore
- **Duchess OF CATHERINE @ DUVAL** Brand New Home & Pool + LAST KEY SERVICES…
- Amelia by the Sea
- Sunset Dalite at The Truman Annex in Key West
- Penthouse Beach Ocean Views
- Silver Palms Inn & Historic Homes
- Flagler's Oasis by Avantstay Tropical Key West Escape Private Pool Month Long Stays Only
- The Grand Guesthouse
- Shipwreck Suite
- Andrews Inn & Garden Cottages
- Seashell Motel near Duval Street
- Casa Tranquila
- Admiral's Paradise at the Truman Annex in Key West
- Cozy & modern guest house in Key West with AC
- Casa DEL SUR ~ Renovated 2 BR/2Ba Home with Heated Dip Pool!
- Alexander Palms Court
- Luxury 2BR Condo • Oceans Edge Resort
- La Casa de Luces 2 Bed condo off Duval
- Bahamas House
- Your 2025 Labor Day Week Getaway in Paradise ..... Coconut Mallory
- Gulf Getaway

















