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Mainsail: Refreshed and Rejuvenated


The new in-room upgrades in the Mainsail Pavilion make the view inside the room nearly as spectacular as the view outside.

All units available to reserve in the Mainsail Pavilion, including the exclusive, premium penthouse apartments, are undergoing substantial renovations. New, high-quality furniture, fixtures and fabrics have already been ordered. The new colors are warm, inviting and relaxing — Caribbean charm at its best.MainsailMoodboard_v3

These renovations are scheduled to be completed in the next few months as part of our on-going refurbishment and renewal of all of Oyster Bay Beach Resort. 

We have listened to your feedback and ensured that these spaces will delight visitors with unique, beautiful artwork and attention to detail. We’re excited for our owners and guests to enjoy these re-envisioned luxury units.

Reserving a newly renovated unit in Mainsail means you’ll enjoy all the modern-day amenities you deserve. Including a flat screen TV, DVR player, free high-speed Wi-Fi, daily housekeeping attention, and more.

These spaces are in high-demand, so be sure to make your reservations early. Contact Paolo LoCastro ( to explore quarter share and weekly timeshare availability.

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I Love Oyster Bay Owner's Appreciation Weeks, Sept. 3 - 24, 2017

OAW 2017_Web Banner-01

OAW-2017_Header-Web-Banner_v2Celebrate With Us!

friends enjoying cocktails at a party.Do you love Oyster Bay? It’s that time of year when Oyster Bay Beach Resort shows our love and appreciation for you, our owners, with four week-long celebrations!

This September we are hosting the Ultimate Owner Appreciation Celebrations each week starting every Sunday, for the whole month. Join us for a week of festivities, fun, and prizes! This year’s revelry features a “Color Flag Fest” and “I Love Oyster Bay” T-shirts. You’ll enjoy free island tours, prizes, entertainment, exciting prices on rentals… and of course, parties!

Make Your Reservation

Weeks start on: September 3rd, 10th, 17th, and 24th
Special Prices for Owners:
Studio……………… $895
1-bedroom……….. $1079
2-bedroom……….. $1263

This is the Ultimate Owners Celebration!

Saturday Receive a special treat as a warm welcome when you arrive.                             OAWeblast2017-03

Sunday Go on an island tour, beach stop, and enjoy live entertainment at Beau Beau’s.

Monday “Feel The Love” Poolside Cocktail Party. With balloons, beads, and Circus Galore.

Tuesday “Bright Night” Night out on the town. Take a party bus with us and enjoy a fun filled night, including karaoke and prizes.

Wednesday “Wet Fete Festival” Colored Flag Parade. Extending from the Marina to Beau Beau’s, there will be complimentary drinks and entertainment from New Generation Status STM Band. Wear colorful attire and decorate a flag! If you don’t have your own, flags and decorations will be supplied.

OAWeblast2017-02Thursday “Beach Bash” Fun Under the Sun. Spend the day at Waikiki Beach playing tug of war, limbo, balloon pop, and more!

Friday “That 70s Party” Jazz and Rock Night. Wear your best 70s getup and meet at Beau Beau’s for some cheese and wine. Best dressed will receive prizes. Reservations are required for dinner.

Schedule subject to change without notice and some activities may take place weather permitting.

It’s all in the Bag

When you arrive on Saturday, you’ll receive everything you need in a tote bag, including an “I Love Oyster Bay” T-shirt.


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Complimentary Wi-Fi at OBBR Beginning April 16


It’s time for your cell phones, tablets, laptops and other Wi-Fi devices to rejoice! Beginning April 16, Wi-Fi will be free for all Oyster Bay Beach Resort guests.

Previously, OBBR charged for Wi-Fi service to offset the costs of the infrastructure, maintenance and improvements for this service. The fee also helped to even out the cost among owners and exchangers to avoid any assessment increase to pay for the system.

“Now that we’ve paid for the original Wi-Fi infrastructure, it’s time we reward our guests by eliminating the Wi-Fi access fee,” said OBBR General Manager Ricardo Perez.

According to Perez, free Wi-Fi was a common request on the feedback cards submitted by the OBBR owners.

OBBR recently completed a long-term improvement program to the Wi-Fi system. The resort expanded the band width, which means faster download and upload speeds. In addition, OBBR is in the process of extending the Internet cable lines, which carry the Wi-Fi, to each Wi-Fi location. This will significantly improve the connectivity of the service.

