Upper Matecumbe Key Romantic Holidays

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Top flight + Romantic hotel deals in Upper Matecumbe Key

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

Hotel Riu Plaza Miami Beach

Mid Beach
£1,005
per person
16 Oct - 20 Oct
found 3 hours ago
Return direct flight included
London (LHR) to Miami (MIA)
8.2/10 Very good! (1,169 reviews)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
Save 100% on your flight
£10,072
per person
25 Oct - 30 Oct
found 13 hours ago
Return direct flight included
London (LGW) 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

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

Save 100% on your flight
£1,489
per person
4 Nov - 11 Nov
found 13 hours ago
Return direct flight included
London (LON) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
We had a wonderful time. The staff was amazing. The place is very clean and beautiful.

Reviewed on 13 Aug 2026

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Old Town Key West
Save 100% on your flight
£2,008
per person
4 Nov - 11 Nov
found 13 hours ago
Return direct flight included
London (LON) to Key West (EYW)
9.2/10 Wonderful! (1,371 reviews)
JW Marriott Turnberry Resort & Spa

JW Marriott Turnberry Resort & Spa

£1,092
per person
28 Sept - 2 Oct
found 3 hours ago
Return flight included
London (LHR) to Miami (MIA)
8.6/10 Excellent! (1,573 reviews)
Took forever to check in until 6-6:20 pm and they gave us the wrong room on top of that. Restaurant ran out of pizza. Wait times were exhirbitant. Wont go again.

Reviewed on 15 Aug 2026

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5* Romantic holidays in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.
The Standard Spa Miami Beach

The Standard Spa Miami Beach

£1,121
per person
12 Oct - 16 Oct
found 3 hours ago
Return flight included
London (LHR) to Miami (MIA)
9/10 Wonderful! (1,006 reviews)
🔥🔥🔥🔥

Reviewed on 15 Aug 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
Save 100% on your flight
£10,072
per person
25 Oct - 30 Oct
found 13 hours ago
Return direct flight included
London (LGW) 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

Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

Mid Beach
£1,222
per person
20 Oct - 24 Oct
found 3 hours ago
Return flight included
London (LHR) to Miami (MIA)
8.6/10 Excellent! (1,447 reviews)
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3 Night Romantic holidays in Upper Matecumbe Key

Price found within the past 48 hours. Click for updated prices.
Grand Beach Hotel Surfside

Grand Beach Hotel Surfside

£757
per person
9 Oct - 12 Oct
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
7.8/10 Good! (1,002 reviews)
The service was incredible! Big shout out to michaelangel! Super nice , very efficient and took care of us like a real gentleman. Thats what did for me the whole experience! Ask for him at the reception or at check in he might be soon manager/director of this hotel! Hotel is clean, very nice lobby , pools are well maintained.. 0 complaints i recommend and i will be back!

Reviewed on 14 Aug 2026

Trump National Doral Miami

Trump National Doral Miami

Doral
£832
per person
4 Oct - 7 Oct
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
9.6/10 Exceptional! (1,502 reviews)
Excelente experiencia en el Hotel, todo el staff muy atento

Reviewed on 15 Aug 2026

Bentley Hotel South Beach

Bentley Hotel South Beach

South Beach
£863
per person
4 Oct - 7 Oct
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
9.4/10 Exceptional! (1,036 reviews)
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4 Night Romantic holidays in Upper Matecumbe Key

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

The Penguin Hotel

South Beach
£719
per person
20 Sept - 24 Sept
found 3 hours ago
Return flight included
London (LHR) to Miami (MIA)
8.4/10 Very good! (1,924 reviews)
small room but very clean. the wall mirror is a plus. i did not like that there are no microwaves to use. one staff let me use the one behind the desk, but another said i would blow all the power. There is no ocean front view. also, u have to go to another hotel for breakfast and the pool access. which was false advertising. It was great to escape the Miami heat and minutes away from beach and all the fun.

Reviewed on 14 Aug 2026

1 Hotel South Beach

1 Hotel South Beach

South Beach
Save 100% on your flight
£1,480
per person
29 Oct - 2 Nov
found 2 hours ago
Return flight included
London (LHR) to Miami (MIA)
9.4/10 Exceptional! (1,586 reviews)
Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

Mid Beach
£1,005
per person
16 Oct - 20 Oct
found 3 hours ago
Return direct flight included
London (LHR) to Miami (MIA)
8.2/10 Very good! (1,169 reviews)
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How to find a romantic Upper Matecumbe Key holiday

How can I find the best Upper Matecumbe Key vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Upper Matecumbe Key. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Upper Matecumbe Key romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Upper Matecumbe Key that start from £719. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Upper Matecumbe Key romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Upper Matecumbe Key?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Upper Matecumbe Key?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Upper Matecumbe Key that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to Upper Matecumbe Key with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my Upper Matecumbe Key romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

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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.