Lower Matecumbe Key

Travel 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 Jul, 2026

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 Jul, 2026

Matecumbe Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is S$338 per night from 9 Aug to 10 Aug
S$338
9 Aug - 10 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! (1,348 reviews)
"First visit to Cheeca was 2008. The property grounds are still gorgeous and the staff still lovely BUT the room and facilities are not what you would expect of a resort of this caliber and reputation. There was visible grime in our room, on walls, floorboards, mirrors, light switches and damaged ..."

Reviewed on 13 Jul, 2026

Cheeca Lodge & Spa
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 Jul, 2026

Caloosa Cove Resort by CoolVacay
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway Islamorada FL
Stay at this beach aparthotel in Islamorada. Enjoy free Wi-Fi, a beach locale and a marina. Our guests praise the helpful staff and the clean rooms in their ...
8.8/10 Excellent! (706 reviews)
"This place is NOT a resort by any stretch o the imagination! The pictures and online description are extremely and intentionally misleading. Breezy Palms is a run down motel with furniture that looks like it came straight from a landfill. It is also NOT on a beach as falsely stated online. There ..."

Reviewed on 11 Jul, 2026

Breezy Palms Resort
Treasure Harbor

Treasure Harbor

3 out of 5
200 Treasure Harbor Dr Islamorada FL
Stay at this houseboat in Islamorada. Enjoy free Wi-Fi, free parking and premium bedding. Our guests praise the helpful staff in their reviews. Popular attractions ...
9/10 Wonderful! (162 reviews)
"As advertised. Staff was friendly and helpful. Cool concept! Very unique."

Reviewed on 4 Jul, 2026

Treasure Harbor
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

Explore a world of travel with Expedia