“Make your summer reservations now for Oyster Bay Beach Resort,” Perez recommended. “And while you’re here, jump on Twitter, Facebook, Instagram — or whatever your favorite social media channel may be — and tell the world you’re enjoying the picturesque Caribbean views along with the free Wi-Fi.”

Click here to make a reservation.

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OBBR Developers Purchase Luxury Villas in Neighboring Coral Beach Club Now OBBR owners and the public can trade up to even more luxurious accommodations at this exclusive, upscale waterfront resort.

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Pearl Development N.V., developer of the Oyster Bay Beach Resort, has purchased 11 of the 24 units in the neighboring, upscale Coral Beach Club, along with the reception office. Coral Beach Club is regarded as one of the most popular and highest-rated villa and townhouse resorts available for hotel occupancy on St. Maarten.

While enjoying the resort feel, Coral Beach Club will provide OBBR owners and the public the highest in quality residences — right on Dawn Beach and Oyster Pond. You can enjoy complete seclusion and impressive accommodations with complete privacy behind the resort’s gates. On the other hand, Coral Beach Club owners will benefit greatly in the quality and value of their property for themselves and their renters and short-term guests.


This acquisition, led by Pearl Development Executive VP and General Counsel Mike Dolente, is a win-win for Oyster Bay Beach Resort and Coral Beach Club owners and guests because it provides both with many more enticing opportunities.

OBBR’s affiliation with the upscale resort will enhance the opportunities for OBBR owners and the public to trade-up to even more luxurious and more private vacation homes. A special program of financing for qualified individuals and trade-ins of Oyster Bay vacation intervals will make the program even more attractive to owners.

Here are more details regarding the units purchased:

  • 6 beach-front units – Three- or four-bedroom villas featuring spectacular panoramic views of Dawn Beach and Oyster Pond Marina. Each of these units also has a private pool and a travertine marble pool deck. Plus, you’ll love the short, private walkway to the beach where you can take in the spectacular view of the lovely Dawn Beach and crashing ocean beyond.
  • 4 marina-facing units ­– These units are two-bedroom, water-side townhouses with calming views of the three marinas on the Oyster Pond. The townhouses also offer access to a semi-private central swimming pool overlooking the Oyster Pond. Plus, there’s an endless parade of beautiful sailing vessels and power boats, as well as breathtaking views of nighttime lights on Oyster Pond and the surrounding hillside communities.
  • 1 apartment unit, as well as an office and reception center – This spacious, second-floor, two-bedroom apartment offers ocean views and a convenient walkway to the beach.

The reception building, also used by the other owners at the resort, will be remodeled in a modern, elegant and spacious style by professional designers and architects. Lush landscape and an improved entry way will help in creating an enhanced sense of arrival and a preview of the special hospitality offered at Coral Beach Club.

In addition, Pearl Development intends to establish a premier vacation ownership program at the property to sell ownership interests to those who want to enjoy the most luxurious and comfortable vacation experience. As in the past, special attention will be given to the guests and owners to maintain Coral Beach Club’s track record of meeting the highest standards of satisfaction on the island.

Coral Beach Club will continue to be operated with little change in personnel or other operational considerations. It will complement the services and facilities at OBBR but will maintain a separate and distinct community and identity for its owners and guests. However, OBBR will provide 24-hour management, augmented security and other services through its management company to ensure an perfect vacation experience for Coral Beach Club owners and guests.

As you know, OBBR is affiliated with Interval International, one of the world’s largest timeshare exchange companies. Pearl Development is already working to also affiliate Coral Beach Club with Interval International, as well as with its “Preferred Residences” — a top-class, upscale program for luxury vacation ownership. It allows members exclusive access to exchanges or discounted stays at over 600 of the world’s finest and highest-rated hotels and resorts in the world.

We’re extremely confident that the beauty and serenity of the Coral Beach Resort will qualify the resort for the Preferred Residences program as well as the very prestigious Interval International Elite designation. At the time of this writing, approval from Interval International is pending.

Coral Beach Club, designed by the well-known European architect Jan Heim, opened in 2008. For information on Coral Beach Club visit For more information on purchase opportunities, contact Randy Boatright at 721-540-1100 or To book a villa or townhouse for your vacation call 866-978-7278.

