Title: Oyster Pond Vacation Rentals from CA $104: Short-Term Rentals for 2026 | Expedia.ca

[Oyster Pond Travel Guide](https://expedia.ca/Oyster-Pond.dx6025558)[Hotels in Oyster Pond](https://expedia.ca/Oyster-Pond-Hotels.d6025558.Travel-Guide-Hotels)[Flights to Oyster Pond](https://expedia.ca/Cheap-Flights-To-Oyster-Pond.d6025558.Travel-Guide-Flights)[Things to do in Oyster Pond](https://expedia.ca/Things-To-Do-In-Oyster-Pond.d6025558.Travel-Guide-Activities)[Oyster Pond Car Rentals](https://expedia.ca/Car-Rentals-In-Oyster-Pond.d6025558.Car-Rental-Guide)[Oyster Pond Vacation Packages](https://expedia.ca/Oyster-Pond.d6025558.Destination-Travel-Guides)

![Dawn Beach featuring a coastal town, general coastal views and landscape views](https://images.trvl-media.com/place/6079641/be29b483-1d6f-4757-be4a-3e89758c8624.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Oyster Pond Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6025558&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6025558&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6025558&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6025558&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Oyster Pond vacation rentals

![Pool](https://images.trvl-media.com/lodging/119000000/118720000/118712800/118712750/216bd5a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118720000/118712800/118712750/4912b13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/119000000/118720000/118712800/118712750/107af700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118720000/118712800/118712750/d5a638e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely Studio Apartment with Pool & Nature Views!

[](https://www.expedia.ca/Oyster-Pond-Hotels-Lovely-Studio-Apartment-With-Pool-Nature-Views.h118712750.Hotel-Information)

Oyster Pond

8.0/10

Very good

(1)

"The feature of the unit is the view! For the price it’s a great deal - especially if you have a car. The unit is clean - but the shower only runs really hot. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

CA $117

CA $177 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Oyster-Pond-Hotels-Lovely-Studio-Apartment-With-Pool-Nature-Views.h118712750.Hotel-Information)

![Sundeck](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/4616eacf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 3 Bedrooms, Oceanfront | Terrace/patio](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/07dd2e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/919c3a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/114df8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dawn Beach Club Resort Sint Maarten

[](https://www.expedia.ca/Oyster-Pond-Hotels-Dawn-Beach-Club-Resort-Sint-Maarten.h68048492.Hotel-Information)

Oyster Pond

8.8/10

Excellent

(21)

"Wonderful vacation spot in st maarten"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debasis

CA $860

CA $1,032 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Oyster-Pond-Hotels-Dawn-Beach-Club-Resort-Sint-Maarten.h68048492.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/8ab47aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/bb343fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/19d59169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/126fd89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Singh Luxury Apartments With sea View, Apt.1

[](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572437.Hotel-Information)

Oyster Pond

CA $619

CA $752 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572437.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876527/41e8cf34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876527/0f30bcc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876527/1526a1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876527/9b377d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Sophia: Oceanfront w/ Generator & Pool

[](https://www.expedia.ca/Oyster-Pond-Hotels-Villa-Sophia-Oceanfront-W-Generator-Pool.h112876527.Hotel-Information)

Tamarind Hill Estates

CA $2,001

CA $3,309 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Oyster-Pond-Hotels-Villa-Sophia-Oceanfront-W-Generator-Pool.h112876527.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/994cdc6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (2 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/0f678586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/cca8955c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/f6e90987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Singh Luxury Apartments With sea View, Apt.2

[](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572423.Hotel-Information)

Oyster Pond

CA $619

CA $752 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572423.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/2d76e223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/677453df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (4 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/af33cdf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/2be5a019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Singh Luxury Apartments With sea View, Apt.3

[](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572432.Hotel-Information)

Oyster Pond

2.0/10

(1)

CA $1,147

CA $1,307 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Oyster-Pond-Hotels-Singh-Luxury-Apartments-With-Sea-View.h42572432.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106180000/106173900/106173882/f3a42573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106180000/106173900/106173882/aac90443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106180000/106173900/106173882/09fc5fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/107000000/106180000/106173900/106173882/52374ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tintamarre exclusive dinner and night at anchor

[](https://www.expedia.ca/Grand-Case-Hotels-Tintamarre-Exclusive-Dinner-And-Night-At-Anchor.h106173882.Hotel-Information)

Grand-Case

10/10

Exceptional

(2)

"Wow. We can’t say enough about this amazing experience. The hosts are wonderful. We were just on their fantastic boat for one night - the last night of our trip, but it was perfect. We had a sail out to Tintamarre, a pristine and beautiful little deserted (amd conservation protected) island. We snorkeled, had apps and Karim’s signature cocktail as the sun went down. Then Sophie served us a great dinner out on the deck of the boat, including her delicious homemade bread! We stargazed and slept...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sheri W.

