Matecumbe Holidays from £1,092
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The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
£22,936
per person
27 Dec - 2 Jan
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on 22 Jun 2016
Private Oasis at Arya
Coconut Grove
£1,555
per person
30 Dec - 4 Jan
found 1 day ago
Return flight included
London (LHR) to Miami (MIA)
8.6/10 Excellent! (1,050 reviews)
Communication from the host via hotels.com was unusable. At check in they photographed my DL (which I don’t care for) and required a large deposit be placed on my credit card or pay a smaller non-refundable amount up front. I don’t care for hidden charges.
Prior to checkout I received an email that stated that if not out by 11AM they would charge an additional substantial amount.
Their communication is couched in friendliness, but I didn’t get that impression in reality.
Reviewed on 5 Oct 2026
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 Rain Barrel Village and Founders Park.
Lower Matecumbe Beach
While Lower Matecumbe Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Anne's Beach and Sunset Drive Beach.
Seabreeze Trailer Park
While there might not be top attractions in Seabreeze Trailer Park, you can explore the larger area and discover places like Founders Park and Islamorada County Park.
Top hotels in Matecumbe
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
£165
13 Oct - 14 Oct
includes taxes & fees
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
£161
3 Nov - 4 Nov
includes taxes & fees
9.2/10 Wonderful! (1,799 reviews)
"Boo"
Reviewed on 7 Oct 2026
Islander Resort
82100 Overseas Highway Islamorada FL
Fully refundableReserve now, pay when you stay
£276
14 Oct - 15 Oct
includes taxes & fees
9.4/10 Exceptional! (1,134 reviews)
"We got the poolside cabana king and it was perfect! Resort was immaculate! Already want to go back!"
Reviewed on 6 Oct 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.
Stay near popular Matecumbe attractions
Anne's Beach
7.8/10 (597 reviews)
If a restful holiday is part of your travel plans, Anne's Beach might be the perfect place to visit during your trip to Islamorada.
Bud n' Mary's Dive Center
8.8/10 (504 reviews)
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.
Florida Keys Brewing Co.
9.2/10 (520 reviews)
You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.
History of Diving Museum
9.0/10 (177 reviews)
Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts.
Hurricane Monument
8.6/10 (250 reviews)
The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.
Robbie’s of Islamorada
8.4/10 (15 reviews)
Explore the waterfront in Islamorada with a trip to Robbie’s of Islamorada.
Islamorada Brewery & Distillery
9.4/10 (8 reviews)
You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.
Sunset Drive Beach
9.0/10 (91 reviews)
Why not spend a lazy afternoon at Sunset Drive Beach during your trip to Islamorada?
Things to do
Tavernier, FL: Mangrove and Manatees Guided Kayak Eco Tour
£51
per adult
100% of travellers recommend
Explore Mangrove Creeks with an All Day SUP/single kayak Rental
£37
per adult
80% of travellers recommend
Islamorada Sunset Cruise with Champagne Toast and Snacks
£50
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.