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Report to the Owners From Iron Shore Management on Behalf of Oyster Bay Beach Resort


Dear Owner,

We hope all of you are having a wonderful and peaceful Holiday Season.

Iron Shore Management continues to work hard to successfully meet and exceed the expectations of Oyster Bay Beach Resort’s Owners and Interval International guest’s by implementing a comprehensive improvement and modernization effort of the Resort. This is essential for keeping the Resort’s facilities at a level that you and our vacation exchange partner, Interval International, have come to expect.

Historic Courtyard Pavilion Renovations

We are pleased to report that this fall we completed the total renovation of the 11 studio rooms in the historic Courtyard building. Most rooms feature spectacular ocean views and elegant furnishings with modern chic Caribbean décor. As expected, the rooms are already receiving rave reviews. Each of these updated rooms feature spacious, furnished balconies for enjoying the stunning views, as well as completely renovated bathrooms and versatile breakfast bars with a mini-fridge, coffee maker and microwave oven — giving guests the option of dining in the room or al fresco on the balcony.

2017 Fee Updates

We’re pleased to announce there will be no Maintenance Fee increase for 2017. The Basic Maintenance fee will remain at $895.

However, considering the ever-increasing expenses on the island — including union-negotiated increases of employee wages, as well the limited purchasing choices of a Caribbean Island enterprise — we find it necessary and prudent to implement a modest increase in some of the other fees.

Therefore, beginning January 2, 2017 there will be a modest increase in upgrade and split use fee(s). Of course, all currently booked reservation will be honored at the old rate.

Following are the new fees effective January 2, 2017 (all amounts in U.S. dollars):

• Upgrade from studio to one bedroom: $234

• Upgrade from studio to two bedroom: $398

• Upgrade from one bedroom (already reserved or owned as fixed week) to a two bedroom: $184

• Split fee: $450

• Cancellation fee: $50

These new fees will provide for a fiscally sustainable resort with ultra-comfortable, modernized accommodations that will not only provide the high-quality vacation experience expected by our members and II exchangers, but also ensure the Resort remains in great condition — despite the very corrosive (yet incredibly beautiful and incomparable) ocean front environment of our peninsula on St. Maarten — for many years to come.

Best Wishes in the New Year,

Ricardo Perez & Anne Marie Brooks

Iron Shore Management

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Caribbean Chic Meets Contemporary Comfort at the Courtyard Pavilion  Check out our newly redesigned Courtyard rooms and check into a truly unique guest experience!


The Courtyard rooms have been professionally designed by our duo-team of award-winning architect and designer to produce unique guest accommodations in an iconic building.

  • Located in the Courtyard Pavilion, at the heart of the resort
  • Comfortable, Caribbean chic décor
  • Only steps away from the ocean, Infinity Restaurant & Lounge, the Infinity Pool and other amenities
  • Furnished balconies, most with striking ocean front views
  • Completely remodeled with granite tiled bathrooms and elegant art work and accessories
  • Breakfast bars with mini-fridge, coffee maker and microwave oven
  • Upgraded to the highest standards of hospitality



Click here for more!


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See Our Upgrades Come To Life! Exclusive to owners, book a newly renovated courtyard unit and enjoy 40% off now through December 19th, 2016!


Check-in early and check out our newly renovated 2nd floor courtyard units in the main courtyard building. These rooms have been fully renovated, redesigned and remodeled to the highest degree. Plus, you’ll be just steps away from the newly remodeled, award-winning Infinity Restaurant and Lounge and our fabulous Infinity pool.

You’ll find most rooms not only offer great views of the pool and ocean, but also have spacious balconies with spectacular, breath-taking views. Three of the units have lofts and sleep four, but are still considered “studios” for timeshare reservation purposes.

We’re excited for you to enjoy these unique units. We think that our new boutique style accommodations will be delightful and harken back to the past Caribbean casual luxury — but with modern day amenities. Their location right in the heart of the Resort should provide guests with added excitement and convenience in a tropical, island ambience.

Need more info?

For Reservations
call: 1-866-978-0212

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September to Remember Owner's Appreciation Weeks, Sept. 3 - Oct. 1, 2016



Celebrate With Us!

It’s that time of year when Oyster Bay Beach Resort throws four week-long celebrations just for you – our owners. And this year we’re walking the red carpet! Join us for a week of fame, fun, and prizes!

