Title: Pet-friendly Vacations in Upper Matecumbe Key 2026 | Expedia.ca

![](https://images.trvl-media.com/place/10768/414c55a9-82b2-4829-857c-fd7c26e0bd48.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Upper Matecumbe Key Pet-friendly Vacations

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## Flight and Pet-friendly hotel deals in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.

![Solé Miami, A Noble House Resort](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803820/387d2cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Solé Miami, A Noble House Resort

Ocean Four

CA $940

per person

May 24 - May 29

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8.4/10 Very Good! (1,935 reviews)

It’s hard to believe this is a 4 star hotel. The rooms are small and dated. We found some insect in our bathroom. They have only 1 or 2 working elevators at anytime and you need to wait for sometime. There was a lack of amenities that I thought would be complementary. For example I left my tooth brush and had to buy one in the store instead. Small things but at the price point it doesn’t quite add up. Dining was good, this was a highlight, several great waitstaff including Daniel. The beach access is incredible, they set up your chairs a towels and you can order drinks. Housekeeping, waitstaff and beach staff were amazing.

Reviewed on Mar 4, 2026

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $12,160

per person

Apr 26 - May 1

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8/10 Very Good! (1 review)

![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel South Beach

South Beach

CA $4,031

per person

May 15 - May 22

found 18 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

9.4/10 Exceptional! (1,451 reviews)

Good experience, pricey amenities

Reviewed on Mar 3, 2026

![Hotel Riu Plaza Miami Beach](https://images.trvl-media.com/lodging/1000000/80000/74600/74574/3532c352_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Riu Plaza Miami Beach

Mid Beach

CA $1,454

per person

Apr 26 - May 1

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Miami (MIA)

8/10 Very Good! (1,151 reviews)

Room was okay. The beds were smaller than we expected and there were only flat sheets on the mattress rather than fitted sheets. Breakfast was very good, pool and beach access were great.

Reviewed on Mar 1, 2026

![Nobu Hotel Miami Beach](https://images.trvl-media.com/lodging/17000000/16260000/16256600/16256597/06483b1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Nobu Hotel Miami Beach

Mid Beach

CA $2,978

per person

Apr 11 - Apr 18

found 21 hours ago

Roundtrip flight included

Hamilton (YHM) to Miami (MIA)

8.6/10 Excellent! (1,266 reviews)

The rooms are nice and large, amenities such as toiletries and free water bottle were great, and the easy access to the beach was perfect - you get chairs and an umbrella as part of your stay. Dining was also amazing - between the Nobu restaurant, the Inez Cafe, and tasty breakfast, you're covered! We did have issues, however, related to housekeeping - they were really kind and helpful, however, I don't know if it was due to miscommunication or mismanagement, but they skipped cleaning our room one day, and on another, took items but didn't replace with new ones, so had to call for towels, etc. On top of this, I had asked for items to be removed from the fridge days before our stay - received confirmation that it would be done. Got to the room - the items were not removed. I texted using their text system to ask if someone could remove the items, and received confirmation - twice over the time of our stay- but it never happened. This was frustrating. I could tell we weren't the only ones experiencing similar issues. Also, it took a couple tries of showering to understand the reason why water was pouring out onto the floor - the shower/glass door was missing a rubber cover at the bottom, so had to report that. Outside of these areas, the stay was really nice/relaxing.

Reviewed on Mar 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Upper Matecumbe Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Pet-friendly holidays in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.

![Nobu Hotel Miami Beach](https://images.trvl-media.com/lodging/17000000/16260000/16256600/16256597/06483b1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Nobu Hotel Miami Beach

Mid Beach

CA $2,978

per person

Apr 11 - Apr 18

found 21 hours ago

Roundtrip flight included

Hamilton (YHM) to Miami (MIA)

8.6/10 Excellent! (1,266 reviews)

The rooms are nice and large, amenities such as toiletries and free water bottle were great, and the easy access to the beach was perfect - you get chairs and an umbrella as part of your stay. Dining was also amazing - between the Nobu restaurant, the Inez Cafe, and tasty breakfast, you're covered! We did have issues, however, related to housekeeping - they were really kind and helpful, however, I don't know if it was due to miscommunication or mismanagement, but they skipped cleaning our room one day, and on another, took items but didn't replace with new ones, so had to call for towels, etc. On top of this, I had asked for items to be removed from the fridge days before our stay - received confirmation that it would be done. Got to the room - the items were not removed. I texted using their text system to ask if someone could remove the items, and received confirmation - twice over the time of our stay- but it never happened. This was frustrating. I could tell we weren't the only ones experiencing similar issues. Also, it took a couple tries of showering to understand the reason why water was pouring out onto the floor - the shower/glass door was missing a rubber cover at the bottom, so had to report that. Outside of these areas, the stay was really nice/relaxing.

