A coastal resort with a turquoise beach, a swimming pool, and hillside buildings.

Oyster Pond Vacation Rentals

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

Philips Scott House Calinago : This vacation home rental outside Oyster Pond is in a shopping district and equipped with air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience.

Dates

November 2026

December 2026

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Our top choices for Oyster Pond vacation rentals

A rooftop terrace with a pool, lounge chairs, and a table with a drink.

1. Avenue du lagon

Oyster Pond

￥310,304 total

includes taxes & fees

Nov 9 - Nov 10

A rooftop lounge with a view of the ocean, outdoor seating, and a pool area.

2. Villa Dérimbeault Rising Sun

Oyster Pond

￥98,416 total

includes taxes & fees

Dec 1 - Dec 2

A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

3. MIDTOWN MOTEL SXM

Downtown Philipsburg

brenton

￥13,286 total

includes taxes & fees

Nov 9 - Nov 10

A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

4. July Apartments

Madame's Estate

JoyAnn Carolyn

￥19,449 total

includes taxes & fees

Dec 9 - Dec 10

A modern kitchen with a dining area, a grey sofa, and a TV.

5. A View of Airplanes, the Beach, and Lolos in Grand-Case

Grand-Case

￥23,311 total

includes taxes & fees

Nov 9 - Nov 10

A wooden deck with a dining area, kitchen, and potted plants.

6. To complete

Cul-de-Sac

Abdal M.

￥8,830 total

includes taxes & fees

Nov 10 - Nov 11

A view through a window with a pool and a mountainous landscape.

7. Lovely Studio Apartment with Pool & Nature Views!

Oyster Pond

Jennifer

￥19,300 total

includes taxes & fees

Nov 14 - Nov 15

A beach with white lounge chairs and umbrellas, a white pergola, and a clear view of the sea and distant hills.

8. Soualiga Goddess Studio

Baie Orientale

Kelly H.

￥29,684 total

includes taxes & fees

Nov 21 - Nov 22

A wooden deck with a table and chairs, a white door, and a wooden fence with a woven basket and decorative items on the wall.

9. Studio Charma Soualiga à Orient Bay

Collectivité de Saint-Martin

William S.

￥28,473 total

includes taxes & fees

Nov 13 - Nov 14

A hallway with a decorative gate, potted plants, and a fire extinguisher.

10. The Castle ᴵ

Downtown Philipsburg

￥25,008 total

includes taxes & fees

Nov 22 - Nov 23

A wooden deck with a dining table and chairs, a hammock, and a view of greenery.

11. To complete

Grand Case

￥9,536 total

includes taxes & fees

Nov 15 - Nov 16

A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

12. Philips Scott House Calinago

Downtown Philipsburg

￥34,110 total

includes taxes & fees

Nov 9 - Nov 10

A beach with rows of umbrellas and lounge chairs, a marina with boats, and a cruise ship docked in the background.

13. Cozy flat on the boardwalk!

Downtown Philipsburg

Robert H.

￥34,073 total

includes taxes & fees

Nov 9 - Nov 10

A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

14. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Carmelle,

￥34,155 total

includes taxes & fees

Nov 11 - Nov 12

A clear view of turquoise ocean water with a rainbow.

15. Happy House in Grand Case Beach 1

Grand Case

￥10,596 total

includes taxes & fees

Nov 20 - Nov 21

A high-rise hotel with a view of the sunset over a marina.

16. Simpson Bay Suites

Simpson Bay

Manishkumar

￥23,962 total

includes taxes & fees

Nov 9 - Nov 10

A beachside bar with a wooden counter, outdoor seating, and a view of the ocean.

17. Front line unit 520 ft2 on 2nd floor facing ocean

Orient Bay

Jill M.

￥49,801 total

includes taxes & fees

Nov 14 - Nov 15

A beachside lounge with wicker furniture, a pool, and palm trees.

18. Ocean view apt 2 bedrooms, 2 bathrooms, 2 terraces

Collectivité de Saint-Martin

Sean M.

￥71,593 total

includes taxes & fees

Nov 13 - Nov 14

A beach with palm trees and a clear view of boats on the water.

19. Perle des Sables -Condo with pool + private beach in Marigot

Marigot

￥17,695 total

includes taxes & fees

Nov 12 - Nov 13

A spacious living room with a sofa, armchair, and a coffee table. There is a painting on the wall and a window providing a view.

20. Quiet cozy flat in the centre of the island.

Weymouth Hill, Sint Maarten

Tobias

￥32,806 total

includes taxes & fees

Nov 10 - Nov 11

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Find vacation rentals that suit your style

Top Oyster Pond Hotel Reviews

A beach resort with palm trees, a pathway, and a view of the ocean.