CA $3,521

CA $3,521 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Grand-Case-Hotels-Tintamarre-Exclusive-Dinner-And-Night-At-Anchor.h106173882.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112720000/112711000/112710908/d71c7292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/113000000/112720000/112711000/112710908/bc362754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112720000/112711000/112710908/c574a57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112720000/112711000/112710908/02272588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

[](https://www.expedia.ca/Grand-Case-Hotels-Unique-Experience-Overnight-On-A-Catamaran-Cruise-With-Dinner-And-Breakfast.h112710908.Hotel-Information)

Grand-Case

CA $1,416

CA $1,674 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Grand-Case-Hotels-Unique-Experience-Overnight-On-A-Catamaran-Cruise-With-Dinner-And-Breakfast.h112710908.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/102000000/101550000/101544000/101543997/60ab3508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/102000000/101550000/101544000/101543997/923e02a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101550000/101544000/101543997/8579d529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/102000000/101550000/101544000/101543997/ecef1c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Your half-day cruise with scenic Zephyr and water activities

[](https://www.expedia.ca/Grand-Case-Hotels-Your-Half-Day-Cruise-With-Scenic-Zephyr-And-Water-Activities.h101543997.Hotel-Information)

Collectivité de Saint-Martin

CA $2,314

CA $2,314 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Grand-Case-Hotels-Your-Half-Day-Cruise-With-Scenic-Zephyr-And-Water-Activities.h101543997.Hotel-Information)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6922e499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Single Room](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6727cc11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/844d9b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Room, 1 King Bed, Non Smoking, Ocean View](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/w1917h1080x0y0-8739faf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MIDTOWN MOTEL SXM

[](https://www.expedia.ca/Philipsburg-Hotels-MIDTOWN-MOTEL-SXM.h117899490.Hotel-Information)

Downtown Philipsburg

8.0/10

Very good

(1)

"The staff was extremely helpful "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joycelyn

CA $101

CA $122 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Philipsburg-Hotels-MIDTOWN-MOTEL-SXM.h117899490.Hotel-Information)

![Amazing Top Floor Apartment | Balcony](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/e557289d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 outdoor pools](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/ae36c6fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Apartment | Living area](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/5be85f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beautiful 2 Bedroom - 2 Bathroom | Living area](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/c9f7d443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hills Residence

[](https://www.expedia.ca/Simpson-Bay-Hotels-69-Welfare-Rd.h98229949.Hotel-Information)

Simpson Bay

8.8/10

Excellent

(61)

"Enjoyed my stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shakia

CA $261

CA $424 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Simpson-Bay-Hotels-69-Welfare-Rd.h98229949.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/fe5e862e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/396a0e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Triple Room](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/b935451f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/826c162e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### July Apartments

[](https://www.expedia.ca/Philipsburg-Hotels-July-Apartments.h84052377.Hotel-Information)

Madame's Estate

9.2/10

Wonderful

(157)

"Amazing place. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cristina

CA $99

CA $104 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Philipsburg-Hotels-July-Apartments.h84052377.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123310000/123305900/123305840/8e962d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123310000/123305900/123305840/43d7f139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Penthouse | Private kitchen](https://images.trvl-media.com/lodging/124000000/123310000/123305900/123305840/7e014ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123310000/123305900/123305840/7538d1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FLAMINGO BEACH 

[](https://www.expedia.ca/Simpson-Bay-Hotels-FLAMINGO-BEACH.h123305840.Hotel-Information)

Pelican Key

[](https://www.expedia.ca/Simpson-Bay-Hotels-FLAMINGO-BEACH.h123305840.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/55d3db0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![702: Grand Apartment, 1 Queen Bed, Balcony, Sea View | Living area](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/dc851ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![702: Grand Apartment, 1 Queen Bed, Balcony, Sea View | Living area](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/7f63bf80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![804:Grand Apartment, 1 bedroom, 1 living room | Living area](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/b210000e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mullet Bay Suites: Your Luxury Stay Awaits

[](https://www.expedia.ca/Lowlands-Hotels-Mullet-Bay-Suites-Your-Luxury-Stay-Awaits.h99886151.Hotel-Information)

Maho

9.8/10

Exceptional

(116)

