Matecumbe Travel Guide

Tourist Guide

Cheeca Pier 🎣 🛶
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!

Popular places to visit

Activities


Our pick of the best Matecumbe Hotel Deals

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is AU$621 per night from 22 Mar to 23 Mar
AU$621
22 Mar - 23 Mar
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! (1,665 reviews)
Clean room..staff qaa qond

Reviewed on 19 Feb 2026

Chesapeake Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$764 per night from 9 Mar to 10 Mar
AU$764
9 Mar - 10 Mar
includes taxes & 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 ...
9.2/10 Wonderful! (1,307 reviews)
Room was very nice and plenty of room. First time visitor. Tub on the balcony was unexpected bonus

Reviewed on 17 Feb 2026

Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
The price is AU$681 per night from 26 Feb to 27 Feb
AU$681
26 Feb - 27 Feb
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! (1,259 reviews)
Overall a really nice stay!

Reviewed on 19 Feb 2026

Amara Cay Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
The price is AU$662 per night from 1 Mar to 2 Mar
AU$662
1 Mar - 2 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! (1,003 reviews)
Great staff. Coffee machine in room was defective. Curtains dirty and faulty closing. Everything else clean and convenient.

Reviewed on 19 Feb 2026

La Siesta Resort & Villas
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
The price is AU$668 per night from 22 Mar to 23 Mar
AU$668
22 Mar - 23 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! (1,007 reviews)
We had an incredible time at the Islander! We were expecting a regular big hotel on the beach kind of stay, but The Islander offers bungalow-style accommodations with private lanai/patios for every room! It made the place feel so much more chill. The grounds were beautiful with abundant landscaping, ...

Reviewed on 17 Feb 2026

Islander Resort
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy Islamorada FL
The price is AU$491 per night from 1 Mar to 2 Mar
AU$491
1 Mar - 2 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! (1,000 reviews)
Room had only a bed. No table or chairs.

Reviewed on 13 Feb 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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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

Choose two or more items and save on your trip: