Oyster Pond Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Oyster Pond holiday rentals

Outdoor dining
The View, Pool, Sea View, Oyster Pond Balconies

The View, Pool, Sea View, Oyster Pond Balconies

The View, Pool, Sea View, Oyster Pond Balconies
Oyster Pond
10.0 out of 10, Exceptional, (2)
"If you are single or a couple and staying a week or less, you can not beat this place. Walk to great restaurants, store, even the Bach. Or just sit on your deck for the week! After a week it might start feeling small with 2 people, but don't let the ever you. Great place."
United States
Susan B.
The price is HK$1,248
HK$2,305 total
includes taxes & fees
4 Jan - 5 Jan 2026
The View, Pool, Sea View, Oyster Pond Balconies
Living area
Avenue du lagon

Avenue du lagon

Avenue du lagon
Oyster Pond
The price is HK$13,999
HK$18,059 total
includes taxes & fees
19 Jan - 20 Jan 2026
Avenue du lagon
Outdoor dining
Tintamarre exclusive dinner and night at anchor

Tintamarre exclusive dinner and night at anchor

Tintamarre exclusive dinner and night at anchor
Grand-Case
10.0 out of 10, Exceptional, (2)
"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.
The price is HK$20,022
HK$20,022 total
includes taxes & fees
2 Jan - 3 Jan 2026
Tintamarre exclusive dinner and night at anchor
Outdoor dining
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

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

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
Grand-Case
The price is HK$8,055
HK$9,484 total
includes taxes & fees
2 Jan - 3 Jan 2026
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
Iron/ironing board, free WiFi
MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
8.0 out of 10, Very good, (1)
"The staff was extremely helpful "
United States
Joycelyn
The price is HK$575
HK$694 total
includes taxes & fees
7 Jan - 8 Jan 2026
MIDTOWN MOTEL SXM
Balcony
The Hills Residence

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.8 out of 10, Excellent, (56)
"Enjoyed my stay "
United States
Shakia
The Hills Residence
Interior
Convenient studio close to airport, beaches and food

Convenient studio close to airport, beaches and food

Convenient studio close to airport, beaches and food
Maho
10.0 out of 10, Exceptional, (24)
"Excellent stay enjoy this part of Sint Maarten.Studio was clean and in a great location."
Canada
Regis D.
The price is HK$622
HK$1,167 total
includes taxes & fees
11 Jan - 12 Jan 2026
Convenient studio close to airport, beaches and food
Down duvets, free WiFi, bed sheets
July Apartments

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.2 out of 10, Wonderful, (156)
"Amazing place. "
United States
Cristina
July Apartments
Outdoor dining
Lovely room in a nice villa with a big garden, close to Friars bay beach

Lovely room in a nice villa with a big garden, close to Friars bay beach

Lovely room in a nice villa with a big garden, close to Friars bay beach
Saint-martin
9.0 out of 10, Wonderful, (9)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is HK$596
HK$761 total
includes taxes & fees
25 Dec - 26 Dec
Lovely room in a nice villa with a big garden, close to Friars bay beach
On the beach, sun-loungers, beach towels
Charming studio with splendid Caribbean Sea view & pool/beach access

Charming studio with splendid Caribbean Sea view & pool/beach access

Charming studio with splendid Caribbean Sea view & pool/beach access
Marigot
The price is HK$1,115
HK$1,324 total
includes taxes & fees
9 Jan - 10 Jan 2026
Charming studio with splendid Caribbean Sea view & pool/beach access
Exterior
FLAMINGO BEACH

FLAMINGO BEACH

FLAMINGO BEACH
3.5 star property
Pelican Key
The price is HK$1,820
HK$3,749 total
includes taxes & fees
17 Jan - 18 Jan 2026
FLAMINGO BEACH
Beach nearby, white sand, sun-loungers, beach umbrellas
Simpson Bay Suites

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
6.8 out of 10, (125)
"No issues. Staff were very welcoming and accommodating. Was a pleasant stay. "
United States
Sharmain
The price is HK$1,314
HK$1,472 total
includes taxes & fees
7 Jan - 8 Jan 2026
Simpson Bay Suites
Living area
Mullet Bay Suites: Your Luxury Stay Awaits

