Matecumbe

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 wooden deck with benches overlooking a clear blue 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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Things to do

Tavernier, FL: Mangrove and Manatees Guided Kayak Eco Tour

Tavernier, FL: Mangrove and Manatees Guided Kayak Eco Tour

CA $96
per adult
100% of travellers recommend
Tavernier, FL: Mangrove and Manatees Guided Kayak Eco Tour
Snorkel and Sandbar Combo Adventure in Islamorada

Snorkel and Sandbar Combo Adventure in Islamorada

CA $156
per adult
Snorkel and Sandbar Combo Adventure in Islamorada
Islamorada Sunset Cruise with Champagne Toast and Snacks

Islamorada Sunset Cruise with Champagne Toast and Snacks

CA $94
per adult
80% of travellers recommend
Islamorada Sunset Cruise with Champagne Toast and Snacks
Explore Mangrove Creeks with an All Day SUP/single kayak Rental

Explore Mangrove Creeks with an All Day SUP/single kayak Rental

CA $69
per adult
80% of travellers recommend
Explore Mangrove Creeks with an All Day SUP/single kayak Rental
Kayak through Mangrove Forests in the Florida Keys

Kayak through Mangrove Forests in the Florida Keys

CA $91
per adult
100% of travellers recommend
Kayak through Mangrove Forests in the Florida Keys
Ft. Lauderdale to Key West Day Trip Quality Day Tours

Ft. Lauderdale to Key West Day Trip Quality Day Tours

CA $310
per adult
Ft. Lauderdale to Key West Day Trip Quality Day Tours
See all activities in Islamorada

Matecumbe Hotel Deals

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is CA $239 per night from Oct 20 to Oct 21
CA $239
CA $373 total
Oct 20 - Oct 21
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 ...
Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is CA $195 per night from Oct 18 to Oct 19
CA $195
CA $299 total
Oct 18 - Oct 19
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
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
The price is CA $296 per night from Oct 18 to Oct 19
CA $296
CA $437 total
Oct 18 - Oct 19
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. ...
Islander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
The price is CA $202 per night from Oct 18 to Oct 19
CA $202
CA $331 total
Oct 18 - Oct 19
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
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway Islamorada FL
The price is CA $139 per night from Oct 15 to Oct 16
CA $139
CA $180 total
Oct 15 - Oct 16
includes taxes & fees
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (768 reviews)
"The property was clean and extremely well lit. The parking was great. The room had a full kitchen which was a huge plus. The layout of the room and the furnishings were beautiful and up to date. The room was spacious and comfortable. The staff were friendly and hospitable. I didnt pay much attention ..."

Reviewed on Oct 13, 2026

Breezy Palms Resort
La Jolla Resort

La Jolla Resort

2.5 out of 5
82216 Overseas Highway Islamorada FL
The price is CA $175 per night from Oct 15 to Oct 16
CA $175
CA $237 total
Oct 15 - Oct 16
includes taxes & fees
Stay at this hotel in Islamorada. Enjoy free WiFi, a private beach, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (1,000 reviews)
"It was quaint and right on the water"

Reviewed on Oct 13, 2026

La Jolla Resort
See all 501 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. Learn more about Matecumbe
Learn more about Matecumbe
A sunset over a palm tree-lined pier extending into calm waters.

Venetian Shores

Venetian Shores might not have many top sights, but Rain Barrel Village 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

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