Title: The “Pearl of the Caribbean” - Oyster Bay Beach Resort! - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # The “Pearl of the Caribbean” - Oyster Bay Beach Resort! Escape to this oceanfront haven where duty-free shopping meets water sports adventure. Relax in style with modern amenities. ## Photo gallery for The “Pearl of the Caribbean” - Oyster Bay Beach Resort! ![Outdoor pool - The “Pearl of the Caribbean” - Oyster Bay Beach Resort! (Osyter Bay)](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/413b6594.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Flat-screen TV, stereo - The “Pearl of the Caribbean” - Oyster Bay Beach Resort! (Osyter Bay)](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/e504e4a3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Combined shower/tub, bidet - The “Pearl of the Caribbean” - Oyster Bay Beach Resort! (Osyter Bay)](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/813bd8c1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - The “Pearl of the Caribbean” - Oyster Bay Beach Resort! (Osyter Bay)](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/bd7476d9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![1 bedroom, iron/ironing board, WiFi - The “Pearl of the Caribbean” - Oyster Bay Beach Resort! (Osyter Bay)](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/4b81e05f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Oyster Bay Beach Resort is a tranquil retreat in Oyster Pond, where you can unwind with stunning views from the furnished balcony or relax on your king-size bed. Enjoy the comforts of home with a kitchen, full-size stove, blender, microwave and large refrigerator plus an iron and ironing board for added convenience. ## Popular amenities - Pool - Air conditioning - Parking available - Kitchen ## Room options ### Check availability for these dates Tonight [Dec. 28 - Dec. 29](https://www.expedia.ca/Hotel-Search?startDate=2025-12-28&endDate=2025-12-29&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-28&endDate=2025-12-29&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Dec. 29 - Dec. 30](https://www.expedia.ca/Hotel-Search?startDate=2025-12-29&endDate=2025-12-30&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-29&endDate=2025-12-30&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Jan. 2 - Jan. 4](https://www.expedia.ca/Hotel-Search?startDate=2026-01-02&endDate=2026-01-04&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-02&endDate=2026-01-04&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Jan. 9 - Jan. 11](https://www.expedia.ca/Hotel-Search?startDate=2026-01-09&endDate=2026-01-11&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-09&endDate=2026-01-11&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOyster-Pond-Hotels-The-Pearl-Of-The-Caribbean-Oyster-Bay-Beach-Resort.h88513034.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FOyster-Pond-Hotels-The-Pearl-Of-The-Caribbean-Oyster-Bay-Beach-Resort.h88513034.Hotel-Information) ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=18.050285,-63.016773&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:kiemBx%7Dr_K%3FO%3FO%40Q%3FO%40O%3FO%40O%40O%40QBO%40OBOBO%40OBODOBOBODOBMDODODMDODOFMDMFODMFMFMFMFMHMFMHMHKFMHKHMHKJKHKHKJKHKJIJKJIJKJIJIJIJILIJILGJILGLGLGLGJGLGNELGLELELENELENCLENCLCNELCNANCNCLANANANALAN%3FNAN%3FN%3FN%3FL%3FN%3FN%3FN%40N%3FL%40N%40N%40N%40N%40LBNBN%40LBNDLBNBLDNBLDNDLDLDLDLFNDLFJFNFJFLFLFJHLHJFLHJHJHJHJHJJJHJJJHHJJJHJHJJJHJHLHJFLHLHJFLHLFLFLFLFLDLFNDLFLDNDNDLDNDNBNDLBNDNBNBN%40NBNBN%40NBN%40P%40N%40N%3FN%40N%40N%3FP%3FN%3FN%3FP%3FN%3FNANAN%3FPANANANCNANCPCNANCNCNELCNENCNENELENENELGLENGLENGLGLGLGLILGJILILGJILIJIJKLIJIJKHILKHKJKHKHKJKHKHKHMFKHMHKFMFMHKFOFKDMFOFMDMFMDMDODMBODMBODMBOBMBOBOBM%40O%40O%40O%40OBM%3FO%40O%40O%3FO%3FM%3FO%3FO%3FO%3FOAOAM%3FOCOAOAMAOAOCOCMCOCMCOEMCOEMCOEMEMEMGMEOGMGKEMGMGMIMGKGMIKIMGKIKIKIKKKIKIKKKIIMKIIKIKKMIKIKIMGKIMIMGKIMGMGMGMGMEOGMEOGMEMEOEOEMEOCOEOCOCMEOCOAOCOCQAOCOAOAOAO%3FQAO%3FOAO%3FO%3FQ&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=EsJbSy828pg8MFVlO0FgKiiq2VI=) Osyter Bay, Sint Maarten #### What's nearby - Oyster Bay Marina \- 1 min walk \- 0.0 km - Dawn Beach \- 10 min walk \- 0.9 km - Orient Bay Beach \- 14 min drive \- 10.0 km - Maho Beach \- 18 min drive \- 16.1 km - Mullet Bay Beach \- 19 min drive \- 16.7 km #### Getting around - Grand Case (SFG-L'Esperance) - 21 min drive #### Restaurants - ‪Veranda Market and Bistro - ‬2 min walk - ‪Liguria - ‬17 min walk - ‪McDonald's - ‬4 min drive - ‪lucky - ‬16 min walk - ‪Pirate Hideout Beach Bar - ‬11 min drive ## About this property ### The “Pearl of the Caribbean” - Oyster Bay Beach Resort! Resort located in Oyster Pond The “Pearl of the Caribbean” - Oyster Bay Beach Resort! provides everything you need. Guests can connect to in-room WiFi. Other perks at this resort include: - An outdoor pool - Smoke-free premises Room features All guestrooms at The “Pearl of the Caribbean” - Oyster Bay Beach Resort! include perks such as furnished balconies and air conditioning, in addition to amenities like internet access. Extra conveniences in all rooms include: - Bathrooms with bidets and shower/tub combinations - Flat-screen TVs with DVRs - Furnished balconies or patios, kitchens, and refrigerators ## Similar properties ![Outdoor pool](https://images.trvl-media.com/lodging/56000000/55450000/55444100/55444001/bfbde785.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5-STAR DAWN BEACH RESORT (OYSTER BAY) ST MAARTEN 3BR/3BATH NEW OCEANFRONT CONDO Oyster Pond - Pool - Hot tub - Air conditioning - Gym [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&selected=55444001&PinnedHotelID=55444001&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/89000000/88520000/88512100/88512021/b7b33fb8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The “Pearl of the Caribbean”-ocean views, white sand beach and amenities galore Oyster Pond - Pool - Free WiFi - Air conditioning - Gym [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&selected=88512021&PinnedHotelID=88512021&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/102000000/101840000/101834600/101834553/a0d1b7c4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### A111 - Condo with amazing view Sint Maarten - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&selected=101834553&PinnedHotelID=101834553&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach](https://images.trvl-media.com/lodging/43000000/42280000/42270700/42270613/3dd4e043.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Maho Beach Escape; Sunset Ocean View Maho, Sint Maarten - Ocean view - Kitchen - Pet friendly - Free WiFi 10 Exceptional 4 reviews CA $461 CA $594 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-06&endDate=2026-01-07&selected=42270613&PinnedHotelID=42270613&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/101000000/100410000/100402400/100402356/04433c5d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Residence Alamanda Orient Bay - Pool - Kitchen - Parking included - Free WiFi 9.0 Wonderful 21 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&selected=100402356&PinnedHotelID=100402356&HadPinnedHotel=true®ionId=-1&adults=2) ![Standard Studio | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2320000/2311800/2311743/d7090745.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bleu Emeraude Hotel Grand Case - Breakfast included - Spa - Pet friendly - Parking included 9.8 Exceptional 316 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&selected=2311743&PinnedHotelID=2311743&HadPinnedHotel=true®ionId=-1&adults=2) ![Deluxe Double Room, Ensuite, Pool View (Jacuzzi Privatif) | Terrace/patio](https://images.trvl-media.com/lodging/102000000/101030000/101027900/101027809/aeddcdb8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pomme Cannelle Luxury Suites & Spa Orient Bay - Pool - Spa - Parking included - Free WiFi 10 Exceptional 59 reviews CA $458 CA $478 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-15&endDate=2026-01-16&selected=101027809&PinnedHotelID=101027809&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/79000000/78670000/78663500/78663424/3a04ec7d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### La Villa Hibiscus Orient Bay - Pool - Pet friendly - Parking included - Free WiFi 9.6 Exceptional 23 reviews CA $425 CA $442 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=78663424&PinnedHotelID=78663424&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach towels, kayaking](https://images.trvl-media.com/lodging/86000000/85050000/85045200/85045187/d962b24b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Le Martin Boutique Hôtel Cul de Sac - Pool - Breakfast included - Parking included - Free WiFi 10 Exceptional 46 reviews CA $860 CA $963 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-04&endDate=2026-01-05&selected=85045187&PinnedHotelID=85045187&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/50000000/49010000/49002500/49002497/f7674ef3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Paradise