Matecumbe, FL
Islamorada
Visit Matecumbe
Popular places to visit
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.
Hurricane Monument
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
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
$47
per adult
Explore the Mangrove Creeks with an ALL Day Tandem Kayak Rental
$65
per adult
Ft. Lauderdale to Key West Day Trip Quality Day Tours
$225
per adult
Matecumbe Hotel Deals
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
$259 nightly
The price is $291 total per night from Nov 3 to Nov 4
$291 total
Nov 3 - Nov 4
Total with taxes and fees
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,265 reviews)
Always a great stay at Cheeca. Lovely property, great restaurants, clean rooms and wonderful service by the staff.
Reviewed on Oct 30, 2025
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
$165 nightly
The price is $186 total per night from Nov 5 to Nov 6
$186 total
Nov 5 - Nov 6
Total with taxes and fees
Stay at this 3.5-star 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! (1,548 reviews)
I was very pleased with the resort. It’s a quiet hidden gem with a friendly and helpful staff. I would love to stay here again.
Reviewed on Oct 27, 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$205 nightly
The price is $231 total per night from Nov 30 to Dec 1
$231 total
Nov 30 - Dec 1
Total with taxes and fees
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,270 reviews)
We enjoyed our stay a beautiful place, but there was no free breakfast
Reviewed on Oct 24, 2025
Islander Resort
82100 Overseas Highway, Islamorada, FL
$237 nightly
The price is $267 total per night from Nov 9 to Nov 10
$267 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this 4-star 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. ...
9/10 Wonderful! (1,007 reviews)
NA
Reviewed on Oct 28, 2025
Hadley Resort and Marina
82749 Overseas Hwy, Islamorada, FL
$148 nightly
The price is $167 total per night from Nov 3 to Nov 4
$167 total
Nov 3 - Nov 4
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! (1,004 reviews)
We came for a weekend getaway. Our room was clean but the floors were dusty and the water pressure in the bathroom was very low. The parking is a bit tight. However the location is great because it is around everything. (Publix, pharmacy, gas station, bait shop, etc.) The staff is very helpful and ...
Reviewed on Oct 24, 2025
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
$216 nightly
The price is $244 total per night from Nov 10 to Nov 11
$244 total
Nov 10 - Nov 11
Total with taxes and fees
Stay at this 4-star 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)
Great place, unbelievable location, could use some updating.
Reviewed on Oct 31, 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.
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 Islamorada County Park and Founders 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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