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.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
$9,738
per person
Sep 29 - Oct 4
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
Pelican Hotel
South Beach
$737
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (490 reviews)
This was a great place for a beach weekend away. The service was excellent, rooms were clean and the food was excellent.
Reviewed on Aug 10, 2026
Pantera Rosa
South Beach
$845
per person
Oct 4 - Oct 10
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8.8/10 Excellent! (74 reviews)
The property is great. The location is perfect. The room was outstanding. Checkin is an absolute nightmare!!! Took us an hour from arrival to get our room. It's all done online, nobody to greet you. I saw one person in 4 days on the property. Requested fresh towels sent a text message had to send it again 8 hours later. Finally, got our towels.
Reviewed on Jun 26, 2026
5* Pet-friendly vacations in Cudjoe Key
Price found within the past 48 hours. Click for updated prices.
Isla Bella Beach Resort & Spa
$1,197
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (1,218 reviews)
It’s a real shame that a resort like this can’t add sand and find a solution for the muddy little beach it actually has…because is a great installation with a wonderful staff in general sense…
Reviewed on Aug 10, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
$9,738
per person
Sep 29 - Oct 4
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
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
$4,237
per person
Oct 12 - Oct 15
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
The Marlin Hotel
South Beach
$683
per person
Oct 30 - Nov 2
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (1,004 reviews)
The location was great, the bar convenient, the restaurant downstairs was great. Overnight parking was reasonable.
Reviewed on Aug 2, 2026
4 Night Pet-friendly vacations in Cudjoe Key
Price found within the past 48 hours. Click for updated prices.
The Marlin Hotel
South Beach
$716
per person
Nov 1 - Nov 5
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (1,004 reviews)
The location was great, the bar convenient, the restaurant downstairs was great. Overnight parking was reasonable.
Reviewed on Aug 2, 2026
Casablanca Miami Beach
North Beach
$4,168
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
5.8/10 (327 reviews)
Pleas don’t book the apartment in this hotel. It’s not associated with the hotel services. The 2nd room has 3 beds all bed sheets were dirty. The has prior hair from guest before us. Behind the headboard I found a dirty t-shirt. Hall restroom tub was rusted and peeling, I was disgusted to see that. The other restroom still had a long hair in the tub. Sanitary is NOT a priority for the owner of this apartment. The price I paid for my 4 day was a steel. Also, beach gear was a laugh in the face. No beach chair, no wagon and the umbrella covered 1 person. I reached out to the person but never showed up with clean sheets. I had to invest in my stay detergent, sanitizing wipes, trash bags and toilet covers. Let me know forget to say, on my first stay the bottom of my feet was all black from the floors being super dirty. The only good thing of the place was the beach distance.
Reviewed on Jul 23, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
$8,281
per person
Oct 15 - Oct 19
found 23 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
Top Pet-friendly Cudjoe Key Hotels
Luxury Pull Thru Rv lot with access to all the Resorts amenities!
Cudjoe Key FL
- 14 min drive from Florida Keys Beaches
An oceanfront vacation awaits at this family-friendly resort, where pets are welcome (fees apply). Bring along your four-legged friend for a pet-friendly ...
9.4/10 Exceptional! (16 reviews)
"This place was so much fun i want to move here!!! Everything worked out smoothly and was a great time. Will be back!"
Reviewed on Jul 25, 2026
ISLAND PARADISE
Cudjoe Key FL
- 14 min drive from Florida Keys Beaches
This family-friendly resort welcomes dogs (fees apply). Bring your four-legged friend with you for a pet-friendly getaway.
10/10 Exceptional! (34 reviews)
"We absolutely loved our stay here. The place was immaculate. The kitchen was fully stocked with anything you might need to cook. The bed was very comfortable. We will definitely book another stay here in the future!"
Reviewed on Aug 4, 2026
Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key FL
- 12 min drive from Florida Keys Beaches
Stay at this cottage in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
9.4/10 Exceptional! (175 reviews)
"We thought the grounds and location were perfect centrally located to everything you could want to do in the lower Keys. Host and check in process was extremely smooth and clear from start to finish. The actual cottage/unit needs a thorough cleaning, dishes were dirty and the towels/linens didn’t ..."
Reviewed on Jul 22, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Things to do
Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
$145
per adult
98% of travellers recommend
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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.
