Matecumbe, FL
Islamorada
Visit Matecumbe
Popular places to visit
Anne's Beach
3.5/5(139 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.
Florida Keys Brewing Co.
You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.
History of Diving Museum
4.5/5(51 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.
Hurricane Monument
4/5(66 reviews)
The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.
Bud n' Mary's Dive Center
4.5/5(141 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.
Robbie’s of Islamorada
Explore the waterfront in Islamorada with a trip to Robbie’s of Islamorada.
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
Matecumbe Hotel Deals
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$197 nightly
The price is $222 total per night from Jan 7 to Jan 8
$222 total
Jan 7 - Jan 8
Total with taxes and fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
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
$328 nightly
The price is $370 total per night from Jan 29 to Jan 30
$370 total
Jan 29 - Jan 30
Total with taxes and fees
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,284 reviews)
Fantastic resort, will definitely be heading back!
Reviewed on Jan 4, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$277 nightly
The price is $312 total per night from Jan 8 to Jan 9
$312 total
Jan 8 - Jan 9
Total with taxes and fees
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...
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
Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
$178 nightly
The price is $200 total per night from Jan 11 to Jan 12
$200 total
Jan 11 - Jan 12
Total with taxes and fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
7.6/10 Good! (1,000 reviews)
Enjoy here and quiet place
Reviewed on Dec 27, 2025
Islander Resort
82100 Overseas Highway Islamorada FL
$359 nightly
The price is $404 total per night from Jan 12 to Jan 13
$404 total
Jan 12 - Jan 13
Total with taxes and fees
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,006 reviews)
Clean room and resort. So much to do. Absolutely beautiful
Reviewed on Dec 28, 2025
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$253 nightly
The price is $285 total per night from Jan 11 to Jan 12
$285 total
Jan 11 - Jan 12
Total with taxes and fees
Book a stay at this beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
8.6/10 Excellent! (1,001 reviews)
Beautiful resort with convenient parking and a great location. The kids loved the included kayaking and the pool. The bathroom was a bit outdated, and housekeeping could have been better, but overall we enjoyed our visit and would book again on future trips.
Reviewed on Jan 1, 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.
Other neighborhoods around Matecumbe
Lower Matecumbe Beach
Though Lower Matecumbe Beach might not have many top sights, you can venture to the surrounding area to see attractions like Anne's Beach and Sunset Drive Beach.
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.
Seabreeze Trailer Park
If you're looking for some top things to see and do in Seabreeze Trailer Park and surrounding area, you can visit Founders Park and Islamorada County Park.
Matecumbe, FL
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