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

Orient Bay Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Orient Bay vacation 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.
$170 nightly
The price is $174
Jul 31 - Aug 1
Total with taxes and fees
Studio Charma Soualiga à Orient Bay
Outdoor pool

Studio Avec Mezzanine,

Studio Avec Mezzanine,
saint martin
10.0 out of 10, Exceptional, (1 review)
$225 nightly
The price is $233
Jul 24 - Jul 25
Total with taxes and fees
Studio Avec Mezzanine,
Outdoor pool

Appart "tintamarre" Avec vue sur la Piscine, Situé à 5 Minutes de la Plage !

Appart "tintamarre" Avec vue sur la Piscine, Situé à 5 Minutes de la Plage !
saint martin
$225 nightly
The price is $233
Jul 24 - Jul 25
Total with taxes and fees
Appart "tintamarre" Avec vue sur la Piscine, Situé à 5 Minutes de la Plage !
Outdoor pool

Studio Indépendant Devant Piscine et BBQ à Orient Bay à 5 Minutes de la Plage !

Studio Indépendant Devant Piscine et BBQ à Orient Bay à 5 Minutes de la Plage !
saint martin
$270 nightly
The price is $278
Jul 24 - Jul 25
Total with taxes and fees
Studio Indépendant Devant Piscine et BBQ à Orient Bay à 5 Minutes de la Plage !
Pool

Detached yellow studio in front of the pool 150m from the beach!

Detached yellow studio in front of the pool 150m from the beach!
saint martin
$274 nightly
The price is $274
Jul 24 - Jul 25
Total with taxes and fees
Detached yellow studio in front of the pool 150m from the beach!
Outdoor pool

Studio "pinel" Avec Grande Terrasse vue sur Piscine et Accès à Plage à 5 Minutes

Studio "pinel" Avec Grande Terrasse vue sur Piscine et Accès à Plage à 5 Minutes
saint martin
$300 nightly
The price is $309
Jul 24 - Jul 25
Total with taxes and fees
Studio "pinel" Avec Grande Terrasse vue sur Piscine et Accès à Plage à 5 Minutes
Living area

View planes, beach & lolos in Grand-Case

View planes, beach & lolos in Grand-Case
Grand-Case
$158 nightly
The price is $158
Jul 24 - Jul 25
Total with taxes and fees
View planes, beach & lolos in Grand-Case
Deluxe Double Room | Down comforters, WiFi (free), bed sheets

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (249 reviews)
"Great stay"
United States
Drunisha
$93 nightly
The price is $97
Jul 24 - Jul 25
Total with taxes and fees
July Apartments
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
$95 nightly
The price is $95
Aug 11 - Aug 12
Total with taxes and fees
Lovely room in a nice villa , close to Friars bay and happy bay
Comfort Room, 1 King Bed, Non Smoking, Ocean View | Iron/ironing board, WiFi

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (70 reviews)
"All in all it was a great experience. Close to the beach. Clean environment. Kind staff"
United States
James
$85 nightly
The price is $89
Jul 26 - Jul 27
Total with taxes and fees
MIDTOWN MOTEL SXM
Interior

The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
$140 nightly
The price is $150
Jul 24 - Jul 25
Total with taxes and fees
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.
$140 nightly
The price is $150
Jul 24 - Jul 25
Total with taxes and fees
The Castle ᴶ
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
$123 nightly
The price is $127
Jul 24 - Jul 25
Total with taxes and fees
The Hill Top Cottage
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.
$140 nightly
The price is $150
Jul 24 - Jul 25
Total with taxes and fees
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.
$155 nightly
The price is $166
Jul 24 - Jul 25
Total with taxes and fees
The Castle ᴴ
Terrace/patio

Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"Home away from home "
United States
Trevayne
$233 nightly
The price is $233
Aug 16 - Aug 17
Total with taxes and fees
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
Pool

Lovely Studio Apartment with Pool & Nature Views!

Lovely Studio Apartment with Pool & Nature Views!
Oyster Pond
9.4 out of 10, Exceptional, (3 reviews)
"The feature of the unit is the view! For the price it’s a great deal - especially if you have a car. The unit is clean - but the shower only runs really hot. "
United States
Jennifer
$126 nightly
The price is $130
Jul 31 - Aug 1
Total with taxes and fees
Lovely Studio Apartment with Pool & Nature Views!
Living area

Quiet cozy flat in the centre of the island.

Quiet cozy flat in the centre of the island.
Weymouth Hill, Sint Maarten
7.6 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
$217 nightly
The price is $217
Jul 25 - Jul 26
Total with taxes and fees
Quiet cozy flat in the centre of the island.
Iron/ironing board, internet, bed sheets

Modern Cozy Condo - Central Location - Near Shops & Beaches

Modern Cozy Condo - Central Location - Near Shops & Beaches
St Martin
$187 nightly
The price is $187
Jul 26 - Jul 27
Total with taxes and fees
Modern Cozy Condo - Central Location - Near Shops & Beaches
Interior

Studio First Floor Residence Bleu Marine in the heart of Grand Case

Studio First Floor Residence Bleu Marine in the heart of Grand Case
Grand Case
10.0 out of 10, Exceptional, (2 reviews)
"We loved staying at this studio apartment. The view was incredible, and it was lovely to fall asleep and wake up to the waves every morning. The kitchen in the porch area worked perfectly for a couple breakfasts/lunches, though dining out in Grand Case is delicious."
United States
Chris W.
$231 nightly
The price is $237
Jul 24 - Jul 25
Total with taxes and fees
Studio First Floor Residence Bleu Marine in the heart of Grand Case
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

Orient Beach Hotel

Orient Beach Hotel

10/10 Excellent
"Very clean. I liked that we could open up our sliding glass doors and walk to the beach ⛱️. Can't wait to come back. The amenities were awesome, great staff. The continental breakfast could be better...eggs, home fries, bacon etc;"
Joan 7-night trip
Posted 9 hours ago
Orient Beach Hotel

Find out more about Orient Bay

Everything you need to know about Orient Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Orient Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orient Bay vacation 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 low season months. For more hustle and bustle, you may prefer to visit Orient Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Orient Bay rentals

At Expedia, we put the best Orient Bay vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Orient Bay?

Yes, we have vacation rentals close to well known points of interest in Orient Bay, or you can go with a more remote option if you're looking for relaxation. 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's the top vacation rental that Orient Bay has to offer?

Philips Scott House Calinago: You might want to consider this vacation home rental near Orient Bay, which is in a shopping district and equipped with air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience. Our travelers also rate Villa JELUCA Beautiful and spacious villa with swimming pool as a favorite home for rent in Orient Bay.

How many vacation rentals are there in Orient Bay?

Expedia has 65 vacation 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 Fish Pond are other places to visit while you're in town.

What’s a vacation rental in Orient Bay like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Orient Bay. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for small groups.