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 AU$245
includes taxes & fees
30 Apr - 1 May
Studio Charma Soualiga à Orient Bay

Appartement 1 Chambre face a l'ile de Pinel

Appartement 1 Chambre face a l'ile de Pinel
Cul-de-Sac
10.0 out of 10, Exceptional, (1 review)
"Responsive host. Apartment was very clean and modern and had everything we needed. Enjoyed the little patio outside too. Kids loved the big pool on the property as well. Would definitely recommend and stay again in the future."
United States
Philippe G.
The price is AU$218
includes taxes & fees
30 Apr - 1 May
Appartement 1 Chambre face a l'ile de Pinel

The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is AU$211
includes taxes & fees
17 May - 18 May
The Castle ᴷ

The Castle ᴶ

The Castle ᴶ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
"Host was welcoming and the apartment was very clean and inviting. We will Definitely stay here again when we come back. "
United States
Neil C.
The price is AU$211
includes taxes & fees
4 May - 5 May
The Castle ᴶ

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 AU$211
includes taxes & fees
4 May - 5 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 AU$234
includes taxes & fees
5 May - 6 May
The Castle ᴴ

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.2 out of 10, Good, (57 reviews)
"Good rooms at a great location"
United States
Asheed
The price is AU$141
includes taxes & fees
11 May - 12 May
MIDTOWN MOTEL SXM

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 AU$138
includes taxes & fees
7 May - 8 May
Lovely room in a nice villa , close to Friars bay and happy bay

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 AU$329
includes taxes & fees
6 May - 7 May
Hillside Penthouse

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.
The price is AU$282
includes taxes & fees
2 May - 3 May
Charming studio with splendid Caribbean Sea view & pool/beach access

The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is AU$211
includes taxes & fees
4 May - 5 May
The Castle ᴳ

The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is AU$211
includes taxes & fees
6 May - 7 May
The Castle L - Twin Studio

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 AU$301
includes taxes & fees
2 May - 3 May
Quiet cozy flat in the centre of the island.

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is AU$351
includes taxes & fees
13 May - 14 May
Philips Scott House Calinago

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 price is AU$185
includes taxes & fees
25 May - 26 May
The Hill Top Cottage

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)
"Parking was easy abd sdcure and shops was nearby "
United States
LATANYA
The price is AU$538
includes taxes & fees
8 May - 9 May
condostmaarten by the sea -Adults Only-

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 AU$434
includes taxes & fees
11 May - 12 May
Mullet Bay Suites: Your Luxury Stay Awaits

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (234 reviews)
"Check in process was smooth as always and the rooms were spotless. Would definitely stay again."
United States
Megan
The price is AU$136
includes taxes & fees
4 May - 5 May
July Apartments

The Forest

The Forest
4.0 star property
Anse Marcel
10.0 out of 10, Exceptional, (25 reviews)
"Very happy with our stay, especially the location in Anse Marcel! Breakfast is great and included"
United States
Chi Yan Jane
The price is AU$638
includes taxes & fees
16 May - 17 May
The Forest

Cozy flat on the boardwalk!

Cozy flat on the boardwalk!
Downtown Philipsburg
10.0 out of 10, Exceptional, (2 reviews)
"Host was very accommodating and helpful. Amenities were abundant."
United States
Robert H.
The price is AU$312
includes taxes & fees
7 May - 8 May
Cozy flat on the boardwalk!
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 lively bars in this destination. While you're in the area, grab a bite or have a drink at the top-notch restaurants 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 60 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.