
Matecumbe Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.

Lower Matecumbe Beach
While Lower Matecumbe Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Anne's Beach and Sunset Drive Beach.

Seabreeze Trailer Park
While there might not be top attractions in Seabreeze Trailer Park, you can explore the larger area and discover places like Founders Park and Islamorada County 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
NZ$397
30 Sept - 1 Oct
includes taxes & fees

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
NZ$380
29 Sept - 30 Sept
includes taxes & fees
9.2/10 Wonderful! (1,776 reviews)
"Pros: cute lobby area, nice staff, decent grounds Cons: room stunk to the point where I didn’t wanna unpack my clothes. And it was overall grimey; couch was stained, furniture was peeling and had paint splatter on it. Wouldn’t sleep in the bed or shower in the bathroom so we ended up eating the room ..."
Reviewed on 18 Sept 2026

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
NZ$407
24 Sept - 25 Sept
includes taxes & fees
8.8/10 Excellent! (1,310 reviews)
"We moved here last minute from a grimey hotel down the street, so we had to settle for a small room next to the elevator w a parking lot view, but it was still really nice. We’ve stayed here before, in a bigger room w a water view, and it was awesome. Will definitely stay there again. Only con is ..."
Reviewed on 18 Sept 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.
Stay near popular Matecumbe attractions

Anne's Beach
7.8/10 (597 reviews)
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.

Bud n' Mary's Dive Center
8.8/10 (504 reviews)
Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this relaxing area.

Florida Keys Brewing Co.
9.2/10 (520 reviews)
You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.

History of Diving Museum
9.0/10 (177 reviews)
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.
Robbie’s of Islamorada
8.4/10 (15 reviews)
Explore the waterfront in Islamorada with a trip to Robbie’s of Islamorada.
Islamorada Brewery & Distillery
9.4/10 (8 reviews)
You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.
Lorelei Restaurant & Cabana Bar
After visiting Lorelei Restaurant & Cabana Bar, make a plan to see the other sights and activities in Islamorada.
Sunset Drive Beach
9.0/10 (91 reviews)
Why not spend a lazy afternoon at Sunset Drive Beach during your trip to Islamorada?
Activities

Islamorada Sunset Cruise with Champagne Toast and Snacks
NZ$140
per adult
80% of travellers recommend

Snorkel and Sandbar Combo Adventure in Islamorada
NZ$233
per adult

Tavernier, FL: Mangrove and Manatees Guided Kayak Eco Tour
NZ$115
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.