Upper Matecumbe Key Pet-friendly Vacations

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Top Pet-friendly vacation packages in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.
Iberostar Waves Berkeley Shore
Iberostar Waves Miami Beach
Hawks Cay Resort
Bay Breeze Premium Apartments By Eskape Collection
The Shelborne By Proper, a Member of Design Hotels
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5* Pet-friendly vacations in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.
EAST Miami
The Retreat Collection at 1 Hotel & Homes South Beach
Carillon Miami Wellness Resort
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3 Night Pet-friendly vacations in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.
Iberostar Waves Berkeley Shore
Hawks Cay Resort
Bay Breeze Premium Apartments By Eskape Collection
Don't see what you're looking for?
See all available trips from Columbus to Upper Matecumbe Key
View all trips

4 Night Pet-friendly vacations in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.
Iberostar Waves Miami Beach
Hawks Cay Resort
Iberostar Waves Berkeley Shore
Don't see what you're looking for?
See all available trips from Columbus to Upper Matecumbe Key
View all trips

Top Pet-friendly Upper Matecumbe Key Hotels

Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
  • 5 min walk from Bud n' Mary's Dive Center
Enjoy hiking or biking trails near this oceanfront resort, where dogs are treated to pet-friendly amenities, like food and water bowls. Fees apply for pets.
8.8/10 Excellent! (1,269 reviews)
Loved the resort

Reviewed on Nov 21, 2025

Amara Cay Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
  • 10 min drive from Bud n' Mary's Dive Center
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,591 reviews)
Great place

Reviewed on Nov 28, 2025

Chesapeake Beach Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
  • 6 min drive from Bud n' Mary's Dive Center
Hiking and biking trails are ready for you to explore near this oceanfront hotel, where dogs and cats can stay for an additional fee.
9.2/10 Wonderful! (1,020 reviews)
The room was perfect and the outdoor space was great for morning coffees and reading!

Reviewed on Nov 29, 2025

Islander Resort
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.

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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.