Title: Mountain Vacations in Sint Maarten 2026 | Expedia.ca

![](https://images.trvl-media.com/place/602829/904d6c1a-f901-4bb5-a277-ae4c807f73b8.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Sint Maarten Mountain Vacations

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Flight and Mountain hotel deals in Sint Maarten

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

![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Simpson Bay Resort, Marina & Spa

Pelican Key

CA $1,256

per person

Apr 13 - Apr 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

8.8/10 Excellent! (1,614 reviews)

Staff were friendly but not exceedingly helpful. Someone could have taken 2 minutes to show us to our room. Instead we struggled to find the place in the rain. Also, when we entered the room we noticed a message that they would fumigate room next day and we climbed to have that done. The property should do that when place is vacant. Does not make for a great impression when one first arrives. The room is designed nicely but a little tired and needs to become modernized. I had assumed that the gym would be included but not so. One has to pay extra for that. Lastly… room cleaning seems very erratic. We ran out of towels and had to ask for cleaning. Would not rate this anywhere near a 9 but more like a 6.5.

Reviewed on Mar 8, 2026

![Coral Beach Club Villas & Marina](https://images.trvl-media.com/lodging/3000000/2310000/2307500/2307470/c60744c8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Coral Beach Club Villas & Marina

Oyster Pond

CA $1,517

per person

Apr 12 - Apr 17

found 23 hours ago

Roundtrip flight included

Toronto (YTO) to Philipsburg (SXM)

9.2/10 Wonderful! (113 reviews)

The Villa was incredible! With a hot tub with ocean view! The staff just perfect

Reviewed on Jan 1, 2026

![Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/d24a309e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sonesta Maho Beach All Inclusive Resort Casino & Spa

CA $1,669

per person

Apr 13 - Apr 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

8/10 Very Good! (2,873 reviews)

The spa was very clean and comfortable. Staff were friendly and helpful, massage was very good.

Reviewed on Mar 12, 2026

![Sonesta Ocean Point All Inclusive, Adults Only Resort](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3837h2556x3y4-c2a46bdf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sonesta Ocean Point All Inclusive, Adults Only Resort

CA $1,920

per person

Apr 13 - Apr 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

8.6/10 Excellent! (1,002 reviews)

Clean room and the view looks out to the beach and the pool. staff are nice.

Reviewed on Mar 10, 2026

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Villas at Simpson Bay Resort

Pelican Key

CA $1,471

per person

May 14 - May 18

found 1 day ago

Roundtrip flight included

Saskatoon (YXE) to Philipsburg (SXM)

9.2/10 Wonderful! (1,384 reviews)

Room was clean and large but needs updated. Bathroom has low tiolets and sinks we stayed in flamboyant building. Oceanfront room view was nice view. Front desk staff, maid services and beach towels staff were helpful. Beach bar and beach staff not friendly and a bit rude. I was told to get my own table and chair after waiting to get an answer as they look like they were sleeping

Reviewed on Mar 12, 2026

Don't see what you're looking for?

See all available trips from Columbus to Sint Maarten

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Mountain holidays in Sint Maarten

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

![Sonesta Ocean Point All Inclusive, Adults Only Resort](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3837h2556x3y4-c2a46bdf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sonesta Ocean Point All Inclusive, Adults Only Resort

CA $3,821

per person

May 13 - May 18

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

8.6/10 Excellent! (1,002 reviews)

Clean room and the view looks out to the beach and the pool. staff are nice.

Reviewed on Mar 10, 2026

Don't see what you're looking for?

See all available trips from Columbus to Sint Maarten

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Mountain holidays in Sint Maarten

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

![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/19c532b7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Oyster Bay Beach Resort

Oyster Pond

CA $851

per person

May 17 - May 20

found 11 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

8.6/10 Excellent! (1,009 reviews)

Very pretty resort on the Atlantic Ocean. Staff was helpful and kind in almost every way. We had Sasha as our waitress many times in the restaurant and she was pleasant and helpful. Our next trip to St. Marteen will include Oyster Bay Resort.

Reviewed on Mar 12, 2026

![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Simpson Bay Resort, Marina & Spa

Pelican Key

CA $1,256

per person

Apr 13 - Apr 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

8.8/10 Excellent! (1,614 reviews)

Staff were friendly but not exceedingly helpful. Someone could have taken 2 minutes to show us to our room. Instead we struggled to find the place in the rain. Also, when we entered the room we noticed a message that they would fumigate room next day and we climbed to have that done. The property should do that when place is vacant. Does not make for a great impression when one first arrives. The room is designed nicely but a little tired and needs to become modernized. I had assumed that the gym would be included but not so. One has to pay extra for that. Lastly… room cleaning seems very erratic. We ran out of towels and had to ask for cleaning. Would not rate this anywhere near a 9 but more like a 6.5.

