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 €129 for one-way flights and €258 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
€258

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Featured Hotels near Upper Matecumbe Key

Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
The price is €307 per night from 21 Jun to 22 Jun
€307
21 Jun - 22 Jun
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. This property offers pet-friendly amenities, such as food and water bowls.
9.4/10 Exceptional! (1,055 reviews)
"The property and room were clean. The staff were helpful. There were lots of activities to keep us busy. My only complaint was when I purchased on e drink from the bar there was an automatic 20% tip on the bill. If you’re going to automatically charge me just raise the price of the drink and pay ..."

Reviewed on 14 Jun 2026

Opens in a new windowIslander Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is €232 per night from 16 Jun to 17 Jun
€232
16 Jun - 17 Jun
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! (1,754 reviews)
"Everyone was friendly and room was nice."

Reviewed on 13 Jun 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 €296 per night from 29 Jun to 30 Jun
€296
29 Jun - 30 Jun
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! (1,331 reviews)
"The room next to us had a domestic dispute that went on ALL night. We have two young children, and we could hear every word they were screaming. We called security twice, but nothing changed. As a result, we were unable to get any sleep."

Reviewed on 14 Jun 2026

Opens in a new windowCheeca Lodge & Spa
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Bayside Villas by Islander Resort

Bayside Villas by Islander Resort

3.5 out of 5
81450 Overseas Highway Islamorada FL
The price is €296 per night from 23 Jun to 24 Jun
€296
23 Jun - 24 Jun
includes taxes & fees
During your stay at Bayside Villas by Islander Resort, you're just a quick walk from Hurricane Monument. Features include free WiFi in public areas, free self-parking and a free area shuttle.
9/10 Wonderful! (442 reviews)
"What an amazing stay! From the moment we entered the property the staff was happy, friendly and welcoming. DJ Nick the shuttle driver was so much fun and efficient- ask him to do his duck voice. The daily activities around the property were so much fun for our little one- the fresh fruit they brought ..."

Reviewed on 12 Jun 2026

Opens in a new windowBayside Villas by Islander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
The price is €246 per night from 6 Jul to 7 Jul
€246
6 Jul - 7 Jul
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! (1,309 reviews)
"Loved the location and the fact that is one of three resorts which are available when you stay."

Reviewed on 14 Jun 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 €253 per night from 6 Jul to 7 Jul
€253
6 Jul - 7 Jul
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.
8.8/10 Excellent! (1,024 reviews)
"La propia Piedad está en un lugar agradable, el personal es atento y tienen servicio de traslado a los otris dis hoteles que trabajan en conjunto, pudimos servirnos de esos servicios y conocer los otros hoteles y disfrutar de sus servicios!"

Reviewed on 14 Jun 2026

Opens in a new windowLa Siesta Resort & Villas
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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.