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, (114)
"Fantastic place to stay. Clean, great views, excellent amenities"
Canada
Oleksii
The price is HK$2,341
HK$3,301 total
includes taxes & fees
9 Jan - 10 Jan 2026
Mullet Bay Suites: Your Luxury Stay Awaits
Outdoor dining
Studio Charma Soualiga à Orient Bay

Studio Charma Soualiga à Orient Bay

Studio Charma Soualiga à Orient Bay
Collectivité de Saint-Martin
10.0 out of 10, Exceptional, (3)
"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 HK$780
HK$1,406 total
includes taxes & fees
24 Jan - 25 Jan 2026
Studio Charma Soualiga à Orient Bay
On the beach, sun-loungers, beach umbrellas, beach towels
Hilton Vacation Club Royal Palm St. Maarten

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, (1164)
"One of my favorite places to stay."
United States
Carlos
The price is HK$2,980
HK$3,333 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hilton Vacation Club Royal Palm St. Maarten
Terrace/patio
Fully equipped apartment, ideal for remote work, 50 steps from the ocean.

Fully equipped apartment, ideal for remote work, 50 steps from the ocean.

Fully equipped apartment, ideal for remote work, 50 steps from the ocean.
Grand-Case
10.0 out of 10, Exceptional, (2)
"Pierre’s place is clean, comfortable, quiet, perfectly located, and fully/thoughtfully equipped with all the amenities. He’s a caring and responsive yet unobtrusive host. Loved having a large, full-size refrigerator/freezer, grill, laundry machine & effective AC unit. Fast internet, local phone line, and smart tv w Netflix all great. Can’t wait to return & stay here again! "
United States
Mary Frances
The price is HK$763
HK$1,143 total
includes taxes & fees
12 Jan - 13 Jan 2026
Fully equipped apartment, ideal for remote work, 50 steps from the ocean.
Property grounds
Happy Residence - Orient Beach 09

Happy Residence - Orient Beach 09

Happy Residence - Orient Beach 09
Collectivité de Saint-Martin
9.6 out of 10, Exceptional, (5)
"The property was very nice. A few improvements like more bath towel's and beach towels would be nice."
United States
Joseph
The price is HK$1,193
HK$1,826 total
includes taxes & fees
27 Dec - 28 Dec
Happy Residence - Orient Beach 09
On the beach, beach towels
Perle des Sables -Condo with pool + private beach in Marigot

Perle des Sables -Condo with pool + private beach in Marigot

Perle des Sables -Condo with pool + private beach in Marigot
Marigot
The price is HK$1,002
HK$1,461 total
includes taxes & fees
11 Jan - 12 Jan 2026
Perle des Sables -Condo with pool + private beach in Marigot
Outdoor pool
Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
Dawn Beach Club Resort Sint Maarten
Living area
Quiet cozy flat in the centre of the island.

Quiet cozy flat in the centre of the island.

Quiet cozy flat in the centre of the island.
Weymouth Hill, Sint Maarten
8.0 out of 10, Very good, (1)
The price is HK$1,244
HK$1,688 total
includes taxes & fees
31 Dec - 1 Jan 2026
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oyster Pond Hotel Reviews

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

10/10 Excellent
"Pools were fun swim up bar and activities were entertaining. Very nice relaxing resort with everything you need!"
Andrea 7-night trip
Posted 3 days ago
Sonesta Ocean Point All Inclusive, Adults Only Resort

Find out more about Oyster Pond

Search for holiday rentals in Oyster Pond on Expedia! You can easily find your home rentals, villas, holiday apartments in Oyster Pond using one of the methods below:

  • View our selection of featured holiday rentals in Oyster Pond
  • Use the map to find apartments and other holiday homes in the Oyster Pond neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oyster Pond while they last

Look no further and take a look at our great range of rental properties in Oyster Pond!

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?

Novels Villa is a family-friendly home with the Caribbean Sea as your backyard.: This holiday home rental outside of Oyster Pond is located on the beach, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Oyster Pond?

Expedia has 13 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 Coconut Grove 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.