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

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![Dawn Beach featuring a sandy beach, general coastal views and a coastal town](https://images.trvl-media.com/place/6079641/e2135d65-f9f2-47f8-abe0-17a7c2ff2665.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=6131288&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=6131288&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=6131288&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=6131288&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

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91780000/91770800/91770764/17c2e85c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91780000/91770800/91770764/278cdb6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/92000000/91780000/91770800/91770764/3a9ad73e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/92000000/91780000/91770800/91770764/f5d52c43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Oyster Pond

[](https://www.expedia.ca/Oyster-Pond-Hotels-The-View.h91770764.Hotel-Information)

10/10

Exceptional

(2)

"If you are single or a couple and staying a week or less, you can not beat this place. Walk to great restaurants, store, even the Bach. Or just sit on your deck for the week! After a week it might start feeling small with 2 people, but don't let the ever you. Great place."

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

Susan B.

CA $220

CA $405 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Oyster-Pond-Hotels-The-View.h91770764.Hotel-Information)

![Villa | Living area](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1236h830x5y6-0f9eea9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1245h827x0y6-1fc4761b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1240h828x0y5-65081a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1233h834x8y5-610a17b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Oyster Pond

[](https://www.expedia.ca/Oyster-Pond-Hotels-Avenue-Du-Lagon.h99329919.Hotel-Information)

CA $2,461

CA $3,175 total

includes taxes & fees

Jan 20 - Jan 21, 2026

[](https://www.expedia.ca/Oyster-Pond-Hotels-Avenue-Du-Lagon.h99329919.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)

### Houseboat in Grand-Case

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

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)

![Dining](https://images.trvl-media.com/lodging/113000000/112720000/112711000/112710908/02272588.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)

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

### Houseboat in Grand-Case

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

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)

![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 Room, 1 Queen Bed, Non Smoking, Beach View](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6bacd041.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)

### Aparthotel in Downtown Philipsburg

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

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)

![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)

![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)

### Aparthotel in Simpson Bay

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

8.8/10

Excellent

(57)

"Enjoyed my stay "

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

Shakia

CA $255

CA $418 total

includes taxes & fees

Jan 12 - Jan 13, 2026

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39090000/39086200/39086127/a1642632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/40000000/39090000/39086200/39086127/4e85cf22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/40000000/39090000/39086200/39086127/7d7a427f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/40000000/39090000/39086200/39086127/55116f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Maho

[](https://www.expedia.ca/Lowlands-Hotels-Convenient-Studio-Close-To-Airport.h39086127.Hotel-Information)

10/10

Exceptional

(25)

"The location is in a little village with bars and restaurants. About 5-10 minutes from the airport. The unit is not as updated and some of the couch’s d chairs can be cleaned but it’s quiet, functional with excellent hosts. "

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

Jennifer

CA $109

CA $205 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Lowlands-Hotels-Convenient-Studio-Close-To-Airport.h39086127.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)

![Reception](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/826c162e.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 Double Room](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/ce5f96fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Madame's Estate

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

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)

![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)

![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)

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

![Outdoor dining](https://images.trvl-media.com/lodging/45000000/44550000/44548100/44548053/5fa20b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Saint-martin

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

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)

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123520000/123514400/123514327/8e3dbab1.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)

### Apartment in Marigot

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

CA $196

CA $232 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Marigot-Hotels-Charming-Studio-With-Splendid-Caribbean-Sea-View-Poolbeach-Access.h123514327.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/124000000/123310000/123305900/123305840/7538d1e5.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/124000000/123310000/123305900/123305840/43d7f139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Pelican Key

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

CA $320

CA $660 total

includes taxes & fees

Jan 21 - Jan 22, 2026

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

![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)

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/edee56dd.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)

### Aparthotel in Simpson Bay

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

7.0/10

Good

(127)

"No issues. Staff were very welcoming and accommodating. Was a pleasant stay. "

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

Sharmain

CA $231

CA $259 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![801:Grand Apartment, 1 Queen Bed, Sea View | Living area](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886151/3a395a88.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)

![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)

### Apartment in Maho

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

9.8/10

Exceptional

(114)

