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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Oyster Pond vacation rentals

A view through a window with a pool and a mountainous landscape.

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
$135 nightly
The price is $140
Nov 17 - Nov 18
Total with taxes and fees
Lovely Studio Apartment with Pool & Nature Views!
A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

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
Oct 22 - Oct 23
Total with taxes and fees
Dawn Beach Club Resort Sint Maarten
A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the sea.

3. 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
Oct 22 - Oct 23
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.1
A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the ocean.

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)
$785 nightly
The price is $821
Oct 22 - Oct 23
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.3
A multi-story building with a pool, surrounded by hilly terrain.

5. 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
Oct 22 - Oct 23
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.2
A hotel room with a bed, a desk, a television, a wardrobe, and a small table with chairs.

6. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (254 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
$107 nightly
The price is $112
Oct 22 - Oct 23
Total with taxes and fees
July Apartments
A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

7. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.6 out of 10, Good, (74 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
$77 nightly
The price is $80
Oct 29 - Oct 30
Total with taxes and fees
MIDTOWN MOTEL SXM
A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

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, (1,321 reviews)
"The staff was very friendly"
United States
Carmelle,
$184 nightly
The price is $194
Oct 28 - Oct 29
Total with taxes and fees
Hilton Vacation Club Royal Palm St. Maarten
A modern kitchen with a dining area, a grey sofa, and a TV.

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

View planes, beach & lolos in Grand-Case
Grand-Case
$156 nightly
The price is $156
Oct 22 - Oct 23
Total with taxes and fees
View planes, beach & lolos in Grand-Case
A balcony with white railings, a bench, and two chairs.

10. 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
$239 nightly
The price is $239
Oct 22 - Oct 23
Total with taxes and fees
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
A high-rise hotel with a view of the sunset over a marina.

11. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (168 reviews)
"Overall good. Location is great."
Canada
Manishkumar
$144 nightly
The price is $151
Oct 23 - Oct 24
Total with taxes and fees
Simpson Bay Suites
A beach with white lounge chairs and umbrellas, a white pergola, and a clear view of the sea and distant hills.

12. Soualiga Goddess Studio

Soualiga Goddess Studio
Baie Orientale
10.0 out of 10, Exceptional, (12 reviews)
"Excellent hosts"
United States
Kelly H.
$193 nightly
The price is $198
Oct 24 - Oct 25
Total with taxes and fees
Soualiga Goddess Studio
A beachside lounge with wicker furniture, a pool, and palm trees.

13. Ocean view apt 2 bedrooms, 2 bathrooms, 2 terraces

Ocean view apt 2 bedrooms, 2 bathrooms, 2 terraces
Collectivité de Saint-Martin
10.0 out of 10, Exceptional, (5 reviews)
"Overall a great stay, everything we needed was right there."
United States
Sean M.
$459 nightly
The price is $475
Nov 13 - Nov 14
Total with taxes and fees
Ocean view apt 2 bedrooms, 2 bathrooms, 2 terraces
A wooden deck with a dining table and chairs, a hammock, and a view of greenery.

14. To complete

To complete
Grand Case
$61 nightly
The price is $61
Oct 24 - Oct 25
Total with taxes and fees
To complete
A rooftop terrace with a pool, lounge chairs, and a table with a drink.

15. Avenue du lagon

Avenue du lagon
Oyster Pond
$1,883 nightly
The price is $1,958
Oct 22 - Oct 23
Total with taxes and fees
Avenue du lagon
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

16. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (172 reviews)
"Very good"
United States
Alyssia
$255 nightly
The price is $266
Nov 6 - Nov 7
Total with taxes and fees
The Hills Residence
A covered patio with a table and chairs, surrounded by potted plants and overlooking a scenic view of hills and houses.

17. 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
$121 nightly
The price is $121
Oct 22 - Oct 23
Total with taxes and fees
Lovely room in a nice villa , close to Friars bay and happy bay
A beach with rows of umbrellas and lounge chairs, a marina with boats, and a cruise ship docked in the background.

18. 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.
$197 nightly
The price is $208
Oct 22 - Oct 23
Total with taxes and fees
Cozy flat on the boardwalk!
A wooden deck with a table and chairs, a white door, and a wooden fence with a woven basket and decorative items on the wall.

19. 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.
$185 nightly
The price is $190
Oct 29 - Oct 30
Total with taxes and fees
Studio Charma Soualiga à Orient Bay
A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

20. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
$210 nightly
The price is $220
Oct 30 - Oct 31
Total with taxes and fees
Philips Scott House Calinago
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

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

8/10 Good
"Friendly staff. Spacious rooms. Property conveniently located close to restaurants and a grocery store. One thing to note, no elevators in the towers except for the main building, which was difficult for our senior citizen mother to navigate. Would definitely return."
Rehana 5-night trip
Posted 6 hours ago
Hilton Vacation Club Flamingo Beach St. Maarten

Price trends for vacation rentals in Oyster Pond

Less expensive
More expensive
Next month
June
December
$738
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 $80 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.

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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 home 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.

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.