Peak - Adults Only Marigot - Pool - Hot tub - Breakfast included - Spa 9.6 Exceptional 15 reviews CA $648 CA $674 total includes taxes & fees Jan 21 - Jan 22, 2026 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-21&endDate=2026-01-22&selected=49002497&PinnedHotelID=49002497&HadPinnedHotel=true®ionId=-1&adults=2) ## Property amenities ### Internet - Available in all rooms: WiFi - Available in some public areas: Internet access ### Things to do - Outdoor pool - Stereo ### More - Smoking not allowed ## Room amenities ### Bedroom - Sofa bed ### Bathroom - Bathtub or shower - Bidet ### Entertainment - CD player - DVR - Flat-screen TV ### Food and drink - Blender - Dishwasher - Kitchen - Microwave - Refrigerator ### More - Air conditioning - Iron/ironing board ## Policies ### Check-in Check-in time starts at 4:00 PM ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## Frequently asked questions ### Does The “Pearl of the Caribbean” - Oyster Bay Beach Resort! have a pool? ### Is The “Pearl of the Caribbean” - Oyster Bay Beach Resort! pet-friendly? ### How much is parking? ### What time is check-in at The “Pearl of the Caribbean” - Oyster Bay Beach Resort!? ### What time is check-out at The “Pearl of the Caribbean” - Oyster Bay Beach Resort!? ### Where is The “Pearl of the Caribbean” - Oyster Bay Beach Resort! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Expedia's Latest Trends ### Hotels > [All Inclusive Resorts and Hotels in Alaska](https://www.expedia.ca/Destinations-In-Alaska-All-Inclusive-Hotel.0-0-d203-tAllInclusiveHotel.Hotel-Filter-Destinations) > > [Hotels in Liberty Village](https://www.expedia.ca/Liberty-Village-Toronto-Hotels.0-n553248635976008521-0.Travel-Guide-Filter-Hotels) > > [Hotels in Downtown Calgary](https://www.expedia.ca/Downtown-Calgary-Calgary-Hotels.0-n6057872-0.Travel-Guide-Filter-Hotels) > > [Hotels in Manzanita](https://www.expedia.ca/Manzanita-Hotels.d129660.Travel-Guide-Hotels) > > [All Inclusive Resorts and Hotels in Fiji](https://www.expedia.ca/Destinations-In-Fiji-All-Inclusive-Hotel.0-0-d57-tAllInclusiveHotel.Hotel-Filter-Destinations) > > [Beach Hotel in Cebu Island](https://www.expedia.ca/Cebu-Island-Hotels-Beach-Hotel.0-0-d6049857-tBeachHotel.Travel-Guide-Filter-Hotels) > > [Hotels in Elk Grove](https://www.expedia.ca/Elk-Grove-Hotels.d6025667.Travel-Guide-Hotels) > > [Petty Ranch Inn](https://www.expedia.ca/Springdale-Hotels-Pioneer-Lodge.h2222366.Hotel-Information) > > [All Inclusive Resorts and Hotels in California](https://www.expedia.ca/Destinations-In-California-All-Inclusive-Hotel.0-0-d206-tAllInclusiveHotel.Hotel-Filter-Destinations) > > [Rainforest Lane Sunset suite](https://www.expedia.ca/Ucluelet-Hotels-Rainforest-Lane-Sunset-Suite.h91841977.Hotel-Information) ### Flights > [Flights from Alberta (YQL) to Calgary (YYC)](https://www.expedia.ca/lp/flights/yql/yyc/lethbridge-to-calgary) > > [Flights from Buffalo (BUF) to Atlanta (ATL)](https://www.expedia.ca/lp/flights/buf/atl/buffalo-to-atlanta) > > [Caribbean Airlines Toronto (YYZ) to Kingston (KIN) flights](https://www.expedia.ca/lp/flight-routes/caribbean-airlines-from-pearson-intl-to-norman-manley-intl/bw/yyz/kin) > > [Flights from Goffs (YHZ) to Mexico City (MEX)](https://www.expedia.ca/lp/flights/yhz/mex/halifax-to-mexico-city) > > [Flights from Windsor (YQG) to Punta Cana (PUJ)](https://www.expedia.ca/lp/flights/yqg/puj/windsor-to-punta-cana) > > [Flights from Chek Lap Kok (HKG) to Incheon (ICN)](https://www.expedia.ca/lp/flights/hkg/icn/hong-kong-to-seoul) > > [Flights from Edmonton (YEG) to Alberta (YOJ)](https://www.expedia.ca/lp/flights/yeg/yoj/edmonton-to-high-level) > > [Flights from Calgary (YYC) to Winnipeg (YWG)](https://www.expedia.ca/lp/flights/yyc/ywg/calgary-to-winnipeg) > > [Flights from Sydney (SYD) to Melbourne (MEL)](https://www.expedia.ca/lp/flights/syd/mel/sydney-to-melbourne) > > [Flights from Saskatoon (YXE) to Providenciales (PLS)](https://www.expedia.ca/lp/flights/yxe/pls/saskatoon-to-providenciales) > > [Flights from Montreal (YUL) to Narita (NRT)](https://www.expedia.ca/lp/flights/yul/nrt/montreal-to-tokyo) ### Cars > [Enterprise Car Rentals In Kitchener](https://www.expedia.ca/Enterprise-Car-Rentals-In-Kitchener.d10579-c15.Car-Rental-Guide-Suppliers) ### Packages ### General > [Visit Tristan da Cunha](https://www.expedia.ca/Tristan-Da-Cunha.dx6035222) > > [Visit Brentwood](https://www.expedia.ca/Calgary-Brentwood.dx553248635976397761)