Matecumbe, FL

Islamorada

Islamorada showing a beach bar
Islamorada showing a sandy beach
Islamorada
Islamorada featuring mangroves, general coastal views and a marina
Islamorada which includes a sandy beach, general coastal views and tropical scenes

Popular places to visit

Things to do


Matecumbe Hotel Deals

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
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

Chesapeake Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
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

Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
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

Amara Cay Resort
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
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

Hadley Resort and Marina
Islander Resort

Islander Resort

4 out of 5
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

Islander Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
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

La Siesta Resort & Villas
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

Delicious fried conch & the YUMMIEST Cuban food in town :D

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.

Lower Matecumbe Beach
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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.

Venetian Shores
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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.

Seabreeze Trailer Park


Matecumbe, FL

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