A hillside residential area with houses, a swimming pool, and mountains in the background.

Holiday Homes in Orient Bay

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Orient Bay holiday homes

A wooden deck with a dining area, kitchen, and potted plants.

1. To complete

To complete
Cul-de-Sac
10.0 out of 10, Exceptional, (1 review)
"Jamal is very helpful, great communication."
Canada
Abdal M.
The price is AU$81
includes taxes & fees
24 Oct - 25 Oct
To complete
A covered patio with a table and chairs, surrounded by potted plants and overlooking a scenic view of hills and houses.

2. 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$178
includes taxes & fees
6 Oct - 7 Oct
Lovely room in a nice villa , close to Friars bay and happy bay
A beach with clear water, some scattered leaves, and houses in the background.

3. To complete

To complete
Grand Case
The price is AU$172
includes taxes & fees
11 Oct - 12 Oct
To complete
A coastal landscape with a person standing near the water's edge, vegetation in the foreground, and a hilly background.

4. To complete

To complete
Cul-de-Sac
The price is AU$97
includes taxes & fees
15 Oct - 16 Oct
To complete
A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

5. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is AU$336
includes taxes & fees
12 Oct - 13 Oct
Philips Scott House Calinago
A spacious living room with a sofa, armchair, and a coffee table. There is a painting on the wall and a window providing a view.

6. Quiet cozy flat in the centre of the island.

Quiet cozy flat in the centre of the island.
Weymouth Hill, Sint Maarten
7.6 out of 10, Good, (5 reviews)
"Amazing view, Very friendly and helpful people. Only 1 thing is a must that's a SUV rental car. And some driving skills. But still a great spot to be spending your holiday."
Netherlands
Tobias
The price is AU$316
includes taxes & fees
7 Oct - 8 Oct
Quiet cozy flat in the centre of the island.
A modern living room with a flat-screen TV, a sofa, a coffee table, and a staircase.

7. Modern 3BR Home with Own Private Pool - Centrally Located - Quiet Neighborhood

Modern 3BR Home with Own Private Pool - Centrally Located - Quiet Neighborhood
Cole bay
9.8 out of 10, Exceptional, (14 reviews)
"Private pool was definitely a plus for the heat and close to all the action"
United States
Anonymous traveller
Modern 3BR Home with Own Private Pool - Centrally Located - Quiet Neighborhood
A modern living room with a large sliding glass door leading to a balcony with a scenic mountain view.

8. D442 - Apartment with balcony and lagoon view

D442 - Apartment with balcony and lagoon view
Cole Bay
The price is AU$495
includes taxes & fees
28 Oct - 29 Oct
D442 - Apartment with balcony and lagoon view
A covered outdoor seating area with a view of the sea, featuring a sofa, chairs, and a table.

9. 3BR Townhouse in Pelican Key w/ Pool & Beach Acess

3BR Townhouse in Pelican Key w/ Pool & Beach Acess
Pelican Key
2.0 out of 10, (1 review)
The price is AU$827
includes taxes & fees
6 Oct - 7 Oct
3BR Townhouse in Pelican Key w/ Pool & Beach Acess
A balcony with a view of a coastal city and mountains. There are two wicker chairs and a small table with a vase of flowers.

10. C344 - Lagoon view with balcony

C344 - Lagoon view with balcony
Simpson Bay
The price is AU$503
includes taxes & fees
6 Oct - 7 Oct
C344 - Lagoon view with balcony
A coastal scene with two large yachts on the water, palm trees, and a building with a balcony.

11. Utopia A3 | Beachside Stay @ The Drake Residences

Utopia A3 | Beachside Stay @ The Drake Residences
Simpson Bay
The price is AU$1,106
includes taxes & fees
6 Oct - 7 Oct
Utopia A3 | Beachside Stay @ The Drake Residences
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

Villa Turquoze, an astonishing view on Orient Baie

Villa Turquoze, an astonishing view on Orient Baie

10/10 Excellent
"The villa was amazing. The pictures truly do no justice! Amazing host, would definitely recommend booking here! My guest were in awe"
Danneah S. 5-night trip
Posted 1 day ago
Villa Turquoze, an astonishing view on Orient Baie

Find out more about Orient Bay

Orient Bay Holiday Homes information

Number of reviews
15
Accommodation
53 Holiday Homes
Lowest Price
AU$81
Highest Price
AU$1,106