A coastal town with a marina, green hills, and colorful houses.

Oyster Pond Vacation Rentals

Q: What are some of the best vacation rentals that Oyster Pond has to offer?

Philips Scott House Calinago : You might want to consider this vacation home rental near Oyster Pond, which 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.

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Dates

November 2026

December 2026

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Our top choices for Oyster Pond vacation rentals

A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

1. Dawn Beach Club Resort Sint Maarten

Oyster Pond

Gavin

AED 3,170 total

includes taxes & fees

22 Nov - 23 Nov

A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the sea.

2. Singh Luxury Apartments With sea View, Apt.1

Oyster Pond

AED 1,521 total

includes taxes & fees

11 Nov - 12 Nov

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

3. Lovely Studio Apartment with Pool & Nature Views!

Oyster Pond

Jennifer

AED 447 total

includes taxes & fees

19 Nov - 20 Nov

A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the ocean.

4. Singh Luxury Apartments With sea View, Apt.3

Oyster Pond

AED 3,016 total

includes taxes & fees

11 Nov - 12 Nov

A multi-story building with a pool, surrounded by hilly terrain.

5. Singh Luxury Apartments With sea View, Apt.2

Oyster Pond

AED 1,521 total

includes taxes & fees

11 Nov - 12 Nov

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

6. July Apartments

Madame's Estate

JoyAnn Carolyn

AED 451 total

includes taxes & fees

11 Dec - 12 Dec

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

7. MIDTOWN MOTEL SXM

Downtown Philipsburg

brenton

AED 321 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Grand-Case

AED 540 total

includes taxes & fees

27 Nov - 28 Nov

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

9. Avenue du lagon

Oyster Pond

AED 7,192 total

includes taxes & fees

11 Nov - 12 Nov

A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

10. condostmaarten by the sea -Adults Only-

Indigo Bay

Elouise

AED 2,021 total

includes taxes & fees

11 Nov - 12 Nov

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

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

Collectivité de Saint-Martin

Sean M.

AED 1,659 total

includes taxes & fees

13 Nov - 14 Nov

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

12. Simpson Bay Suites

Simpson Bay

Manishkumar

AED 555 total

includes taxes & fees

11 Nov - 12 Nov

A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

13. Mullet Bay Suites: Your Luxury Stay Awaits

Maho

Kenneth

AED 1,319 total

includes taxes & fees

11 Nov - 12 Nov

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

14. Cozy flat on the boardwalk!

Downtown Philipsburg

Robert H.

AED 790 total

includes taxes & fees

9 Dec - 10 Dec

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.

15. Studio Charma Soualiga à Orient Bay

Collectivité de Saint-Martin

William S.

AED 665 total

includes taxes & fees

13 Nov - 14 Nov

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

16. Soualiga Goddess Studio

Baie Orientale

Kelly H.

AED 663 total

includes taxes & fees

22 Nov - 23 Nov

A covered balcony with a view of trees and a tiled floor.

17. SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

South Reward

AED 1,063 total

includes taxes & fees

19 Nov - 20 Nov

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

18. Philips Scott House Calinago

Downtown Philipsburg

AED 791 total

includes taxes & fees

11 Nov - 12 Nov

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.

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

Weymouth Hill, Sint Maarten

Tobias

AED 760 total

includes taxes & fees

13 Nov - 14 Nov

A beach with palm trees and clear turquoise water.

20. Charming studio with the beach at your feet & pool access

Marigot

Brad W.

AED 739 total

includes taxes & fees

14 Nov - 15 Nov

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Find vacation rentals that suit your style

Top Oyster Pond Hotel Reviews

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 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 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 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 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 large, white-roofed villa with a pool, surrounded by lush greenery and a view of the ocean.

The Paradise Peak - Adults Only

Marigot

10/10 Excellent

Everything about this Inn was excellent! The owners greet you with a smile. My stay started with happy hour in the veranda overlooking the pool. During my three night stay, happy hour was the place to connect, meet the other guests staying at this unique B&B, and make new friends. The breakfasts were simple, but filling with lots of choices for varied tastes, including delicious island marmalades. In fact, I went to the supermarket to bring home the guava one — so delicious. This is a place...

Vincent

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 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

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

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

Mullet Bay Suites: Your Luxury Stay Awaits

Maho

10/10 Excellent

I highly recommend Mullet Bay Suites for its cleanliness, modern amenities, and comfort. The suites offer stunning views, especially in the morning, and feature convenient parking and robust security. The property is just a short walk to the beach, adding to its appeal. The management is excellent, and we received a warm welcome from the property manager, Emmanuel, who greeted us with cold towels and local banana rum—a delightful touch! Emmanuel is attentive, kind, and responsive, providing...

Juanita

A beachfront hotel with a pool, palm trees, and a clear blue sky.

Azure Hotel and Art Studio

Simpson Bay

10/10 Excellent

Mitchell

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 beachside lounge with lounge chairs and umbrellas, overlooking the sea.

Holland House Beach Hotel

Downtown Philipsburg

10/10 Excellent

Ellen Wyszynski

Frequently Asked Questions

Can I find a vacation rental in Oyster Pond?

Yes, we give you a choice of vacation rentals close to popular sights in Oyster Pond, or you can go with a secluded option if you're looking for relaxation. Visitors to Oyster Pond speak positively about the popular beaches and top-notch restaurants in this destination. Make sure you have time to check out the cafes while you're in the area.

What are some of the best vacation rentals that Oyster Pond has to offer?

Philips Scott House Calinago: You might want to consider this vacation home rental near Oyster Pond, which 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 are there in Oyster Pond?

Choose from 20 Expedia vacation rentals in Oyster Pond for a memorable vacation.

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

Dawn Beach and Gibb's Bay Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Oyster Bay Marina and Guana Bay are other places worth a visit.

What’s a vacation rental in Oyster Pond like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Oyster Pond. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.

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. Dawn Beach Club Resort Sint Maarten

2. Singh Luxury Apartments With sea View, Apt.1

3. Lovely Studio Apartment with Pool & Nature Views!

4. Singh Luxury Apartments With sea View, Apt.3

5. Singh Luxury Apartments With sea View, Apt.2

6. July Apartments

7. MIDTOWN MOTEL SXM

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

9. Avenue du lagon

10. condostmaarten by the sea -Adults Only-

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

12. Simpson Bay Suites

13. Mullet Bay Suites: Your Luxury Stay Awaits

14. Cozy flat on the boardwalk!

15. Studio Charma Soualiga à Orient Bay

16. Soualiga Goddess Studio

17. SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

18. Philips Scott House Calinago

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

20. Charming studio with the beach at your feet & pool access

Find vacation rentals that suit your style

Top Oyster Pond Hotel Reviews

Princess Heights Luxury Boutique Condo Hotel

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Oyster Pond?

What are some of the best vacation rentals that Oyster Pond has to offer?

How many vacation rentals are there in Oyster Pond?

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

What’s a vacation rental in Oyster Pond like?