Orient Bay Holiday Rentals

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Our top choices for Orient Bay holiday rentals

Studio Charma Soualiga à Orient Bay

Studio Charma Soualiga à Orient Bay
Collectivité de Saint-Martin
9.6 out of 10, Exceptional, (4 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 NZ$293
includes taxes & fees
10 May - 11 May
Studio Charma Soualiga à Orient Bay

Front line unit 520 ft2 on 2nd floor facing ocean

Front line unit 520 ft2 on 2nd floor facing ocean
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.
Front line unit 520 ft2 on 2nd floor facing ocean

Studio Master Residence Adam et Eve

Studio Master Residence Adam et Eve
Baie Orientale
The price is NZ$831
includes taxes & fees
2 June - 3 June
Studio Master Residence Adam et Eve

The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is NZ$251
includes taxes & fees
10 May - 11 May
The Castle ᴷ

The Castle f

The Castle f
Downtown Philipsburg
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 NZ$251
includes taxes & fees
10 May - 11 May
The Castle f

The Castle ᴴ

The Castle ᴴ
Downtown Philipsburg
8.0 out of 10, Very good, (2 reviews)
"Absolutely great place to stay. Only downside is there is a bird that treats her 2 AM and then a rooster from about 5 AM to 9 AM so make sure you bring your earplugs."
United States
Denise W.
The price is NZ$278
includes taxes & fees
10 May - 11 May
The Castle ᴴ

The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is NZ$251
includes taxes & fees
9 May - 10 May
The Castle L - Twin Studio

The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is NZ$251
includes taxes & fees
10 May - 11 May
The Castle ᴳ

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is NZ$426
includes taxes & fees
10 May - 11 May
Philips Scott House Calinago

Hillside Penthouse

Hillside Penthouse
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"The host was very welcoming and kind. The apartment was very clean, it has very large bedrooms, kitchen and living room space. I will definitely book this place again on my next trip to St. Maarten. "
Canada
Diana M.
The price is NZ$386
includes taxes & fees
11 May - 12 May
Hillside Penthouse

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

Lovely room in a nice villa , close to Friars bay and happy bay
Saint-martin
9.0 out of 10, Wonderful, (11 reviews)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is NZ$164
includes taxes & fees
11 May - 12 May
Lovely room in a nice villa , close to Friars bay and happy bay

Charming studio with the beach at your feet & pool access

Charming studio with the beach at your feet & pool access
Marigot
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great"
Canada
Brad W.
The price is NZ$307
includes taxes & fees
31 May - 1 June
Charming studio with the beach at your feet & pool access

Quiet cozy flat in the centre of the island.

Quiet cozy flat in the centre of the island.
Weymouth Hill, Sint Maarten
7.0 out of 10, Good, (4 reviews)
"Large. Great views, welcoming. Just the internet doesn’t work very well."
Canada
Aayan S.
The price is NZ$359
includes taxes & fees
10 May - 11 May
Quiet cozy flat in the centre of the island.

Charming studio with splendid Caribbean Sea view & pool/beach access

Charming studio with splendid Caribbean Sea view & pool/beach access
Marigot
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful view and the host was very welcoming."
United States
Dasha A.
Charming studio with splendid Caribbean Sea view & pool/beach access

condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (40 reviews)
"We loved everything about this spot and the staff. We will definitely stay here again. The property is very clean, safe and comfortable."
Canada
Rozana
The price is NZ$575
includes taxes & fees
2 June - 3 June
condostmaarten by the sea -Adults Only-

The Hill Top Cottage

The Hill Top Cottage
Collectivity of Saint Martin
10.0 out of 10, Exceptional, (1 review)
"Getting up the hill was tough in a small car but everything else was great, especially the hosts!"
Canada
Ian
The Hill Top Cottage

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.2 out of 10, Good, (59 reviews)
"Good rooms at a great location"
United States
Asheed
The price is NZ$170
includes taxes & fees
16 May - 17 May
MIDTOWN MOTEL SXM

Perle des Sables -Condo with pool + private beach in Marigot

Perle des Sables -Condo with pool + private beach in Marigot
Marigot
The price is NZ$187
includes taxes & fees
11 May - 12 May
Perle des Sables -Condo with pool + private beach in Marigot

Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.8 out of 10, Exceptional, (143 reviews)
"Beautiful and clean suite. The staff was friendly and accommodating. You can order taxis from front desk which was very convenient. The view was immaculate and the hotel is right off the beach. No complaints."
United States
chanel marie
The price is NZ$544
includes taxes & fees
20 May - 21 May
Mullet Bay Suites: Your Luxury Stay Awaits

View planes, beach & lolos in Grand-Case

View planes, beach & lolos in Grand-Case
Grand-Case
The price is NZ$282
includes taxes & fees
20 May - 21 May
View planes, beach & lolos in Grand-Case
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 favorite 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 depends 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 you might find 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 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. Some other homes for rent in Orient Bay include Veronica Villa 3 bedrooms with pool in Orient Bay and C&S Home; Spacious 4 BDR 2.5 BTHR with Sea View.

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 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.