Orient Bay Vacation Home Rentals from CA $80: Search Top Private Vacation Homes for Rent

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Orient Bay vacation homes

1. To complete

Cul-de-Sac

CA $80 total

includes taxes & fees

Sep 28 - Sep 29

2. To complete

Cul-de-Sac

CA $87 total

includes taxes & fees

Sep 19 - Sep 20

3. To complete

Cul-de-Sac

CA $87 total

includes taxes & fees

Oct 2 - Oct 3

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

Saint-martin

Kurt

CA $173 total

includes taxes & fees

Sep 21 - Sep 22

5. To complete

Cul-de-Sac

CA $96 total

includes taxes & fees

Sep 18 - Sep 19

6. To complete

Grand Case

CA $170 total

includes taxes & fees

Sep 28 - Sep 29

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

Weymouth Hill, Sint Maarten

Tobias

CA $298 total

includes taxes & fees

Sep 20 - Sep 21

8. Philips Scott House Calinago

Downtown Philipsburg

CA $323 total

includes taxes & fees

Oct 1 - Oct 2

View all properties

Find vacation rentals that suit your style

Villas

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Orient Bay Hotel Reviews

Pomme Cannelle Luxury Suites & Spa

10/10 Excellent

"Everything about this location perfect ! I loved the fact that it’s more “private”. Only a few people stay at a time. The room was so nice as well. Spacious, comfortable, clean, and overall cozy. We will be staying here again next trip to St. Maarten!"

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 !!"

JUST INCREDIBLE BEACHFRONT 260° OCEANVIEW ORIENTBEACH POOL PRIV-PKG PREMIUM SCES

10/10 Excellent

"We had a great time in Saint Martin. Loved starting the day with a cup of coffee on our beach view balcony with a breeze. Condo was great for the 2 of us. Any minor repairs or issues that came up were quickly addressed. Christian was super nice and very helpful. Everyone we met on the island was courteous and kind. Such a great trip. Lots of great beaches on Saint Martin, can't wait to go back."

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

10/10 Excellent

"This property's location is wonderful. Easy walking distance to the beach and numerous restaurants in Orient Bay. Luvee is very helpful and gave us several travel tips during our stay. We would highly recommend Discount Car Rental too - we rented snorkels/beach chairs from them and pick-up/drop-off of the car was a piece of cake!"

Find out more about Orient Bay

Orient Bay Vacation Homes information

Number of reviews	14
Accommodation	49 Vacation Homes
Lowest Price	CA $80
Highest Price	CA $948

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Orient Bay vacation homes

1. To complete

2. To complete

3. To complete

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

5. To complete

6. To complete

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

8. Philips Scott House Calinago

9. 1-Bedroom Loft Apartment in Point Blanche

10. Modern 3BR Home with Own Private Pool - Centrally Located - Quiet Neighborhood

11. 3BR Townhouse in Pelican Key w/ Pool & Beach Acess

Find vacation rentals that suit your style

Top Orient Bay Hotel Reviews

Pomme Cannelle Luxury Suites & Spa

Residence Adam & Eve

Hotel La Plantation

Residence Alamanda

Villa Topaze - An Astonishing view on Orient Bay

Ocean view apt 2 bedrooms, 2 bathrooms, 2 terraces

La Villa Hibiscus

JUST INCREDIBLE BEACHFRONT 260° OCEANVIEW ORIENTBEACH POOL PRIV-PKG PREMIUM SCES

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

Find out more about Orient Bay

Orient Bay Vacation Homes information

Orient Bay Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Orient Bay vacation homes

1. To complete

2. To complete

3. To complete

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

5. To complete

6. To complete

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

8. Philips Scott House Calinago

9. 1-Bedroom Loft Apartment in Point Blanche

10. Modern 3BR Home with Own Private Pool - Centrally Located - Quiet Neighborhood

11. 3BR Townhouse in Pelican Key w/ Pool & Beach Acess

Find vacation rentals that suit your style

Top Orient Bay Hotel Reviews

Pomme Cannelle Luxury Suites & Spa

Find out more about Orient Bay

Orient Bay Vacation Homes information