Cheap flights from Upper Matecumbe Key

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Cheap round-trip flights from Upper Matecumbe Key

The lowest prices found within the past 7 days from Upper Matecumbe Key to were €64 for one-way flights and €180 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Upper Matecumbe Key Flight Information
Origin airport IATA code
MIA
Return price
€373

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Featured Hotels near Upper Matecumbe Key

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is €236 per night from 3 Feb to 4 Feb
€236
3 Feb - 4 Feb
includes taxes & fees
The free breakfast at Chesapeake Beach Resort gets high marks from our customers. During your stay, you'll be within walking distance of History of Diving Museum. Enjoy features like free WiFi in public areas, plus 2 outdoor pools and a marina.
9.2/10 Wonderful! (1,664 reviews)
Friendly and helpful staff. Beautiful setting. Very nice breakfast included with made-to-order omelets. Great base to explore other things the Keys has to offer. Restaurants in walking distance.

Reviewed on 27 Jan 2026

Opens in a new windowChesapeake Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is €346 per night from 3 Feb to 4 Feb
€346
3 Feb - 4 Feb
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Cheeca Lodge & Spa. During your stay, you're just a quick walk from Matecumbe United Methodist Church. Free valet parking, 3 outdoor pools and 3 restaurants are available.
9.2/10 Wonderful! (1,301 reviews)
This palce is awesome. Clean rooms. 2 large pools with a view. Covered garage spot.

Reviewed on 22 Jan 2026

Opens in a new windowCheeca Lodge & Spa
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
The price is €380 per night from 3 Feb to 4 Feb
€380
3 Feb - 4 Feb
includes taxes & fees
Our customers tell us that they can't get enough of the pool at Islander Resort. During your stay, you're just a quick walk from Keys History & Discovery Center. Enjoy features like free WiFi in public areas and free self-parking, plus 2 outdoor pools.
9.2/10 Wonderful! (1,000 reviews)
This place is great. A must stay. Everyone is so friendly. Place is spotless clean

Reviewed on 22 Jan 2026

Opens in a new windowIslander Resort
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Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
The price is €298 per night from 4 Feb to 5 Feb
€298
4 Feb - 5 Feb
includes taxes & fees
Our customers tell us they can't get enough of Amara Cay Resort's great location. During your stay, you're just a quick walk from Bud n' Mary's Dive Center. You'll find features such as 2 restaurants, 3 bars and an outdoor pool. This property offers pet-friendly amenities, such as food and water bowls.
8.8/10 Excellent! (1,276 reviews)
We enjoyed our stay and found the staff to be courteous and responsive. Our room was a generous size, clean and well appointed (as is often the case we wouldn’t have said no to a couple of more outlets lol). The beach and pool areas had plenty of seating and multiple things to do—ping pong, cornhole, ...

Reviewed on 26 Jan 2026

Opens in a new windowAmara Cay Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
The price is €273 per night from 4 Feb to 5 Feb
€273
4 Feb - 5 Feb
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at La Siesta Resort & Villas. During your stay, you're just a quick walk from Indian Key Historic State Park. You'll find features such as a free area shuttle, plus an outdoor pool and a marina. This property offers pet-friendly amenities, such as food and water bowls.
8.6/10 Excellent! (1,001 reviews)
We stayed in one of the bungalows and absolutely loved it! It was awesome to walk right out of your room onto the beach. We really enjoyed the kayaking.

Reviewed on 23 Jan 2026

Opens in a new windowLa Siesta Resort & Villas
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy Islamorada FL
The price is €236 per night from 4 Feb to 5 Feb
€236
4 Feb - 5 Feb
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Hadley Resort and Marina. During your stay, you're just a quick walk from Islamorada Brewery & Distillery. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.
7.6/10 Good! (1,001 reviews)
Everything was amazing!

Reviewed on 26 Jan 2026

Opens in a new windowHadley Resort and Marina
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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.