Orient Bay holiday rentals

We found 3,244 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Orient Bay by choosing from 61 houses, 27 flats and other holiday rentals. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the amenities that you need and want, which might include a pool and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Orient Bay

Showing deals for:11 Dec - 18 Dec

Interior
Pool
Dining
Property grounds
Exceptional
(11 reviews)

Villa Oasis

Orient Bay

8% off
AU$10,344
for 7 nights, 1 villa
AU$1,478 per night
includes taxes & fees
Villa Oasis
Living area
Pool
Room
Private kitchen
Exceptional
(17 reviews)

Luxurious Villa " Sea La Vie" in Pelican Key

Simpson Bay

5% off
AU$6,450
for 7 nights, 1 villa
AU$921 per night
includes taxes & fees
Luxurious Villa " Sea La Vie" in Pelican Key
Beach
Outdoor dining
Pool
Exterior
Exceptional
(21 reviews)

💖💖💖studio nature reserve pool/beach/kayak included

Cul de Sac

8% off
AU$2,372
for 7 nights, 1 apartment
AU$339 per night
includes taxes & fees
💖💖💖studio nature reserve pool/beach/kayak included
Room
Outdoor dining
Beach
Private kitchen
Exceptional
(21 reviews)

❤️❤️❤️studio beyondsea grand case beach ⭐️⭐️⭐️⭐️

Grand Case

8% off
AU$2,188
for 7 nights, 1 apartment
AU$313 per night
includes taxes & fees
❤️❤️❤️studio beyondsea grand case beach ⭐️⭐️⭐️⭐️
Private kitchen
Living area
Exterior
Room
Exceptional
(5 reviews)

Escape to Tranquility 2-bedroom modern home at waterfront with fast Internet.

Philipsburg

13% off
AU$2,474
for 7 nights, 1 apartment
AU$353 per night
includes taxes & fees
Escape to Tranquility 2-bedroom modern home at waterfront with fast Internet.
Private kitchen
Property grounds
Dining
Living area
Exceptional
(18 reviews)

2 BR 2 BA, beachfront condo, amazing oceanview, private beach access

Simpson Bay

9% off
AU$4,711
for 7 nights, 1 apartment
AU$673 per night
includes taxes & fees
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The charming area of Orient Bay awaits your stay

The beaches and other outdoor surroundings create an inviting atmosphere in Orient Bay. This romantic and relaxing city entices travellers with its restaurants and bars. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Orient Bay

Are you hoping to find top things to see and do in the area? Venture out of your holiday home and check out everything that makes Orient Bay a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Aurora International Golf Club (8.8 mi / 14.2 km)
  • Mullet Bay Golf (6.9 mi / 11.2 km)

Exploring the beaches and other natural features in Orient Bay

Whether you're an adventurous traveller or just want to take in the scenery, Orient Bay is a great place to get out in nature. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Maho Beach (7.1 mi / 11.4 km)
  • Orient Bay (0.9 mi / 1.4 km)
  • Pinel Island (1.4 mi / 2.2 km)
  • Anse Marcel Beach (2.1 mi / 3.4 km)
  • Grand Case Beach (2.3 mi / 3.6 km)
  • Dawn Beach (2.7 mi / 4.3 km)

Seasonal weather averages in Orient Bay

If you're hoping to enjoy some warm-weather activities on your holiday, September, August, October and July are the hottest months to visit, when temperatures average 27°C.

Travelling to and around Orient Bay

The nearest airport is in Grand Case (SFG-L'Esperance), located 1.8 mi (2.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Philipsburg (SXM-Princess Juliana Intl.), which is 6.5 mi (10.4 km) away.

