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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Oyster Pond vacation rentals

Outdoor pool

1. 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 AED 2,311
AED 2,773 total
includes taxes & fees
27 Sep - 28 Sep
Dawn Beach Club Resort Sint Maarten
Exterior

2. 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 AED 1,186
AED 1,521 total
includes taxes & fees
27 Sep - 28 Sep
Singh Luxury Apartments With sea View, Apt.2
Pool

3. 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
The price is AED 314
AED 477 total
includes taxes & fees
2 Oct - 3 Oct
Lovely Studio Apartment with Pool & Nature Views!
Beach

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)
The price is AED 2,610
AED 3,016 total
includes taxes & fees
27 Sep - 28 Sep
Singh Luxury Apartments With sea View, Apt.3
Beach

5. 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 AED 1,186
AED 1,521 total
includes taxes & fees
27 Sep - 28 Sep
Singh Luxury Apartments With sea View, Apt.1
Deluxe Double Room | Down comforters, WiFi (free), bed sheets

6. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is AED 340
AED 358 total
includes taxes & fees
27 Sep - 28 Sep
July Apartments
1 bedroom, iron/ironing board, WiFi, bed sheets

7. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is AED 441
AED 549 total
includes taxes & fees
27 Sep - 28 Sep
The Castle ᴷ
Room, 1 King Bed, Non Smoking, Ocean View | Iron/ironing board, WiFi

8. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (73 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
The price is AED 241
AED 295 total
includes taxes & fees
30 Sep - 1 Oct
MIDTOWN MOTEL SXM
Dining

9. The Castle f

The Castle f
Downtown Philipsburg
8.0 out of 10, Very good, (1 review)
"After a bit of confusion about checking in, we arrived and after that everything was great. It was a surprise to find the window was onto a corridor, but the air con was good so no need to open a window, and also helped to make the room quiet."
United Kingdom
Pat R.
The price is AED 441
AED 549 total
includes taxes & fees
27 Sep - 28 Sep
The Castle f
1 bedroom, iron/ironing board, WiFi, bed sheets

10. The Castle ᴶ

The Castle ᴶ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
"Host was welcoming and the apartment was very clean and inviting. We will Definitely stay here again when we come back. "
United States
Neil C.
The price is AED 441
AED 549 total
includes taxes & fees
27 Sep - 28 Sep
The Castle ᴶ
Villa | Living area

11. Avenue du lagon

Avenue du lagon
Oyster Pond
The price is AED 5,326
AED 7,192 total
includes taxes & fees
27 Sep - 28 Sep
Avenue du lagon
Interior

12. The Castle ᴴ

The Castle ᴴ
Downtown Philipsburg
8.0 out of 10, Very good, (2 reviews)
"Absolutely great place to stay. Only downside is there is a bird that treats her 2 AM and then a rooster from about 5 AM to 9 AM so make sure you bring your earplugs."
United States
Denise W.
The price is AED 496
AED 609 total
includes taxes & fees
1 Oct - 2 Oct
The Castle ᴴ
Living area

13. The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is AED 441
AED 549 total
includes taxes & fees
27 Sep - 28 Sep
The Castle ᴳ
Outdoor pool

14. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (43 reviews)
"Love love the property was amazing. Will definitely return."
United States
Muneca
The price is AED 1,110
AED 1,641 total
includes taxes & fees
14 Oct - 15 Oct
condostmaarten by the sea -Adults Only-
Terrace/patio

15. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (165 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is AED 446
AED 500 total
includes taxes & fees
27 Sep - 28 Sep
Simpson Bay Suites
Amazing Top Floor Apartment | Balcony

16. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (170 reviews)
"Very good"
United States
Alyssia
The price is AED 622
AED 1,045 total
includes taxes & fees
4 Oct - 5 Oct
The Hills Residence
On the beach, sun loungers, beach umbrellas, beach towels

17. 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, (1,306 reviews)
"Perfect location."
United States
Andre
The price is AED 528
AED 650 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Vacation Club Royal Palm St. Maarten
Terrace/patio

18. Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Sint Maarten
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 13,791
AED 15,592 total
includes taxes & fees
26 Oct - 27 Oct
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
702: Grand Apartment, 1 Queen Bed, Balcony, Sea View | Living area | 55-inch Smart TV with satellite channels, Netflix, Hulu

19. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.6 out of 10, Exceptional, (184 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is AED 940
AED 1,319 total
includes taxes & fees
1 Oct - 2 Oct
Mullet Bay Suites: Your Luxury Stay Awaits
Terrace/patio

20. 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
The price is AED 412
AED 849 total
includes taxes & fees
27 Sep - 28 Sep
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
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

8/10 Good
"The beach bar with mayling the best bartender waitress!!!"
Edward 7-night trip
Posted 1 hour ago
Simpson Bay Resort, Marina & Spa

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 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.