"Fantastic place to stay. Clean, great views, excellent amenities"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Oleksii

CA $292

CA $445 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Lowlands-Hotels-Mullet-Bay-Suites-Your-Luxury-Stay-Awaits.h99886151.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/124000000/123520000/123514400/123514327/b392eb2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/124000000/123520000/123514400/123514327/2677b88a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/124000000/123520000/123514400/123514327/82d1b87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123520000/123514400/123514327/5070de23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming studio with splendid Caribbean Sea view & pool/beach access

[](https://www.expedia.ca/Marigot-Hotels-Charming-Studio-With-Splendid-Caribbean-Sea-View-Poolbeach-Access.h123514327.Hotel-Information)

Marigot

CA $196

CA $232 total

includes taxes & fees

Jan 9 - Jan 10, 2026

[](https://www.expedia.ca/Marigot-Hotels-Charming-Studio-With-Splendid-Caribbean-Sea-View-Poolbeach-Access.h123514327.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/45000000/44550000/44548100/44548053/cb923536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/45000000/44550000/44548100/44548053/835c2e93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/45000000/44550000/44548100/44548053/e00367b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/45000000/44550000/44548100/44548053/e3aad0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely room in a nice villa with a big garden, close to Friars bay beach

[](https://www.expedia.ca/Grand-Case-Hotels-Lovely-Room-In-A-Nice-Villa-With-A-Big-Garden.h44548053.Hotel-Information)

Saint-martin

9.0/10

Wonderful

(9)

"Great place to stay. Will definitely be staying again next year! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kurt

CA $105

CA $134 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Grand-Case-Hotels-Lovely-Room-In-A-Nice-Villa-With-A-Big-Garden.h44548053.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/dfa126bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/7c6ac7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/d586056b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilton Vacation Club Royal Palm St. Maarten

[](https://www.expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information)

Simpson Bay

9.0/10

Wonderful

(1166)

"Room was great, resort was great, staff was great"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Gisele

CA $524

CA $586 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/112000000/111780000/111777200/111777106/w855h575x0y0-2355c499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111780000/111777200/111777106/w859h584x0y0-240e9ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111780000/111777200/111777106/w678h684x0y0-f929a2f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/112000000/111780000/111777200/111777106/w844h583x0y0-2c8d6230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quiet cozy flat in the centre of the island.

[](https://www.expedia.ca/Cul-De-Sac-Hotels-Quiet-Cozy-Flat-In-The-Centre-Of-The-Island.h111777106.Hotel-Information)

Weymouth Hill, Sint Maarten

8.0/10

Very good

(1)

CA $219

CA $297 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Cul-De-Sac-Hotels-Quiet-Cozy-Flat-In-The-Centre-Of-The-Island.h111777106.Hotel-Information)

![Room, 2 Bedrooms | Balcony view](https://images.trvl-media.com/lodging/16000000/15160000/15155600/15155508/3784aa92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/16000000/15160000/15155600/15155508/b1cd0eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/16000000/15160000/15155600/15155508/2f8d580c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Living area](https://images.trvl-media.com/lodging/16000000/15160000/15155600/15155508/a056dcaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Palace

[](https://www.expedia.ca/Philipsburg-Hotels-Sea-Palace-By-Capital-Vacations.h15155508.Hotel-Information)

Downtown Philipsburg

8.6/10

Excellent

(113)

"Great staff. Excellent room. Awesome views. The young lady with the glasses at the front desk is the best ever. Didn't get her name unfortunately. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth

CA $294

CA $309 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Philipsburg-Hotels-Sea-Palace-By-Capital-Vacations.h15155508.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/67000000/66420000/66411500/66411409/4b64d899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66420000/66411500/66411409/df72a672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66420000/66411500/66411409/613cdf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, beach towels](https://images.trvl-media.com/lodging/67000000/66420000/66411500/66411409/3072778e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Happy Residence - Orient Beach 09

[](https://www.expedia.ca/Orient-Bay-Hotels-Happy-Residence-Orient-Beach-09.h66411409.Hotel-Information)

Collectivité de Saint-Martin

9.6/10

Exceptional

(5)

"The property was very nice. A few improvements like more bath towel's and beach towels would be nice."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph

CA $241

CA $357 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Orient-Bay-Hotels-Happy-Residence-Orient-Beach-09.h66411409.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&regionId=6025558&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Villas