Frequently asked questions

What is the best area to stay in Orient Bay when booking a holiday rental?
When considering a holiday rental in Orient Bay, Saint Martin, the area around the beach itself is the most desirable. This vibrant neighbourhood is renowned for its stunning stretch of sandy shoreline, making it an ideal spot for sunbathing, swimming, and water sports. You'll find a variety of properties available, ranging from charming beachfront villas to more modern apartments, suiting different tastes and budgets.One of the highlights of staying in this area is the close proximity to the lively beach bars and restaurants, offering a fantastic selection of local cuisine and refreshing cocktails. The famous Orient Bay Beach is a top attraction, well-known for its crystal-clear waters and lively option, great for those looking to soak up the sun or enjoy a bit of beachside entertainment.In addition, the nearby Butterfly Farm is a delightful point of interest, where visitors can immerse themselves in the beauty of nature by observing a variety of butterfly species in a serene environment.
Where are the best areas for renting a beach house in Orient Bay?
For renting a beach house in Orient Bay, the vibrant beachfront area is an excellent choice, renowned for its stunning stretches of white sand and crystal-clear waters. The beach itself is lined with various holiday rentals that offer direct access to the beach, enabling guests to enjoy sunbathing and water sports with ease. Many properties in this area come with amenities such as private terraces, outdoor dining spaces, and swimming pools, allowing for a comfortable and luxurious stay.Along the promenade, you will find lively beach bars and restaurants, which enhance the beach experience, providing options for dining and entertainment just a short walk from your accommodation. Additionally, some rentals may feature beachfront cabanas or sun loungers, superb for those looking to relax in style.The nearby Orient Bay Village adds further charm, with boutique shops and local markets that offer a taste of the island's culture. Many properties in this vicinity are well-equipped for self-catering, allowing guests to prepare meals with fresh local produce.
What is the most popular type of holiday rental accomodation in Orient Bay?
In Orient Bay, apartments are the most popular type of holiday rental, with around 1,096 available in the area. These apartments are typically situated close to the beautiful beach and various dining options, providing guests with easy access to the vibrant local scene. Most units come equipped with modern amenities, including fully fitted kitchens, comfortable living spaces, and often private balconies or terraces to enjoy the stunning views of the bay.In addition to apartments, there are approximately 720 villas that offer a more luxurious experience. These villas generally feature multiple bedrooms, private pools, expansive outdoor areas, and high-end amenities, making them ideal for families or groups seeking more space and privacy. There are also about 212 holiday houses and 116 condos available, providing further options for travellers.
Are there any family house rentals in Orient Bay?
In Orient Bay, Saint Martin, there is a substantial selection of family-friendly holiday rentals—approximately 274 available for visitors. This vibrant area is known for its stunning beaches and inviting atmosphere, making it a superb destination for families. Many of the properties here feature spacious living areas, fully equipped kitchens, and outdoor patios or balconies where families can relax together.Visitors can enjoy easy access to nearby attractions such as the beautiful Orient Bay Beach, famous for its soft sands and crystal-clear waters, ideal for swimming and sunbathing. Additionally, the area is close to several local restaurants offering delicious Caribbean cuisine, ensuring that dining out is a delightful experience.Families can also partake in various water sports or explore the nearby nature reserves, adding a touch of adventure to their stay.
Can I rent a holiday home with a pool or hot tub in Orient Bay?
In Orient Bay, Saint Martin, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 432 options to choose from. This vibrant area is renowned for its stunning beaches and lively option, making it a fantastic destination for relaxation and enjoyment.Travellers can expect a wide range of amenities in these rentals, which often include private pools, luxurious hot tubs, and spacious outdoor terraces, superb for soaking up the sun. Many properties come equipped with fully functional kitchens, allowing for convenient self-catering, and some even offer additional features such as outdoor dining areas, barbecue facilities, and proximity to the beach.
Are there pet-friendly house rentals in Orient Bay?
In Orient Bay, there are numerous pet-friendly house rentals available, providing a welcoming environment for travellers with pets. The area is renowned for its beautiful beaches and vibrant setting, making it an ideal choice for those looking to enjoy a holiday with their furry companions. Many of the holiday rentals in this region come with amenities such as private pools, fully equipped kitchens, and spacious outdoor areas, allowing for relaxation and entertainment.The proximity to Orient Bay Beach offers a fantastic opportunity for leisurely walks along the shore and enjoying the stunning scenery. Additionally, there are pet-friendly cafes and local shops nearby, ensuring that both guests and their pets have a delightful experience.
Are there any remote work holiday rentals in Orient Bay?
In Orient Bay, Saint Martin, there are numerous options for remote work holiday rentals, with around 1,828 available to choose from. The area is known for its stunning beaches and vibrant setting, making it an attractive destination for those looking to blend work and leisure. Many of these properties offer essential amenities for remote work, including high-speed Wi-Fi, dedicated workspaces, and comfortable living areas that provide a conducive environment for productivity.Travellers can expect to find a range of accommodation types, from stylish apartments to spacious villas, often featuring fully equipped kitchens, outdoor terraces, and easy access to the beach. The neighbourhood is also within proximity to local cafes and restaurants, which can be great for a change of scenery while working. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Orient Bay?
In Orient Bay, popular rental amenities include well-equipped kitchens, which allow guests to prepare their own meals, and onsite parking for added convenience. Many properties also feature private decks or patios, great for enjoying the pleasant Caribbean climate. For those who appreciate a good cup of coffee, rentals often come with coffee and tea makers. Additionally, a number of holiday rentals boast private pools, offering a refreshing escape right at your doorstep.
What are the top attractions in Orient Bay?
In Orient Bay, Saint Martin, visitors can enjoy a range of attractions that showcase the area's natural beauty and vibrant culture. The stunning Orient Bay Beach is a primary draw, known for its soft white sands and crystal-clear waters, great for sunbathing, water sports, and beachside dining. Along the beachfront, you'll find lively beach bars and restaurants offering local cuisine and refreshing cocktails.The nearby nature reserve, Îlet Pinel, is accessible by a short boat ride and offers opportunities for snorkelling and exploring its tranquil beaches. Visitors can also partake in various water activities such as kayaking and paddleboarding in the calm waters of the bay.For a taste of local culture, the area hosts occasional art and craft markets, where you can find unique souvenirs and handmade goods from local artisans. The vibrant nightlife in Orient Bay features numerous bars and lounges, providing an excellent atmosphere for evening entertainment.
Are all fees included in the Orient Bay holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Orient Bay holiday homes with parking?
Stayz offers a wide selection of holiday homes in Orient Bay with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Orient Bay holiday homes?
You can find great discounts on holiday homes in Orient Bay on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Orient Bay holiday home booking on Stayz?
To find Orient Bay holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Orient Bay?
A long-stay holiday home in Orient Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Orient Bay holiday home?
Book your Orient Bay holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Orient Bay?
Prices for holiday homes in Orient Bay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Orient Bay to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas