Upper Matecumbe Key Luxury Holidays

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Top flight + Luxury hotel deals in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.
Eden Roc Miami Beach

Eden Roc Miami Beach

Mid Beach
Save 100% on your flight
£1,071
per person
8 Oct - 15 Oct
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
8.6/10 Excellent! (3,417 reviews)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
£6,490
per person
23 Sept - 27 Sept
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

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Old Town Key West
Save 100% on your flight
£1,153
per person
10 Oct - 17 Oct
found 22 hours ago
Return flight included
London (LHR) to Key West (EYW)
9.2/10 Wonderful! (1,359 reviews)
Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

Mid Beach
Save 100% on your flight
£1,191
per person
8 Oct - 15 Oct
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
8.6/10 Excellent! (1,447 reviews)
Fontainebleau Miami Beach

Fontainebleau Miami Beach

Mid Beach
Save 100% on your flight
£1,386
per person
8 Oct - 15 Oct
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
8.4/10 Very good! (8,649 reviews)
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5* Luxury holidays in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.
Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

Mid Beach
Save 100% on your flight
£1,191
per person
8 Oct - 15 Oct
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
8.6/10 Excellent! (1,447 reviews)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
£6,490
per person
23 Sept - 27 Sept
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

1 Hotel South Beach

1 Hotel South Beach

South Beach
Save 100% on your flight
£1,539
per person
23 Sept - 27 Sept
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
9.4/10 Exceptional! (1,580 reviews)
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3 Night Luxury holidays in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.
Pelican Hotel

Pelican Hotel

South Beach
£696
per person
24 Oct - 27 Oct
found 1 day ago
Return direct flight included
London (LON) to Miami (MIA)
9.2/10 Wonderful! (490 reviews)
The restaurant staff was amazing. The hotel was run-down, and the check-in staff not the greatest.

Reviewed on 4 Aug 2026

1 Hotel South Beach

1 Hotel South Beach

South Beach
Save 100% on your flight
£1,577
per person
24 Oct - 27 Oct
found 1 day ago
Return direct flight included
London (LON) to Miami (MIA)
9.4/10 Exceptional! (1,580 reviews)
Bentley Hotel South Beach

Bentley Hotel South Beach

South Beach
£833
per person
24 Oct - 27 Oct
found 1 day ago
Return direct flight included
London (LON) to Miami (MIA)
9.4/10 Exceptional! (1,017 reviews)
My family and I absolutely loved the Bentley. Front desk -all the men helping and the women were extremely friendly and helpful. Everyone was so accommodating and the hotel was just beautiful. Champagne hour was also a plus. Location was great.The only thing I would suggest is add something else to breakfast like maybe pancakes or French toast and extend it to 11 am! We will definitely come back!

Reviewed on 6 Aug 2026

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4 Night Luxury holidays in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.
EAST Miami Residences

EAST Miami Residences

Brickell
£1,240
per person
23 Sept - 27 Sept
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
9.2/10 Wonderful! (140 reviews)
Overall the hotel is in a great location. Initial service staff were accommodating and helpful, especially the bell staff. However, after checking in, any requests from the front desk takes quite a while. Valet charged me twice, no refund was provided despite acknowledgment only one evening of usage. We stayed for 5 nights in one of the two bedroom suites. For a 5 Star hotel, I expected more.

Reviewed on 2 Aug 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
£6,490
per person
23 Sept - 27 Sept
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

1 Hotel South Beach

1 Hotel South Beach

South Beach
Save 100% on your flight
£1,539
per person
23 Sept - 27 Sept
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
9.4/10 Exceptional! (1,580 reviews)
Don't see what you're looking for?
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All you need to know about luxury holidays in Upper Matecumbe Key

What can I expect from a luxury Upper Matecumbe Key holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Upper Matecumbe Key?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Upper Matecumbe Key holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Upper Matecumbe Key?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Upper Matecumbe Key starting at £696. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Upper Matecumbe Key?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Upper Matecumbe Key spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Upper Matecumbe Key?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Upper Matecumbe Key?

You can wangle a top-notch luxury holiday in Upper Matecumbe Key for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Upper Matecumbe Key with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Upper Matecumbe Key with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Upper Matecumbe Key to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

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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. Flight-inclusive packages are ATOL protected.