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House holiday rentals in Orient Bay

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Popular amenities for Orient Bay house rentals

House rentals with a pool

Guest favourite
Home in Little Bay
4.95 out of 5 average rating, 81 reviews

Villa Kailani 4 bedroom with Stunning Ocean Views

BillRating, 5 stars2 months ago
Awesome home with a relaxing feel, unbelievable views and very comfortable setting for 8 people. This is our second stay and can’t wait to come back again. Every bedroom has a picturesque view and sunrises are beautiful. There is ample room for everyone with multiple outdoor seating areas and a huge pool deck. Maayke is a great host who was super helpful and very quick to respond to questions. Absolutely recommend this place for an unforgettable vacation.
Guest favourite
Home in Collectivité de Saint-Martin
5 out of 5 average rating, 5 reviews

Villa Taïana - Oyster Pond

DarineRating, 5 stars7 months ago
We had an amazing weekend Best villa I had ever rented I loved it Will b renting it again. The host was super nice easy to contact VERY VERY nice Everything was just amazing I’m very satisfied 🙏🏾
Top Guest favourite
Home in saint-martin
5 out of 5 average rating, 7 reviews

Spacious villa 8 people swimming pool sea view

ShaylaRating, 5 stars1 month ago
Hidden gem! Such a beautiful home and thoughtfully put together. We had a child and the house felt so safe even the pool had an alarm if a child fell in. The house has everything you need and more. We will be back again!
Superhost
Home in Sint Maarten
4.62 out of 5 average rating, 13 reviews

Villa 2 Chambres Indigo Bay

JefferyRating, 5 stars1 month ago
Phadya and Robert's "Oceans 29 " was everything that was advertised, beautiful, clean, contemporary with a great central location and breath taking views !!! Check-in was easy with Phadya describing all the Villa amenities and some ins and outs of the property. We would definitely stay here again and will recommend to future Sint Maarteen visitors!!!
Guest favourite
Home in Les Terres Basses
5 out of 5 average rating, 10 reviews

Slowlife - Villa Wellness 4 beds

JosephRating, 5 stars4 weeks ago
From start to finish, our 7 night stay at the villa was flawless! The villa was spotless, fully stocked, and everything was explained completely when we arrived. The windows on the pool side of the villa can open up almost entirely, which was truly beautiful. We felt very secure and the location was ideal, just a 3 minute drive to Porto Cupecoy and Baie Longue. Our 3 boys really enjoyed the pool and the hot tub was the perfect addition for the parents to relax in while the boys swam. The new pickleball court was a perfect fun addition. Daily housekeeping was such a nice bonus too! We had one minor issue when the power flashed off briefly (common on the French side) and the generator kicked on immediately but one of the breakers didn't fully reset. The host was so quick to respond (we felt bad even bothering her) and the issue was resolved in minutes. We really appreciated how responsive and friendly she was.
Superhost
Home in Collectivité de Saint-Martin
4.88 out of 5 average rating, 24 reviews

Villa Louisiana

BruceRating, 5 stars2 weeks ago
Villa Lousiana was a wonderful place to stay in Orient Beach. The restaurants and stores are a short walk around the corner. The property is private and the pool was great to cool off. Virginie was a gracious host!
Superhost
Home in Mont vernon 3
4.67 out of 5 average rating, 3 reviews

Villa Carib sxm piscine.

AshantiRating, 5 stars11 months ago
First, the pictures really don’t do this place justice. Second, Flo was beyond amazing, I would definitely recommend this place to anyone who’s traveling to St.Maarten! Till next time Flo! <3
Superhost
Home in Parc de la Baie Orientale
4.83 out of 5 average rating, 12 reviews

Maison les Sucriers, Baie Orientale, Le Village

RicardoRating, 5 stars6 days ago
Fantastic location for a relaxing stay, within minutes of the beach and excellent restaurants, markets, and local gym.

