
Matecumbe Holidays
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Our guide on where to stay in Matecumbe
Find the best Matecumbe areas and neighborhoods for the activities you enjoy most. Learn more about Matecumbe

Venetian Shores
Though Venetian Shores may not have many top sights, you can venture to the surrounding area to see attractions like Founders Park and Windley Key Fossil Reef Geological State Park.
Our pick of the best Matecumbe Hotel Deals

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is NZ$557 per night from 15 July to 16 July
NZ$557
15 July - 16 July
includes taxes & fees
9.2/10 Wonderful! (1,319 reviews)
"There was a lot of seaweed, which definitely had an odor; it was impossible to use the beach area. I did expect they would make more of an effort to clean it. Could use some TCL, adult pool needs new steps that do not get too hot to touch in the summertime. (They make them now). Could have made more ..."
Reviewed on 18 June 2026

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is NZ$453 per night from 21 June to 22 June
NZ$453
21 June - 22 June
includes taxes & fees
9.2/10 Wonderful! (1,728 reviews)
"Great resort with friendly staff. Very clean!"
Reviewed on 19 June 2026

Islander Resort
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
The price is NZ$617 per night from 8 July to 9 July
NZ$617
8 July - 9 July
includes taxes & fees
9.4/10 Exceptional! (1,054 reviews)
"The resort is absolutely beautiful! The room is immaculate , and you even have a walk out patio . Two pools, one for relaxation and the other for “kids” I am impressed at this resort."
Reviewed on 18 June 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
If a restful holiday is part of your travel plans, Anne's Beach might be the perfect place to visit during your trip 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.
Activities

Islamorada Sunset Cruise with Champagne Toast and Snacks
NZ$142
per adult
80% of travellers recommend

Explore Mangrove Creeks with an All Day SUP/single kayak Rental
NZ$83
per adult
80% of travellers recommend

Tavernier, FL: Mangrove and Manatees Guided Kayak Eco Tour
NZ$117
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

