Sint Maarten Mountain Holidays
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Top flight + Mountain hotel deals in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Oyster Pond
Price was £955, price is now £691 per person
£691
per person
1 Sept - 6 Sept
found 1 day ago
Return direct flight included
Port of Spain (POS) to Philipsburg (SXM)
8.8/10 Excellent! (1,000 reviews)
The FREE happy hour drinks on the patio with live music was unexpected and amazing!
Reviewed on 11 Jun 2026
The Villas at Simpson Bay Resort
Pelican Key
Save 100% on your flight
Price was £1,679, price is now £840 per person
£840
per person
1 Sept - 6 Sept
found 1 day ago
Return direct flight included
Port of Spain (POS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,412 reviews)
We loved our stay at the Villas. It was centrally located to great restaurants and markets.
Reviewed on 11 Jun 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Save 100% on your flight
Price was £1,436, price is now £759 per person
£759
per person
1 Sept - 6 Sept
found 1 day ago
Return direct flight included
Port of Spain (POS) to Philipsburg (SXM)
9/10 Wonderful! (1,765 reviews)
Very helpful and accommodating staff. Lovely resort!
Reviewed on 10 Jun 2026
Divi Little Bay Beach Resort
Price was £1,156, price is now £794 per person
£794
per person
1 Sept - 6 Sept
found 1 day ago
Return direct flight included
Port of Spain (POS) to Philipsburg (SXM)
8.2/10 Very Good! (1,006 reviews)
Easy access to beach. Both pools were great. Had on-site water activities which were very convenient. Parking was free. Property is big so lots of walking which we loved.
Reviewed on 10 Jun 2026
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Price was £1,426, price is now £1,068 per person
£1,068
per person
1 Sept - 6 Sept
found 1 day ago
Return direct flight included
Port of Spain (POS) to Philipsburg (SXM)
8/10 Very Good! (2,964 reviews)
I didn’t like the fact the pool closed early.Not much to do around the property.
Reviewed on 9 Jun 2026
Don't see what you're looking for?
See all available trips from Port of Spain to Sint Maarten
View all trips5* Mountain holidays in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Sonesta Ocean Point All Inclusive, Adults Only Resort
Save 100% on your flight
Price was £3,700, price is now £2,803 per person
£2,803
per person
23 Jul - 28 Jul
found 22 hours ago
Return direct flight included
Kingston (KIN) to Philipsburg (SXM)
8.8/10 Excellent! (1,000 reviews)
The Pools and swim up bar was in good shape and well maintained.
Reviewed on 9 Jun 2026
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See all available trips from Kingston to Sint Maarten
View all trips3 Night Mountain holidays in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Divi Little Bay Beach Resort
Price was £783, price is now £596 per person
£596
per person
1 Aug - 4 Aug
found 1 day ago
Return direct flight included
Tortola (EIS) to Philipsburg (SXM)
8.2/10 Very Good! (1,006 reviews)
Easy access to beach. Both pools were great. Had on-site water activities which were very convenient. Parking was free. Property is big so lots of walking which we loved.
Reviewed on 10 Jun 2026
The Villas at Simpson Bay Resort
Pelican Key
Save 100% on your flight
Price was £1,236, price is now £670 per person
£670
per person
1 Aug - 4 Aug
found 1 day ago
Return direct flight included
Tortola (EIS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,412 reviews)
We loved our stay at the Villas. It was centrally located to great restaurants and markets.
Reviewed on 11 Jun 2026
Holland House Beach Hotel
Downtown Philipsburg
Price was £793, price is now £614 per person
£614
per person
1 Aug - 4 Aug
found 1 day ago
Return direct flight included
Tortola (EIS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,006 reviews)
This property location made it possible to enjoy the beach while being in the city center. It's a very nice place to stay and the staff is superb.
Reviewed on 10 Jun 2026
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See all available trips from Tortola to Sint Maarten
View all tripsTop Mountain Sint Maarten Hotels
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
The price is £117 per night from 16 Jun to 17 Jun
£117
16 Jun - 17 Jun
includes taxes & fees
Stay at this beach resort in Simpson Bay. Enjoy free Wi-Fi, free parking and a beach locale. Our guests praise the pool and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,606 reviews)
"The room was very clean, staff very helpful and friendly. They didn’t offer any breakfast and I will recommend it to my family and friends anytime."
Reviewed on 9 Jun 2026
The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay
The price is £218 per night from 16 Jun to 17 Jun
£218
16 Jun - 17 Jun
includes taxes & fees
Stay at this beach resort in Simpson Bay. Enjoy free Wi-Fi, free parking and 6 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,430 reviews)
"We loved our stay at the Villas. It was centrally located to great restaurants and markets."
Reviewed on 11 Jun 2026
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond Road No 156 Oyster Pond
The price is £131 per night from 15 Jun to 16 Jun
£131
15 Jun - 16 Jun
includes taxes & fees
Stay at this family-friendly hotel in Oyster Pond. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,007 reviews)
"The riom was clean and spacious . Staff were friendly"
Reviewed on 11 Jun 2026
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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* 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.
