Lower Matecumbe Key Travel Guide

Tourist Guide

A beach with a wooden pavilion, clear blue sky, and dense green foliage.
A pelican on a wooden dock with boats in the background.
Pelicans flying over a body of water.
A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.
A wooden deck with benches overlooking a clear blue sea.
Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

3 out of 5
73801 Overseas Hwy Islamorada FL
Stay at this condo in Islamorada. Enjoy free Wi-Fi, free parking and a marina. Popular attractions Anne's Beach and Sunset Drive Beach are located nearby.
9.8/10 Exceptional! (8 reviews)
"Great location, we will return"

Reviewed on 9 July 2026

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Caloosa Cove Resort by CoolVacay
Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy Islamorada FL
Stay at this beach resort in Islamorada. Enjoy free Wi-Fi, free parking and a private beach. Popular attractions Robbie’s of Islamorada and Indian Key Historic ...
9/10 Wonderful! (149 reviews)
"All good! People need to understand the ocean seaweed and smell is uncontrollable by the hotel. We lived that they had kayaks to take out, beach volleyball, hammocks and a kid playground; all that we adults could sit outside the room and supervise the kids. Also pool was nice and clean. Will be back ..."

Reviewed on 6 July 2026

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Matecumbe Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundable
The price is AU$377 per night from 2 Aug to 3 Aug
AU$377
2 Aug - 3 Aug
includes taxes & fees
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 in their ...
9.2/10 Wonderful! (1,343 reviews)
"Fantastic hotel, great for family trips. Outstanding service, great pool. Restaurant good but not the best. I’ll stay again."

Reviewed on 21 July 2026

Cheeca Lodge & Spa
See all 2,086 properties in Lower Matecumbe Key
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.
Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

3 out of 5
73801 Overseas Hwy Islamorada FL
Stay at this condo in Islamorada. Enjoy free Wi-Fi, free parking and a marina. Popular attractions Anne's Beach and Sunset Drive Beach are located nearby.
9.8/10 Exceptional! (8 reviews)
"Great location, we will return"

Reviewed on 9 July 2026

Caloosa Cove Resort by CoolVacay
Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views

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

Islamorada FL
Stay at this beach holiday home in Islamorada. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Robbie’s of Islamorada and Indian Key ...
10/10 Exceptional! (119 reviews)
"Beautiful property! Everything was as described. We would love to book again next year!"

Reviewed on 3 July 2026

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

Private Beachfront Paradise

Islamorada FL
Stay at this beach holiday home in Islamorada. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Sunset Drive Beach and Anne's Beach are ...
9.6/10 Exceptional! (88 reviews)
"House was perfect for our stay."

Reviewed on 6 July 2026

Private Beachfront Paradise
See all properties in Lower Matecumbe Key
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.

Stay near popular Lower Matecumbe Key attractions

Anne's Beach

7.8/10 (597 reviews)
If a restful holiday is part of your travel plans, Anne's Beach might be the perfect place to visit during your trip to Islamorada.
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