Orient Bay Holiday Rentals

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Our top choices for Orient Bay holiday rentals

Apartment in Baie Orientale

Soualiga Goddess Studio
10.0 out of 10, Exceptional, (11 reviews)
"Sabrina was a wonderful host to our quick stay in Orient Bay. The property was as advertised and we loved the short walk to the beach. Would definitely stay again if we had a short stay there!"
United States
Maggie B.
The price is AU$278
includes taxes & fees
22 Mar - 23 Mar
Soualiga Goddess Studio

Apartment in Collectivité de Saint-Martin

Studio Charma Soualiga à Orient Bay
10.0 out of 10, Exceptional, (3 reviews)
"The place is small (but we knew that coming in) but well appointed and in great shape. Fantastic location!"
United States
William S.
The price is AU$251
includes taxes & fees
29 Mar - 30 Mar
Studio Charma Soualiga à Orient Bay
10.0 out of 10, Exceptional, (1 review)
"The condo was clean, comfortable, and well appointed. The ocean view is breathtaking. The pool is beautiful and refreshing. "
United States
Jill M.
The price is AU$397
includes taxes & fees
6 Apr - 7 Apr
Front line unit 520 ft2 on 2nd floor facing ocean

Houseboat in Collectivité de Saint-Martin

Your half-day cruise with scenic Zephyr and water activities
The price is AU$2,339
includes taxes & fees
25 Mar - 26 Mar
Your half-day cruise with scenic Zephyr and water activities
10.0 out of 10, Exceptional, (2 reviews)
"Wow. We can’t say enough about this amazing experience. The hosts are wonderful. We were just on their fantastic boat for one night - the last night of our trip, but it was perfect. We had a sail out to Tintamarre, a pristine and beautiful little deserted (amd conservation protected) island. We snorkeled, had apps and Karim’s signature cocktail as the sun went down. Then Sophie served us a great dinner out on the deck of the boat, including her delicious homemade bread! We stargazed and slept...
United States
Sheri W.
The price is AU$3,559
includes taxes & fees
25 Mar - 26 Mar
Tintamarre exclusive dinner and night at anchor
The price is AU$1,677
includes taxes & fees
24 Mar - 25 Mar
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

Apartment in Downtown Philipsburg

The Castle f
8.0 out of 10, Very good, (1 review)
"After a bit of confusion about checking in, we arrived and after that everything was great. It was a surprise to find the window was onto a corridor, but the air con was good so no need to open a window, and also helped to make the room quiet."
United Kingdom
Pat R.
The price is AU$214
includes taxes & fees
30 Mar - 31 Mar
The Castle f

Aparthotel in Anse Marcel

The Forest
4.0 star property
10.0 out of 10, Exceptional, (21 reviews)
"This is a wonderful property to stay at we loved it and really wish we never had to leave but alas real life must go on "
United States
Mitchel
The price is AU$505
includes taxes & fees
16 Mar - 17 Mar
The Forest

Condo resort in Oyster Pond

Dawn Beach Club Resort Sint Maarten
4.0 star property
8.6 out of 10, Excellent, (30 reviews)
"Beautiful condo with large balcony"
Canada
Mary Colleen
Dawn Beach Club Resort Sint Maarten
4.0 star property
9.4 out of 10, Exceptional, (33 reviews)
"I would absolutely stay there again. This was the best condo I have ever stayed at. My husband and I had a blast. The view was to die for. Location is top tier. Private beach and restaurants nearby. "
United States
Marley
condostmaarten by the sea -Adults Only-

Holiday Home in Downtown Philipsburg

Philips Scott House Calinago
3.0 star property
The price is AU$359
includes taxes & fees
23 Mar - 24 Mar
Philips Scott House Calinago
3.5 star property
The price is AU$777
includes taxes & fees
15 Mar - 16 Mar
Singh Luxury Apartments With sea View, Apt.2
4.0 star property
9.0 out of 10, Wonderful, (1,189 reviews)
"I don’t know why anyone would ever want to stay anywhere else! This place is the absolute best, nice beach, amazing staff, best location! "
Canada
Stefanie
The price is AU$605
includes taxes & fees
3 Apr - 4 Apr
Hilton Vacation Club Royal Palm St. Maarten

Aparthotel in Downtown Philipsburg

MIDTOWN MOTEL SXM
2.5 star property
7.0 out of 10, Good, (38 reviews)
"Friendly staff!!"
United States
Sarah
The price is AU$140
includes taxes & fees
15 Mar - 16 Mar
MIDTOWN MOTEL SXM
10.0 out of 10, Exceptional, (14 reviews)
"Such a cool property and a great location "
United States
April A.
The price is AU$1,327
includes taxes & fees
8 Apr - 9 Apr
Luxury villa. Sea view. Private swimming pool. Independent bedroom and suite.

Aparthotel in Simpson Bay

The Hills Residence
3.0 star property
8.4 out of 10, Very good, (95 reviews)
"Clean rooms, amazing views, and responsive staff! Will be staying again next time. "
United States
Nicole
The Hills Residence
4.0 star property
9.8 out of 10, Exceptional, (136 reviews)
"Beautiful view. Pool was lovely.great atmosphere love the place.."
United States
Rene
The price is AU$510
includes taxes & fees
6 Apr - 7 Apr
Mullet Bay Suites: Your Luxury Stay Awaits
The price is AU$893
includes taxes & fees
13 Apr - 14 Apr
Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!

Villa in Oyster Pond

Avenue du lagon
The price is AU$2,766
includes taxes & fees
2 Apr - 3 Apr
Avenue du lagon

Aparthotel in Madame's Estate

July Apartments
3.0 star property
9.2 out of 10, Wonderful, (206 reviews)
"Friendly and helpful staff, very clean environment. You get value for your money, I'll definitely stay there again 💯 "
United States
Irma
July Apartments
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Orient Bay Hotel Reviews

Find out more about Orient Bay

Everything you need to know about Orient Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orient Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orient Bay holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Orient Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orient Bay. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orient Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orient Bay holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Orient Bay rentals

At Expedia, we put the best Orient Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Orient Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orient Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orient Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 of 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. Our travellers also rate C&S Home; Spacious 4 BDR 2.5 BTHR with Sea View as a favourite home for rent in Orient Bay.

How many holiday rentals are there in Orient Bay?

Expedia has 61 holiday rentals for your stay in Orient Bay.

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

Orient Bay and Coconut Grove Beach are a couple of lovely local spots to get outside and enjoy nature. Mont Vernon and Maho Beach are a couple of places you'll find in the wider area.

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.