Oyster Pond Holiday Rentals

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Holiday Rentals in Oyster Pond

Deluxe Condo, 1 Bedroom, Balcony, Beach View | Terrace/patio
Fourteen at Mullet Bay
3.5 star property
9.6 out of 10, Exceptional, (115)
"Beautiful and peaceful definitely going back"
The price is AU$590
includes taxes & fees
11 June - 12 June
Fourteen at Mullet Bay
Sundeck
Dawn Beach Club Resort Sint Maarten
4.0 star property
8.6 out of 10, Excellent, (14)
"Nice property, but far away from the airport and party area"
The price is AU$1,117
includes taxes & fees
1 June - 2 June
Dawn Beach Club Resort Sint Maarten
Front of property
July Apartments
3.0 star property
9.2 out of 10, Wonderful, (68)
"That you have to park outside the premises of the resort."
The price is AU$134
includes taxes & fees
29 May - 30 May
July Apartments
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Sun-loungers, beach towels
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
10.0 out of 10, Exceptional, (8)
"The house was just as listed and the area was perfect. We enjoyed our stay and would recommend and will return!"
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!
Orchid | View from room
The Horny Toad Guesthouse
3.0 star property
9.4 out of 10, Exceptional, (51)
"Deb & Doug are accommodating and great to talk to to get ideas of things to do. Perfect place to stay!"
The price is AU$332
includes taxes & fees
22 May - 23 May
The Horny Toad Guesthouse
Beach nearby, white sand, sun-loungers, beach umbrellas
Simpson Bay Suites
3.5 star property
6.8 out of 10, (99)
"Good desk staff. Beds did not have a top sheet. Close to beach and restaurants but noisy street in front."
The price is AU$203
includes taxes & fees
29 May - 30 May
Simpson Bay Suites
Outdoor pool, an infinity pool
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
10.0 out of 10, Exceptional, (66)
""We had an incredible stay at Villa Namaste! The property is gorgeous, with every room beautifully appointed. The view from the patio is breathtaking—worth every penny. Sitting in the infinity edge pool, looking out over the bluest Caribbean waters while watching mega yachts sail by, was a highlight of our days. The villa is also conveniently located close to many cool restaurants, some even within walking distance, which was perfect for our evenings out. The staff, particularly Olive and...
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
Pool
Villa Bahia Blue - Four Bedroom Villa, Sleeps 8
10.0 out of 10, Exceptional, (12)
"2 familes each with 2 kids had a great time. Very close to baie rouge. Pool was nice. Hot tub water seemed bad so we didnt use it. Housekeeper and concierge were really nice. Rented a car and drove all over the small island. Would recommend and would stay again"
Villa Bahia Blue - Four Bedroom Villa, Sleeps 8
Beach nearby, white sand, sun-loungers, beach umbrellas
The Hotel Porto Cupecoy
3.5 star property
9.4 out of 10, Exceptional, (30)
"Great and safe property. Big rooms"
The price is AU$806
includes taxes & fees
7 June - 8 June
The Hotel Porto Cupecoy
Exterior
Tradewinds at Simpson Bay
3.5 star property
8.6 out of 10, Excellent, (10)
"The room was spacious and spotless . The staff were attentive and went out of their way to ensure that we were comfortable. Nothing was too much trouble.Will be back excellent stay "
Tradewinds at Simpson Bay
Outdoor pool
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
10.0 out of 10, Exceptional, (67)
"From the moment we walked out of the airport everything was amazing. The resort had transportation waiting for us. There was no real check-in like most resorts, the taxi driver walked us right to our villa and vacation began. On this trip we chose not to rent a car so we hired Claudette Fritz to take us everywhere we wanted to go which was much cheaper than car rental. The house was amazing to say the least. The pool was very well kept and only a couple steps from the beautiful white sand. We...
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Property grounds
Beachfront villa with pool in Cul de Sac
9.8 out of 10, Exceptional, (60)
"We lucked out on selecting this place since we've never been. The french side is the place to stay. The airport, the cruise ships and all the tourist shops are on the dutch side ands its packed all the time. On the french side its beautiful, less touristy an A"
Beachfront villa with pool in Cul de Sac
Beach/ocean view
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
10.0 out of 10, Exceptional, (53)
"This stay was a mixed bag for our group of 4 kids aged 6-15 and 5 adults. Our check in process was not smooth but the owner was apologetic and tried to make it right. And I feel for the owners because I am sure the issues are not so much neglect as not completing repairs after the hurricane. Still, the pictures do not reflect the current state of the home. It feels warn down. Pros The house is spacious with room for a big group. Direct beach access is a great feature. Views from the house and...
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
Beach
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
10.0 out of 10, Exceptional, (24)
"Our family of 5 (2-10yr old boys, 1-14yr old girl) were very pleased with the condo. The location was prime in Simpson Bay. Within walking distance to a few beach bars and walked over to Maho Beach too a few times. The pool was nice (warm) and had plenty of seating, always a few seats available. There are beach chairs, toys on the porch along with a beach umbrella. The kitchen was well equipped and left us not needing anything. Bath linens could use a refresh but was sufficient. The only...
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
Outdoor pool
Oceanfront amazing 2 bedrooms Condo
9.8 out of 10, Exceptional, (48)
"The place was very nice. John was supreme host. Place was very clean and service was wonderful. Wasn’t as quiet as expected. Being so close to the airport had it’s draw backs. But the condo was close to Simpsom Bay, food shopping and a nice beach restaurant. Traveled a few times to Orient Beach, fantastic beach just a little bit of a distance to travel. But overall this place meet our needs. Thank you John for the enjoyment of your Villa."
Oceanfront amazing 2 bedrooms Condo
On the beach, sun-loungers, beach towels
The CLIFF - Luxury Beachfront Resort - Full Amenities --> Spa - Restaurant - etc
10.0 out of 10, Exceptional, (91)
"Host was amazing. Our flight got canceled the morning of. He was very accommodating and understanding. Perfect views. Private beach. Perfect, clear water. Very little shade on beach with stairs. Friendly staff. Would recommend."
The CLIFF - Luxury Beachfront Resort - Full Amenities --> Spa - Restaurant - etc
Property grounds
Beach Front Villa in cupecoy
9.6 out of 10, Exceptional, (42)
"This was an extraordinary rental that allowed us to have a great vacation. The unit is quite large with excellent views of the ocean. The beach is nearly private with very few swimmers. Having our own private pool in the unit was fantastic. I highly recommend the unit."
Beach Front Villa in cupecoy
Beach
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
10.0 out of 10, Exceptional, (65)
"Our stay was amazing ! The ten minute drive from the airport to the well maintained, secured condo complex was easy. The condo is just as pictured, it had everything we needed and more! It is very spacious, clean & comfortable with breathtaking views from the double balconies! The two pools were both fabulous and the private beach access with the spiral staircase was picture perfect. Our host could not have been more accommodating with lots of great information on where to go from beaches,...
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
Outdoor pool
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
10.0 out of 10, Exceptional, (116)
"We stayed at Villa Valhalla with our 3 teenage kids and another family of 4. The house was beautiful, clean, well stocked with stunning views! Plenty of room for us all. It’s located in a safe and quiet neighborhood overlooking Dawn Beach. Everything was as stated from the website, except the kitchen has been updated and looks great. We had excellent communication before and during the trip. We were able to walk to the beach, and had dinner at the new JW Marriott. It was nice to have a close...
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
On the beach, sun-loungers, beach umbrellas, beach towels
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH
10.0 out of 10, Exceptional, (63)
"Great stay, beautiful view"
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH
Don't see what you're looking for?
See all available properties in Oyster Pond
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.

