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

Holiday Homes in Oyster Pond

  • 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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Oyster Pond holiday homes

A covered patio with a table and chairs, surrounded by potted plants and overlooking a scenic view of hills and houses.

1. 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
The price is NZ$212
includes taxes & fees
28 Oct - 29 Oct
Lovely room in a nice villa , close to Friars bay and happy bay
A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

2. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is NZ$384
includes taxes & fees
4 Nov - 5 Nov
Philips Scott House Calinago
A spacious living room with a sofa, armchair, and a coffee table. There is a painting on the wall and a window providing a view.

3. 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
The price is NZ$373
includes taxes & fees
6 Nov - 7 Nov
Quiet cozy flat in the centre of the island.
A wooden deck with a dining area, kitchen, and potted plants.

4. To complete

To complete
Cul-de-Sac
10.0 out of 10, Exceptional, (1 review)
"Jamal is very helpful, great communication."
Canada
Abdal M.
The price is NZ$98
includes taxes & fees
7 Nov - 8 Nov
To complete
A compact kitchen with a refrigerator, stove, and microwave. There is a painting on the wall and a ceiling fan.

5. To complete

To complete
Grand Case
The price is NZ$256
includes taxes & fees
24 Nov - 25 Nov
To complete
A covered outdoor area with a pool, chairs, and a table.

6. 1-Bedroom Loft Apartment in Point Blanche

1-Bedroom Loft Apartment in Point Blanche
Point Blanche
The price is NZ$421
includes taxes & fees
28 Oct - 29 Oct
1-Bedroom Loft Apartment in Point Blanche
A coastal town with a marina, clear blue water, and mountains in the background.

7. C303 - Beautiful 1 Bedroom with Terrace

C303 - Beautiful 1 Bedroom with Terrace
Cole Bay
The price is NZ$589
includes taxes & fees
30 Oct - 31 Oct
C303 - Beautiful 1 Bedroom with Terrace
A modern living room with a large sliding glass door leading to a balcony with a scenic mountain view.

8. D442 - Apartment with balcony and lagoon view

D442 - Apartment with balcony and lagoon view
Cole Bay
D442 - Apartment with balcony and lagoon view
A tent-style room with a bed, a wooden chair, a small table with a plant, a sink, and a mirror.

9. To complete

To complete
Cul-de-Sac
The price is NZ$118
includes taxes & fees
28 Oct - 29 Oct
To complete
A wooden deck with a dining area, kitchen, and potted plants.

10. To complete

To complete
Cul-de-Sac
The price is NZ$106
includes taxes & fees
13 Nov - 14 Nov
To complete
A wooden deck with a dining area, kitchen, and potted plants.

11. To complete

To complete
Cul-de-Sac
The price is NZ$106
includes taxes & fees
2 Nov - 3 Nov
To complete
A covered outdoor seating area with a view of the sea, featuring a sofa, chairs, and a table.

12. 3BR Townhouse in Pelican Key w/ Pool & Beach Acess

3BR Townhouse in Pelican Key w/ Pool & Beach Acess
Pelican Key
2.0 out of 10, (1 review)
The price is NZ$1,042
includes taxes & fees
28 Oct - 29 Oct
3BR Townhouse in Pelican Key w/ Pool & Beach Acess
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

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"Everything was amazing. Very organized. Cleaned very nicely. We had a leak in our toilet but maintenance fixed it quickly. Loved the multiple pools. Spa on property is everything. Close to grocery store and piano bar. Restaurants on property. There is a $250 hold for this spot but it was refunded quickly. Will stay again!"
Skylah 5-night trip
Posted 6 hours ago
The Villas at Simpson Bay Resort

Find out more about Oyster Pond

Oyster Pond Holiday Homes information

Number of reviews
1
Accommodation
228 Holiday Homes
Lowest Price
NZ$98
Highest Price
NZ$1,042