Upper Matecumbe Key Holidays from AU$2,956

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The Latest Upper Matecumbe Key Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
per person
23 Mar - 27 Mar
found 1 day ago
Return flight included
Sydney (SYD) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
It is in a perfect location to get a feel for Miami. It is close to the beach, but the beach is not right outside the hotel, so the website could be misleading. Hotel provides beach chairs which is very convenient. The hotel has unique features, which make the experience authentic. It is small, so fortunately, it does not have a "hotel" feel—more like a boutique hotel. Restaurant food is good. Thank God breakfast is not an open buffet! I did not feel bloated like the open buffet breakfasts at other hotels. The shower head could be tricky, so ask the front desk if you cannot figure it out. And, there is no hotel parking! A public parking is available and only a few steps away. The front desk associate, Juan S., made my check-in experience great. His kind, respectful, and empathetic manners and expertise helped relieve my frustration due to parking issues. Thank you Juan S.!

Reviewed on 19 Jan. 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
23 Mar - 27 Mar
found 1 day ago
Return flight included
Sydney (SYD) to Miami (MIA)
8/10 Very Good! (1 review)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
23 Mar - 27 Mar
found 1 day ago
Return flight included
Sydney (SYD) to Miami (MIA)
9.2/10 Wonderful! (1,054 reviews)
This is by far the best hotel I’ve stayed at in South Beach. The amenities are exceptional, the staff goes above and beyond with their friendliness, and every detail is thoughtfully designed for relaxation and enjoyment. It’s the perfect place to have the best possible time. Highly recommend!

Reviewed on 14 Jan. 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
per person
23 Mar - 27 Mar
found 1 day ago
Return flight included
Sydney (SYD) to Miami (MIA)
9/10 Wonderful! (2,892 reviews)
This was not as polished as the last time. The two bedroom suite had no bottled water, the tv in the master didn’t work, the chairs in the patio were two upright uncomfortable plastic ones, no turn down, a locked washed and dryer closet. But the restaurant does have delicious fresh orange juice in the am. Mediocre.

Reviewed on 19 Jan. 2025

Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
per person
23 Mar - 27 Mar
found 1 day ago
Return flight included
Sydney (SYD) to Miami (MIA)
8.4/10 Very Good! (729 reviews)
I will definitely be staying here again

Reviewed on 4 Jan. 2025

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, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is AU$652 per night from 9 Feb to 10 Feb
AU$652
includes taxes & fees
9 Feb - 10 Feb
9/10 Wonderful! (1,019 reviews)
"Staff are super friendly and the pools and restaurants are amazing"

Reviewed on 15 Jan. 2025

Cheeca Lodge & Spa
Chesapeake Beach Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is AU$515 per night from 20 Jan to 21 Jan
AU$515
includes taxes & fees
20 Jan - 21 Jan
9/10 Wonderful! (1,393 reviews)
"Very clean! Nice staff!"

Reviewed on 19 Jan. 2025

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$651 per night from 21 Jan to 22 Jan
AU$651
includes taxes & fees
21 Jan - 22 Jan
8.8/10 Excellent! (1,209 reviews)
"A little help with baggage and getting a cart would have been super appreciated"

Reviewed on 18 Jan. 2025

Amara Cay Resort
See all 2,760 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does an Upper Matecumbe Key holiday package cost?
Starting from a low AU$2,956, a package is your passport to low-cost travel. Custom make your Upper Matecumbe Key getaway by selecting from our huge range of hotels, airfares and rental cars.
How do I get a cheap travel package to Upper Matecumbe Key?
You’ll save loads of cash if you combine your hotels, flights and car rentals into an Upper Matecumbe Key holiday package. Sometimes cheap packages mean fewer choices. But that’s not the case with Expedia. We offer more than 550 partner airlines and 1 000 000 properties throughout the world, so you’ll always have plenty of variety to choose from. Eager to save even more? Add some exciting activities to your package deal to unlock even more discounts! After all, travel is about more than simply getting to your destination.
How far in advance should I book my Upper Matecumbe Key holiday?
While prices change frequently, we generally suggest booking your spot as soon as possible. Many international airfares are available on Expedia up to a year in advance. If you’re booking late, you may still get lucky. Cheap tickets to Upper Matecumbe Key sometimes appear just weeks before departure.
What does an Expedia Upper Matecumbe Key travel package include?
Flights, car rentals and hotels — we connect you to the very best bargains. All you’ll have to do is figure out your preferred combination. After you’ve made your booking, you can add on the fun stuff like sightseeing activities. Our travel packages make it easy to put together an exciting Upper Matecumbe Key escape.
What should I know before booking an Upper Matecumbe Key travel package?
We already have low prices. However, you’ll enjoy an even better deal if you book your hotels, flights and car rentals together. With an Expedia travel package, you’ll get transparent pricing and loads of choice.
Can I choose my airline with an Upper Matecumbe Key Expedia holiday package?
Yes — that’s one of the best things about an Expedia holiday package. You’re in control. We have access to more than 550 airline partners worldwide, so you have lots of choice when putting together your Upper Matecumbe Key adventure.
If I'm not able to travel, can I cancel my Upper Matecumbe Key holiday package?
You sure can, and we’ll help you every step of the way. You may be able to amend or cancel your Upper Matecumbe Key holiday package for free within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company for older bookings. If your travel plans unexpectedly change, look up our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.