Villa Oyster Pearl - Luxury Beach Front Villa - Concierge - Hot Tub - Sleeps 19 Reviews, Deals & Photos 2025

Q: Does Villa Oyster Pearl - Luxury Beach Front Villa - Concierge - Hot Tub - Sleeps 19 have a pool?

Yes, this property has a pool. Pool types include heated pools.

Q: Is Villa Oyster Pearl - Luxury Beach Front Villa - Concierge - Hot Tub - Sleeps 19 pet-friendly?

Yes, pets are allowed at this property.

Q: Where is Villa Oyster Pearl - Luxury Beach Front Villa - Concierge - Hot Tub - Sleeps 19 located?

Nestled on the beach, this Oyster Pond villa is just steps away from Oyster Bay Marina and Dawn Beach. Coralita Beach and Gibb's Bay Beach are also within 2 miles (3 km).

10/10 Excellent

Daniel S.

26 Apr 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful and Private Overlooking the Beach and Water

We had an amazing time at the Oyster Pearl. We had two families with us (4 adults, 5 kids under 15), and the house was amazing and plenty of room. Pool was bigger than we thought, and kids spent a ton of time in the great hot tub. Private beach with great crystal clear water, and steps from the Marriott beach as well. We rented cars,m the driving there is a bit crazy - small roads - but we learned and managed. The only tough paert is getting in and out of the driveway, it's a tight turn on a hill. We loved St. Martin and this house!

Stayed 6 nights in Apr 2025

10/10 Excellent

Catherine S.

30 Dec 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location. Beautiful views

The property was perfect for our group. Managment was responsive.

Stayed 10 nights in Dec 2023

10/10 Excellent

John A.

30 June 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing

Time spent with family is away from home is very enjoyable, we were so blessed to have David & Lewis share their Villa.

Stayed 6 nights in Jun 2024

10/10 Excellent

MATTHEW H.

11 Feb 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding view Oyster Pearl

Outstanding view. David was a great host. Intelligent and interesting and ever-present. The house is very comfortable. We'll be back

Stayed 14 nights in Jan 2020

10/10 Excellent

Donnamarie P.

2 Feb 2018

PARADISE!!!

Villa Oyster Pearl is perfect! We really enjoyed our stay. We would highly recommend this property. The owner must have been working around the clock after the hurricane as everything was totally perfect. We used the beach below and it was completely private. There is a lovely deck above the beach for sunning. We spent most of our time at the villa as we found no reason to leave. We were in heaven!

Stayed 2 nights in Jan 2018

This review was submitted before 2018 and has not been verified.

10/10 Excellent

John S.

12 Aug 2015

Oyster Pearl Menories

Thanks you very much for sharing your wonderful villa overlooking the Caribbean. My family of 6 adults had a marvelous time exploring and shopping in St. Martin. Our best memories though are of your home and the time that we spent enjoying it. Total relaxation is "O.P. Time".

10/10 Excellent

Emma B.

16 Apr 2018

Wonderful and relaxing

From start to finish David was there to answer our questions and guide us to the best restaurant and activity choices. The new Rainforest zip line is a must, a great afternoons activity. St Martin beaches are beautiful, Dawn Beach has the softest sand and I enjoyed my morning yoga on the beach deck. We loved seeing the planes land and visited Marigot fish market. Made so many friends the local people are so easy to get into conversations with.

Stayed 1 night in Apr 2018

10/10 Excellent

Donnamarie P.

12 Jan 2018

YEA! Back On Island!

Even though our trip was short this time it was great to be back on St Maarten. Villa Oyster Pearl made it thru the storms with flying colors. David and his team are continuing to make improvements and I think the new Jacuzzi will be ready for our extended stay later this season. There were several restaurants open nearby and we went to Simpson Bay one night. There is a new Grand Marche that rivals US supermarkets. Beaches were great. There were beach chairs at the villa we could use. The greenery is back so things look good all around. Thank you for the great job getting your villa up and running!

Stayed 2 nights in Jan 2018

10/10 Excellent

Karyn W.

9 Mar 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

A time to celebrate!

