Matecumbe Vacations from $434
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The Latest Matecumbe Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Broadmore Miami Beach
North Beach
Price was $1,008, price is now $434 per person
$434
per person
Feb 21 - Feb 28
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
5.6/10 (389 reviews)
Location! Location! Location! Perfect. The lobby was nice. Check-in/ check-out was smooth. I will say that the room needed a LOT of TLC and the towels gave sandpaper serious competition. I was on the 2nd floor so the elevator wasn't an issue for us oer se ... HOWEVER it was super slow; definitely something to consider if you stay there on a higher floor. The fact that they only perform room service every 3 days could be an issue for some.
Reviewed on Dec 27, 2025
The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $2,070, price is now $951 per person
$951
per person
Feb 20 - Feb 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Excellent amenities and great location
Reviewed on Dec 31, 2025
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 Founders Park and Windley Key Fossil Reef Geological State Park are two attractions nearby that you can check out.
Matecumbe Hotel Deals
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $241 total per night from Jan 6 to Jan 7
$241 total
Jan 6 - Jan 7
Total with taxes and fees
9.2/10 Wonderful! (1,614 reviews)
Good location and a nice resort all in all. However, the rooms are very noisy. You can hear everything being said in the rooms around you.
Reviewed on Jan 2, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
$367 nightly
The price is $413 total per night from Jan 11 to Jan 12
$413 total
Jan 11 - Jan 12
Total with taxes and fees
9.2/10 Wonderful! (1,278 reviews)
Good property but a little dated and understaffed. They are trying and they are hospitable but not a 5 star experience. Still one of the nicer resorts in the area.
Reviewed on Dec 29, 2025
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$280 nightly
The price is $316 total per night from Jan 13 to Jan 14
$316 total
Jan 13 - Jan 14
Total with taxes and fees
8.8/10 Excellent! (1,271 reviews)
Was very nice , Did order cookies and brownies for the room Christmas night and that never happened! Fishing pole rental was ridiculous Food was great and good Keylime dessert !
Reviewed on Dec 28, 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.
Discover the most popular places to visit in Matecumbe
Anne's Beach
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.
Florida Keys Brewing Co.
You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.
History of Diving Museum
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.
Things to do
Explore Mangrove Creeks with an All Day SUP/single kayak Rental
$49
per adult
Explore the Mangrove Creeks with an ALL Day Tandem Kayak Rental
$67
per adult
Ft. Lauderdale to Key West Day Trip Quality Day Tours
$225
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.