A coastal town with buildings along the waterfront, a dock, and a clear blue sea.

Oyster Pond Holiday Rentals

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Our top choices for Oyster Pond holiday rentals

1. Avenue du lagon

Avenue du lagon
Oyster Pond
The price is NZ$3,317
includes taxes & fees
31 Aug - 1 Sept
Avenue du lagon

2. Singh Luxury Apartments With sea View, Apt.3

Singh Luxury Apartments With sea View, Apt.3
3.0 star property
Oyster Pond
2.0 out of 10, (1 review)
The price is NZ$1,391
includes taxes & fees
31 Aug - 1 Sept
Singh Luxury Apartments With sea View, Apt.3

3. 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
The price is NZ$220
includes taxes & fees
24 Aug - 25 Aug
Lovely Studio Apartment with Pool & Nature Views!

4. Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (33 reviews)
"Large rooms with great ocean views! Helpful staff and good beach access!"
United States
Gavin
The price is NZ$1,279
includes taxes & fees
18 Sept - 19 Sept
Dawn Beach Club Resort Sint Maarten

5. View planes, beach & lolos in Grand-Case

View planes, beach & lolos in Grand-Case
Grand-Case
The price is NZ$273
includes taxes & fees
17 Sept - 18 Sept
View planes, beach & lolos in Grand-Case

6. Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Sint Maarten
10.0 out of 10, Exceptional, (2 reviews)
The price is NZ$7,184
includes taxes & fees
17 Sept - 18 Sept
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

7. 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 NZ$301
includes taxes & fees
23 Aug - 24 Aug
Studio Charma Soualiga à Orient Bay

8. Studio Avec Mezzanine,

Studio Avec Mezzanine,
saint martin
10.0 out of 10, Exceptional, (1 review)
The price is NZ$341
includes taxes & fees
17 Sept - 18 Sept
Studio Avec Mezzanine,

9. 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
The price is NZ$311
includes taxes & fees
1 Sept - 2 Sept
Appart "tintamarre" Avec vue sur la Piscine, Situé à 5 Minutes de la Plage !

10. STUDIO EVE Residence Adam et Eve

STUDIO EVE Residence Adam et Eve
Baie Orientale
The price is NZ$504
includes taxes & fees
14 Sept - 15 Sept
STUDIO EVE Residence Adam et Eve

11. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (252 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is NZ$159
includes taxes & fees
16 Sept - 17 Sept
July Apartments

12. Singh Luxury Apartments With sea View, Apt.2

Singh Luxury Apartments With sea View, Apt.2
3.5 star property
Oyster Pond
The price is NZ$701
includes taxes & fees
29 Aug - 30 Aug
Singh Luxury Apartments With sea View, Apt.2

13. 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 NZ$356
includes taxes & fees
17 Sept - 18 Sept
Quiet cozy flat in the centre of the island.

14. 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
The price is NZ$394
includes taxes & fees
19 Aug - 20 Aug
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

15. 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 NZ$253
includes taxes & fees
17 Sept - 18 Sept
The Castle f

16. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is NZ$281
includes taxes & fees
17 Sept - 18 Sept
The Castle ᴵ

17. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is NZ$396
includes taxes & fees
22 Aug - 23 Aug
Philips Scott House Calinago

18. Panoramic Ocean View Flat: St Maarten

Panoramic Ocean View Flat: St Maarten
Downtown Philipsburg
The price is NZ$517
includes taxes & fees
17 Sept - 18 Sept
Panoramic Ocean View Flat: St Maarten

19. 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 NZ$368
includes taxes & fees
17 Sept - 18 Sept
Cozy flat on the boardwalk!

20. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (71 reviews)
"Good rooms at a great location"
United States
Asheed
The price is NZ$152
includes taxes & fees
24 Aug - 25 Aug
MIDTOWN MOTEL SXM
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 Oyster Pond Hotel Reviews

Find out more about Oyster Pond

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oyster Pond holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oyster Pond. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oyster Pond. Seeing all the best attractions is bound to make you fall in love with Oyster Pond. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oyster Pond short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Oyster Pond?

Yes, there are holiday rentals close to the most popular sights in Oyster Pond, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Oyster Pond is known for its marina and beaches. While you're in the area, grab a bite or have a drink at the restaurants and bars.

What are some of the best holiday rentals that Oyster Pond has to offer?

Philips Scott House Calinago: This holiday home rental outside Oyster Pond is in a shopping district, and equipped with air conditioning and free 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.

How many holiday rentals will I find in Oyster Pond?

Expedia has 12 holiday rentals for your stay in Oyster Pond.

What’s there to see and do in Oyster Pond?

Get outdoors into nature at a spot like Coralita Beach, or visit other top attractions such as Maho Beach. In the wider area, you’ll find Oyster Bay Marina and Dawn Beach.

What’s a holiday rental in Oyster Pond like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oyster Pond. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.