A coastal town with a marina, boats, and houses on a hillside.

Oyster Pond Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Oyster Pond vacation rentals

Pool

1. 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
Sep 3 - Sep 4
Total with taxes and fees
Lovely Studio Apartment with Pool & Nature Views!
Outdoor pool

2. 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
$723 nightly
The price is $755
Aug 27 - Aug 28
Total with taxes and fees
Dawn Beach Club Resort Sint Maarten
Exterior

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

Singh Luxury Apartments With sea View, Apt.2
3.5 star property
Oyster Pond
$393 nightly
The price is $409
Sep 5 - Sep 6
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.2
Beach

4. 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)
$774 nightly
The price is $810
Sep 5 - Sep 6
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.3
Beach

5. Singh Luxury Apartments With sea View, Apt.1

Singh Luxury Apartments With sea View, Apt.1
3.0 star property
Oyster Pond
$393 nightly
The price is $409
Sep 5 - Sep 6
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.1
Deluxe Double Room | Down comforters, WiFi (free), bed sheets

6. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
$85 nightly
The price is $90
Sep 26 - Sep 27
Total with taxes and fees
July Apartments
Comfort Room, 1 King Bed, Non Smoking, Ocean View | Iron/ironing board, WiFi

7. 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
$81 nightly
The price is $85
Sep 26 - Sep 27
Total with taxes and fees
MIDTOWN MOTEL SXM
On the beach, sun loungers, beach umbrellas, beach towels

8. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,273 reviews)
"It was a great stay"
United States
Shawn
$160 nightly
The price is $168
Aug 27 - Aug 28
Total with taxes and fees
Hilton Vacation Club Royal Palm St. Maarten
Amazing Top Floor Apartment | Balcony

9. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very Good, (166 reviews)
"Comfortable room and ac was a welcome after a hot day."
United States
Maria
$246 nightly
The price is $257
Aug 27 - Aug 28
Total with taxes and fees
The Hills Residence
Terrace/patio

10. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (163 reviews)
"It was good value for money."
United States
Tirichmir
$130 nightly
The price is $136
Aug 27 - Aug 28
Total with taxes and fees
Simpson Bay Suites
Interior

11. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
$155 nightly
The price is $166
Aug 27 - Aug 28
Total with taxes and fees
The Castle ᴵ
Terrace/patio

12. 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
$234 nightly
The price is $234
Aug 27 - Aug 28
Total with taxes and fees
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
Living area

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

View planes, beach & lolos in Grand-Case
Grand-Case
$162 nightly
The price is $162
Sep 6 - Sep 7
Total with taxes and fees
View planes, beach & lolos in Grand-Case
On the beach

14. 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.
$211 nightly
The price is $223
Aug 28 - Aug 29
Total with taxes and fees
Cozy flat on the boardwalk!
Deluxe Apartment, Courtyard View | Blackout drapes, WiFi (free)

15. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
$221 nightly
The price is $231
Sep 19 - Sep 20
Total with taxes and fees
Philips Scott House Calinago
Outdoor dining

16. 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.
$175 nightly
The price is $180
Aug 27 - Aug 28
Total with taxes and fees
Studio Charma Soualiga à Orient Bay
Outdoor pool

17. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (43 reviews)
"Love love the property was amazing. Will definitely return."
United States
Muneca
$428 nightly
The price is $447
Sep 1 - Sep 2
Total with taxes and fees
condostmaarten by the sea -Adults Only-
Villa | Living area

18. Avenue du lagon

Avenue du lagon
Oyster Pond
$1,883 nightly
The price is $1,958
Aug 31 - Sep 1
Total with taxes and fees
Avenue du lagon
Outdoor dining

19. 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
$126 nightly
The price is $126
Sep 7 - Sep 8
Total with taxes and fees
Lovely room in a nice villa , close to Friars bay and happy bay
Living area

20. 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
Aug 28 - Aug 29
Total with taxes and fees
Quiet cozy flat in the centre of the island.
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

The Morgan Resort Spa Village

The Morgan Resort Spa Village

10/10 Excellent
"Loved it, the location is great, close to maho beach. I recommend taking advantage of the parking and renting a car. Trinity at the front desk was awesome and helpful. She works hard and gave some great recommendations. The food at the hotel is good but don’t be afraid to go around."
Rodney 4-night trip
Posted less than an hour ago
The Morgan Resort Spa Village

Price trends for vacation rentals in Oyster Pond

Less expensive
More expensive
Next month
June
December
$698
Month
Price
January
$697
February
$814
March
$839
April
$812
May
$722
June
$620
July
$683
August
$691
September
$698
October
$696
November
$738
December
$896
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Oyster Pond. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Oyster Pond

Everything you need to know about Oyster Pond 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 Oyster Pond 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 Oyster Pond vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oyster Pond vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oyster Pond. 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 Oyster Pond 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 $85 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 Oyster Pond rentals

At Expedia, we put the best Oyster Pond 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 Oyster Pond 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 Oyster Pond 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 Oyster Pond. 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 a vacation rental in Oyster Pond?

Yes, we give you a choice of vacation rentals close to popular sights in Oyster Pond, or you can go with a secluded option if you're looking for relaxation. Visitors to Oyster Pond speak positively about the scenic seaside and top-notch restaurants in this destination. Make sure you have time to check out the cafes while you're in the area.

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

Tropical Oasis in St. Martin 5 min to beach! Huge private pool+panoramic views!!: This Oyster Pond vacation home rental offers an outdoor pool, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. Our travelers also rate DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access. as a favorite home for rent in Oyster Pond.

How many vacation rentals are there in Oyster Pond?

Choose from 20 Expedia vacation rentals in Oyster Pond for a memorable vacation.

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

Dawn Beach and Gibb's Bay Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Oyster Bay Marina and Guana Bay are other places worth a visit.

What’s a vacation rental in Oyster Pond like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Oyster Pond. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.