Reviewed on Mar 1, 2026

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $12,160

per person

Apr 26 - May 1

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8/10 Very Good! (1 review)

![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel South Beach

South Beach

CA $4,031

per person

May 15 - May 22

found 18 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

9.4/10 Exceptional! (1,451 reviews)

Good experience, pricey amenities

Reviewed on Mar 3, 2026

Don't see what you're looking for?

See all available trips from Columbus to Upper Matecumbe Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Pet-friendly holidays in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.

![Bay Breeze Premium Apartments By Eskape Collection](https://images.trvl-media.com/lodging/28000000/27610000/27603500/27603405/e068aeb4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bay Breeze Premium Apartments By Eskape Collection

CA $923

per person

May 22 - May 25

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Miami (MIA)

8.6/10 Excellent! (201 reviews)

Friendly, accommodating staff! The rooms were clean and spacious. We had a very difficult time traveling and got there very late. The front desk was proactive at getting us checked in and making sure we were able to access our rooms past check-in time.

Reviewed on Feb 28, 2026

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $10,772

per person

Apr 17 - Apr 20

found 17 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very Good! (1 review)

![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel South Beach

South Beach

CA $2,130

per person

May 31 - Jun 3

found 17 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

9.4/10 Exceptional! (1,451 reviews)

Good experience, pricey amenities

Reviewed on Mar 3, 2026

Don't see what you're looking for?

See all available trips from Columbus to Upper Matecumbe Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Pet-friendly holidays in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.

![The Landon Bay Harbor - Miami Beach](https://images.trvl-media.com/lodging/4000000/3180000/3179100/3179004/b142848b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Landon Bay Harbor - Miami Beach

CA $912

per person

Apr 18 - Apr 22

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Miami (MIA)

8.2/10 Very Good! (1,003 reviews)

Very clean room. Very accommodating front office and housekeeping staff. Phyllis was wonderful. They even treated our dog very nicely. 100% will stay here again.

Reviewed on Mar 1, 2026

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Creekside Inn

CA $958

per person

Apr 24 - Apr 28

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

7.8/10 Good! (1,007 reviews)

Room did not have a water view as was listed on the site, pool was cold but clean. Staff was friendly and helpful.

Reviewed on Mar 4, 2026

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $11,941

per person

Apr 6 - Apr 10

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very Good! (1 review)

Don't see what you're looking for?

See all available trips from Columbus to Upper Matecumbe Key

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Pet-friendly Hotels in Upper Matecumbe Key

![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Chesapeake Beach Resort

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! (1,668 reviews)

Couldn't say enough good things about this place! Right on the water! Super clean facility - seemed new! Ready for the differentiator? The breakfast team! MADE TO ORDER OMELET OR EGGS! So awesome!! Salt Water and Fresh Water Pools! Hot tub! Yup, we will be back! March '26

Reviewed on Mar 5, 2026

[](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Islander Resort

82100 Overseas Highway Islamorada FL

- 6 min drive from Bud n' Mary's Dive Center

Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...

9.2/10 Wonderful! (1,009 reviews)

Great boutique type hotel with good amenities. Excellent landscaping, lighting and access to amenities.

Reviewed on Mar 2, 2026

[](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information)

![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/18023e21_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL

- 12 min walk from Bud n' Mary's Dive Center

Book a stay at this beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...

8.8/10 Excellent! (1,003 reviews)

Grrat view from room and location is awesome.

Reviewed on Mar 4, 2026

[](https://expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information)

[See all 2,793 properties in Upper Matecumbe Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=553248635975749648)

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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## More Vacations Ideas

[Flights to Upper Matecumbe Key

](https://expedia.ca/Cheap-Flights-To-Upper-Matecumbe-Key.d553248635975749648.Travel-Guide-Flights)[

Upper Matecumbe Key Hotels

](https://expedia.ca/Upper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels)[

Upper Matecumbe Key Vacation Rentals

](https://expedia.ca/Upper-Matecumbe-Key-Vacation-Rentals.d553248635975749648.Travel-Guide-VacationRentals)[

Upper Matecumbe Key Car Rentals

](https://expedia.ca/Car-Rentals-In-Upper-Matecumbe-Key.d553248635975749648.Car-Rental-Guide)[

Upper Matecumbe Key Vacations

](https://expedia.ca/Upper-Matecumbe-Key.d553248635975749648.Destination-Travel-Guides)

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