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.
8.8/10 Excellent! (14 reviews)
"The fact we were never told the restaurant and bar were closed and the property was undergoing yearly renovations was just a lousy way to conduct business. We had to take Ubers all day just to get breakfast and lunch. If we were told we would have never booked. Spent a ton in rides since there is ..."

Reviewed on 21 Sept 2026

Caloosa Cove Resort by CoolVacay
Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy Islamorada FL
The price is HK$982 per night from 1 Oct to 2 Oct
HK$982
HK$1,104 total
1 Oct - 2 Oct
includes taxes & fees
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 ...
Matecumbe Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is HK$1,169 per night from 1 Oct to 2 Oct
HK$1,169
HK$1,889 total
1 Oct - 2 Oct
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 ...
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.
8.8/10 Excellent! (14 reviews)
"The fact we were never told the restaurant and bar were closed and the property was undergoing yearly renovations was just a lousy way to conduct business. We had to take Ubers all day just to get breakfast and lunch. If we were told we would have never booked. Spent a ton in rides since there is ..."

Reviewed on 21 Sept 2026

Caloosa Cove Resort by CoolVacay
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

Islamorada FL
Stay at this holiday home in Islamorada. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions Robbie’s of Islamorada and Indian Key Historic ...
9.8/10 Exceptional! (59 reviews)
"Loved this property. Recently renovated and very lovely. Super clean and great amenities. Conveniently located and comfortable."

Reviewed on 13 Sept 2026

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
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 Jul 2026

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

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