Middlesex County Romantic Holidays

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Top flight + Romantic hotel deals in Middlesex County

Price found within the past 48 hours. Click for updated prices.
Casa Maurice Ocho Rios Villa

Casa Maurice Ocho Rios Villa

£1,288
per person
3 Dec - 10 Dec
found 6 hours ago
Return flight included
London (LHR) to Montego Bay (MBJ)
No reviews
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

£4,764
per person
3 Dec - 10 Dec
found 6 hours ago
Return flight included
London (LHR) to Montego Bay (MBJ)
9.4/10 Exceptional! (1,038 reviews)
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

Save 100% on your flight
£1,886
per person
3 Dec - 10 Dec
found 6 hours ago
Return flight included
London (LHR) to Montego Bay (MBJ)
9/10 Wonderful! (1,809 reviews)
We had a wonderful stay at Princess Grand Jamaica. The property is beautiful, modern and well maintained, with an impressive range of amenities that made it easy to enjoy the resort without needing to leave. We especially appreciated the pools, beach access, variety of restaurants and bars, entertainment options, spacious rooms, and the additional perks and personalized service that came with the Platinum experience. There was always something to do, while still having plenty of space to simply relax and enjoy the property. What really elevated our stay, however, was the staff. Garth, the Platinum Manager, was exceptional: attentive, professional and genuinely committed to ensuring we had a great experience. Tajay, Melissa and Shanna-Lee at Reception were warm, accommodating and consistently helpful, while Christopher and Ewan, the bellmen, made our arrivals, departures and movements around the resort effortless. The combination of the resort’s amenities and the hospitality of these team members made our stay especially memorable. We felt genuinely welcomed and well taken care of throughout our visit. Princess Grand delivered a beautiful resort experience, but the people truly made it special. We would absolutely return.

Reviewed on 29 Sept 2026

Ocho Rios Getaway Villa at The Palms

Ocho Rios Getaway Villa at The Palms

£1,473
per person
3 Dec - 10 Dec
found 6 hours ago
Return flight included
London (LHR) to Montego Bay (MBJ)
8.6/10 Excellent! (10 reviews)
The property was very clean and relaxing the property manager was very helpful and accommodations were A1

Reviewed on 13 Jun 2026

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

£4,217
per person
12 Dec - 19 Dec
found 17 hours ago
Return direct flight included
Birmingham (BHX) to Montego Bay (MBJ)
8.4/10 Very good! (3,939 reviews)
Great place to stay

Reviewed on 29 Sept 2026

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5* Romantic holidays in Middlesex County

Price found within the past 48 hours. Click for updated prices.
Villa Nilaja

Villa Nilaja

Ironshore
Save 100% on your flight
£2,793
per person
16 Nov - 23 Nov
found 8 hours ago
Return flight included
London (LON) to Montego Bay (MBJ)
10/10 Exceptional! (1 review)
I booked a destination for my 21 year old daughter birthday and she had aworry free amazing time. The host setup everything my daughter wanted to do flawlessly! The private chef was exceptional with Jamaican and American cuisine! The driver was always out front and on time! Can't wait for the next visit!

Reviewed on 29 Nov 2023

Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

£4,096
per person
12 Dec - 19 Dec
found 17 hours ago
Return direct flight included
Birmingham (BHX) to Montego Bay (MBJ)
8.4/10 Very good! (4,249 reviews)
Silent Waters Villa

Silent Waters Villa

Save 100% on your flight
£12,313
per person
15 Dec - 22 Dec
found 1 day ago
Return flight included
London (LON) to Montego Bay (MBJ)
8/10 Very good! (1 review)
The only concern I had was failure to follow the allergy list for meals.

Reviewed on 21 Jan 2023

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4 Night Romantic holidays in Middlesex County

Price found within the past 48 hours. Click for updated prices.
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

£1,555
per person
17 Nov - 21 Nov
found 18 hours ago
Return flight included
London (LGW) to Montego Bay (MBJ)
8.4/10 Very good! (4,249 reviews)
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

Save 100% on your flight
£3,246
per person
17 Nov - 21 Nov
found 18 hours ago
Return flight included
London (LGW) to Montego Bay (MBJ)
8.4/10 Very good! (3,939 reviews)
Great place to stay

Reviewed on 29 Sept 2026

Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

£1,688
per person
17 Nov - 21 Nov
found 18 hours ago
Return flight included
London (LGW) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,652 reviews)
Great staff, beautiful clean property, really good food. Buffet great selection. Glad they included actual Jamaican food in the menu, great entertainment, nice music around the property and just enough energy not super loud which is what we wanted. All the things you need or might forget in your hotel room. Fun activities you can choose from throughout the day. Definitely stay there again

Reviewed on 28 Sept 2026

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How to find a romantic Middlesex County holiday

How can I find the best Middlesex County vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Middlesex County. 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 Middlesex County 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 Middlesex County that start from £1,288. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Middlesex County 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 Middlesex County?

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 Middlesex County?

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 Middlesex County 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 Middlesex County 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 Middlesex County 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.