Upper Matecumbe Key Holidays from AU$3,175

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The Latest Upper Matecumbe Key Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Renzzi Wynwood Apartments

Renzzi Wynwood Apartments

4 out of 5
Allapattah
Price was AU$3,922, price is now AU$3,175 per person
AU$3,175
per person
8 Apr - 15 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Miami (MIA)
8/10 Very Good! (70 reviews)
Clean room, good neighborhood and Water was hot and the TV had netflix and Youtube

Reviewed on 15 Feb 2026

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
Price was AU$12,491, price is now AU$8,677 per person
AU$8,677
per person
8 Apr - 15 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Miami (MIA)
9.4/10 Exceptional! (1,451 reviews)
Good experience, pricey amenities

Reviewed on 3 Mar 2026

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Mid Beach
Price was AU$6,502, price is now AU$4,547 per person
AU$4,547
per person
8 Apr - 15 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Miami (MIA)
8/10 Very Good! (1,151 reviews)
Room was okay. The beds were smaller than we expected and there were only flat sheets on the mattress rather than fitted sheets. Breakfast was very good, pool and beach access were great.

Reviewed on 1 Mar 2026

Prestige Retreat by Renzzi

Prestige Retreat by Renzzi

3 out of 5
Little Havana
Price was AU$4,170, price is now AU$3,389 per person
AU$3,389
per person
8 Apr - 15 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Miami (MIA)
No reviews
Great spot .. will be back

Reviewed on 4 Feb 2026

Loews Miami Beach Hotel – South Beach

Loews Miami Beach Hotel – South Beach

4.5 out of 5
South Beach
Save 100% on your flight
Price was AU$20,180, price is now AU$17,002 per person
AU$17,002
per person
8 Apr - 15 Apr
found 1 day ago
Return flight included
Brisbane (BNE) to Miami (MIA)
9/10 Wonderful! (4,791 reviews)
Great room, incredible staff, nice pool and shops.

Reviewed on 2 Mar 2026

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Upper Matecumbe Key Holiday

Upper Matecumbe Key Essential Information

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

Our pick of the best Upper Matecumbe Key Hotel Deals

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
The price is AU$1,122 per night from 12 Mar to 13 Mar
AU$1,122
12 Mar - 13 Mar
includes taxes & fees
9.2/10 Wonderful! (1,299 reviews)
This Resort is unbelievable from the rooms to the beach, walking & biking trails, golf course 27 acres of lush property. Lots of shops & restaurants nearby including Bass Pro Shop, small artists shops & brewery within walking/biking distance.

Reviewed on 25 Feb 2026

Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$571 per night from 24 Mar to 25 Mar
AU$571
24 Mar - 25 Mar
includes taxes & fees
9.2/10 Wonderful! (1,666 reviews)
Great property but the bar area was not opened during our stay. The staff was great and the beach and pool were great to relax to

Reviewed on 3 Mar 2026

Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$554 per night from 8 Mar to 9 Mar
AU$554
8 Mar - 9 Mar
includes taxes & fees
8.8/10 Excellent! (1,260 reviews)
The hotel is trying to be something it’s not. It’s tired, needs kept up and that’s just not happening. The toilet in the lobby bathroom was broke for two days, hand pump shampoo in the shower broke, towel hook hanging in a thread, wallpaper peeling in the bathroom, door splitting/splintering off ...

Reviewed on 3 Mar 2026

Amara Cay Resort
See all 2,793 properties in Upper Matecumbe Key
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.
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Frequently asked questions

Can I cancel my flight booking to Upper Matecumbe Key due to COVID-19?
Many airlines now provide more flexibility due to COVID-19. Our convenient Customer Service Portal will help solve most questions about which policies apply to your Upper Matecumbe Key flight. It's also worth scanning over the terms and conditions of your airfare — preferably before you make a booking!
What's the best way to find cheap flights to Upper Matecumbe Key that have flexible change policies?
At Expedia, we've been channeling our inner yogi to help you locate the most flexible fares around town. Just check the "No change fee" box right underneath the filter subheading "Flexible change policies" to find your perfect flight to Upper Matecumbe Key.
What are some of the general tips for travellers to Upper Matecumbe Key during the COVID-19 outbreak?
COVID-19 has brought about significant changes to how we travel. If you're planning a holiday in Upper Matecumbe Key, these tips will help you navigate travel's newest challenges:
  • Look into if any restrictions apply to both your origin and destination. You may not be able to travel depending on local circumstances, so be sure to check before you book.
  • When you go through airport checkpoints, do not remove your face mask. You will be asked to lower it briefly to confirm your identity. Those who refuse to wear a face mask may face civil penalties and may also be escorted from the terminal.
  • Instead of handing a TSA officer your boarding pass, position it straight on the scanner yourself. When that's done, hold it up for inspection.
  • One liquid hand sanitizer container is now permitted in your carry-on luggage. It must be no larger than 12 oz (350 ml), and you'll have to remove it from your bag for X-ray screening.
  • Put any personal items (phone, wallet and keys for example) in your carry-on rather than a bin to minimize handling during screening.
  • Transport any food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on makes it less likely that a TSA officer will need to open and touch your bag for inspection.

Which airlines fly to Upper Matecumbe Key?
Delta is a widely known airline servicing Upper Matecumbe Key. Book a ticket to Key West Intl. Airport (EYW) and you'll have 191 Delta flights per month to select from.
How can I find cheap tickets to Upper Matecumbe Key?
You'll always pick up a terrific deal with Expedia, but our "flexible dates" search function makes it that much easier. Enter your preferred travel date, then tick the flexible dates box above to see prices for nearby days. was the lowest price for a flight to Upper Matecumbe Key in the last seven days.
How much is a flight to Upper Matecumbe Key?
The price of a round-trip ticket to Upper Matecumbe Key in the last seven days ranged between and . If you were heading one way from (), you could have nabbed an affordable fare from just .
What are the most popular airports to fly into in Upper Matecumbe Key?
Key West Intl. Airport (EYW) is the main point of entry for those hoping to visit Upper Matecumbe Key. Around 1119 flights per month touch down here.
When is the cheapest time to fly to Upper Matecumbe Key?
If you'd rather spend your cash exploring Upper Matecumbe Key rather than on getting there, take off early in the week. The most economical day to fly is usually Tuesday, with Monday a close second. With many folks keeping their travel to weekends, Saturday often has the most expensive airfares.
How much is a plane ticket to Upper Matecumbe Key?
Airfares ranged from to in the last seven days. When you're ready to book, we'll be ready to help you secure the best price to Upper Matecumbe Key.
Which airlines with flights to Upper Matecumbe Key employ COVID-19 cleanliness policies?
In response to the global COVID-19 pandemic, the majority of airlines have introduced new precautionary measures to help their passengers and staff get back in the air. Here are some good examples:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.