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.
9/10 Wonderful! (20 reviews)
"This was a very dated property. The room was clean which we appreciated and the bathroom and kitchen were updated, which was nice. The furniture was scratched, stained, and shabby. It was old and I didn’t want to sit on it. Having said that, this is probably a direct result of guests not being responsible. ..."

Reviewed on 8 Nov 2026

Caloosa Cove Resort by CoolVacay
Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy Islamorada FL
The price is HK$1,122 per night from 10 Nov to 11 Nov
HK$1,122
HK$1,262 total
10 Nov - 11 Nov
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$1,421 per night from 15 Nov to 16 Nov
HK$1,421
HK$2,172 total
15 Nov - 16 Nov
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! (1,514 reviews)
"The suite had an odor like humidity not nice , I paid for a room with view they didn’t give that, anyway it was a nice suite but the odor killed the experience for me"

Reviewed on 8 Nov 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.
9/10 Wonderful! (20 reviews)
"This was a very dated property. The room was clean which we appreciated and the bathroom and kitchen were updated, which was nice. The furniture was scratched, stained, and shabby. It was old and I didn’t want to sit on it. Having said that, this is probably a direct result of guests not being responsible. ..."

Reviewed on 8 Nov 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 Jul 2026

Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
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! (60 reviews)
"We enjoyed our stay Elizabeth was very responsive"

Reviewed on 27 Oct 2026

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