Our stay was a perfect celebration in which Lewis not only helped us plan but became part of our family! We had everything we could possibly need, including plenty of space for 14 of us to spread and a well stocked kitchen! Housekeeping was great, Felicia prepared a delicious Caribbean meal one night and to our delight Lewis entertained us with his beautiful music! He is quite talented and turned us all on to acoustic music! We could not have planned a better week of jet skis, 4 wheel tour of the island, scuba and so much more, without Lewis’s help and suggestions. Well done my friend and thank you again for a lovely time of celebration with our family!

Stayed 8 nights in Feb 2023

This review was submitted before 2018 and has not been verified.

10/10 Excellent

michael h., NYC

3 Jan 2011

Beautiful House - Westin Resort is a problem

This is a wonderful house. But the view from the house is right over the top of the back of a massive Westin commercial hotel complex. That's not to say that you don't have a beautiful view of the ocean - you definitely do, but the hotel is an eyesore - so be prepared. Also note that the Westin has basically taken over Dawn Beach and that the security folks at Dawn Beach are constantly walking by asking your room number - annoying at best. but all in all its a beautiful house run by great people.

10/10 Excellent

Carol J.

6 July 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Slice of Paradise

We spent one fabulous week with our adult children and grandchildren at Villa Oyster Pearl. Between the main house and the adjoining guest house, each family unit had plenty of personal space to be private with enough large spaces to spend time gathering together. Waking up and having breakfast on the beautiful patio while the kids played in the pool was priceless. The owner was easy to contact and responded to any questions in a timely fashion. He arranged for Paco, a local driver, to pick up our parties at the airport. He was also available to take us to stores, beaches and restaurants. Paco was a reliable and safe way to get around the island. Views from the house of the bay are stunning. The walk down to the beach had many steps but it's well maintained. We stayed during the summer, when the sargassum bloom is at its height, making our private beach unswimable. However, the adjoining hotel rakes their beaches daily and has a beach bar, which we utilized most days. Our family made beautiful memories on our trip to Villa Oyster Pearl, and we would definately stay again!

Stayed 7 nights in Jun 2023

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Tom M., Hartford, Connecticut

18 Sept 2015

Excellent Vacation Spot

The pictures don't do this villa justice. Everything in the house was immaculate and very clean. Did not see one bug/mosquito the entire trip. Cathy, the caretaker, was very knowledgeable about where to shop for groceries and where to get certain items you may need. She has 3 dogs on the property, but they're very friendly (except to the iguanas) and will come up to you just to say hello. We had 6 adults and one 8-month-old. The villa comes with a crib for an extra charge, which was great to have for the baby. This time of year, early September, the beaches were almost completely empty. Being in such close proximity to the Westin, we thought there would be more people, but I guess not too many people travel here during hurricane season, which made it a very private setting the entire time for us. It is a little hike down to the beach, but well worth it. There are plenty of reefs to scout out by snorkeling, which we took advantage of almost every day. The shopping in Philipsburg on Front Street and Back Street was great, lots of shops. Marigot is very nice too, it is on the other side of the island, and they have flea markets over there.

This review was submitted before 2018 and has not been verified.

4/10 Poor

27 Nov 2015

Just ok.

It should be noted that the house is not on the beach, there are many(Sometimes tricky) steps down to the beach which is not suitable for older guests or kids. The beach is shared with the Westin which has the better part of the beach. At the base of the stairs up to the house is large and sometimes stinky runoff drain. We did sneak in to the Westin once and decided it would be best to stay there in the future if we were to go back. The property manager probably ruined the experience for us the most. She was intrusive and in the house every day and called often; quite plainly she treated us like children. There were envelopes depicting to leave tip and what amounts to leave including a barbecue cleaning fee. She took both parking spaces making it impossible for us to safely exit the very narrow and steeply sloped driveway. She moved the cars once for us upon request but put them right back in after we left. The house was very nice and the view was perfect, but some of the appliances had issues while we were there. Overall I don't think I would stay there again, but it seems others had a much better experience than we did so you would just have to see for yourself I guess.

This review was submitted before 2018 and has not been verified.

8/10 Good

2 Aug 2015

Beautiful Villa !