Oyster Pond Holiday Home Travel Info

Number of holiday homes
192
Popular accommodation
Oyster Pond villas
Known landmarks
Grand Case Beach, Pinel Island and Anse Marcel Beach
International airports
Philipsburg (SXM-Princess Juliana Intl.) and Grand Case (SFG-L'Esperance)

Other types of properties in Oyster Pond you may be interested in

Exclusive Cottage, Private Pool, Ocean View (1 or 2 Bedroom for 2 to 4 Guests) | Terrace/patio
Les Balcons d'Oyster Pond
9.4 out of 10, Exceptional, (27)
"Claude is awesome, will give you right advice, and help you book any activities you want."
Les Balcons d'Oyster Pond
Studio, 1 King Bed, Kitchenette, Pool View | Terrace/patio
Colombus Résidence
9.4 out of 10, Exceptional, (84)
"I liked spacious dinning room and huge veranda with beautiful sea and hills view, kitchen, room furnishing, mini-hotel architecture . I would like to have a mosquito net on bedroom window. "
Colombus Résidence
View from property
Sonesta Maho Beach All Inclusive Resort Casino & Spa
4.0 star property
8.0 out of 10, Very good, (1642)
"The property was very clean, all staff very helpful and polite. The food was good , room service clean, conveniently located, the beach clean with azure blue water....I was pleasantly suprise...that it was nicer than I thought for a small resort...."
The price is AU$407
includes taxes & fees
29 May - 30 May
Sonesta Maho Beach All Inclusive Resort Casino & Spa
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.

Everything you need to know about Oyster Pond holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oyster Pond holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oyster Pond holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oyster Pond holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oyster Pond. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oyster Pond holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oyster Pond holiday rentals we have selected for you start as low as AU$134 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oyster Pond rentals

At Expedia, we put the best Oyster Pond holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oyster Pond rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oyster Pond holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oyster Pond. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

White Sands Retreat - Beachside at Beacon Hill: This holiday home rental outside of Oyster Pond is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals will I find in Oyster Pond?

Expedia has 14 holiday rentals for your stay in Oyster Pond.

What’s there to see and do in Oyster Pond?

While you're exploring the area, Coralita Beach and Dawn Beach are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Oyster Bay Marina and Guana Bay 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.

Recent reviews of Oyster Pond properties
Expedia verified reviews

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

5/5 Excellent
"I will go there again "
A verified traveller stayed at Simpson Bay Resort, Marina & Spa
Posted 14 hours ago
Simpson Bay Resort, Marina & Spa