The more glitz and glamour you add to your week, the more chances you will earn to win the Grand Prize Raffle: a one-week stay in a Studio or One-Bedroom room, dinner for two at Infinity Restaurant or Beau Beau’s, couples massages at the Spa, 2 day free car rental, free Wifi, and a resort credit worth $500.*

Start Your Stay Shining Like A Star!

Saturday Arrival / Special Treat                             beach

Sunday Free Island Tour / Beach Stop /
Live Entertainment at Beau Beaus

Monday Free Welcome Party  
– Meet and Greet pool side

Tuesday Night On The Town
– Lip singing contest (karaoke style)                            wineglasses
members vs. sales staff
– Party bus will take us to and from venue
** Please sign up for this event

Wednesday Glitz and Glamour
With A Taste Of Infinity
– Dress code: Glitz and Glamour
– Take your picture on the red carpet
– Awards/Gifts from sponsors

Thursday Beach Bash                       whitehat

Friday All White Party
– Dress code: All white attire
– We will have hats and props
** Reservations for dinner are a must

Schedule subject to change without notice and some activities may take place weather permitting.



It’s All in the BagOAWtotemockup
When you arrive on Saturday, you’ll
receive a complimentary tote to add
some sparkle to your day.




September to Remember T-shirtsoawsemtorem5mockup
Start celebrating as soon as you arrive!





Infinity Rewards Cupcup2
Buy this rewards cup, and receive
discounts on your favorite drinks.




Grand Prize Rafflerafflegold
The more you do, the more chances
you could win! Participate in activities,
win a contest, buy a drink, or purchase
a timeshare and earn more tickets!



Make Your Reservation!

Click the images or links below to make your reservation via email.
call: 1-888-784-6688
Weeks start on:
September 3rd, 10th, 17th, and 24th
Special Prices for Owners:
Studio……………… $895
1-bedroom……….. $1079
2-bedroom……….. $1263



*Some restrictions apply. Prize is subject to booking conditions and availability. Resort Credit only to be applied towards your resort consumption while using the free week, no cash value.



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2016 ARDA Award OYster Bay Beach Resort Receives Another Prestigious Industry Award


Oyster Bay Beach Resort recently won a 2016 ARDA (American Resort Development Association) Gold award in Resort Design for the refurbishment of the Infinity Restaurant and Bar. The project was part of a continual, phased renovation process that began after the purchase of the resort by Pearl Development NV in 2003.

Florida-based architectural firm, Joseph Allan & Company, and the St. Petersburg Florida Design Firm, Pabor Designs, were retained to create an appealing modern Caribbean aesthetic for the restaurant and bar, which is open to owners, exchange guests, and visitors, and is known for its international cuisine. The sweeping renovation was completed in October (toward the end) of 2015 and has had an immediate, positive impact on guest satisfaction, service levels, and revenue.

This latest tribute is just one of the numerous accolades that Oyster Bay has earned for its commitment to delivering high-quality hospitality in all aspects of its operations. Joshua Gold, a Managing Director of Pearl Development NV, noted, “This award is very meaningful to us, because it acknowledges our ongoing enhancements and dedication to providing owners and guests with memorable vacation experiences in elegant, modern and enjoyable accommodations.

With scenic beach and ocean views, Oyster Bay Beach Resort is characterized by distinctive contemporary architecture and Caribbean style. In 2010, it was recognized with an ARDA award in Architecture and Design for the unique design of the Mainsail Pavilion, a four-story, forty unit, timeshare building, and the Lighthouse, an eight-story condominium building, topped with a 30-foot, all-glass dome, now a distinctive and attractive site on St. Maarten.

“We have invested millions of dollars to make Oyster Bay Beach Resort an appealing resort development with an outstanding setting, amenities, and services,” added Michael Dolente, a Managing Director of Pearl Development NV. “It is rewarding to have our efforts be so widely appreciated.”

Oyster Bay Beach Resort has received the Interval International Premier® designation every year since 2008. The annual award recognizes resorts that offer outstanding vacation experiences with state-of-the-art conveniences and modern features and appointments.

