Matecumbe

Islamorada

Cheeca Pier 🎣 🛶
Pelican posing for the camera in Islamorada, Florida, in the Florida Keys.
Islamorada in the Florida Keys
Sunset in the Florida Keys while an egret looks for a snack!
Worlds best tarpon fishing marina!! They grow 8 feet and are scary looking, feed them rite from the Dock!

Popular places to visit

Things to do


Top hotels in Matecumbe

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is P24,059 per night from Apr 13 to Apr 14
P24,059
P31,476 total
Apr 13 - Apr 14
includes taxes & 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! (1,301 reviews)
They should have had a newsletter with activities.

Reviewed on Mar 23, 2026

Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is P14,714 per night from Apr 14 to Apr 15
P14,714
P19,916 total
Apr 14 - Apr 15
includes taxes & 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! (1,674 reviews)
Resort was wonderful, no complaints. Stayed in a king room ocean view. If you are on the edge about booking here, you will not be disappointed.

Reviewed on Mar 23, 2026

Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is P14,612 per night from Apr 20 to Apr 21
P14,612
P20,848 total
Apr 20 - Apr 21
includes taxes & 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! (1,260 reviews)
Friendly welcome and great room size. Communal areas are beautifully decorated!

Reviewed on Mar 23, 2026

Amara Cay Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
The price is P47,899 per night from Mar 31 to Apr 1
P47,899
P57,923 total
Mar 31 - Apr 1
includes taxes & 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! (1,007 reviews)
The AC was a split unit and didn't get cold even down at 62 degrees. The room was muggy. Also, the picture shows a normal bathroom, but the tropical double queen has no tub and a sink in the bedroom. You have to brush your teeth in the bedroom. Weird. Lastly, they removed the hot tub.

Reviewed on Mar 23, 2026

Islander Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
The price is P13,684 per night from Apr 14 to Apr 15
P13,684
P19,767 total
Apr 14 - Apr 15
includes taxes & 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! (1,004 reviews)
The studio oceanview room had an amazing view. The room felt old and out dated with alot of wear, cracked floors and missing closet doors. I broke my toe on the door stop they left on the floor for the missing door to close against. I have to remove the screws from the floor myself so no one else ...

Reviewed on Mar 22, 2026

La Siesta Resort & Villas
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy Islamorada FL
The price is P15,067 per night from Mar 25 to Mar 26
P15,067
P18,902 total
Mar 25 - Mar 26
includes taxes & 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! (1,005 reviews)
The matress is lump sided which made it uncomfortable to enjoy the bed.

Reviewed on Mar 22, 2026

Hadley Resort and Marina
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 neighbourhoods around Matecumbe

Anne’s beach is on Lower Matecumbe Key

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
Colorful Island Palm Tree Sunset

Venetian Shores

Venetian Shores might not have many top sights, but Windley Key Fossil Reef Geological State Park and Islamorada County Park are two attractions nearby that you can check out.

Venetian Shores
Coastline of Islamorada, panoramic view at dusk

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 Islamorada County Park and Founders Park.

Seabreeze Trailer Park


Matecumbe