Orient Beach Hotel

Orient Bay

10/10 Excellent

This is the perfect place to have an ocean view room that is beautifully done. The hotel doesn’t offer a ton of amenities, but it’s in a great location on a beautiful beach. Come here to enjoy time with a partner, have access to beach restaurants and activities and rent a car to explore the island. Our concierge, Junior, was amazing and saved us by getting our passports to us after we had already arrived to the airport!

Anonymous traveler

A pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

10/10 Excellent

Third stay in St Maarten/Martin since 1993. By far the nicest hotel of my 3 stays. While not directly on a beach, a short drive to Orient, or across the street to Dawn Beach at the Westin. We were on the upper level, building B and had a great view of the ocean across the street. Actually you can drove about anywhere on the island in 30 to 45 minutes depending on traffic. We stayed the first week of November 2015 and full season had not kicked in. The traffic is slow and you have to be...

Island visitor

A glass table with a white mug and a loaf of bread, a decorative vase, and a poolside lounge area with a view of purple flowers and palm trees.

Pomme Cannelle Luxury Suites & Spa

Orient Bay

10/10 Excellent

Pauline & Jeremy!!! Fantastic warm welcome! You can tell that these owners absolutely love their guests. Too many details to mention from the private jacuzzi to concierge services provided by Pauline. Beautiful interiors, comfortable beds. Gated neighborhood 5 minutes on foot to Orient Bay beaches and restaurants. Good old fashioned bed and breakfast atmosphere. Oh!! The amazing, not-to-miss breakfast! Highly recommended.

Lara Abigail

A pool area with lounge chairs, umbrellas, and inflatable rings.

Le Martin Boutique Hôtel

Cul de Sac

10/10 Excellent

Elizabeth

A beach with clear turquoise waters, a sandy shore, and several beach umbrellas.

Palm Court Residence & Hotel at Orient Beach

Orient Bay

10/10 Excellent

Great staff! Had trouble with our rental car company and staff arranged to have different company drop car at hotel for us, such a breeze! Awesome morning breakfast, chocolate croissants were very tasty! Great proximity to the beach and a variety of restaurants in Orient Village. You MUST dine at La Table d'Antoine; best onion soup and duck breast w/5 vinegars, to die for!! Hotel has arrangement with Kakoa Beach Bar, so it as easy to get lounge chairs and umbrella each morning. If you're...

Pam

A covered outdoor seating area with wicker furniture and a view of the sea.

La Villa Hibiscus

Orient Bay

10/10 Excellent

We spent 4 nights at La Hibiscus. Really enjoyed everything about it. Florian gave us a free upgrade to the Jasmine suite. Large, comfortable bed, great shower and bathroom. Great terrace for sunning and looking at the mountains. We had the pool to ourselves which we loved. Very hands off approach by management which meant great privacy which we like. Only 5 minutes to Orient Beach….great choice of restaurants including a couple of breakfast places. Will definitely come back. FYI….renting a car...

Sid

A pool area with a lounge, seating, and outdoor furniture.

Hotel La Plantation

Orient Bay

10/10 Excellent

We took a trip as a family to celebrate three college graduations and an engagement. Due to the dates we could each go, we ended up needing to book it as three separate studios all on the lower level. After booking it as separate vacations on Expedia, I wrote to the hotel to see if they could make the rooms near each other. Within an hour we received a reply from Julie congratulating us on the engagement and graduations and saying that she would do her best to make sure we were near each...

Anonymous traveler

A beach with white lounge chairs and umbrellas, a palm tree, and a clear blue sky.

Esmeralda Resort

Orient Bay

10/10 Excellent

My wife and I have been vacationing on St. Maarten for 15 years, and this was our first time at this resort. The staff are very nice and helpful. They have two great restaurants, one on the beach and one fine dining on the resort. We stayed for seven days which was perfect. During most days we were on the beach which was a three minute walk from our cottage. The CoCo restaurant has great food, friendly staff and the chairs and umbrellas are free to guests of the hotel. In the evening we ate a...

Anonymous traveler

A pool area with lounge chairs and umbrellas, surrounded by palm trees, and a view of the sea.

JW Marriott St. Maarten Beach Resort & Spa

Oyster Pond

10/10 Excellent

The staff is polite helpful patient and happy. Keith at Carambola restaurant was exceptional. The pastry Chef came herself to discuss our gluten free need for the dessert. Everyone was accommodating. The rental car seemed to have stalled, the valet staff went above and beyond to help restart. While checking out the manager was courteous and handled everything with well. The hotel was clean, no sand on the floors.

