Sugarloaf Key Pet-friendly Vacations
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Flight and Pet-friendly hotel deals in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.
Pantera Rosa
South Beach
Price was CA $2,396, price is now CA $1,393 per person
CA $1,393
per person
Oct 17 - Oct 24
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) 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
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $27,926, price is now CA $13,241 per person
CA $13,241
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) 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
Bentley Hotel South Beach
South Beach
Price was CA $2,927, price is now CA $1,700 per person
CA $1,700
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
9.4/10 Exceptional! (1,017 reviews)
My family and I absolutely loved the Bentley. Front desk -all the men helping and the women were extremely friendly and helpful. Everyone was so accommodating and the hotel was just beautiful. Champagne hour was also a plus. Location was great.The only thing I would suggest is add something else to breakfast like maybe pancakes or French toast and extend it to 11 am! We will definitely come back!
Reviewed on Aug 6, 2026
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View all trips5* Pet-friendly holidays in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $27,926, price is now CA $13,241 per person
CA $13,241
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) 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
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See all available trips from Columbus to Sugarloaf Key
View all trips3 Night Pet-friendly holidays in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $17,941, price is now CA $9,232 per person
CA $9,232
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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
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View all trips4 Night Pet-friendly holidays in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.
Barcelona Studios Guesthouse
South Beach
Price was CA $896, price is now CA $526 per person
CA $526
per person
Sep 16 - Sep 20
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
9.4/10 Exceptional! (247 reviews)
Adriana was so wonderful, I stayed for a wonderful 3 days. My flight got delayed 3 hrs 😣 she made my stay so wonderful especially after that long flight. If I ever go back I would love to stay here again 💯 it was perfect, extremely clean & felt very safe for traveling as a female.
Reviewed on Aug 4, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $22,799, price is now CA $11,451 per person
CA $11,451
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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
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View all tripsPet-friendly Hotels in Sugarloaf Key
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.8/10 Exceptional! (611 reviews)
"Overall it was a great experience. All staff is really kind. Our room had dogs hair on the floor when I first swept and bed isn’t too comfortable but room overall looks beautiful and is well maintained. Bar and pool close a bit early but like everything else in the keys. Only annoying thing is marina ..."
Reviewed on Jul 29, 2026
Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
Florida Keys Beach Getaway
Sugarloaf Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Sugarloaf Beach ...
9.6/10 Exceptional! (30 reviews)
"Man, this place was awesome. If it wasnt for the sea weed, we would never want or have a need to leave. Seaweed was thinning out towards the end of our trip, but man, this place was worth it. Tom, your a gem bud."
Reviewed on Jul 29, 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
Discover US East Coast Self Guided Audio Tour
CA $204
per traveller
Private Sandbar Adventure in Key West Backcountry
CA $772
per traveller
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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.
