Title: Cheap 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 Cheap Vacations

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## Flight and Cheap hotel deals in Upper Matecumbe Key

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

![Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/16bbce87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

CA $1,578

per person

Feb 18 - Feb 25

found 2 days ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8.8/10 Excellent! (1,275 reviews)

Very nice resort. All the staff was friendly and helpful. The pool bar was great and the bartender was friendly. Our favorite place to stay in Marathon.

Reviewed on Dec 14, 2025

![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hawks Cay Resort

CA $2,061

per person

Feb 18 - Feb 25

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very Good! (1,003 reviews)

The resort was beautiful, the room was nice and clean although the day after we arrived housekeeping did not come to our room to empty garbages and give us fresh towels and had to ask at front desk. But after that it was not a problem. Also 1 morning we woke up to no water in our room and had to call front desk and eventually was turned back on. Other than those things we had a nice time.

Reviewed on Dec 14, 2025

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

South Beach

CA $9,622

per person

Mar 2 - Mar 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very Good! (1 review)

![The Shelborne By Proper, a Member of Design Hotels](https://images.trvl-media.com/lodging/1000000/30000/25500/25451/e49031f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Shelborne By Proper, a Member of Design Hotels

South Beach

CA $2,017

per person

Jan 15 - Jan 19

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

9.4/10 Exceptional! (56 reviews)

Really great spot. Love the low key aesthetic and cool design. The tiles in the bar area are great. Nice breakfast spot by pool, and beach club is outstanding. Only small issue is there were a bunch of loud little kids shouting and cannon-balling into the pool. Super disruptive to the peaceful setting and zero was done to ask the kids to chill just a bit. Overall - super spot and renovation has made it a gem again.

Reviewed on Dec 14, 2025

![Villas At Hawks Cay Resort](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/8638cc9f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Villas At Hawks Cay Resort

CA $2,709

per person

Mar 7 - Mar 14

found 21 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

8.4/10 Very Good! (145 reviews)

great trip. Clean, easy to get around. Good amenities for a family trip.

Reviewed on Nov 16, 2025

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/2026-01-15/2026-01-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Cheap holidays in Upper Matecumbe Key

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

![Miami Downtown Condos](https://images.trvl-media.com/lodging/110000000/109790000/109784700/109784697/w2048h1535x0y1-af4622e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Miami Downtown Condos

Downtown Miami

CA $1,223

per person

Feb 20 - Feb 24

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8.6/10 Excellent! (72 reviews)

Oven didn't work called 200 times and nothing. wifi didn;t work either and nobody did anything.

Reviewed on Dec 14, 2025

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

South Beach

CA $9,622

per person

Mar 2 - Mar 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very Good! (1 review)

![EAST Miami Residences](https://images.trvl-media.com/lodging/79000000/78580000/78570600/78570563/dca879fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### EAST Miami Residences

Brickell

CA $3,199

per person

Mar 8 - Mar 15

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Miami (MIA)

9/10 Wonderful! (84 reviews)

Great location and hotel.

Reviewed on Dec 8, 2025

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/2026-01-15/2026-01-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Cheap 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/c37fc122_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bay Breeze Premium Apartments By Eskape Collection

CA $783

per person

Mar 5 - Mar 8

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

8.6/10 Excellent! (189 reviews)

From the very efficient and effective check in, courteous customer service, and spotless room, our stay was great from the beginning. The place was spacious and modern. There was a big wrap around balcony (we had the two bedroom), and large kitchen. Even a washer and dryer. The only cons were the water pressure in the bathroom sink, and after a certain time, you cannot get more towels. House cleaning is "ask if you want", its not every day. For us we liked our privacy, so this worked for us. Another thing we loved was the quiet. The views were ok. Go ahead and book, you will not regret.

Reviewed on Dec 8, 2025

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

South Beach

CA $8,702

per person

Jan 26 - Jan 29

found 5 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Miami (MIA)

8/10 Very Good! (1 review)

![EAST Miami Residences](https://images.trvl-media.com/lodging/79000000/78580000/78570600/78570563/dca879fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### EAST Miami Residences

Brickell

CA $1,602

per person

Feb 26 - Mar 1

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

9/10 Wonderful! (84 reviews)

Great location and hotel.

Reviewed on Dec 8, 2025

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/2026-01-15/2026-01-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Cheap holidays in Upper Matecumbe Key

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

![Miami Downtown Condos](https://images.trvl-media.com/lodging/110000000/109790000/109784700/109784697/w2048h1535x0y1-af4622e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Miami Downtown Condos

Downtown Miami

CA $1,223

per person

Feb 20 - Feb 24

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8.6/10 Excellent! (72 reviews)

Oven didn't work called 200 times and nothing. wifi didn;t work either and nobody did anything.

Reviewed on Dec 14, 2025

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

South Beach

CA $9,622

per person

Mar 2 - Mar 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very Good! (1 review)

![The Shelborne By Proper, a Member of Design Hotels](https://images.trvl-media.com/lodging/1000000/30000/25500/25451/e49031f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Shelborne By Proper, a Member of Design Hotels

South Beach

CA $2,017

per person

Jan 15 - Jan 19

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

9.4/10 Exceptional! (56 reviews)

Really great spot. Love the low key aesthetic and cool design. The tiles in the bar area are great. Nice breakfast spot by pool, and beach club is outstanding. Only small issue is there were a bunch of loud little kids shouting and cannon-balling into the pool. Super disruptive to the peaceful setting and zero was done to ask the kids to chill just a bit. Overall - super spot and renovation has made it a gem again.

Reviewed on Dec 14, 2025

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/2026-01-15/2026-01-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Cheap 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! (1,592 reviews)

Excellent !!!!!

Reviewed on Dec 14, 2025

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

[See all 2,818 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)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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