Cudjoe Key Pet-friendly Vacations
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Top Pet-friendly vacation packages in Cudjoe Key
Price found within the past 48 hours. Click for updated prices.
Bay Breeze Premium Apartments By Eskape Collection
$605
per person
Oct 3 - Oct 10
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (234 reviews)
The only issue that I could say is that I wish that the curtains in the bedroom were less transparent. They were definitely see through and offered no privacy at all. It was a nice property, there were critters like from th3 wild but overall no complaints
Reviewed on Aug 23, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
$12,309
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
The Link Hotel South Beach
South Beach
$880
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.6/10 Exceptional! (56 reviews)
Things to know: it’s managed by nearby restaurant so it’s important that you check in during certain hours so they can greet you! Loved the location and property
Reviewed on Jul 25, 2026
5* Pet-friendly vacations in Cudjoe Key
Price found within the past 48 hours. Click for updated prices.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
$12,309
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
1 Hotel South Beach
South Beach
$3,730
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (1,586 reviews)
I cannot say enough great things about this last experience. The staff were all so caring and incredible, and sooo attentive to all questions and help needed.
Reviewed on Aug 23, 2026
3 Night Pet-friendly vacations in Cudjoe Key
Price found within the past 48 hours. Click for updated prices.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
$7,348
per person
Oct 9 - Oct 12
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
4 Night Pet-friendly vacations in Cudjoe Key
Price found within the past 48 hours. Click for updated prices.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
$7,898
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
Things to do
Key West Jet Ski Tour: The Only 2-Hour Island Lap.
$1,254
per traveler
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
