[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! Resort in Oyster Pond with an outdoor pool ![Outdoor pool](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/413b6594.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/bd7476d9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/4b81e05f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Flat-screen TV, stereo](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/e504e4a3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Combined shower/tub, bidet](https://images.trvl-media.com/lodging/89000000/88520000/88513100/88513034/813bd8c1.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 - Kitchen - Parking available - Pool - Air conditioning ## Room options ### Check availability for these dates Tonight [Oct. 4 - Oct. 5](https://www.expedia.ca/Hotel-Search?startDate=2025-10-04&endDate=2025-10-05&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-04&endDate=2025-10-05&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 5 - Oct. 6](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 10 - Oct. 12](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-12&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-12&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Oct. 17 - Oct. 19](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=88513034&PinnedHotelID=88513034&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&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 Oyster Pond, a neighborhood in Oyster Pond, is home to this resort. The area's natural beauty can be seen at Orient Bay Beach and Grand Case Beach. [Visit our Oyster Pond travel guide](https://www.expedia.ca/Oyster-Pond.dx6025558) [View more Resorts in Oyster Pond](https://www.expedia.ca/Oyster-Pond-Resort-Hotels.d6025558-aaResortHotels.Travel-Guide-Accommodation) ![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 - Orient Bay - 15 min drive - 10.2 km - Coconut Grove Beach - 18 min drive - 5.6 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 - ‪Pirate Hideout Beach Bar - ‬11 min drive - ‪Mama Pizza - ‬14 min walk ## About this property ### The “Pearl of the Caribbean” - Oyster Bay Beach Resort! Resort near Orient Bay Beach 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 ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/39000000/38360000/38358600/38358580/6e794716.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR Oyster Pond - Ocean view - Pool - Kitchen - Washer 10 Exceptional 104 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=38358580&PinnedHotelID=38358580&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=2025-10-18&endDate=2025-10-19&selected=88512021&PinnedHotelID=88512021&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Morgan Resort Spa Village Simpson Bay - Pool - Spa - Free airport shuttle - Waterslide 9.0 Wonderful 1,851 reviews CA $365 CA $472 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=17524915&PinnedHotelID=17524915&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/116000000/115880000/115875200/115875150/b96d0c14.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond Oyster Pond - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 55 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=115875150&PinnedHotelID=115875150&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23520000/23513300/23513286/64a54dab.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Villa Flagrantia, Paradise at your pleasure Guana Bay - Ocean view - Kitchen - Washer - Dryer 9.6 Exceptional 15 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=23513286&PinnedHotelID=23513286&HadPinnedHotel=true®ionId=-1&adults=2) ![An infinity pool](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823626/2cc782d5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luna Sul Mare - 2 Bed 2.5 Bath Condo with gorgeous ocean view! Oyster Pond - Ocean view - Pool - Kitchen - Washer 10 Exceptional 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=95823626&PinnedHotelID=95823626&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach](https://images.trvl-media.com/lodging/120000000/119290000/119286400/119286360/edb318e0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy 2-bedroom apartment in enjoyable Oyster Pond with Ocean View Downtown Philipsburg - Ocean view - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=119286360&PinnedHotelID=119286360&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/119000000/118010000/118005500/118005470/9bee2c60.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy 2-bedroom condo with AC, fitness room in lovely Dawn Beach Oyster Pond - Pool - Washer - Pet-friendly - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=118005470&PinnedHotelID=118005470&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117050000/117042200/117042175/52fd453d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 2-bedroom apartment in charming Sint Maarten with WiFi, AC Sint Maarten - Washer - Air conditioning - Parking available - Microwave [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=117042175&PinnedHotelID=117042175&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/89000000/88520000/88513900/88513880/ebb3419a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Simpson Bay Beach Resort/Marina offers it all for the perfect Caribbean vacation Pelican Key - Pool - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=88513880&PinnedHotelID=88513880&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 ### 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? > Yes, this property has an outdoor pool. ### Is The “Pearl of the Caribbean” - Oyster Bay Beach Resort! pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at The “Pearl of the Caribbean” - Oyster Bay Beach Resort!? > Check-in begins at 4:00 PM. ### What time is check-out at The “Pearl of the Caribbean” - Oyster Bay Beach Resort!? > Check-out is at 11:00 AM. ### Where is The “Pearl of the Caribbean” - Oyster Bay Beach Resort! located? > Located in Oyster Pond, this resort is within a 15-minute walk of Oyster Bay Marina and Dawn Beach. Coralita Beach and Gibb's Bay Beach are also within 3 mi (5 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## The “Pearl of the Caribbean” - Oyster Bay Beach Resort! 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