Holiday Rentals in Orient Bay

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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 €152
includes taxes & fees
20 Apr - 21 Apr
Studio Charma Soualiga à Orient Bay

Charm and sea, large studio designed by architect

Charm and sea, large studio designed by architect
Baie-Orientale
9.4 out of 10, Exceptional, (6 reviews)
""Appartement très bien équipé avec climatisation et wifi indispensables pour nous. La localisation avec la possibilité d''''aller à la plage d''''Orient bay à pied (ou à la piscine de la résidence juste à côté) est très agréable. Mais plus généralement l''''emplacement est très bien pour rayonner dans cette partie de l''''île. Il y a des supermarchés à 5 minutes en voiture. La vue n''''est pas sur l''''océan mais sur un étang à côté, du coup le balcon reste abrité même s''''il y a du vent et de...
France
Gérard B.
The price is €253
includes taxes & fees
26 Apr - 27 Apr
Charm and sea, large studio designed by architect

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 €131
includes taxes & fees
17 Apr - 18 Apr
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 €131
includes taxes & fees
17 May - 18 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 €144
includes taxes & fees
17 Apr - 18 Apr
The Castle ᴴ

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is €215
includes taxes & fees
19 Apr - 20 Apr
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 €116
includes taxes & fees
17 Apr - 18 Apr
The Hill Top Cottage

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, (1 review)
"Everything was great"
Canada
Brad W.
The price is €160
includes taxes & fees
1 May - 2 May
Charming studio with the beach at your feet & pool access

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.2 out of 10, Good, (54 reviews)
"Good rooms at a great location"
United States
Asheed
The price is €96
includes taxes & fees
18 Apr - 19 Apr
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 €87
includes taxes & fees
20 Apr - 21 Apr
Lovely room in a nice villa , close to Friars bay and happy bay

The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is €131
includes taxes & fees
17 May - 18 May
The Castle ᴳ

Hillside Penthouse

Hillside Penthouse
South Reward
10.0 out of 10, Exceptional, (2 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 €218
includes taxes & fees
6 May - 7 May
Hillside Penthouse

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, (141 reviews)
"Amazing place ! Impeccable service ! Great location ! Would definitely come back here . "
Canada
Aleisha
The price is €288
includes taxes & fees
21 Apr - 22 Apr
Mullet Bay Suites: Your Luxury Stay Awaits

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 €190
includes taxes & fees
2 May - 3 May
Charming studio with splendid Caribbean Sea view & pool/beach 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 €185
includes taxes & fees
21 Apr - 22 Apr
Quiet cozy flat in the centre of the island.

Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton

Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton
Maho
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful space, great location, communicative host. Would definitely recommend and would love to stay again. "
United States
Kara K.
The price is €407
includes taxes & fees
6 May - 7 May
Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton

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 €354
includes taxes & fees
20 Apr - 21 Apr
The Forest

condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.0 out of 10, Wonderful, (36 reviews)
"Everything was so perfect from the parking to the view, the staff was very welcoming and professional overall i will definitely stay here again. "
United States
Rose
The price is €327
includes taxes & fees
28 Apr - 29 Apr
condostmaarten by the sea -Adults Only-

Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!

Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!
Maho
The price is €410
includes taxes & fees
22 Apr - 23 Apr
Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!

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 €206
includes taxes & fees
19 Apr - 20 Apr
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, apart-hotels, 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 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 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 62 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.