Lower Matecumbe Key, FL
Travel Guide
Visit Lower Matecumbe Key
Caloosa Cove Resort by CoolVacay
73801 Overseas Hwy Islamorada FL
$201 nightly
The price is $226 total per night from Jun 23 to Jun 24
$226 total
Jun 23 - Jun 24
Total with taxes and fees
Stay at this condo in Islamorada. Enjoy free WiFi, free parking, and a marina. Popular attractions Anne's Beach and Sunset Drive Beach are located nearby.
9.8/10 Exceptional! (6 reviews)
"We had a great stay! The view is amazing. You are right on the water. Pool was clean and heated. A couple of restaurants you can walk too. Will probably stay here again!"
Reviewed on Jun 21, 2026
Matecumbe Resort
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 ...
9/10 Wonderful! (142 reviews)
"It was all good. Just wanted to relax!!"
Reviewed on Jun 17, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$278 nightly
The price is $313 total per night from Jul 16 to Jul 17
$313 total
Jul 16 - Jul 17
Total with taxes and fees
Book a 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 ...
9.2/10 Wonderful! (1,322 reviews)
"Amazing@@"
Reviewed on Jun 21, 2026
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
73801 Overseas Hwy Islamorada FL
Stay at this condo in Islamorada. Enjoy free WiFi, free parking, and a marina. Popular attractions Anne's Beach and Sunset Drive Beach are located nearby.
9.8/10 Exceptional! (6 reviews)
"We had a great stay! The view is amazing. You are right on the water. Pool was clean and heated. A couple of restaurants you can walk too. Will probably stay here again!"
Reviewed on Jun 21, 2026
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
Islamorada FL
Stay at this vacation home in Islamorada. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Robbie’s of Islamorada and Indian Key Historic ...
9.8/10 Exceptional! (50 reviews)
"Beautiful little cottage in Islamorada. Clean and well appointed with all amenities needed. Highly recommend!! Communication with host was easy and quick. Check in/out process was simple."
Reviewed on May 27, 2026
Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
Islamorada FL
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! (117 reviews)
"This property is amazing! Highlights include the dock, the pool, and multiple seating areas to enjoy the beautiful views. Lots of wildlife. Spectacular sunrises and sunsets!"
Reviewed on Jun 13, 2026
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.
Popular places to visit
Anne's Beach
If a restful vacation is part of your travel plans, Anne's Beach might be the perfect place to seek out during your trip to Islamorada.
Robbie’s of Islamorada
Explore the waterfront in Islamorada with a trip to Robbie’s of Islamorada.
Sunset Drive Beach
Why not spend a lazy afternoon at Sunset Drive Beach during your trip to Islamorada?
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- Car rentals near Bud n' Mary's Dive Center
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- Anne's Beach
- Sunset Drive Beach
- Everglades National Park
- Curry Hammock State Park
- Fiesta Key
- Harry Harris Park
- Founders Park
- Florida Keys Dive Center
- Bud n' Mary's Dive Center
- Coco Plum Beach
- Pigeon Key
- Long Key State Park
- Florida Keys Brewing Co.
- Islamorada County Park
- Islamorada Brewery & Distillery
- Windley Key Fossil Reef Geological State Park
- Matecumbe United Methodist Church
- MoradaWay Arts & Cultural District
- Hurricane Monument
- Old Road Gallery
- Crawl Key
- History of Diving Museum
