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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Things to do

Tavernier, FL: Mangrove and Manatees Guided Kayak Eco Tour

Tavernier, FL: Mangrove and Manatees Guided Kayak Eco Tour

$69
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

$139
per adult
Snorkel and Sandbar Combo Adventure in Islamorada
Explore Mangrove Creeks with an All Day SUP/single kayak Rental

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

$49
per adult
80% of travellers recommend
Explore Mangrove Creeks with an All Day SUP/single kayak Rental
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
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $241 total per night from Sep 9 to Sep 10
$241 total
Sep 9 - Sep 10
Total with taxes and 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! (1,426 reviews)
"We are repeat returning customers and will continue to be so, we love Cheeka. The staff and facilities are excellent. Always a great time. Local restaurants are fantastic on site. Restaurants are excellent. The snorkeling in the area as well as the fishing is world class."

Reviewed on Sep 2, 2026

Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
$165 nightly
The price is $186 total per night from Sep 30 to Oct 1
$186 total
Sep 30 - Oct 1
Total with taxes and 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! (1,776 reviews)
"A great place to stay and very well located. Breakfast staff was wonderful and very accommodating. Check in staff as well. A beautiful property,"

Reviewed on Sep 2, 2026

Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
$209 nightly
The price is $236 total per night from Sep 14 to Sep 15
$236 total
Sep 14 - Sep 15
Total with taxes and 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! (1,308 reviews)
"Baseboard were removed off the wall. Did not gave it a clean look . Walls in the hallway slightly dirty."

Reviewed on Sep 2, 2026

Amara Cay Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
$240 nightly
The price is $270 total per night from Sep 16 to Sep 17
$270 total
Sep 16 - Sep 17
Total with taxes and 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! (1,114 reviews)
"In stay, so many activities near by"

Reviewed on Sep 2, 2026

Islander Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
$237 nightly
The price is $266 total per night from Sep 7 to Sep 8
$266 total
Sep 7 - Sep 8
Total with taxes and 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 ...
8.8/10 Excellent! (1,000 reviews)
"Good"

Reviewed on Aug 30, 2026

La Siesta Resort & Villas
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway Islamorada FL
$102 nightly
The price is $114 total per night from Sep 7 to Sep 8
$114 total
Sep 7 - Sep 8
Total with taxes and 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 ...
8.8/10 Excellent! (737 reviews)
"Espectacular y muy limpio"

Reviewed on Sep 1, 2026

Breezy Palms Resort
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. 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 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

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