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

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

Oleksii

CA $291

CA $444 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102860000/102851100/102851078/w904h683x60y0-13d1b676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/103000000/102860000/102851100/102851078/w903h683x60y0-00d3d32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/103000000/102860000/102851100/102851078/w904h683x60y0-5c304200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/103000000/102860000/102851100/102851078/w903h683x60y0-cb6279da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Collectivité de Saint-Martin

[](https://www.expedia.ca/Orient-Bay-Hotels-Studio-Charma-Soualiga-A-Orient-Bay.h102851078.Hotel-Information)

10/10

Exceptional

(3)

"The place is small (but we knew that coming in) but well appointed and in great shape. Fantastic location!"

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

William S.

CA $137

CA $247 total

includes taxes & fees

Jan 24 - Jan 25, 2026

[](https://www.expedia.ca/Orient-Bay-Hotels-Studio-Charma-Soualiga-A-Orient-Bay.h102851078.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)

![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)

![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)

### Aparthotel in Simpson Bay

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

9.0/10

Wonderful

(1165)

"One of my favorite places to stay."

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

Carlos

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)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91900000/91900000/91899956/3ea856e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/92000000/91900000/91900000/91899956/fb84073d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91900000/91900000/91899956/22e5ae97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91900000/91900000/91899956/c726470a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Grand-Case

[](https://www.expedia.ca/Grand-Case-Hotels-Fully-Equipped-Apartment.h91899956.Hotel-Information)

10/10

Exceptional

(2)

"Pierre’s place is clean, comfortable, quiet, perfectly located, and fully/thoughtfully equipped with all the amenities. He’s a caring and responsive yet unobtrusive host. Loved having a large, full-size refrigerator/freezer, grill, laundry machine & effective AC unit. Fast internet, local phone line, and smart tv w Netflix all great. Can’t wait to return & stay here again! "

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

Mary Frances

CA $134

CA $201 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Grand-Case-Hotels-Fully-Equipped-Apartment.h91899956.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/67000000/66420000/66411500/66411409/613cdf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/67000000/66420000/66411500/66411409/537ee2ba.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)

### Apartment in Collectivité de Saint-Martin

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

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 6 - Jan 7, 2026

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

![On the beach, beach towels](https://images.trvl-media.com/lodging/114000000/113560000/113556700/113556619/d0c2b92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113560000/113556700/113556619/1b9202e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113560000/113556700/113556619/f8b25f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/114000000/113560000/113556700/113556619/622e129e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Marigot

[](https://www.expedia.ca/Marigot-Hotels-Perle-Des-Sables-Condo-With-Private-Beach-In-City-Center.h113556619.Hotel-Information)

CA $176

CA $256 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Marigot-Hotels-Perle-Des-Sables-Condo-With-Private-Beach-In-City-Center.h113556619.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)

![Panoramic Condo, 3 Bedrooms, Ocean View | Beach/ocean view](https://images.trvl-media.com/lodging/69000000/68050000/68048500/68048492/bf35f2ff.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)

![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)

### Condo resort in Oyster Pond

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

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 27 - Jan 28, 2026

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

![Exterior](https://images.trvl-media.com/lodging/112000000/111780000/111777200/111777106/1a1d41e2.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)

### Vacation Home in Weymouth Hill, Sint Maarten

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

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)

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## Top Oyster Pond Hotel Reviews

![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)

![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)

![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)

![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

"Despite the negative remarks, my family and I had a wonderful time! The pool was our favourite. The drinks and food also tasted really good. Our flight was 6pm and the staff allowed us to use the facilities (except the room which we were ok with) until 5pm which was a huge plus for us especially with kids. I would definitely recommend and would be back!"

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

"Great place to stay. We really enjoyed our time here. "

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

"Clean room. Good food. Beautiful."

[](https://expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.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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- [Villas in Oyster Pond ](https://expedia.ca/Oyster-Pond-Villas.d6131288-aaVillas.Travel-Guide-Accommodation)
- [Cottages in Oyster Pond ](https://expedia.ca/Oyster-Pond-Cottages.d6131288-aaCottages.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Oyster Pond?

### What's the top vacation rental that Oyster Pond has to offer?

### How many vacation rentals will I find 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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