Sudha

A poolside bar with a view of a pool and lounge chairs.

Hotel L'Esplanade

Grand Case

10/10 Excellent

My wife and I stayed at the Hotel L'Esplanade for a week! And it was out first time here on the French side and we enjoyed it a lot. Very comfortable and spacious accommodations with large bedroom, bathroom and Living/dining room with the full kitchen if you decide to ignore all of the restaurants nearby and decide to make a meal yourself. Big, beautiful terrace to enjoy breakfast or sip wine while watching the sunset. The pool is peaceful, and the food is freshly grilled right before you, while...

Mikhail

Holland House Beach Hotel

Downtown Philipsburg

10/10 Excellent

Ellen Wyszynski

July Apartments

Madame's Estate

10/10 Excellent

Dulcie

A swimming pool with lounge chairs and a table on a wooden deck, surrounded by greenery and a mountain view.

Villa Jwi Lavi Boutique Hotel

Cul de Sac

10/10 Excellent

My wife and I loved this place. It was smaller and quieter than your typical hotel or resort. The hosts provide a nice little breakfast each morning (croissants and baguettes with local jams, plus fresh fruit and juice). The pool is nice, as are the views. The property is a good location on the island, in my opinion. Easy drive to Anse Marcel on the northern tip (phenomenal beach up there). Also easy drive to Grand Case (best food ever) and Orient Beach (great scene in general). The hosts were...

Cameron

A coastal resort with a swimming pool, beach access, and lush greenery.

Grand Case Beach Club

Grand Case

10/10 Excellent

First time to the island. This resort was absolutely beautiful. Two areas for sun and beach. Beach chairs and umbrellas, water sports… we never had to wake up super early to get a chair which was awesome! We snorkeled around the resort, saw lots of fish, star fish, and found about 10 whole sand dollars! Food was very reasonably priced and delicious. Drinks were good - not watered down. Staff was very helpful and kind, check in was easy and our room was ready when we arrived. Rooms had all the...

Karrie

A balcony with a view of the sea, a bed with towels, and two white wicker chairs.

Le Temps des Cerises Hotel Beach

Grand Case

10/10 Excellent

The hotel, which is only a few weeks old, and which is owned by the same people who own Sol E Luna nearby, is a classy, first rate property, right on the beach in Grand Case, with a staff that couldn't have been more friendly and helpful. All nine rooms have balconies with full ocean views. The design and styling are very contemporary and absolutely perfect. And, oh, the dining scene in Grand Case can't be beat!

Len

Find out more about Oyster Pond

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Frequently Asked Questions

Are there vacation rentals in Oyster Pond?

Yes, you can find vacation rentals close to the most popular local attractions in Oyster Pond, or you can select a more remote option if you want a relaxing place to stay. Discover why Oyster Pond is known for its marina and beaches. While you're in the area, grab a bite or have a drink at the restaurants and bars.

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

Philips Scott House Calinago: This vacation home rental outside Oyster Pond is in a shopping district and equipped with air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience.

How many vacation rentals will I find in Oyster Pond?

Expedia has 13 vacation rentals for your stay in Oyster Pond.

What’s there to see and do in Oyster Pond?

Get outdoors into nature at a spot like Coralita Beach, or visit other top attractions such as Maho Beach. In the larger area, you’ll find Oyster Bay Marina and Dawn Beach.

What’s a vacation rental in Oyster Pond like?

A vacation rental is a private property you can book for several days or longer in Oyster Pond. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for small groups.

Oyster Pond Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oyster Pond vacation rentals

1. Avenue du lagon

2. Villa Dérimbeault Rising Sun

3. MIDTOWN MOTEL SXM

4. July Apartments

5. A View of Airplanes, the Beach, and Lolos in Grand-Case

6. To complete

7. Lovely Studio Apartment with Pool & Nature Views!

8. Soualiga Goddess Studio

9. Studio Charma Soualiga à Orient Bay

10. The Castle ᴵ

11. To complete

12. Philips Scott House Calinago

13. Cozy flat on the boardwalk!

14. Hilton Vacation Club Royal Palm St. Maarten

15. Happy House in Grand Case Beach 1

16. Simpson Bay Suites

17. Front line unit 520 ft2 on 2nd floor facing ocean

18. Ocean view apt 2 bedrooms, 2 bathrooms, 2 terraces

19. Perle des Sables -Condo with pool + private beach in Marigot

20. Quiet cozy flat in the centre of the island.

Find vacation rentals that suit your style

Top Oyster Pond Hotel Reviews

Orient Beach Hotel

10/10 Excellent

Find out more about Oyster Pond

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?