We had a party of 9, 4 older (55 or so) adults and 5 in their 20's. The house was absolutely stunning, the bedrooms were very comfortable and the Villa was more then big enough for the 9 of us. We loved the pool, the views were amazing, and the location was very good for venturing out to other parts of the island. I can not say enough about how well the owner has maintained his beautiful home. The house managers I was disappointed with. Cathy and Mario. Our flights were delayed over 2 hours but when we arrived at the Villa our drinks were not in the refrigerator. I paid $50 for shopping and after 2 long flights and a long travel day I kind of expected cold drinks. Cathy gave us 2 keys / remotes for three cars. The house has a gate that needs to be open and closed to get in and out of the driveway. I explained to Cathy that a house that sleeps 10 with the potential of 4 couples needs a minimum of 4 remotes / keys. I was basically told too bad, we don't have them. Eventually after I explained that since we have no way of communicating by phone or text she let us use her remote. I think some one must of lost a set or two and they didn't replace them. Mario was rude, their dogs barked at 5 in the morning and I felt like the house couple wanted us to work around their schedules. Unfortunately this took away from a very nice vacation. As much as I loved the home, our next visit will be somewhere else. The walls to the balcony are low, I would not stay there with small children.

10/10 Excellent

Jen B.

10 Dec 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding!

Villa Oyster Pearl is spetacular. David has created an oasis with in his property. Walking into the home, there was a candle lit and fresh flowers. The décor inside the home is lovely, light and airy. A cozy atmosphere, wonderful layout, very comfortable beds, and the large and extra soft bathroom towels makes you feel right at home. Plenty of kitchen utensils, pots, pans along with a large gas stove to make appetizing meals from the food you can purchase at the near by grocery store which is stocked with lots of choices. The ocean view is fantastic from almost all parts of the home, inside and out. Many wonderful, little details, too many to mention. All of this plus, the kindness, knowledge, recommendations, and flexibility of David made our stay extra special. Upon arrival, we had a fresh, home-made meal prepared for us by Gabriel. The tastes were superb and all of our five kids, ranging in age from 9-18, loved it. You are able to arrange other meals made by Gabriel, throughout your stay. If you are looking to dine out, there are many yummy choices for restaurants on the island as well. So many things to do on the property. There is a plethora of snorkel gear and boogie boards. There are several areas to spread out and enjoy the tranquility of the property. The pool sits perfectly perched right outside the great room and master bedroom surrounded by an outdoor dining area, couches and an area with several lounge chairs. A beautiful, fragrant path leads down to the hot tub, lined with lush greenery and flowers. Huge palm leaves surround part of the hot tub, plus nice lounge chairs with amazing view of the ocean. There is another, seperate sun deck, and steps from that is the beach which also had a few lounge chairs and a couple of umbrellas. We loved all the different outdoor options on the property. Something for everyone! Our trip was outstanding! Would highly recommend Villa Oyster Pearl!

Stayed 7 nights in Nov 2020

10/10 Excellent

Shanda W.

23 June 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Anniversary Trip

Villa Oyster Pearl provides the perfect location for our anniversary celebration. The home offered 8 adults all the amenities & comforts of home including a well stocked kitchen, comfortable furniture & bedding. The owners thought of everything including pool toys, nice beach towels, sunscreen, beach chairs, & multiple sundews for privacy. The views from the home are stunning & made even better while having a cocktail by the pool. The location is perfect for experiencing both sides of the island with ease. Villa Oyster Pearls owners & staff made checking in a breeze along with attending to any needs we had during our stay. If you have an opportunity to stay in this beautiful home, I highly recommend it.

Stayed 7 nights in Jun 2024

10/10 Excellent

Jack R.

8 Jan 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good location.

Family of fourteen had a great time. Hope to do it again next year.

Stayed 7 nights in Dec 2022

10/10 Excellent

Juette T.

30 Nov 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Oyster Pond is the most fabulous vacation home for a family!

My sisters and our daughters enjoyed Oyster Pond very much! The villa is so comfortable and Lewis made our venturing out easy and enjoyable! We plan to return in 2023!

Stayed 5 nights in Sep 2022

10/10 Excellent

Kirsten d.

