Matecumbe, FL

Islamorada

A pier extending into calm waters with a covered seating area and a sandy beach.
A pelican standing on a wooden dock.
A pier with birds perched on poles, a sign, and a bridge in the background.
A calm lake with a reflection of trees and a cloudy sky.
A building with signs for a motel, breakfast & lunch, Bud'n Mary's, and a cafe.

Stay near popular Matecumbe attractions

A sandy beach with green vegetation and a calm sea.

Anne's Beach

7.8/10 (597 reviews)
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.
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Matecumbe Hotel Deals

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is ₩206,961 per night from Sep 3 to Sep 4
₩206,961
₩334,409 total
Sep 3 - Sep 4
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! (1,414 reviews)
"Definitely a top 5 hotel. I wish it had a close dedicated dog area. But i know space is limited. We were told to take the dog to the golf course. So if you are a golfer, watch your step."

Reviewed on Aug 21, 2026

Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is ₩209,808 per night from Aug 25 to Aug 26
₩209,808
₩314,165 total
Aug 25 - Aug 26
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. ...
Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
The price is ₩233,456 per night from Aug 23 to Aug 24
₩233,456
₩364,215 total
Aug 23 - Aug 24
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 ...
Amara Cay Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
The price is ₩311,136 per night from Aug 31 to Sep 1
₩311,136
₩443,786 total
Aug 31 - Sep 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. ...
9.4/10 Exceptional! (1,107 reviews)
"Gorgeous and relaxing. We had a wonderful time! Staff were super friendly."

Reviewed on Aug 20, 2026

Islander Resort
Pines & Palms Resort

Pines & Palms Resort

3 out of 5
80401 Old Hwy Islamorada FL
The price is ₩243,353 per night from Aug 30 to Aug 31
₩243,353
₩350,347 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
Pines & Palms Resort
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy Islamorada FL
The price is ₩152,304 per night from Sep 8 to Sep 9
₩152,304
₩216,664 total
Sep 8 - Sep 9
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 ...
Hadley Resort and Marina
See all 554 properties in Matecumbe
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.

Where to stay in Matecumbe

Find the best Matecumbe areas and neighborhoods for the activities you enjoy most.
A sunset over a palm tree-lined pier extending into calm waters.

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.

A clear blue sea with a sandy beach and a distant horizon.

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.

A beach with palm trees, lounge chairs, and a building with balconies.

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