Weekly house rentals

Top Guest favourite
Home in Indigo Bay
5 out of 5 average rating, 13 reviews

Life's Good

LennyRating, 5 stars2 weeks ago
"Life is good" is a secluded villa with a very interesting set up. it has two separate bedrooms with in suite bathrooms on the top level with a separate kitchen and living room as well as a reasonable size infinity pool on a lower level. This would work well for either two couples or parents with preteens/teens of the same sex. The view is to die for. Indigo bay is a heavily developing neighborhood but this villa stands on the opposite side of the bay from the new hotel construction so it is not affected by it at all. There is a short drive to Indigo Bay beach (small and feels private) and another 5 min drive to a nearby grocery store. It is only 10min away from Simpson bay and 15 min from Marigot. it was easy to communicate with the owner of this villa and their local management company who gave us a warm welcome. we definitely plan to come back and spend more time in this lovely place.
Superhost
Home in Simpson Bay
4.87 out of 5 average rating, 23 reviews

Sea La’Vie — 2mins walk from the beach!

AlrickRating, 5 stars1 month ago
The place was beautiful, clean and exactly as described. Walkable distance to popular places like D’s bar, sunset bar and maho beach. Lateefah was very communicative and an amazing host. 10/10 would definitely recommend.
Superhost
Home in Collectivité de Saint-Martin
4.83 out of 5 average rating, 24 reviews

Blue Horizon villa

ShannonRating, 5 stars1 week ago
We had a wonderful week at Oliver’s! The house was lovely and well maintained.
Top Guest favourite
Home in Collectivité de Saint-Martin
5 out of 5 average rating, 15 reviews

Prestigious Villa with Breathtaking Ocean View

DavidRating, 5 stars1 month ago
We had a fantastic time at Marion's house! She was amazing! The location is great - gated community between Grand Case and Marigot and not far from Orient Beach. The house was very clean and had everything we needed. View was amazing, pool and patio were nice (we spent a lot of time on the outdoor furniture), all the beds were super comfortable and the kitchen was very well equipped! Marion had some excellent dinner suggestions (even made our reservation for us at one place that was hard to get in) and she has a hook up with one of the beach restaurants at Orient that got us free chairs for the day. It might be worth noting that the house is a part of a 4-5 unit complex with neighbors on each side and a rental unit down below. However, this was not an issue as we rarely heard any of the neighbors and there is plenty of shrubbery and other elements that give adequate privacy. We even had a couples massage on the patio one day! Overall very pleased and highly recommend!!!
Guest favourite
Home in Cul-de-Sac
4.94 out of 5 average rating, 36 reviews

Villa Zen: comfort and luxury, sea view, St Martin

BrianRating, 5 stars1 month ago
Great home in a quiet neighborhood with increadible views of the ocean. Home is well-stocked, including fully-stocked kitchen. The outdoor area is amazing and the beds are super comfortable. Very convenient location for our three favorite beaches---Friar's Bay, Anse Marcel, and Orient! Linda and Gilles and their entire team were very responsive when minor issues arose. We enjoyed our trip very much!
Guest favourite
Home in Orient Bay
5 out of 5 average rating, 11 reviews

Caribbean Star Villa, 5 min walk to the beach

DeniseRating, 5 stars1 week ago
This property is stunning and the property manager Harold went above and beyond. The area was perfect and in walking distance of many restaurants, shops, and the beach.
Superhost
Home in Little Bay
4.75 out of 5 average rating, 8 reviews

Five (5) Bedroom Villa in SXM !

MasseeRating, 5 stars1 month ago
beautiful house with a beautiful view , well equipped , which allowed us to have a nice stay.
Guest favourite
Home in Sint Maarten
5 out of 5 average rating, 10 reviews

Infinite Blue, Oceanview Villa in Sint Maarten

AnthonyRating, 5 stars1 month ago
If there could be 6 stars, I would select it. I visit St. Marteen frequently and often AirBnB, but this spot was one of the nicest I've been to. Let's start with the location. It is right next to Phillipsburg, which is great, but you are also right next to Simpson Bay. Since we came to the island to venture in all directions from Maho to Grande Case, we couldn't have been more happy with where this home was located, basically putting everything within a 15 to 20 minute ride. In addition, this house is located dead center in the U-shaped development, and at night, it looked like we were in Santorini; all the surrounding houses were uniform and all light up, and it was absolutely amazing. In addition, the view you had from the upstairs bedrooms when you woke up looking at the sea was breathtaking, not to mention we spent most of our time outside and in the infinity pool, and that view was even better. Thank you so much for a memorable trip with the family!!!

