Matecumbe Travel Guide

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 ฿19,160 per night from 12 Apr to 13 Apr
฿19,160
฿23,925 total
12 Apr - 13 Apr
includes taxes & fees
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 in their ...
9.2/10 Wonderful! (1,299 reviews)
We did not use the spa services, we may have been able to barely see a small portion of the ocean out a window

Reviewed on 12 Mar 2026

Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is ฿7,974 per night from 14 Apr to 15 Apr
฿7,974
฿10,793 total
14 Apr - 15 Apr
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,671 reviews)
The room we stayed in needs shelf space in the bathroom. It had nowhere to put toiletries. The room was clean and good a/c.

Reviewed on 16 Mar 2026

Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
The price is ฿8,479 per night from 23 Mar to 24 Mar
฿8,479
฿11,900 total
23 Mar - 24 Mar
includes taxes & fees
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 their reviews. ...
8.8/10 Excellent! (1,257 reviews)
Pool and beach area were extremely nice. The room was nice and clean, but you can tell it was an older hotel that they are working on remodeling. In some areas you could tell there was some deferred maintenance.

Reviewed on 15 Mar 2026

Amara Cay Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
The price is ฿14,575 per night from 23 Mar to 24 Mar
฿14,575
฿18,576 total
23 Mar - 24 Mar
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,008 reviews)
Beautiful place to stay!

Reviewed on 16 Mar 2026

Islander Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
The price is ฿8,043 per night from 22 Mar to 23 Mar
฿8,043
฿11,410 total
22 Mar - 23 Mar
includes taxes & fees
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 rooms ...
8.8/10 Excellent! (1,001 reviews)
We had a partial view of the ocean and pool. The location was great The pull out sofa tho was like sleeping on a chain link fence.

Reviewed on 14 Mar 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 ฿8,991 per night from 19 Mar to 20 Mar
฿8,991
฿11,168 total
19 Mar - 20 Mar
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
7.6/10 Good! (1,008 reviews)
I made my reservation through Expedia, I got an email offering a upgrade to two bedroom suit, I bid and won the upgrade, when I got to the office, they said I was downgraded to a room on the hwy. I showed the staff my emails and they didn't have an answer, the staff was amazing they were able to ...

Reviewed on 17 Mar 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

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.

Lower Matecumbe Beach
Colorful Island Palm Tree Sunset

Venetian Shores

Though Venetian Shores may not have many top sights, you can venture to the surrounding area to see attractions like Windley Key Fossil Reef Geological State Park and Islamorada County Park.

Venetian Shores
Coastline of Islamorada, panoramic view at dusk

Seabreeze Trailer Park

While there might not be top attractions in Seabreeze Trailer Park, you can explore the larger area and discover places like Islamorada County Park and Founders Park.

Seabreeze Trailer Park


Matecumbe Travel Guide