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Oyster+Pond%2C+Sint+Maarten&regionId=6025558&latLong=18.052891%2C-63.019531&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Oyster+Pond%2C+Sint+Maarten&regionId=6025558&latLong=18.052891%2C-63.019531&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=APART_HOTEL)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Oyster+Pond%2C+Sint+Maarten&regionId=6025558&latLong=18.052891%2C-63.019531&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Oyster+Pond%2C+Sint+Maarten&regionId=6025558&latLong=18.052891%2C-63.019531&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Oyster+Pond%2C+Sint+Maarten&regionId=6025558&latLong=18.052891%2C-63.019531&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=COTTAGE)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Oyster+Pond%2C+Sint+Maarten&regionId=6025558&latLong=18.052891%2C-63.019531&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=HOUSE_BOAT)

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## Top Oyster Pond Hotel Reviews

![Sonesta Ocean Point All Inclusive, Adults Only Resort](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3840h2557x0y3-4d27245d_y.jpg)

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

10/10 Excellent

"My husband and I enjoyed our stay. St. Maarten overall is absolutely beautiful! It was truly a 10 out of 10 experience. We stayed at the Sonesta Ocean Point View - Adult Only, which was the best decision! It was more peaceful, the rooms were nicer & spacious, and we enjoyed the Adult Only restaurants. We loved that we had access to everything!! We definitely believe paying extra to be on the Adult-Only side is 100% worth it! The Staff members greeted us upon arrival, they gave us a welcome drink, we checked-in early for free, had no issues checking-in and checking-out, there were no additional fees besides the security deposit hold ($50 per night of stay and you get it back with no incidents / damage)! The amenities, food, drinks, and entertainment were also great! We highly recommend their Spa. The Ocean front couples massage and classic facial was a 10 out of 10 experience! The Spa Staff is amazing!!! Our only con was: Front desk staff & restaurant staff members energy level is kind of mid. They didn’t have high energy, smile, nor engage from time to time. I also highly recommend getting a private taxi driver before your trip, it made everything super smooth for us! Overall, we loved it and would go back! Thank you Expedia!"

[](https://expedia.ca/Lowlands-Hotels-Sonesta-Ocean-Point-All-Inclusive.h8822353.Hotel-Information)

![The Atrium Beach Resort and Spa, an Ascend Collection Resort](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/3e2b89c6_y.jpg)

### The Atrium Beach Resort and Spa, an Ascend Collection Resort

10/10 Excellent

"Clean room. Spacious. Great views "

[](https://expedia.ca/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten-A-Ramada-By-Wyndham.h1746391.Hotel-Information)

![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg)

### The Morgan Resort Spa Village

10/10 Excellent

"Room and bath were large. Views are fabulous. The hotel is U shaped so every room has a pool and ocean view. Food and drink are on the higher side. Staff was great, food is good at SALT, bar makes good drinks and the pool service is very good. The pool is awesome!"

[](https://expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information)

![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg)

### Simpson Bay Resort, Marina & Spa

10/10 Excellent

"We got the room at the marina with ocean view. It was clean, staff was friendly, we drove and got free parking. Very organized."

[](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information)

![JW Marriott St. Maarten Beach Resort & Spa](https://images.trvl-media.com/lodging/94000000/93240000/93232000/93231967/fd639aa3_y.jpg)

### JW Marriott St. Maarten Beach Resort & Spa

10/10 Excellent

"Perfect stay"

[](https://expedia.ca/Oyster-Pond-Hotels-The-Westin-Dawn-Beach-Resort-Spa.h93231967.Hotel-Information)

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg)

### The Villas at Simpson Bay Resort

10/10 Excellent

"The resort was lovely!"

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

![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg)

### Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent

"The staff was helpful and friendly, room was clean and exactly as described. "

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

![Hommage Hotel & Residences](https://images.trvl-media.com/lodging/36000000/35380000/35372900/35372844/cf07679d_y.jpg)

### Hommage Hotel & Residences

10/10 Excellent

"Outstandinga "

[](https://expedia.ca/Nettle-Bay-Hotels-Hommage-Hotel-Residences.h35372844.Hotel-Information)

![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg)

### Divi Little Bay Beach Resort

10/10 Excellent

"Yes, very nice!!!"

[](https://expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information)

## Find out more about Oyster Pond

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oyster Pond. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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## Frequently asked questions

### Can I find a vacation rental in Oyster Pond?

### What are some of the best vacation rentals that Oyster Pond has to offer?

### How many vacation rentals are there in Oyster Pond?

### What’s there to see and do in Oyster Pond?

### What’s a vacation rental in Oyster Pond like?

### Expedia's Latest Trends

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Flights

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Activities

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