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.
Eurostars Winter Haven
South Beach
Price was CA $2,282, price is now CA $1,273 per person
CA $1,273
per person
Dec 16 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.8/10 Excellent! (275 reviews)
It is a nice little boutique hotel. We enjoyed the complimentary breakfast option and the proximity to South Beach. The only real drawback is that they have one very small elevator.
Reviewed on Nov 4, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $28,532, price is now CA $15,885 per person
CA $15,885
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Montreal (YMQ) 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
Hotel Riu Plaza Miami Beach
Mid Beach
Save 100% on your flight
Price was CA $3,425, price is now CA $1,988 per person
CA $1,988
per person
Jan 31 - Feb 6
found 2 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.2/10 Very good! (1,220 reviews)
Beach and pool are beautiful. If the weather is good you’ll have a good time. If it rains, there is not much to do for kids, only downfall
Reviewed on Nov 14, 2026
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See all available trips from Columbus to Sugarloaf Key
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 $28,532, price is now CA $15,885 per person
CA $15,885
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Montreal (YMQ) 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.
Avi Lux Stay
East Fort Lauderdale
Price was CA $1,986, price is now CA $1,267 per person
CA $1,267
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Miami (MIA)
7.6/10 Good! (10 reviews)
If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE.
Reviewed on Aug 28, 2025
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $35,402, price is now CA $17,131 per person
CA $17,131
per person
Dec 27 - Dec 30
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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 trips4 Night Pet-friendly holidays in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.
Eurostars Winter Haven
South Beach
Save 100% on your flight
Price was CA $1,910, price is now CA $1,131 per person
CA $1,131
per person
Feb 1 - Feb 5
found 2 hours ago
Roundtrip flight included
Ottawa (YOW) to Miami (MIA)
8.8/10 Excellent! (275 reviews)
It is a nice little boutique hotel. We enjoyed the complimentary breakfast option and the proximity to South Beach. The only real drawback is that they have one very small elevator.
Reviewed on Nov 4, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $28,532, price is now CA $15,885 per person
CA $15,885
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Montreal (YMQ) 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 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! (671 reviews)
"The property is meticulous. The rooms are spotless, and beautifully decorated. The balcony is very big and the views of the water are amazing. The pool and bar area are wonderful and the outside bar staff was excellent. Would recommend 10/10."
Reviewed on Nov 13, 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 ...
9.2/10 Wonderful! (44 reviews)
"Clean and new"
Reviewed on Nov 11, 2026
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! (32 reviews)
"The house was nice. Tom, property care taker was great. Easy to reach if needed anything. The build up of seaweed and the smell from decay made the beach unusable. Suggest getting an updated beach report before booking."
Reviewed on Oct 14, 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 $205
per traveller
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $79
per adult
88% 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.
