Middle Region Holidays from £925

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Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was £1,288, price is now £925 per person
£925
per person
16 Nov - 22 Nov
found 6 hours ago
Return flight included
London (LHR) to Philipsburg (SXM)
9.2/10 Wonderful! (960 reviews)
Its a beautiful property and the customer service experience is wonderful

Reviewed on 30 Aug 2025

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was £1,675, price is now £1,002 per person
£1,002
per person
16 Nov - 22 Nov
found 6 hours ago
Return flight included
London (LHR) to Philipsburg (SXM)
9.2/10 Wonderful! (1,222 reviews)
Great location, great service on the beach. Check in was a long process. The first room assigned was not ideal, close to the noise and with a blocked view, Initial upgrade was also not ideal at lower parking lot level (light sleeper). Third move was the charm.

Reviewed on 5 Sep 2025

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was £1,506, price is now £947 per person
£947
per person
16 Nov - 22 Nov
found 6 hours ago
Return flight included
London (LHR) to Philipsburg (SXM)
9/10 Wonderful! (1,318 reviews)
Need more service quality

Reviewed on 4 Sep 2025

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Price was £1,896, price is now £1,334 per person
£1,334
per person
16 Nov - 22 Nov
found 6 hours ago
Return flight included
London (LHR) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
I loved being in the middle of town.

Reviewed on 3 Sep 2025

La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Price was £1,762, price is now £1,255 per person
£1,255
per person
16 Nov - 22 Nov
found 6 hours ago
Return flight included
London (LHR) to Philipsburg (SXM)
9.4/10 Exceptional! (589 reviews)
Great location, clean property

Reviewed on 26 Aug 2025

Top hotels in Middle Region

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road, Maho Bay, Lowlands
The price is £187 per night from 10 Sept to 11 Sept
£187
10 Sept - 11 Sept
includes taxes & fees
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is £73 per night from 8 Sept to 9 Sept
£73
8 Sept - 9 Sept
includes taxes & fees
8.8/10 Excellent! (1,282 reviews)
"The property is beautiful, service reps were great. Food on the resort was delicious, excursions provided were very nice. It was affordable, but you do get what you pay for. I chose the least expensive room, and it was very nice, but the furthest away from everything, except its own pool, so lots ..."

Reviewed on 2 Sep 2025

Simpson Bay Resort, Marina & Spa
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is £80 per night from 21 Sept to 22 Sept
£80
21 Sept - 22 Sept
includes taxes & fees
Hilton Vacation Club Flamingo Beach St. Maarten
See all 3,601 properties in Middle Region
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

How much does a Middle Region travel package cost?
We make it simple to see the world, with Middle Region packages starting from as little as £925. You'll have the flexibility to combine your favourite hotels, airlines and car rental. For the ultimate escape, why not add a few tours and experiences to your itinerary?
If I'm not able to travel, can I cancel my Middle Region travel package?
Whether it's your flight or hotel, you can cancel or change it. Locked in your Middle Region travel package in the last 24 hours? You may be able to make changes at no cost. For bookings made more than 24 hours ago, you may incur a charge from your airline, hotel or car rental company. For more information, check out our Customer Service Portal. We'll help you each step of the way.
How do I get a cheap travel package to Middle Region?
Search for flights that fit your busy schedule, add a hotel room to your booking and watch the savings rack up with a Middle Region travel package. It's as easy as that! From hotels and flights to rental cars and tours, Expedia makes travelling cheaply a cinch. And with more than 550 partner airlines and 1,000,000 hotels all over the world to choose from, you won't be short of choice.
Does Expedia offer Book Now, Pay Later Middle Region holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a terrific getaway without eating away at your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's monthly instalment plans. If paying small amounts each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: If you'd prefer to pay off your getaway across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you see an amazing deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you secure your getaway.

What are the top hotels in Middle Region?
Whether you'll be staying for one night or longer in Middle Region, you'll get a solid night's sleep at Stunning Beachfront Condo In Cupecoy Walk To Auc. This option is popular with plenty of travellers.
How far in advance should I book my Middle Region holiday?
It depends on the airline, but you can normally browse through international airfares on Expedia up to a year in advance. While it's generally recommended to book ahead of time, lucky travellers will sometimes nab a cheaper ticket only weeks before departure dates.
What does an Expedia Middle Region travel package include?
With Expedia, you can choose any combination of flights, car rentals and hotels to build your ideal Middle Region travel package. Once you've made your booking, you can add on fun stuff like tours and activities. Don't forget, the more you bundle, the more you stand to save!
What should I know before booking a Middle Region travel package?
Our prices are always low. However, you'll enjoy even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and a terrific range of choice.
Can I choose my airline with a Middle Region Expedia travel package?
You can, and with more than 550 airlines to choose from all over the world, you have loads of choice. Have a look through the available options and find out which airline best suits your budget and needs.

* 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.