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

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Oyster Pond holiday rentals

Outdoor pool

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
The price is ฿21,164
฿25,397 total
includes taxes & fees
23 Jul - 24 Jul
Dawn Beach Club Resort Sint Maarten
Beach

Singh Luxury Apartments With sea View, Apt.1

Singh Luxury Apartments With sea View, Apt.1
3.0 star property
Oyster Pond
The price is ฿10,862
฿13,928 total
includes taxes & fees
22 Jul - 23 Jul
Singh Luxury Apartments With sea View, Apt.1
Beach

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)
The price is ฿23,890
฿27,607 total
includes taxes & fees
29 Jul - 30 Jul
Singh Luxury Apartments With sea View, Apt.3
Exterior

Singh Luxury Apartments With sea View, Apt.2

Singh Luxury Apartments With sea View, Apt.2
3.5 star property
Oyster Pond
The price is ฿10,862
฿13,928 total
includes taxes & fees
22 Jul - 23 Jul
Singh Luxury Apartments With sea View, Apt.2
Deluxe Double Room | Down duvets, free WiFi, bed sheets

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (249 reviews)
"Great stay"
United States
Drunisha
The price is ฿3,119
฿3,275 total
includes taxes & fees
24 Jul - 25 Jul
July Apartments
Comfort Room, 1 King Bed, Non Smoking, Ocean View | Iron/ironing board, WiFi

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (69 reviews)
"All in all it was a great experience. Close to the beach. Clean environment. Kind staff"
United States
James
The price is ฿2,874
฿3,448 total
includes taxes & fees
30 Jul - 31 Jul
MIDTOWN MOTEL SXM
On the beach, sun-loungers, beach umbrellas, beach towels

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, (1,254 reviews)
"Rooms were clean and staff were great"
United States
Rosaida
The price is ฿6,701
฿7,920 total
includes taxes & fees
16 Aug - 17 Aug
Hilton Vacation Club Royal Palm St. Maarten
Deluxe Apartment, Courtyard View | Blackout curtains, free WiFi

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is ฿5,145
฿7,855 total
includes taxes & fees
26 Jul - 27 Jul
Philips Scott House Calinago
Terrace/patio

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (160 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
The price is ฿4,088
฿4,578 total
includes taxes & fees
22 Jul - 23 Jul
Simpson Bay Suites
Amazing Top Floor Apartment | Balcony

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (159 reviews)
"Comfortable room and ac was a welcome after a hot day."
United States
Maria
The price is ฿5,699
฿9,574 total
includes taxes & fees
22 Jul - 23 Jul
The Hills Residence
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 Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"Everything and Everyone."
Nelson 7-night trip
Posted 2 hours ago
The Villas at Simpson Bay 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
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  • 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

Can I find a holiday rental 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. 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 cafés while you're in the area.

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

Philips Scott House Calinago: This holiday home rental outside of Oyster Pond is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience.

How many holiday rentals are there in Oyster Pond?

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

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 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 amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for small groups.