Lower Matecumbe Key, FL
Travel Guide
Visit Lower Matecumbe Key
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.
9.2/10 Wonderful! (19 reviews)
"Really good will go back"
Reviewed on Nov 2, 2026
Matecumbe Resort
76261 Overseas Hwy Islamorada FL
The price is $197 total per night from Nov 8 to Nov 9
$197 total
per night
Nov 8 - Nov 9
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 ...
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is $261 total per night from Nov 29 to Nov 30
$261 total
per night
Nov 29 - Nov 30
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 ...
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.
9.2/10 Wonderful! (19 reviews)
"Really good will go back"
Reviewed on Nov 2, 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! (119 reviews)
"Beautiful property! Everything was as described. We would love to book again next year!"
Reviewed on Jul 3, 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 a fitness center. 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 Oct 27, 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.
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- Oceanic Airlines Sarasota (SRQ) to Marathon (MTH) flights
- Flights to Islamorada
- Flights to Tavernier
- Flights to Long Key
- Flights to Layton
- Flights to Key Largo
- Flights from Fort Lauderdale (FLL) to Marathon (MTH)
- Flights from Miami (MIA) to Marathon (MTH)
- Flights to Duck Key
- Oceanic Airlines Norfolk (ORF) to Marathon (MTH) flights
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- Hurricane Monument
- Anne's Beach
- Sunset Drive Beach
- Lignumvitae Key Botanical State Park
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- Coco Plum Beach
- Curry Hammock State Park
- Long Key State Park
- Fiesta Key
- Bud n' Mary's Dive Center
- Florida Keys Brewing Co.
- Founders Park
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- Islamorada County Park
- Pigeon Key
- Islamorada Brewery & Distillery
- Florida Keys Dive Center
- Windley Key Fossil Reef Geological State Park
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