Title: Oyster Pond Vacation Rentals from CA $115: 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)

![Panorama of Orient Pond on the island of Saint Martin in the Caribbean](https://images.trvl-media.com/place/6025558/7301def4-c7da-4814-8663-d7821983ee4d.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6025558/7301def4-c7da-4814-8663-d7821983ee4d.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6025558&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6025558&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6025558&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=6025558&startDate=2026-06-05&endDate=2026-06-07&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

![Outdoor pool](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/ff3c051d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Condo, 3 Bedrooms, Ocean View | Living area](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/e971fa52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Condo, 3 Bedrooms, Ocean View | Living area](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/5347fbe8.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)

### Dawn Beach Club Resort Sint Maarten

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

Oyster Pond

8.4/10

Very good

(25 reviews)

"Beautiful condo with large balcony"

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

Mary Colleen

CA $777

CA $948 total

includes taxes & fees

Feb 23 - Feb 24

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

![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)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118720000/118712800/118712750/eb7eafa2.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

9.0/10

Wonderful

(2 reviews)

"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 $129

CA $189 total

includes taxes & fees

Mar 4 - Mar 5

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

![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/1b11d50e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572437/3eac326a.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 $613

CA $745 total

includes taxes & fees

Feb 14 - Feb 15

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

![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572423/a646e56c.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)

![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)

![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 $613

CA $745 total

includes taxes & fees

Feb 14 - Feb 15

[](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)

![Beach](https://images.trvl-media.com/lodging/43000000/42580000/42572500/42572432/2be5a019.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)

### 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 review)

CA $1,137

CA $1,296 total

includes taxes & fees

Feb 14 - Feb 15

[](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)

![View from property](https://images.trvl-media.com/lodging/107000000/106180000/106173900/106173882/ab5ebe0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/107000000/106180000/106173900/106173882/5a568476.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 reviews)

"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 $3,525

CA $3,525 total

includes taxes & fees

Mar 1 - Mar 2

[](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/107000000/106380000/106372700/106372666/3751d8e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106380000/106372700/106372666/6ec6a1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, cookware/dishes/utensils](https://images.trvl-media.com/lodging/107000000/106380000/106372700/106372666/fd2c1d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/107000000/106380000/106372700/106372666/d75114c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Unusual night in catamaran with dinner

[](https://www.expedia.ca/Grand-Case-Hotels-Unusual-Night-In-Catamaran-With-Dinner.h106372666.Hotel-Information)

Grand-Case

CA $1,625

CA $1,625 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Grand-Case-Hotels-Unusual-Night-In-Catamaran-With-Dinner.h106372666.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)

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

![Dining](https://images.trvl-media.com/lodging/102000000/101550000/101544000/101543997/3ee35220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101550000/101544000/101543997/8a9112cd.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 $2,316

CA $2,316 total

includes taxes & fees

Mar 1 - Mar 2

[](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)

![Standard Triple Room, Non Smoking](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/92c12638.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)

![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)

### MIDTOWN MOTEL SXM

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

Downtown Philipsburg

7.0/10

Good

(20 reviews)

"Spacious room, helpful and kind staff, close to the beach and Walter Plantz Square, smart tv with Netflix and other apps, hot shower, clean room, overall great place to stay! "

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

Ilse

CA $100

CA $121 total

includes taxes & fees

Feb 13 - Feb 14

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

![Pool](https://images.trvl-media.com/lodging/125000000/124520000/124511600/124511587/6a42c3fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/125000000/124520000/124511600/124511587/74dc8a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124520000/124511600/124511587/0ce6dcf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/125000000/124520000/124511600/124511587/d421e7fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Appartement 1 Chambre face a l'ile de Pinel

[](https://www.expedia.ca/Bouvet-Island-Hotels-Appartement-1-Chambre-Face-A-Lile-De-Pinel.h124511587.Hotel-Information)

Cul-de-Sac

CA $103

CA $229 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Bouvet-Island-Hotels-Appartement-1-Chambre-Face-A-Lile-De-Pinel.h124511587.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340035/bbf8e8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340035/d29fdc75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340035/ccf56360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340035/7d85c2ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Castle ᴷ

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-K.h121340035.Hotel-Information)

Downtown Philipsburg

CA $163

CA $203 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-K.h121340035.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121350000/121340500/121340435/0785874b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121350000/121340500/121340435/dc1937db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121350000/121340500/121340435/4cd7f1f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340500/121340435/57fb8155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Castle L - Twin Studio

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-L-Twin-Studio.h121340435.Hotel-Information)

Downtown Philipsburg

CA $163

CA $203 total

includes taxes & fees

Feb 21 - Feb 22

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-L-Twin-Studio.h121340435.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340015/1d1b00e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340015/1bb5816b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340015/62030d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340015/464a2491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Castle ᴳ

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-G.h121340015.Hotel-Information)

Downtown Philipsburg

CA $163

CA $203 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-G.h121340015.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121340000/121340000/121339984/d5baface.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121340000/121340000/121339984/61d5c7c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/122000000/121340000/121340000/121339984/3f68a3a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121340000/121340000/121339984/e4b2acbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Castle f

