Matecumbe Vacation Packages
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Top Holiday Package Deals in Matecumbe
Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel
South Beach
Price was CA $1,105, price is now CA $676 per person
CA $676
per person
Apr 26 - Apr 30
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Miami (MIA)
8.2/10 Very Good! (1,725 reviews)
Clean room , comfy bed . Nice pool , excellent location , nice front patio to sit at and great margaritas at the bar !
Reviewed on Mar 20, 2026
Casablanca Miami Beach
North Beach
Price was CA $10,482, price is now CA $4,328 per person
CA $4,328
per person
May 5 - May 12
just found
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
5.8/10 (321 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great.
It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.
Reviewed on Feb 22, 2026
Creekside Inn
Price was CA $1,716, price is now CA $989 per person
CA $989
per person
May 28 - May 31
found 6 hours ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
7.8/10 Good! (1,027 reviews)
Good location. Beds were uncomfortable and pillows were very hard. The worse part was, you could hear right thru the walls. I could hear the people in the neighboring room. Had a hard time sleeping due to the noise. I would not stay here again.
Reviewed on Mar 22, 2026
Where to stay in Matecumbe
Find the best Matecumbe areas and neighborhoods for the activities you enjoy most. Learn more about Matecumbe
Venetian Shores
Venetian Shores might not have many top sights, but Windley Key Fossil Reef Geological State Park and Islamorada County Park are two attractions nearby that you can check out.
Matecumbe Hotel Deals
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $489 per night from Apr 13 to Apr 14
CA $489
CA $651 total
Apr 13 - Apr 14
includes taxes & fees
9.2/10 Wonderful! (1,301 reviews)
They should have had a newsletter with activities.
Reviewed on Mar 23, 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is CA $338 per night from Apr 14 to Apr 15
CA $338
CA $457 total
Apr 14 - Apr 15
includes taxes & fees
9.2/10 Wonderful! (1,675 reviews)
The room was great! Clean and up to date. The staff was very accomadating abd the view was beautiful. Breakfast was more than enough and it was located close to everything.
Reviewed on Mar 24, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
The price is CA $316 per night from Apr 20 to Apr 21
CA $316
CA $456 total
Apr 20 - Apr 21
includes taxes & fees
8.8/10 Excellent! (1,260 reviews)
Friendly welcome and great room size. Communal areas are beautifully decorated!
Reviewed on Mar 23, 2026
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.
Discover the most popular places to visit in Matecumbe
Anne's Beach
4/5(14 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.
History of Diving Museum
4/5(1 review)
Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts.
Hurricane Monument
4/5(1 review)
The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.
Things to do
Explore Mangrove Creeks with an All Day SUP/single kayak Rental
CA $67
per adult
Ft. Lauderdale to Key West Day Trip Quality Day Tours
CA $308
per adult
Ft Lauderdale to Islamorada Tour with Boat Ride and Lunch
CA $341
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.