
Sugarloaf Key Pet-friendly Holidays
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Price found within the past 48 hours. Click for updated prices.

Oceans Edge Key West Resort, Hotel & Marina
per person
7 Oct - 10 Oct
found 3 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
9/10 Wonderful! (1,700 reviews)
There was scum along the waterline of the pool. Our “Ocean View” was a swamp mess and at closing there was a bunch of $600 charges on top of the $400 upon arrival and 2k prior.
Reviewed on 5 Aug 2025

Southernmost Beach Resort and Guesthouses
Old Town Key West
per person
7 Oct - 10 Oct
found 3 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
8.6/10 Excellent! (2,668 reviews)
Very nice e property! Quiet area, but very convenient to local bus stop to Duval Street and other attractions. We would definitely stay here again. Be sure to try Frenchie’s Cafe across the street. Great brunch!
Reviewed on 5 Aug 2025

The Gardens Hotel
Old Town Key West
per person
7 Oct - 10 Oct
found 3 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
Magical! The staff was amazing, friendly, and very accommodating. Breakfast was delicious. Loved the wine bar. The pool was clean. The room was clean. No complaints! Would definitely return.
Reviewed on 24 Jul 2025


La Concha Key West, Autograph Collection
Key West Historic District
per person
7 Oct - 10 Oct
found 3 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
9/10 Wonderful! (184 reviews)
Great location on the duval strip just a short stroll from everything. Staff is amazing very hospitable. Smiles and positive attitudes all around. The lobby is so cool with a vintage feel and the music setting a mood of a bygone era. The whole place really takes you back to the heyday of old key west. Will definitely return
Reviewed on 5 Aug 2025
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View all tripsPrice found within the past 48 hours. Click for updated prices.

Oceans Edge Key West Resort, Hotel & Marina
per person
7 Oct - 10 Oct
found 3 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
9/10 Wonderful! (1,700 reviews)
There was scum along the waterline of the pool. Our “Ocean View” was a swamp mess and at closing there was a bunch of $600 charges on top of the $400 upon arrival and 2k prior.
Reviewed on 5 Aug 2025

Southernmost Beach Resort and Guesthouses
Old Town Key West
per person
7 Oct - 10 Oct
found 3 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
8.6/10 Excellent! (2,668 reviews)
Very nice e property! Quiet area, but very convenient to local bus stop to Duval Street and other attractions. We would definitely stay here again. Be sure to try Frenchie’s Cafe across the street. Great brunch!
Reviewed on 5 Aug 2025

The Gardens Hotel
Old Town Key West
per person
7 Oct - 10 Oct
found 3 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
Magical! The staff was amazing, friendly, and very accommodating. Breakfast was delicious. Loved the wine bar. The pool was clean. The room was clean. No complaints! Would definitely return.
Reviewed on 24 Jul 2025
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.