Southwinds Motel
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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
(119 reviews)
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The price is $300
Jun 21 - Jun 22
Total with taxes and fees
About the neighborhood
About this property
Southwinds Motel
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Wicker Guesthouse
Old Town Key West
Wicker Guesthouse
- Pool
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8.6 out of 10, Excellent, 1,007 reviews
$209 nightly
The price is $235
Jun 7 - Jun 8
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
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
10/10 Excellent
Leyany
Feb 19, 2026
Liked: Cleanliness, amenities
Leyany
Stayed 1 night 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
8/10 Good
Grady
Feb 13, 2026
Grady
Stayed 7 nights 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
Thomas
Feb 9, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Thomas
Stayed 7 nights in Feb 2026
Verified
10/10 Excellent
Robyn
Mar 7, 2026
Liked: Cleanliness, amenities, property conditions & facilities



Robyn
Stayed 7 nights 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
John
Feb 23, 2026
Liked: Cleanliness, amenities, property conditions & facilities
John
Stayed 3 nights in Feb 2026
Verified
6/10 Okay
irene
Mar 7, 2026
Liked: Cleanliness
irene
Stayed 1 night in Mar 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
Denna
Dec 25, 2025
Liked: Cleanliness, property conditions & facilities
Denna
Stayed 1 night in Dec 2025
Verified
10/10 Excellent
Valerie
Feb 11, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Valerie
Stayed 8 nights in Jan 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
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
Judy
Feb 13, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Judy
Stayed 4 nights in Feb 2026
Verified
10/10 Excellent
Holly
Nov 27, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Holly
Stayed 3 nights in Nov 2025
Verified
8/10 Good
Michele
May 10, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Michele
Stayed 3 nights in May 2026
Verified
8/10 Good
Inge Ryberg Hove
Jan 4, 2026
Liked: Cleanliness, staff & service, amenities
Inge Ryberg Hove
Stayed 1 night in Dec 2025
Verified
10/10 Excellent
Sanda
Nov 21, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Sanda
Stayed 2 nights in Nov 2025
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