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-K.h121339984.Hotel-Information)

Downtown Philipsburg

CA $163

CA $203 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-K.h121339984.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340008/7153b056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340008/e43a02af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340008/659f226a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340008/d9517569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Castle ᴶ

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-J.h121340008.Hotel-Information)

Downtown Philipsburg

CA $163

CA $203 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-J.h121340008.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340020/106a992b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340020/0abfad74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340020/e0059cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121350000/121340100/121340020/2f653553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Castle ᴴ

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-H.h121340020.Hotel-Information)

Downtown Philipsburg

CA $183

CA $225 total

includes taxes & fees

Feb 21 - Feb 22

[](https://www.expedia.ca/Philipsburg-Hotels-The-Castle-H.h121340020.Hotel-Information)

![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/e9e59cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/b00cd486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/ac0c02f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 3 Bedrooms | In-room dining](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/b5064e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Simpson Bay Suites

[](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Suites.h3991146.Hotel-Information)

Simpson Bay

7.0/10

Good

(133 reviews)

"Room was clean. Had a full living room and kitchen incl microwave. Convenient to kim-sha beach. "

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

Dale

CA $243

CA $272 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Suites.h3991146.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/64000000/63880000/63877100/63877036/8189196a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/64000000/63880000/63877100/63877036/90ebe3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63880000/63877100/63877036/5723afee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/64000000/63880000/63877100/63877036/c6465e47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Petite Plage 5 | Beach Front - Located in Exquisite Grand Case with Private Pool

[](https://www.expedia.ca/Grand-Case-Hotels-Villa-Petite-Plage-5-Fall-Incentive-Beach-Front-Located-In-Exquisite-Grand-Case-With-Private-Pool.h63877036.Hotel-Information)

Grand-Case

10/10

Exceptional

(4 reviews)

"This property is amazing and the staff was phenomenal - organized, personal, and willing to assist with any part of the stay! It would be a dream come true to be able to return to this property!"

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

Christy P.

CA $13,702

CA $16,405 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Grand-Case-Hotels-Villa-Petite-Plage-5-Fall-Incentive-Beach-Front-Located-In-Exquisite-Grand-Case-With-Private-Pool.h63877036.Hotel-Information)

![Amazing Top Floor Apartment | Balcony](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/cc64909a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beautiful 2 Bedroom - 2 Bathroom | Living area](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/3b4d9d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/2d3c4461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Apartment | View from room](https://images.trvl-media.com/lodging/99000000/98230000/98230000/98229949/8dc79950.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

8.4/10

Very good

(82 reviews)

"Great staff, would stay again!"

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

Maimuna

CA $330

CA $502 total

includes taxes & fees

Feb 26 - Feb 27

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

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/6fff8d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/b17cd5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![802:Grand Apartment, 1 bedroom, 1 living room | Living area](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/e7c79f65.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

(129 reviews)

"It was excellent! Wonderful stay!!"

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

Anthony

CA $296

CA $462 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Lowlands-Hotels-Mullet-Bay-Suites-Your-Luxury-Stay-Awaits.h99886151.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=2026-02-26&endDate=2026-02-27&regionId=6025558&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=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=VR_SPRING_PROMO_6025558)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Oyster+Pond%2C+Sint+Maarten&regionId=6025558&latLong=18.052891%2C-63.019531&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Oyster+Pond%2C+Sint+Maarten&regionId=6025558&latLong=18.052891%2C-63.019531&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Oyster+Pond%2C+Sint+Maarten&regionId=6025558&latLong=18.052891%2C-63.019531&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=CONDO)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Oyster+Pond%2C+Sint+Maarten&regionId=6025558&latLong=18.052891%2C-63.019531&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=APART_HOTEL)

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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&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=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=HOUSE_BOAT)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOyster-Pond-Vacation-Rentals.d6025558.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOyster-Pond-Vacation-Rentals.d6025558.Travel-Guide-VacationRentals)

## Top Oyster Pond Hotel Reviews

![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd_y.jpg)

### Princess Heights Luxury Boutique Condo Hotel

10/10 Excellent

"Very nice rooms, pool and workout room. Staff was very nice, friendly and accommodating."

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

![Fourteen at Mullet Bay](https://images.trvl-media.com/lodging/83000000/82870000/82868300/82868222/7de7c76b_y.jpg)

### Fourteen at Mullet Bay

10/10 Excellent

"Room as beautiful, literally steps from everything. Very convenient we didn't rent a car and honestly didn't need to. Concierge Dre and Isael helped with everything you can think of from taxi service to restaurant recommendations & Lets not forget for the excursion booking We definitely will be back."

[](https://expedia.ca/Lowlands-Hotels-Fourteen-At-Mullet-Bay.h82868222.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

"This was our 3rd time here and we absolutely love it!!! The rooms are clean, the beach is Preston’s and the staff is amazing!!! We absolutely love Stephen and Leroy at Seabreeze and Oren and Lou at Gizmos make our time there feel like we’re visiting family! "

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

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

### Hommage Hotel & Residences

10/10 Excellent

"Great value! You will not be disappointed "

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

![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg)

### Oyster Bay Beach Resort

10/10 Excellent

"The room, the views, the accommodations… it was all super great!"