21 Oct 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Honeymoon of our dreams

My husband and I stayed at Villa Oyster Pearl for 7 nights and it wasn't nearly enough. From the absolute gorgeous views, the comfortable furniture, relaxing bedrooms, modern appliances and bathrooms, to the relaxing pool and hot tub; this Villa did not disappoint. The rooms were all cleaned thoroughly by Rosie, the housekeeper. The communication with Lewis was on-point. He also provided some great recommendations for restaurants and set up an amazing boat charter for us! The property is in a safe area with a security gate for peace-of-mind. We had Felicia the private chef cook us dinner and brunch - she came highly recommended by Lewis and was well worth the reasonable cost! Everyone on island was so friendly. The Villa was PERFECT. We highly recommend Villa Oyster Pearl for anyone looking for relaxation and comfort. We hope to come back again soon! Thank you for sharing your home with us!

Stayed 7 nights in Oct 2022

10/10 Excellent

Verified traveller

22 June 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise

If your a big scuba or diving fan this is a great place to be. Right next to the Marina. Centrally located so you can get anywhere on island easily.

Stayed 7 nights in Jun 2022

10/10 Excellent

MARY M.

15 Mar 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Memories

Between the beautiful views of the ocean, the amenities that the home offered, the concierge services/communications with Lewis, the wonderful catered meal by Felicia and sweet, Oliver..... we could not have asked for a more memorable family vacation to St. Maarten! While on the island, we took four wheelers out for the day and saw the French/Dutch scenery plus visited the bird sanctuary located just 5 minutes away from the Villa. We spent so many mornings at the Bread & Butter eating delicious French pastries and dining at the Oasis. Maho Beach was an attraction that will not be forgotten! We have been spoiled by the amazing gifts that the island has to offer. For anyone looking for a home that offers all the necessities of "home away from home", Villa Oyster Pearl should be your first choice. Thank you, David and Lewis (and Oliver) for sharing your home with our family. Our family has been blessed by this vacation and all the memories made.

Stayed 7 nights in Mar 2022

10/10 Excellent

Shannon H.

17 Jan 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved the property

We had a wonderful time! The property was exactly as listed and the documentation provided was extremely thorough and helpful. The property manager was always around when needed and was very nice. They even provided help getting to the property from the airport so we got to villa easily. Would definitely recommend staying here!

8/10 Good

John M., Toronto, Canada

17 Jan 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very comfortable house.

We had a great week, enjoying the pool and the beach. The house was very comfortable. The only thing I would like to bring up is that it is built on the side of a cliff. This gives it great views of the ocean and beach but there are a lot of steep steps to get down to the beach! Good workout for the legs. The property managers were very accommodating and we had a great time. A wonderful property for a large group.

Stayed 7 nights in Nov 2019

10/10 Excellent

Anita H.

31 Dec 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Christmas Vacation

Villa Oyster Pearl is a beautiful property. It was perfect for our family of nine adults. The Villa is well kept, very comfortable, kitchen has everything we needed. The view is breathtaking! We loved everything the Villa had to offer, pool, hot tub, quiet areas to relax and the beach. The chilled champagne was a lovely addition. Gabriel was very helpful when we had question and we loved Poppy, the resident dog. The owner, David, is easy to work with. Our family would come back in a heart beat and we highly recommend Villa Oyster Pearl.

Stayed 8 nights in Dec 2019

10/10 Excellent

Nanette S., Moorestown

1 Dec 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

A gem

Villa Oyster Pearl is a very lovely and spacious home perched above a beautiful beach. The grounds are beautifully cared for by a gardener who seemed to be present daily. There are many species of cacti and other lovely flowering plantings. Can you tell I love gardening? The pool off the main patio was delightful. The hot tub is a short distance away down the stairs in a private, protected area of the property. My grown children thoroughly enjoyed it. Our host, David was available night or day to answer questions and help us. He is a very gracious person who made us feel most welcome. He recommended a wonderful chef , Gabriell, who prepared my son’s birthday dinner. I highly recommend Villa Oyster Pearl. The beauty of the place will knock your socks off.

Stayed 7 nights in Nov 2019

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Villa Oyster Pearl - Luxury Beach Front Villa - Concierge - Hot Tub - Sleeps 19

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