Lower Matecumbe Key, FL

Travel Guide

Anne\'s Beach which includes a bridge
Anne\'s Beach featuring general coastal views
Anne\'s Beach featuring general coastal views
Anne\'s Beach featuring general coastal views
Anne\'s Beach which includes general coastal views

Where to stay in Lower Matecumbe Key

Delicious fried conch & the YUMMIEST Cuban food in town :D

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.

Lower Matecumbe Beach
Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy, Islamorada, FL
Book a stay at this beach resort in Islamorada. Enjoy free WiFi, free parking, and a private beach. Popular attractions Robbie’s of Islamorada and Indian Key ...
8.8/10 Excellent! (81 reviews)
Quiet, simple and clean. Office staff is not available before 9:30am or after 4pm. Parking is supposed to be 1 per unit. However, lack of office staff meant that when people had multiple cars or friends over, there was no parking. Could not complain to anyone.

Reviewed on Oct 20, 2025

Matecumbe Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is $291 total per night from Nov 20 to Nov 21
$291 total
per night
Nov 20 - Nov 21
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 ...
9/10 Wonderful! (1,265 reviews)
Always a great stay at Cheeca. Lovely property, great restaurants, clean rooms and wonderful service by the staff.

Reviewed on Oct 30, 2025

Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
The price is $186 total per night from Nov 5 to Nov 6
$186 total
per night
Nov 5 - Nov 6
Stay at this 3.5-star 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! (1,548 reviews)
I was very pleased with the resort. It’s a quiet hidden gem with a friendly and helpful staff. I would love to stay here again.

Reviewed on Oct 27, 2025

Chesapeake Beach Resort
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.
Oceanfront 165ft Beach-Dock-Pool-4K sq.ft 4 bed-5 bath - Islamorada

Oceanfront 165ft Beach-Dock-Pool-4K sq.ft 4 bed-5 bath - Islamorada

Islamorada
Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Robbie’s of Islamorada and Indian ...
10/10 Exceptional! (47 reviews)
FABULOUS ACCOMODATIONS!
Our family of eleven vacationed together to help celebrate our 50th wedding anniversary. The house was very well equipped with all of our needs.The upstairs toilets both had some issues with running until we jiggled the handles. Also the hand towel holder needs to be repaired, as it was broken upon ...

Reviewed on Jul 5, 2025

Oceanfront 165ft Beach-Dock-Pool-4K sq.ft 4 bed-5 bath - Islamorada
Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views

Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views

Islamorada
Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Robbie’s of Islamorada and Indian ...
10/10 Exceptional! (105 reviews)
We had the most spectacular stay at Luna Beach and we all wished we could stay longer. The home was truly special - it was very clean, the beds were very comfortable, it was decorated beautifully and the pool was amazing. Our favorite part was watching sunrise every morning from the pier and then ...

Reviewed on Aug 9, 2025

Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

Islamorada
Book a stay at this business-friendly vacation home in Islamorada. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Robbie’s of Islamorada ...
9.4/10 Exceptional! (67 reviews)
This was the ideal location for traveling the entire length of the keys! We saw several manatees and enjoyed the canal with its outside seating area!

Reviewed on Oct 18, 2025

WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
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.

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