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 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

$69
per adult
100% of travellers recommend
Tavernier, FL: Mangrove and Manatees Guided Kayak Eco Tour
Islamorada Sunset Cruise with Champagne Toast and Snacks

Islamorada Sunset Cruise with Champagne Toast and Snacks

$84
per adult
80% of travellers recommend
Islamorada Sunset Cruise with Champagne Toast and Snacks
Kayak through Mangrove Forests in the Florida Keys

Kayak through Mangrove Forests in the Florida Keys

$65
per adult
100% of travellers recommend
Kayak through Mangrove Forests in the Florida Keys
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
Islamorada Sandbar Escape Sightseeing Paddleboarding and Swimming

Islamorada Sandbar Escape Sightseeing Paddleboarding and Swimming

$95
per adult
Islamorada Sandbar Escape Sightseeing Paddleboarding and Swimming
Ft. Lauderdale to Key West Day Trip Quality Day Tours

Ft. Lauderdale to Key West Day Trip Quality Day Tours

$259
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
$227 nightly
The price is $246 total per night from Nov 29 to Nov 30
$246 total
Nov 29 - Nov 30
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! (1,503 reviews)
"Food was excellent and staff was extremely friendly. The room could have been a little better. The floors were sandy but the room was otherwise clean"

Reviewed on Nov 3, 2026

Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
$186 nightly
The price is $209 total per night from Nov 10 to Nov 11
$209 total
Nov 10 - Nov 11
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. ...
Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
$220 nightly
The price is $248 total per night from Nov 15 to Nov 16
$248 total
Nov 15 - Nov 16
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 ...
Amara Cay Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
$285 nightly
The price is $321 total per night from Nov 15 to Nov 16
$321 total
Nov 15 - Nov 16
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. ...
Islander Resort
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway Islamorada FL
$123 nightly
The price is $138 total per night from Nov 10 to Nov 11
$138 total
Nov 10 - Nov 11
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 ...
Breezy Palms Resort
La Jolla Resort

La Jolla Resort

2.5 out of 5
82216 Overseas Highway Islamorada FL
$176 nightly
The price is $198 total per night from Nov 8 to Nov 9
$198 total
Nov 8 - Nov 9
Total with taxes and 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. ...
La Jolla Resort
See all 519 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, FL

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