Reviewed on Mar 8, 2026

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Villas at Simpson Bay Resort

Pelican Key

CA $1,056

per person

May 17 - May 20

found 11 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,384 reviews)

Room was clean and large but needs updated. Bathroom has low tiolets and sinks we stayed in flamboyant building. Oceanfront room view was nice view. Front desk staff, maid services and beach towels staff were helpful. Beach bar and beach staff not friendly and a bit rude. I was told to get my own table and chair after waiting to get an answer as they look like they were sleeping

Reviewed on Mar 12, 2026

Don't see what you're looking for?

See all available trips from Columbus to Sint Maarten

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Mountain holidays in Sint Maarten

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

![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/2af67816_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

CA $1,095

per person

May 14 - May 18

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Philipsburg (SXM)

9.2/10 Wonderful! (1,003 reviews)

Great ocean view, great spot if you have a car

Reviewed on Mar 12, 2026

![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Simpson Bay Resort, Marina & Spa

Pelican Key

CA $1,460

per person

Apr 13 - Apr 17

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

8.8/10 Excellent! (1,614 reviews)

Staff were friendly but not exceedingly helpful. Someone could have taken 2 minutes to show us to our room. Instead we struggled to find the place in the rain. Also, when we entered the room we noticed a message that they would fumigate room next day and we climbed to have that done. The property should do that when place is vacant. Does not make for a great impression when one first arrives. The room is designed nicely but a little tired and needs to become modernized. I had assumed that the gym would be included but not so. One has to pay extra for that. Lastly… room cleaning seems very erratic. We ran out of towels and had to ask for cleaning. Would not rate this anywhere near a 9 but more like a 6.5.

Reviewed on Mar 8, 2026

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Villas at Simpson Bay Resort

Pelican Key

CA $1,276

per person

Apr 13 - Apr 17

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,384 reviews)

Room was clean and large but needs updated. Bathroom has low tiolets and sinks we stayed in flamboyant building. Oceanfront room view was nice view. Front desk staff, maid services and beach towels staff were helpful. Beach bar and beach staff not friendly and a bit rude. I was told to get my own table and chair after waiting to get an answer as they look like they were sleeping

Reviewed on Mar 12, 2026

Don't see what you're looking for?

See all available trips from Columbus to Sint Maarten

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=THVAD_SPRING_PROMO_6143274)

## Mountain Hotels in Sint Maarten

![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/8b76561e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay 

- 27 min walk from Maho Beach

CA $286

CA $336 total

Apr 12 - Apr 13

includes taxes & fees

Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...

9/10 Wonderful! (1,471 reviews)

Beautiful room, helpful and pleasant staff. Will definitely stay there again.

Reviewed on Mar 11, 2026

[](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information)

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Villas at Simpson Bay Resort

Billy Folly Road No. 37A Simpson Bay 

- 27 min walk from Maho Beach

CA $350

CA $438 total

Apr 13 - Apr 14

includes taxes & fees

Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...

9.2/10 Wonderful! (1,377 reviews)

Room was clean and large but needs updated. Bathroom has low tiolets and sinks we stayed in flamboyant building. Oceanfront room view was nice view. Front desk staff, maid services and beach towels staff were helpful. Beach bar and beach staff not friendly and a bit rude. I was told to get my own ...

Reviewed on Mar 12, 2026

[](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information)

![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/2af67816_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond Road No 156 Oyster Pond 

- 12 min drive from Maho Beach

CA $292

CA $351 total

Apr 6 - Apr 7

includes taxes & fees

Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

9.2/10 Wonderful! (1,002 reviews)

Great ocean view, great spot if you have a car

Reviewed on Mar 12, 2026

[](https://expedia.ca/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.Hotel-Information)

[See all 1,653 properties in Sint Maarten](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6143274)

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.

## More vacations you might like

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## More Vacations Ideas

[Sint Maarten Flights

](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Flight-Destinations)[

Sint Maarten Hotels

](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Hotel-Destinations)[

Sint Maarten Vacation Rentals

](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Vacation-Rental-Destinations)[

Sint Maarten Car Rentals

](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Car-Rental-Destinations)[

Sint Maarten Vacations

](https://expedia.ca/Sint-Maarten.d6143274.Destination-Travel-Guides)[

Things to do in Sint Maarten

](https://expedia.ca/Things-To-Do-In-Sint-Maarten.d6143274.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app