In acknowledgement of its exemplary customer service, travelers awarded Oyster Bay a TripAdvisor Certificate of Excellence for the five consecutive years from 2011 to 2015. In addition, Travel + Leisure’s influential readers ranked the property one of the “Top 10 Top Family Hotels in the Caribbean, Bermuda, and the Bahamas” for 2013 and a “Top 5 Hotel for Value in the Caribbean” in 2012. The property and its staff have also garnered many local hospitality awards throughout the years.

The property is situated on a four-acre coral reef peninsula between the Atlantic Ocean and Oyster Pond. Its spacious well-appointed units overlook white-sand beaches, turquoise waters, and a picturesque marina. A comprehensive array of amenities and activities, such as gourmet restaurants, full-service spa, oceanfront infinity pool, fully equipped fitness center, casino, live entertainment, golf, tennis courts, and various water sports, are available at or near the resort.

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Courtyard Rooms Renovated Delightfully Designed Boutique Studio Apartments Planned for the Courtyard Rooms


In our quest to provide you with the most modern, comfortable and highest-quality accommodations at Oyster Bay Beach Resort, we’re excited to announce the Resort’s next upgrade and remodeling project is already underway!

Click here to view or download the the full size mood boards and floor plans.

Here’s the inside scoop from OBBR General Manager Ricardo Perez…

The latest project is the complete renovation of the 11, 2nd-floor Courtyard units in the Courtyard building. This is the same building where the lobby, check-in and activities desks are located. Just one flight below and you’re stepping onto our old world travertine courtyard across from the newly remodeled and upgraded Infinity Restaurant Lounge and Bar. The rooms are steps away from our fabulous Infinity Pool as well.

You’ll find most rooms not only offer great views of the pool and ocean, but also have spacious balconies with spectacular, breath-taking views. Three of the units have lofts and sleep four, but are still considered “studios” for timeshare reservation purposes.

New windows and sliding glass doors will be installed in the Courtyard units. Plus, the walls will also be reoriented to provide more room and direct access to the spacious balconies, exposed spiral stair to the lofts as well as to accommodate a new, compact kitchen facility (known as a “Breakfast Bar”). Included in this remodel is new Italian porcelain and wood style floor tiles for each unit’s interior. The raised surface gives it a real wood feel and good traction while using a material that will be easy to clean and not affected by the corrosive salt air environment.

The balconies and the exterior walks will be artistically crafted with travertine marble finishes. All furniture will be replaced with modern, Caribbean, “casual chic” furnishings. Complementing the new furniture and soft goods (bedding, drapes, bed naps and art) will be completely renovated bathrooms featuring top-of-the-line fittings, vanities, cabinets, showers, commodes, and designer tile work and marble counter tops. The new “Breakfast Bar” will contain a versatile kitchen, including a mini-fridge, microwave and conventional oven, sink, and a complete set of kitchen utensils. This will allow guests to enjoy full meals in their unit or on their balcony.

Joseph Sistler of Joseph Allan and Company, along with Kim Pabor of Pabor Designs, prepared the plans for the remodeling and redecorating. This is the same team of professionals that provided the Resort with many award-winning improvements, such as the Mainsail Pavilion, Spinnaker, The Lighthouse, and the Infinity Restaurant Lounge and Bar.

Joseph and Kim prepared three separate interior designs for the rooms. “They were all so attractive,” said Ricardo, “that we couldn’t decide which one to choose, so we decided to use all three.” Not only are we pleased to have been able to get each scheme in place, but they also help to maintain a separate identity for each room, which has been a tradition in the Courtyard Building since 1972. Each unit is named after an America’s Cup racing yacht champion. The names are on plaques by the doors of the units and will remain there after the renovation as a nod to the past traditions of the old Oyster Bay Yacht Club.”

Two of the designs will be used for four rooms each and one design for the remaining three rooms. The styles were selected with the old Caribbean style in mind while embracing the modernization of the rooms and the décor. The rooms will also be equipped with 40-inch flat screen HD TVs, hi-tech thermostatic sensors, Wi-Fi, and cable TV featuring 24 stations. The rooms will be built with special sound-reduction enhancements and sound-dampening materials, which will maximize guests’ peace and quiet.

We’re excited for our owners and guests to enjoy these unique units. We think that our new boutique style accommodations will be delightful and harken back to the past Caribbean casual luxury — but with modern day amenities. Their location right in the heart of the Resort should provide guests with added excitement and convenience in a tranquil ambience.

For more information, please contact Ricardo Perez at 721-543-6040.