Oyster Pond Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oyster Pond vacation rentals

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
Jun 3 - Jun 4
Total with taxes and fees
Dawn Beach Club Resort Sint Maarten

Singh Luxury Apartments With sea View, Apt.1

Singh Luxury Apartments With sea View, Apt.1
3.0 star property
Oyster Pond
$398 nightly
The price is $414
Jun 3 - Jun 4
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.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
Jun 9 - Jun 10
Total with taxes and fees
Lovely Studio Apartment with Pool & Nature Views!

Singh Luxury Apartments With sea View, Apt.2

Singh Luxury Apartments With sea View, Apt.2
3.5 star property
Oyster Pond
$398 nightly
The price is $414
Jun 3 - Jun 4
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.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)
$743 nightly
The price is $778
Jun 7 - Jun 8
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.3

Tintamarre exclusive dinner and night at anchor

Tintamarre exclusive dinner and night at anchor
Grand-Case
10.0 out of 10, Exceptional, (2 reviews)
"Wow. We can’t say enough about this amazing experience. The hosts are wonderful. We were just on their fantastic boat for one night - the last night of our trip, but it was perfect. We had a sail out to Tintamarre, a pristine and beautiful little deserted (amd conservation protected) island. We snorkeled, had apps and Karim’s signature cocktail as the sun went down. Then Sophie served us a great dinner out on the deck of the boat, including her delicious homemade bread! We stargazed and slept...
United States
Sheri W.
$2,545 nightly
The price is $2,545
Jun 7 - Jun 8
Total with taxes and fees
Tintamarre exclusive dinner and night at anchor

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
Grand-Case
$997 nightly
The price is $1,032
Jun 7 - Jun 8
Total with taxes and fees
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

Your half-day cruise with scenic Zephyr and water activities

Your half-day cruise with scenic Zephyr and water activities
Collectivité de Saint-Martin
$1,673 nightly
The price is $1,673
Jun 7 - Jun 8
Total with taxes and fees
Your half-day cruise with scenic Zephyr and water activities

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
Jun 3 - Jun 4
Total with taxes and fees
The Castle ᴶ

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
Jun 3 - Jun 4
Total with taxes and fees
The Castle f

Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.8 out of 10, Exceptional, (153 reviews)
"Location perfect and perfect beach"
United States
Anthony
$303 nightly
The price is $313
Jun 7 - Jun 8
Total with taxes and fees
Mullet Bay Suites: Your Luxury Stay Awaits

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (62 reviews)
"Good rooms at a great location"
United States
Asheed
$80 nightly
The price is $84
Jun 7 - Jun 8
Total with taxes and fees
MIDTOWN MOTEL SXM

condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (40 reviews)
"We loved everything about this spot and the staff. We will definitely stay here again. The property is very clean, safe and comfortable."
Canada
Rozana
$378 nightly
The price is $395
Jun 3 - Jun 4
Total with taxes and fees
condostmaarten by the sea -Adults Only-

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
$219 nightly
The price is $229
Jul 3 - Jul 4
Total with taxes and fees
Philips Scott House Calinago

Hillside Penthouse

Hillside Penthouse
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"Home away from home "
United States
Trevayne
$248 nightly
The price is $248
Jun 3 - Jun 4
Total with taxes and fees
Hillside Penthouse

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (158 reviews)
"AC worked well the room was cleaned daily and the staff was always friendly and made great suggestions for dinning and places to see."
United States
Michael
$139 nightly
The price is $146
Jun 3 - Jun 4
Total with taxes and fees
Simpson Bay Suites

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very Good, (141 reviews)
"We had a great stay definitely will be back!!"
United States
Lornella
$332 nightly
The price is $348
Jul 1 - Jul 2
Total with taxes and fees
The Hills Residence

Villa Esperanza Ocean View Villa |Private Pool | Gated Community | Walk to Beach

Villa Esperanza Ocean View Villa |Private Pool | Gated Community | Walk to Beach
Saint Maarten
$1,063 nightly
The price is $1,063
Jun 17 - Jun 18
Total with taxes and fees
Villa Esperanza Ocean View Villa |Private Pool | Gated Community | Walk to Beach

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
Jun 5 - Jun 6
Total with taxes and fees
Quiet cozy flat in the centre of the island.

Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!

Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!
Maho
$461 nightly
The price is $461
Jun 22 - Jun 23
Total with taxes and fees
Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oyster Pond Hotel Reviews

Price trends for vacation rentals in Oyster Pond

Less expensive
More expensive
This month
Next month
June
December
$620
$683
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 $82 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.

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 popular beaches 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?

Philips Scott House Calinago: You might want to consider this vacation rental near Oyster Pond, 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. Another good choice for your trip to Oyster Pond is Tropical Oasis in St. Martin 5 min to beach! Huge private pool+panoramic views!!.

How many vacation rentals are there in Oyster Pond?

Choose from 21 Expedia vacation rentals in Oyster Pond for a memorable vacation.

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

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