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

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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 villas

A narrow outdoor corridor with a wooden pergola, white railings, and a tiled floor.

1. To complete

To complete
Grand Case
The price is CA $77
CA $85 total
includes taxes & fees
Oct 27 - Oct 28
To complete
A rooftop terrace with a pool, lounge chairs, and a table with a drink.

2. Avenue du lagon

Avenue du lagon
Oyster Pond
The price is CA $2,031
CA $2,742 total
includes taxes & fees
Oct 29 - Oct 30
Avenue du lagon
A narrow outdoor corridor with a wooden pergola, white railings, and a tiled floor.

3. Happy House in Grand Case Beach 1

Happy House in Grand Case Beach 1
Grand Case
The price is CA $86
CA $94 total
includes taxes & fees
Nov 2 - Nov 3
Happy House in Grand Case Beach 1
A wooden table with glass jars and a lantern, overlooking a pool and lush greenery.

4. VILLA 47 SXM - ORIENT BAY - BEACH ACCESS 🌸🌴🐚

VILLA 47 SXM - ORIENT BAY - BEACH ACCESS 🌸🌴🐚
Orient Bay
9.8 out of 10, Exceptional, (10 reviews)
"Excellent property - Sarah and Fred are a pleasure to deal with. Highly recommended and amazing location. "
United States
Maximilian
VILLA 47 SXM - ORIENT BAY - BEACH ACCESS 🌸🌴🐚
An infinity pool with a clear view of the sea, a wooden table with food and drinks, and a lounge area with a view.

5. Luxury 4BR Villa w/ Private Pool & Ocean Views

Luxury 4BR Villa w/ Private Pool & Ocean Views
Indigo Bay
10.0 out of 10, Exceptional, (1 review)
"This property has a breathtaking view and is in the perfect location—close to stores and just minutes from the beaches.Fritz, the host, was amazing! The island had just gone through a major storm the day before we arrived, and despite the circumstances, Fritz was always available and ready to help with anything we needed. He even offered us an extra day to make up for any inconvenience, which was so thoughtful and appreciated.I would absolutely stay here again and would highly recommend this...
United States
Ms Light T.
The price is CA $811
CA $1,814 total
includes taxes & fees
Oct 26 - Oct 27
Luxury 4BR Villa w/ Private Pool & Ocean Views
A covered balcony with wicker furniture and a view of the sea and hills.

6. Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Indigo Bay
10.0 out of 10, Exceptional, (1 review)
"Our stay at Villa Solandra was nothing short of amazing. The check in process was seamless, the communication with the host was always smooth and timely, the villa itself was beautiful. It was clean, great location, and the view is insane. This place was part of the reason we had such a memorable time in St. Maarten. "
United States
Olivia G.
The price is CA $583
CA $1,224 total
includes taxes & fees
Oct 27 - Oct 28
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
A beachfront hotel with clear waters, a red-roofed building, and a hillside backdrop.

7. Happy Kayak in Grand Case Beach 2

Happy Kayak in Grand Case Beach 2
Grand Case
The price is CA $79
CA $86 total
includes taxes & fees
Oct 27 - Oct 28
Happy Kayak in Grand Case Beach 2
A wooden deck with a hot tub, lounge chairs, and a gazebo overlooking a pool and ocean.

8. Whispers of the Caribbean: Villa Azur’s Private Pool, Jacuzzi & Timeless Luxury

Whispers of the Caribbean: Villa Azur’s Private Pool, Jacuzzi & Timeless Luxury
Collectivité de Saint-Martin
9.6 out of 10, Exceptional, (73 reviews)
"We had such a great stay here! The property is beautiful and close to plenty of restaurants and beaches. You do need a car. We would absolutely stay here again! "
United States
Melanie C.
The price is CA $778
CA $1,243 total
includes taxes & fees
Oct 29 - Oct 30
Whispers of the Caribbean: Villa Azur’s Private Pool, Jacuzzi & Timeless Luxury
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

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"Had a great time here,, the staff was amazing,, can’t wait to come back!!"
Ryshunda Joi 4-night trip
Posted less than an hour ago
Simpson Bay Resort, Marina & Spa

Find out more about Oyster Pond

Oyster Pond Villas information

Number of reviews
85
Accommodation
790 Villas
Lowest Price
CA $85
Highest Price
CA $2,742

Frequently asked questions

How much do villas in Oyster Pond cost?
You'll pay between CA $85 and CA $2,742 per night for villas in Oyster Pond. No matter your budget, an epic escape is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best villas in Oyster Pond?
Take your pick of multiple villas in Oyster Pond with a total average guest review rating of 9.9. Villa Bianca is highly recommended by travellers. This 4.5-star property has a barbecue grill and an ocean view. Villa Amaryllis is another popular option. It has a 4-star rating and conveniences such as a barbecue grill and a swimming pool.
How many villas are there in Oyster Pond?
Lock in your vacation dates and then choose from 790 villas in Oyster Pond. For a family vacation, a romantic break or anything in between, Expedia can help you find your ideal stay in just a few clicks.
What are the best cheap villas in Oyster Pond?
Villas start at only CA $85 per night, so your Oyster Pond vacation doesn't have to stretch your finances! La Brise By Redawning is a wallet-friendly option that offers lots of amenities, including a swimming pool and a barbecue grill. Summerwinds 3 Bedrooms 3. 5 Bathrooms Villa is another cheap stay in this destination. Amenities here include a swimming pool and a barbecue grill. Taking advantage of free attractions in Oyster Pond will stretch your travel budget even further. Maho Beach and Orient Bay Beach are tourist favourites. With the money you save, you can keep on sightseeing! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly villas in Oyster Pond?
Put your feet up at Villa Bianca, a 4.5-star option just a quick drive from downtown. Conveniences here include WiFi and a barbecue grill. Another family-friendly escape is Villa Amaryllis. WiFi and a barbecue grill help make this 4-star stay a traveller favourite. Once you've checked in and unpacked your suitcase, there are tons of family-friendly attractions to visit around Oyster Pond. Maho Beach and Orient Bay Beach are two popular options.
Are there any 5-star villas in Oyster Pond?
Oyster Pond unfortunately doesn't have any 5-star villas — but you can still enjoy a stylish getaway! Why not try Villa Amaryllis? Located around 10 kilometres from downtown, this 4-star escape offers a swimming pool and concierge services. Villa Amaryllis is another great choice just 10 kilometres from central Oyster Pond. Also with a 4-star rating, it comes with amenities such as concierge services and a swimming pool.
Why book your villa in Oyster Pond with Expedia?
We think vacation time should be stress-free, so if you're on the lookout for villas at the right price, Expedia has your back. Save some cash and pick an all-inclusive stay, or splurge on a luxury villa to spoil your sweetheart. Our handy filters make it simple to find a retreat in Oyster Pond that you'll adore.
How can I find cheap villas in Oyster Pond?
Expedia can help you track down cheap villas in Oyster Pond. Use our convenient filter tool to select budget, star rating and amenities to refine your search and find an ideal stay in a couple of quick clicks.
What is there to do near my villa in Oyster Pond?
The most useful travel accessory is a well-planned schedule. Gibb's Bay Beach is a good place to kick-start your adventures in Oyster Pond.