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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Orient Bay holiday rentals

Iron/ironing board, free WiFi
MIDTOWN MOTEL SXM

Aparthotel in Downtown Philipsburg

MIDTOWN MOTEL SXM
2.5 star property
8.0 out of 10, Very good, (1)
"The staff was extremely helpful "
United States
Joycelyn
The price is ฿2,403
฿2,884 total
includes taxes & fees
23 Dec - 24 Dec
MIDTOWN MOTEL SXM
Exterior
FLAMINGO BEACH

Aparthotel in Pelican Key

FLAMINGO BEACH
3.5 star property
The price is ฿7,538
฿15,327 total
includes taxes & fees
17 Jan - 18 Jan 2026
FLAMINGO BEACH
Amazing Top Floor Apartment | Balcony
The Hills Residence

Aparthotel in Simpson Bay

The Hills Residence
3.0 star property
9.0 out of 10, Wonderful, (54)
"Enjoyed my stay "
United States
Shakia
The Hills Residence
Front of property
July Apartments

Aparthotel in Madame's Estate

July Apartments
3.0 star property
9.2 out of 10, Wonderful, (156)
"Amazing place. "
United States
Cristina
July Apartments
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

La Playa Orient Bay

La Playa Orient Bay

10/10 Excellent
"Cleanliness, staff, security and over all service was incredible. "
Hope 4-night trip
Posted 14 hours ago
La Playa Orient Bay

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
  • Use the map to find apartments and other holiday homes in the Orient Bay neighbourhood you prefer
  • 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.

How many holiday rentals are there in Orient Bay?

Expedia has 65 holiday rentals for your stay in Orient Bay.

What’s there to see and do in Orient Bay?

Orient Bay and Mont Vernon are a couple of lovely local spots to get outside and enjoy nature. Coconut Grove Beach 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.