
Matecumbe Holidays
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Price found within the past 48 hours. Click for updated prices.


EAST Miami
Downtown Miami
Price was €1,741, price is now €1,130 per person
€1,130
per person
29 Dec - 1 Jan
found 18 hours ago
Return flight included
Chicago (ORD) to Miami (MIA)
9.2/10 Wonderful! (3,369 reviews)
The hotel is incredible, the staff is top tier. We got upgraded to a suite and it was truly the best experience we’ve ever had in Miami. We will return!
Reviewed on 8 Oct 2025

Where to stay in Matecumbe
Find the best Matecumbe areas and neighborhoods for the activities you enjoy most. Learn more about Matecumbe

Venetian Shores
Though Venetian Shores may not have many top sights, you can venture to the surrounding area to see attractions like Islamorada County Park and Founders Park.
Top hotels in Matecumbe

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is €192 per night from 14 Oct to 15 Oct
€192
14 Oct - 15 Oct
includes taxes & fees
9/10 Wonderful! (1,211 reviews)
"Amazing!"
Reviewed on 2 Oct 2025

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is €194 per night from 12 Oct to 13 Oct
€194
12 Oct - 13 Oct
includes taxes & fees
9.2/10 Wonderful! (1,531 reviews)
"Quiet. Peaceful. Perfect getaway for couples. Excellent customer service. This was our second stay at Chesapeake. Chesapeake and Islamorada are our new favorite destinations in the Keys. Islamorada reminds us of the Key West we fell in love with 30 years ago. Low key and peaceful. Every day is perfect ..."
Reviewed on 4 Oct 2025

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is €187 per night from 13 Oct to 14 Oct
€187
13 Oct - 14 Oct
includes taxes & fees
8.8/10 Excellent! (1,252 reviews)
"We had a room with an ocean view and it was great. There was a beautiful double rainbow over the water one of the days we were there."
Reviewed on 4 Oct 2025
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
Bud n' Mary's Dive Center
Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this relaxing area.
Sunset Drive Beach
Why not spend a lazy afternoon at Sunset Drive Beach during your trip to Islamorada?
Things to do

Mangroves and Manatees - Guided Kayak Eco Tour
€57
per adult
96% of travellers recommend

Explore Mangrove Creeks with an All Day SUP/single kayak Rental
€40
per adult

Explore the Mangrove Creeks with an ALL Day Tandem Kayak Rental
€55
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.