Lower Matecumbe Key Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Lower Matecumbe Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Broadway Suites Downtown by RocketStay

Broadway Suites Downtown by RocketStay

3.5 out of 5
Coral Way
Price was CA $1,857, price is now CA $963 per person
CA $963
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8.6/10 Excellent! (230 reviews)
Affordable hotel near downtown Miami. Convenient check-in and quick communication with the host!

Reviewed on Nov 4, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $31,504, price is now CA $14,782 per person
CA $14,782
per person
Jan 24 - Jan 29
found 14 hours ago
Roundtrip flight included
Toronto (YTO) 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

The Club - Pool - Gym - Parking - Heart of Brickell

The Club - Pool - Gym - Parking - Heart of Brickell

4 out of 5
Brickell
Price was CA $2,693, price is now CA $1,394 per person
CA $1,394
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
No reviews

Miami Vacation Rentals - District 225

Miami Vacation Rentals - District 225

3.5 out of 5
Downtown Miami
Price was CA $3,595, price is now CA $1,938 per person
CA $1,938
per person
Jan 23 - Jan 30
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
9/10 Wonderful! (6 reviews)
The apartment had not been cleaned thoroughly. The bed sheets were not clean and the floor was dirty. I would appreciate it if the cleaning could be done more carefully in the future.

Reviewed on Sep 7, 2026

Brickell Sea View 2BR Free Parking by Palermo Home

Brickell Sea View 2BR Free Parking by Palermo Home

2.5 out of 5
Brickell
Price was CA $3,466, price is now CA $1,878 per person
CA $1,878
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
10/10 Exceptional! (1 review)
Very nice stay

Reviewed on Mar 16, 2026

Ready to book your vacation to Lower Matecumbe Key?

 

Choose your dates

Lower Matecumbe Key Hotel Deals

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

3 out of 5
73801 Overseas Hwy Islamorada FL
9/10 Wonderful! (20 reviews)
"This was a very dated property. The room was clean which we appreciated and the bathroom and kitchen were updated, which was nice. The furniture was scratched, stained, and shabby. It was old and I didn’t want to sit on it. Having said that, this is probably a direct result of guests not being responsible. ..."

Reviewed on Nov 8, 2026

Get rates
Caloosa Cove Resort by CoolVacay
Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $202 per night from Nov 10 to Nov 11
CA $202
CA $227 total
Nov 10 - Nov 11
includes taxes & fees
Matecumbe Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $256 per night from Nov 19 to Nov 20
CA $256
CA $391 total
Nov 19 - Nov 20
includes taxes & fees
9.2/10 Wonderful! (1,514 reviews)
"The suite had an odor like humidity not nice , I paid for a room with view they didn’t give that, anyway it was a nice suite but the odor killed the experience for me"

Reviewed on Nov 8, 2026

Cheeca Lodge & Spa
See all 2,007 properties in Lower Matecumbe Key
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Lower Matecumbe Key attractions

Anne's Beach

7.8/10 (597 reviews)
If a restful vacation is part of your travel plans, Anne's Beach might be the perfect place to seek out during your trip to Islamorada.
See properties

Frequently asked questions

How much does a Lower Matecumbe Key vacation package cost?
Custom build your Lower Matecumbe Key vacation package from an affordable CA $963. Choose from any combination of flights, hotels and rental cars to put together the escape you've long been dreaming about. Be sure to add on a few experiences or tours!
How do I get a cheap travel package to Lower Matecumbe Key?
You'll save big if you combine your hotels, car rentals and flights into a Lower Matecumbe Key travel package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer more than 550 partner airlines and 1,000,000 hotels worldwide, so you'll always have plenty of variety to choose from. Want to save even more? Add some exciting activities to your package deal to unlock even more bargains! After all, travel is about more than just getting to your destination.
How far in advance should I book my Lower Matecumbe Key vacation?
Reward yourself with the biggest variety at the cheapest prices by booking your trip to Lower Matecumbe Key early. Airlines typically sell flight tickets around a year before departure, so secure your spot as soon as possible. Having said that, Expedia is committed to giving you the best deals around, so there's never a bad time to book your dream vacation!
What does an Expedia Lower Matecumbe Key travel package include?
Flights, hotels and a shiny set of wheels for your road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and experiences and watch your savings grow. When it comes to crafting your Lower Matecumbe Key getaway, you're the one in control!
What should I know before booking a Lower Matecumbe Key travel package?
You'll save big with an Expedia travel package. Bundle your flights, rental cars and hotels and enjoy fantastic discounts. You're not restricted to hotels, though. We have island resorts, cabins in the mountains and even treehouses and ranches!
Can I choose my airline with a Lower Matecumbe Key Expedia vacation package?
With a vacation package, you're the boss. Whether you're hoping to fly to Lower Matecumbe Key in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 airline partners globally.
If I'm not able to travel, can I cancel my Lower Matecumbe Key vacation package?
Certainly, and we're here to help. You may be able to cancel or change your Lower Matecumbe Key vacation package at no cost if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company for older bookings. If your travel plans suddenly change, look up our Customer Service Portal for more information.

Explore a world of travel with Expedia

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