Private house rentals

Guest favourite
Home in Cole Bay
5 out of 5 average rating, 10 reviews

Pelican key - BEACH FRONT Villa

JeffRating, 5 stars2 weeks ago
Mia Beach Villa was a fantastic place to retreat and unwind for 8 days. The house was bigger and more spacious than the pictures conveyed. The three bedrooms are huge and spread out, and the kitchen/dining area has soaring ceilings that make it feel very open, even though the only windows are in the front and back. The real star is the long terrace and the steps down to the beach; that's why we booked this - we want to be right on the water. The beach itself is beautiful and quiet, but, it is worth noting, not very walkable or swimmable. That was a mild disappointment. One thing worth noting - while the area of Pelican Key is very developed, the road in and out is atrocious. Get a SUV or something with higher clearance or you'll stress your car bottoming out multiple times on each trip in or out. You can walk to the restaurants at the Simpson Bay Resort. Finally - though we needed little during our stay, Alexandra and Muriel were proactive, responsive and helpful at all times.
Home in Orient Beach
4.75 out of 5 average rating, 12 reviews

Nice Villa for 6 Orient Bay Beach

RosioRating, 5 stars28 months ago
You couldn’t ask for a better location. It’s steps away from some of the best beach bars in Orient Bay. The house has a lovely deck on the 2nd floor with great views of the water and hills. Very peaceful. And there were some very thoughtful welcome amenities provided at checkin. Overall a great stay.
Home in Cole Bay
5 out of 5 average rating, 3 reviews

Peaceful Paradise

BonnieRating, 5 stars1 month ago
Clark’s place was beautiful. It was spotless, modern, beautifully decorated, and well stocked with all the extras. There were four of us and we had lots of space. The beds were extremely comfortable and each room had its own bathroom. The grounds were stunning, with a pool and direct access to the ocean. Our favorite place was Clark’s deck that had the most incredible views of the gardens and ocean. We could have stayed there all day and night watching the boats, and the ever changing skyline, and sunsets. The location was very central and in a great area. It was within a few blocks (about 5-15 minute walk) to beaches, fun cafes, restaurants, and shops. It was an easy drive to main attractions on the island (e.g., Maho Beach, Orient Bay). Clark was an excellent host - very responsive and answered any questions that we had. We all loved our stay and would highly recommend it!
Guest favourite
Home in Collectivité de Saint-Martin
4.91 out of 5 average rating, 22 reviews

NEW House 2 bathrooms, 3 terraces and ocean view

HeatherRating, 5 stars2 weeks ago
what an amazing space, location and layout! we couldn’t of asked for a better spot and location. Favorite family vacation!!!
Home in Simpson Bay
4.8 out of 5 average rating, 10 reviews

Casa Coral, Sint Maarten

NancyRating, 5 stars14 months ago
Shelby was very attentive to our needs. Water is not hot but that apparently is what the island has. Water pressure is not the greatest but did the job. Being beside the airport was very convenient but not quiet. We all had a great trip and appreciate Shelby a lot.
Home in MF
5 out of 5 average rating, 4 reviews

Villa Casa Antilla Heated Pool Cistern

BrentRating, 5 stars37 months ago
This home is amazing! Can’t wait to come back next year! Everything you need for an amazingly relaxing stay. Highly recommend!! Very clean, comfortable and walking distance to Orient Beach restaurants, shopping and grocery! Katia is a fantastic host!!
Home in Collectivity of Saint Martin
4.79 out of 5 average rating, 39 reviews

Very pleasant ocean view house with swimming pool

RoxaneRating, 5 stars2 months ago
We had a wonderful stay. The villa is as described. We loved the private courtyard and the pool. I would recommend it 100%. Thank you Thierry for the easy communication and thank you to Colette for hosting us.
Guest favourite
Home in Grandes Cayes
4.89 out of 5 average rating, 28 reviews

Red Rock Villa: 3 bedrooms & private pool

Peter N.Rating, 5 stars1 month ago
Spectacular home. Private, quiet, yet minutes away from beaches and quality restaurants. Checking in and out was well coordinated by the team, as were responses to queries. A wonderful stay, highly recommended.

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