Lower Matecumbe Key Vacations from $517

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The Latest Lower Matecumbe Key vacation packages

Price found within the past 48 hours. Click for updated prices.
The Local House
Casablanca Miami Beach
The Marlin Hotel
The Retreat Collection at 1 Hotel & Homes South Beach
The E11 Luxury Residences
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Stay near popular Lower Matecumbe Key attractions

Lower Matecumbe Key Hotel Deals

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

3 out of 5
73801 Overseas Hwy Islamorada FL
9.2/10 Wonderful! (9 reviews)
"They said there would be 2 beds, it was 1 bed and a pull out couch that was absolutely the worst pull out couch I’ve slept on and that is saying something. Pretty disappointing"

Reviewed on Jul 24, 2026

Caloosa Cove Resort by CoolVacay
Matecumbe Resort

Matecumbe Resort

2 out of 5
76261 Overseas Hwy Islamorada FL
$168 nightly
The price is $189 total per night from Jul 27 to Jul 28
$189 total
Jul 27 - Jul 28
Total with taxes and fees
9/10 Wonderful! (150 reviews)
"Great little resort! We loved the pool, fully stocked kitchen and bikes! We will definitely stay there again in our next trip! Friendly staff as well!"

Reviewed on Jul 24, 2026

Matecumbe Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
$232 nightly
The price is $261 total per night from Aug 26 to Aug 27
$261 total
Aug 26 - Aug 27
Total with taxes and fees
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.

Find the Best Lower Matecumbe Key Vacation Packages

Lower Matecumbe Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.