[](https://expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information)

![Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/45414036_y.jpg)

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

10/10 Excellent

"We were a family of four visiting for the first time. The resort was clean, the staff was very accommodating. Few things we noticed not a whole lot of an activities at night. Wish the pool wouldn’t close so early 6:00 pm. Overall, we would stay again. The location was great for watching the planes."

[](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.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

"The room was clean, the staff was really nice and helpful. I plan to stay again. It was great."

[](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

"Room was spacious and spotless. Staff was friendly and helpful. The pools were perfect!"

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

"Everything was great would definitely go back"

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

## Explore a world of travel with Expedia

- Trending destinations on Expedia.ca

### Trending destinations on Expedia.ca

- [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
- [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals)
- [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals)
- [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals)
- [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals)
- [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations)
- [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals)
- [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals)
- [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals)
- [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals)
- [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals)
- [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals)
- [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals)
- [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals)
- [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
- [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
- [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

## 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

Hotels

- [St. Thomas All Inclusive Resorts and Hotels](https://expedia.ca/St-Thomas-Hotels-All-Inclusive-Hotel.0-0-d6140138-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Best Hotels in Philipsburg](https://expedia.ca/Philipsburg-Hotels.d3331.Travel-Guide-Hotels)
- [Best Hotels in Simpson Bay](https://expedia.ca/Simpson-Bay-Hotels.d8941.Travel-Guide-Hotels)
- [Best Hotels in St. Barthelemy](https://expedia.ca/St-Barthelemy-Hotels.d6140949.Travel-Guide-Hotels)
- [Best Hotels in St. Thomas](https://expedia.ca/St-Thomas-Hotels.d6140138.Travel-Guide-Hotels)
- [St. Thomas Family Hotels](https://expedia.ca/St-Thomas-Hotels-Family-Hotel.0-0-d6140138-tFamilyHotel.Travel-Guide-Filter-Hotels)

Flights

- [Cheap Tickets from Cole Bay](https://expedia.ca/lp/flights/602866/flights-from-cole-bay)
- [Flights to STT](https://expedia.ca/Cheap-Flights-To-St-Thomas.d6140138.Travel-Guide-Flights)
- [Flights to SXM](https://expedia.ca/Cheap-Flights-To-Lower-Princes-Quarter.d6344439.Travel-Guide-Flights)

Activities

- [Things to do in Castries](https://expedia.ca/Things-To-Do-In-Castries.d3209.Travel-Guide-Activities)
- [Things to do in Oranjestad](https://expedia.ca/Things-To-Do-In-Oranjestad.d450.Travel-Guide-Activities)
- [Things to do in St. George's](https://expedia.ca/Things-To-Do-In-St-Georges.d10788.Travel-Guide-Activities)
- [Things to do in Basseterre](https://expedia.ca/Things-To-Do-In-Basseterre.d3183.Travel-Guide-Activities)
- [Things to do in Simpson Bay](https://expedia.ca/Things-To-Do-In-Simpson-Bay.d8941.Travel-Guide-Activities)
- [Things to do in St. Thomas](https://expedia.ca/Things-To-Do-In-St-Thomas.d6140138.Travel-Guide-Activities)
- [Things to do in Philipsburg](https://expedia.ca/Things-To-Do-In-Philipsburg.d3331.Travel-Guide-Activities)

Packages

- [St. John Vacation Packages](https://expedia.ca/St-John.d601376.Destination-Travel-Guides)
- [St. Thomas All-inclusive Vacation Packages](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations/6140138/St-Thomas)
- [St. Barthelemy Vacation Packages](https://expedia.ca/St-Barthelemy.d6140949.Destination-Travel-Guides)
- [St. Thomas Vacation Packages](https://expedia.ca/St-Thomas.d6140138.Destination-Travel-Guides)

Vacation Rentals

- [Simpson Bay Vacation Rental](https://expedia.ca/Simpson-Bay-Vacation-Rentals.d8941.Travel-Guide-VacationRentals)

General

- [Visit Simpson Bay](https://expedia.ca/Simpson-Bay.dx8941)
- [Visit Philipsburg](https://expedia.ca/Philipsburg.dx3331)
- [Visit Gros Islet](https://expedia.ca/Gros-Islet.dx11648)
- [Visit Basseterre](https://expedia.ca/Basseterre.dx3183)
- [Visit Cole Bay](https://expedia.ca/Cole-Bay.dx602866)
- [Visit St. John](https://expedia.ca/St-John.dx601376)
- [Visit St. Thomas](https://expedia.ca/St-Thomas.dx6140138)
- [Visit Willemstad](https://expedia.ca/Willemstad.dx937)
- [Visit Oranjestad](https://expedia.ca/Oranjestad.dx450)

![](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