Orient Bay Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Orient Bay holiday rentals

Outdoor dining

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 HK$702
HK$1,362 total
includes taxes & fees
8 May - 9 May
Studio Charma Soualiga à Orient Bay
Pool

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 HK$570
HK$1,287 total
includes taxes & fees
3 May - 4 May
Appartement 1 Chambre face a l'ile de Pinel
Interior

The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is HK$940
HK$1,172 total
includes taxes & fees
9 May - 10 May
The Castle ᴷ
1 bedroom, iron/ironing board, WiFi, bed sheets

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 HK$940
HK$1,172 total
includes taxes & fees
9 May - 10 May
The Castle ᴶ
Interior

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 HK$940
HK$1,172 total
includes taxes & fees
9 May - 10 May
The Castle f
1 bedroom, iron/ironing board, WiFi, bed sheets

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 HK$1,058
HK$1,299 total
includes taxes & fees
9 May - 10 May
The Castle ᴴ
Iron/ironing board, free WiFi

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 HK$630
HK$777 total
includes taxes & fees
7 May - 8 May
MIDTOWN MOTEL SXM
Outdoor dining

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 HK$597
HK$762 total
includes taxes & fees
2 Jun - 3 Jun
Lovely room in a nice villa , close to Friars bay and happy bay
Terrace/patio

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 HK$846
HK$1,849 total
includes taxes & fees
5 May - 6 May
Hillside Penthouse
On the beach, sun-loungers, beach towels

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 HK$1,075
HK$1,568 total
includes taxes & fees
3 May - 4 May
Charming studio with splendid Caribbean Sea view & pool/beach access
1 bedroom, iron/ironing board, WiFi, bed sheets

The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is HK$940
HK$1,172 total
includes taxes & fees
9 May - 10 May
The Castle ᴳ
1 bedroom, iron/ironing board, WiFi, bed sheets

The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is HK$940
HK$1,172 total
includes taxes & fees
10 May - 11 May
The Castle L - Twin Studio
Living area

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 HK$1,253
HK$1,700 total
includes taxes & fees
4 May - 5 May
Quiet cozy flat in the centre of the island.
Blackout curtains, free WiFi

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is HK$1,292
HK$1,950 total
includes taxes & fees
16 May - 17 May
Philips Scott House Calinago
Property grounds

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 HK$827
HK$1,026 total
includes taxes & fees
25 May - 26 May
The Hill Top Cottage
Outdoor pool

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 HK$1,689
HK$2,685 total
includes taxes & fees
2 Jun - 3 Jun
condostmaarten by the sea -Adults Only-
Living area

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 HK$1,763
HK$2,548 total
includes taxes & fees
5 May - 6 May
Mullet Bay Suites: Your Luxury Stay Awaits
Down duvets, free WiFi, bed sheets

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (235 reviews)
"Check in process was smooth as always and the rooms were spotless. Would definitely stay again."
United States
Megan
The price is HK$726
HK$763 total
includes taxes & fees
4 May - 5 May
July Apartments
Terrace/patio

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 HK$2,792
HK$2,911 total
includes taxes & fees
6 May - 7 May
The Forest
On the beach

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 HK$1,175
HK$1,755 total
includes taxes & fees
10 May - 11 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

Hotel La Plantation

Hotel La Plantation

10/10 Excellent
"Gorgeous property and a beautiful pool area. Loved our view of the ocean from our terrace. Staff and property were incredible! Only suggestion would be a bit more variety at breakfast."
Wayne Mitchell 7-night trip
Posted 2 hours ago
Hotel La Plantation

Find out more about Orient Bay

Search for holiday rentals in Orient Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Orient Bay using one of the methods below:

  • View our selection of featured holiday rentals in Orient Bay
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  • Enter your travel dates to view the best deals on holiday rentals in Orient Bay while they last

Look no further and take a look at our great range of rental properties in Orient Bay!

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.