
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
South Beach
Price was $838, price is now $347 per person
$347
per person
Feb 1 - Feb 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (1,449 reviews)
I absolutely loved my stay at the Iberostar Waves Berkeley Shore! From the moment we arrived, the service exceeded all expectations. The hotel is modern, clean, and perfectly located near the beach, restaurants, and all the best parts of South Beach.
A special shoutout to Abdullah—he was truly amazing. He was warm, welcoming, and went above and beyond to make us feel at home. Every interaction with him was genuine, and he made our stay feel extra comfortable and memorable.
The rooftop pool was peaceful, the rooms were spotless, and the beach service was a huge bonus. Overall, our experience was lovely, and I would absolutely stay here again. Highly recommended for anyone visiting Miami!
Reviewed on Nov 27, 2025



Bay Breeze Premium Apartments By Eskape Collection
Price was $903, price is now $377 per person
$377
per person
Feb 1 - Feb 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
Will be nice if the hotel can think about what a new hotel guest will be going through. They will usually drive up to the hotel and look for parking. Then they will look into how to check-in and how to get to their room. It will be nice to mention in the welcome text to fill out the registration and the credit card authorization, AND also mention if we have a vehicle, what shall we do. Also will be helpful if the text will let us know the office in the building will be closed on Saturdays (and Sundays?) We were trying to figure all these out while carrying our luggages under strong winds, lucky it didn't rain. Will also be helpful to text us that we need to submit those 2 forms, then we will receive our gate and door codes. Restroom didn't smell fresh. Other than the aforementioned, the stay was good.
Reviewed on Oct 27, 2025

The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $1,553, price is now $689 per person
$689
per person
Feb 1 - Feb 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Breakfast was good, but not great. Hotel beautifully designed. Champagne upon arrival. Family friendly
Reviewed on Nov 25, 2025
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See all available trips from Columbus to Upper Matecumbe Key
View all trips5* Pet-friendly vacations in Upper Matecumbe Key
Price found within the past 48 hours. Click for updated prices.

EAST Miami
Downtown Miami
Price was $3,453, price is now $1,747 per person
$1,747
per person
Feb 5 - Feb 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (3,553 reviews)
Outstanding location and outstanding service! Efficient and informative check in! Close to airport and has an adjoining mall. Wonderful city and water views. Walking distance to grocery stores, restaurants and shopping.
Reviewed on Dec 1, 2025


Carillon Miami Wellness Resort
North Beach
Price was $4,608, price is now $2,273 per person
$2,273
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (765 reviews)
If your looking to chill and recharge, this is the best “a la care” experience ever without any effort
Reviewed on Nov 29, 2025
Don't see what you're looking for?
See all available trips from Columbus to Upper Matecumbe Key
View all trips3 Night Pet-friendly vacations in Upper Matecumbe Key
Price found within the past 48 hours. Click for updated prices.

Iberostar Waves Berkeley Shore
South Beach
Price was $838, price is now $347 per person
$347
per person
Feb 1 - Feb 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (1,449 reviews)
I absolutely loved my stay at the Iberostar Waves Berkeley Shore! From the moment we arrived, the service exceeded all expectations. The hotel is modern, clean, and perfectly located near the beach, restaurants, and all the best parts of South Beach.
A special shoutout to Abdullah—he was truly amazing. He was warm, welcoming, and went above and beyond to make us feel at home. Every interaction with him was genuine, and he made our stay feel extra comfortable and memorable.
The rooftop pool was peaceful, the rooms were spotless, and the beach service was a huge bonus. Overall, our experience was lovely, and I would absolutely stay here again. Highly recommended for anyone visiting Miami!
Reviewed on Nov 27, 2025


Bay Breeze Premium Apartments By Eskape Collection
Price was $903, price is now $377 per person
$377
per person
Feb 1 - Feb 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
Will be nice if the hotel can think about what a new hotel guest will be going through. They will usually drive up to the hotel and look for parking. Then they will look into how to check-in and how to get to their room. It will be nice to mention in the welcome text to fill out the registration and the credit card authorization, AND also mention if we have a vehicle, what shall we do. Also will be helpful if the text will let us know the office in the building will be closed on Saturdays (and Sundays?) We were trying to figure all these out while carrying our luggages under strong winds, lucky it didn't rain. Will also be helpful to text us that we need to submit those 2 forms, then we will receive our gate and door codes. Restroom didn't smell fresh. Other than the aforementioned, the stay was good.
Reviewed on Oct 27, 2025
Don't see what you're looking for?
See all available trips from Columbus to Upper Matecumbe Key
View all trips4 Night Pet-friendly vacations in Upper Matecumbe Key
Price found within the past 48 hours. Click for updated prices.

Iberostar Waves Miami Beach
South Beach
Price was $1,335, price is now $536 per person
$536
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8.4/10 Very Good! (825 reviews)
Great property access to two sunbeds included on the beach!
Reviewed on Nov 25, 2025


Iberostar Waves Berkeley Shore
South Beach
Price was $2,119, price is now $852 per person
$852
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (1,449 reviews)
I absolutely loved my stay at the Iberostar Waves Berkeley Shore! From the moment we arrived, the service exceeded all expectations. The hotel is modern, clean, and perfectly located near the beach, restaurants, and all the best parts of South Beach.
A special shoutout to Abdullah—he was truly amazing. He was warm, welcoming, and went above and beyond to make us feel at home. Every interaction with him was genuine, and he made our stay feel extra comfortable and memorable.
The rooftop pool was peaceful, the rooms were spotless, and the beach service was a huge bonus. Overall, our experience was lovely, and I would absolutely stay here again. Highly recommended for anyone visiting Miami!
Reviewed on Nov 27, 2025
Don't see what you're looking for?
See all available trips from Columbus to Upper Matecumbe Key
View all tripsTop Pet-friendly Upper Matecumbe Key Hotels

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
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

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
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

Islander Resort
82100 Overseas Highway Islamorada FL
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
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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