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Holiday Rentals in Oyster Pond

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Holiday Rentals in Oyster Pond

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!
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
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
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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 !!
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
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
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH
10.0 out of 10, Exceptional, (63)
"A great location, clean with a perfect view!"
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE 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.
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
10.0 out of 10, Exceptional, (64)
"Great location with easy and secure access. The unit is clean and functional with great direct ocean views. Private beach is easily accessible and among my favorite on the Dutch side. I have historically rented “very high end” modern units with granite and marble throughout, high end kitchens, covered ocean from patios and balconies. The cost was thousands and day, and I was shocked that this type of unit was available for a fraction of the cost. The value is outstanding. I highly recommend the...
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
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
Anchor House - Direct Oceanfront - Luxury & Modern Style
10.0 out of 10, Exceptional, (125)
"This property is simply stunning. Very clean. Safe area. Walkable to restaurants, bars, markets and the beach, however we did rent a car. Property manager Stacey was amazing. The pictures are spot on for this property and we are booking again in the coming months! I was a little worried that sometimes you aren’t sure what you are booking but this was amazingly perfect. Can’t wait to go back!"
Anchor House - Direct Oceanfront - Luxury & Modern Style
3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!
10.0 out of 10, Exceptional, (80)
"As advertised. There is a security guard shack steps from the property which is manned 6 pm - 6am."
3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!
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
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
JUST INCREDIBLE BEACHFRONT 260° OCEANVIEW ORIENTBEACH POOL PKG 4 STARS SERVICES
9.8 out of 10, Exceptional, (55)
"Awesome unit situated on a hill overlooking orient bay. Views are unreal. Hosts are the nicest people you could ever ask for. Checked in regularly. Made sure all avenues were covered. No issues no problem. Such a beautiful friendly island. Locals are beyond helpful and nice. Can’t wait to go back."
JUST INCREDIBLE BEACHFRONT 260° OCEANVIEW ORIENTBEACH POOL PKG 4 STARS SERVICES
BEACHFRONT DESIGN VILLA
9.8 out of 10, Exceptional, (111)
"Stacey was great and set up our excursions which were great. House was perfect!"
BEACHFRONT DESIGN VILLA
Fourteen at Mullet Bay
3.5 star property
9.6 out of 10, Exceptional, (113)
"Great. Love it here we will def stay again"
The price is €365
includes taxes & fees
11 Jun - 12 Jun
Fourteen at Mullet Bay
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
Karibuni Boutique Hotel - Adults Only
9.6 out of 10, Exceptional, (16)
"Beautiful view , very peaceful private. Staff very friendly and helpful. "
Karibuni Boutique Hotel - Adults Only
*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
9.6 out of 10, Exceptional, (71)
"Beautiful building, property, and very spacious condo with great views. Highly recommended."
*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
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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.

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

JW Marriott St. Maarten Beach Resort & Spa
5.0 star property
9.2 out of 10, Wonderful, (26)
"Amazing brand new property. Very nice and rooms are beautiful. Easy to get around. The staff was more than helpful and nice. Everyone was friendly and accommodating, I couldn’t recommend it more! Wonderful stay! "
The price is €337
includes taxes & fees
16 May - 17 May
JW Marriott St. Maarten Beach Resort & Spa
Princess Heights Luxury Boutique Condo Hotel
3.5 star property
9.2 out of 10, Wonderful, (778)
"Property very quiet and private atmosphere staff was great easy to get in and out had a great time breakfast was fabulous "
The price is €161
includes taxes & fees
16 May - 17 May
Princess Heights Luxury Boutique Condo Hotel
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 €691
includes taxes & fees
31 May - 1 Jun
Dawn Beach Club Resort Sint Maarten
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, apart-hotels, 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 favorite 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 depends 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 €206 per night. Entering your travel dates in the search wizard you might find 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

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 popular beaches and top-notch restaurants in this destination. Make sure you have time to check out the cafés while you're in the area.

How many holiday rentals are there in Oyster Pond?

Choose from 23 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.

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