Orient Bay Short-Term Rentals : Search Holiday Rentals

Q: What are some of the best holiday rentals that Orient Bay has to offer?

Philips Scott House Calinago : This holiday home rental outside Orient Bay is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience.

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Our top choices for Orient Bay holiday rentals

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

1. July Apartments

Madame's Estate

JoyAnn Carolyn

includes taxes & fees

24 Sept - 25 Sept

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

2. MIDTOWN MOTEL SXM

Downtown Philipsburg

Yollanda

includes taxes & fees

29 Sept - 30 Sept

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Top Orient Bay Hotel Reviews

Pomme Cannelle Luxury Suites & Spa

10/10 Excellent

"I found a very special place to stay for my few days of vacation—a convenient location near Orient Beach that was clean and equipped with everything needed."

Residence Adam & Eve

10/10 Excellent

"I had such a beautiful and relaxing stay! The bedroom was absolutely amazing, and the entire property was thoughtfully laid out and so inviting. The pool and hot tub were wonderfully warm, making it so easy to unwind and enjoy the space. The view was incredible and truly added to the experience. The location was also perfect—close to everything I needed while still feeling peaceful and comfortable. The hosts were wonderful as well. They were extremely responsive, helpful, and went above and beyond to make sure I had everything I needed. You can really tell how much care and thought has gone into creating such a lovely place. I truly enjoyed my stay and would happily come back. I highly recommend this beautiful getaway! ❤️"

Residence Alamanda

8/10 Good

"The place was nice and the location was perfect, but you can forget any communication with the host. No way to contact anyone. No number provided. Messaging the host through Expedia yielded nothing. No response. There was no toilet paper, no pillow cases, no wash cloths, and only 2 towels in the whole place, and no way to ask for more. The stupid "checkmyguest" link was really horrible, again providing no way to contact a human being. I would stay in the building again, but hope to never have this host EVER AGAIN."

La Villa Hibiscus

10/10 Excellent

"We stayed here for our honeymoon, Our stay at this beautiful hotel villa was absolutely amazing! From the moment we arrived, The staff went above and beyond to make our stay comfortable and enjoyable. They were incredibly kind, helpful, attentive, and always willing to assist with anything we needed. The grounds were absolutely beautiful and so well-maintained. Everything was clean, peaceful, and inviting, which made the entire property feel like a true little paradise. Our room was just as impressive—spotlessly clean, comfortable, beautifully kept, and such a relaxing place to come back to after a day out. What really stood out to us was the level of care from the staff. You could truly tell that they cared about their guests and wanted everyone to have the best experience possible. Their kindness and hospitality made our stay even more special. We genuinely enjoyed every moment of our stay and would absolutely recommend this villa to anyone looking for a beautiful, clean, peaceful, comfortable, and welcoming place to stay. We will definitely be back! Thinking of returning for our 1 year anniversary !!"

Frequently asked questions

Can I find holiday rentals in Orient Bay?

Yes, there are holiday rentals close to the most popular sights in Orient Bay, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Orient Bay speak positively about the popular beaches and top-notch restaurants in this destination. While you're in the area, grab a bite or have a drink at the lively bars and cafes.

What are some of the best holiday rentals that Orient Bay has to offer?

Philips Scott House Calinago: This holiday home rental outside Orient Bay is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience.

How many holiday rentals are there in Orient Bay?

Expedia has 59 holiday rentals for your stay in Orient Bay.

What’s there to see and do in Orient Bay?

Orient Bay and Mont Vernon are a couple of lovely local spots to get outside and enjoy nature. Coconut Grove Beach and Fish Pond are other places to visit while you're in town.

What’s a holiday rental in Orient Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Orient Bay. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a small group gathering.

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