Orient Bay Vacation Homes

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In two weeks

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Our top choices for Orient Bay holiday homes

1. Lovely room in a nice villa , close to Friars bay and happy bay

Saint-martin

Kurt

HK$750 total

includes taxes & fees

12 Aug - 13 Aug

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

Weymouth Hill, Sint Maarten

Tobias

HK$1,702 total

includes taxes & fees

5 Aug - 6 Aug

3. Philips Scott House Calinago

Downtown Philipsburg

HK$1,832 total

includes taxes & fees

3 Aug - 4 Aug

4. 1-Bedroom Loft Apartment in Point Blanche

Point Blanche

HK$1,354 total

includes taxes & fees

31 Aug - 1 Sept

5. 3BR Townhouse in Pelican Key w/ Pool & Beach Acess

Pelican Key

HK$5,185 total

includes taxes & fees

4 Aug - 5 Aug

6. Apartment: Beach and Airport Within Walking Distance

Grand Case

7. To complete

Cul-de-Sac

HK$542 total

includes taxes & fees

31 Aug - 1 Sept

8. To complete

Grand Case

HK$958 total

includes taxes & fees

31 Aug - 1 Sept

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Top Orient Bay Hotel Reviews

La Villa Hibiscus

10/10 Excellent

"My girlfriend and I had an amazing time for her birthday trip. The property was beautiful. The space was super clean and spacious. We rarely saw anyone else but everyday upon returning from our excursions, we would notice they would clean up and change the sheets and towels daily. Parking was super convenient right in front as well as the check in process. There was even an ashtray on the property for smoking in designated areas which I found useful lol. Lastly, Julie was an amazing host. She was very easy to reach via Whatsapp and a great problem solver despite never even running into her during our stay lol. My girlfriend says its 10 out of 10 and we'll surely be returning."

Esmeralda Resort

10/10 Excellent

"Hey Chat, I wanna say something like, the resort is a two-minute walk from the, two-minute walk to the beach. It's actually an excellent resort. It's nice. The view is nice as well at nighttime. But if they can work on the breakfast situation to upgrade the breakfast better, to have a better breakfast, that would be, that would only be my concern. Hey Chat, I wanted to say the resort was excellent. Everything was nice. It's a two-minute walk from the beach. But the only thing that I have concern of is the breakfast. The breakfast is not all that. If they can upgrade the breakfast situation, have better food for the breakfast in the morning. Yeah, I see. Yeah, so the resort itself was really good, close to the beach, nice place, but the breakfast wasn't up to scratch. What was wrong with it? Was it the choice or the quality? What was going on? It is the choice. There was not so much options. It was like only peanut butter, bread, and a little fruits for the breakfast. I thought that would have been nice. Not a great breakfast. No hot options at all? Not so many options. It would have been better if there was breakfast with good scrambled eggs. We have a lot of options. If there was some options, that would be better. Yeah, yo"

Pomme Cannelle Luxury Suites & Spa

10/10 Excellent

"Paulina and Jeremy were the most gracious hosts. They were always available for any requests or questions we had and we had a lot. The rooms were cozy and beautiful designed. Orient Bay Beach and Village was an 8 minute walk. There are many restaurants to choose from. Kontiki Beach Bar offered free beach chairs for hotel guests of Pomme de Cannelle. My only suggestion would be more space for clothes and toiletries. But overall an excellent experience, felt like I was staying at a friends guest house."

Villa Turquoze, an astonishing view on Orient Baie

10/10 Excellent

"We absolutely loved our stay at this villa! One of my favorite things was that everyone had their own bedroom and bathroom, which made each space feel like its own private little oasis. The villa was beautiful, spacious, and perfect for our group. We also loved the pool and spent so much time enjoying it! If I ever come back to St. Maarten, I would definitely stay at this villa again. Such an amazing experience and a wonderful place to stay!"

Luxurious 4bdr/4 1/2 bath Villa Rental in Orient Bay

10/10 Excellent

"Just spent two weeks here (Jun 20 - Jul 4 2026) with my family and their partners from NYC and NJ. Over the course of the 14 days we had anywhere from 4 to 8 adults. Our group is well travelled and in the last few years have take several different trips to Western Europe, the Caribbean, the Gulf Coast and Hilton Head. It's hard to overstate how perfectly suited this house is for an extended family trip - it has a very well equipped kitchen (many days we prepared breakfast, lunch and full dinners for 8), refreshing pool for after the beach, and an excellent entertainment system in the house and also poolside, excellent AC and gorgeous bathrooms.Given its location, the secure and private nature of its grounds, its amenities and just how beautiful it is overall, we were very sad to leave this house and St Martin - even after 2 weeks we didn't get enough.Minor item - please note that the VRBO map places the villa at about 100 meters from the beach (KKO Beach Club & Restaurant) - it's more like 500 meters or a 5 minute walk, though not a big deal. Villa is also very easy walking distance to Ave des Plages in the center of Orient Bay. We also had a car for traveling farther afield on the St Martin.And last, but absolutely not least - Luvie is a treasure. The family looked forward to seeing her each and every day - now that we're home we miss her. My only regret is that I forgot to post our thoughts about her and the villa in the guest book before we left.We'll be back."

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