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Compare 598 Villas in Oyster Pond with updated reviews, rates, and availability.

LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site

10.0 out of 10, Exceptional, (81)
"Great property and great location. "
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site

Villa Turquoze, an astonishing view on Orient Baie

10.0 out of 10, Exceptional, (116)
"Our fourth time staying in Villa Turquoze. Property is beautiful and we had a wonderful time!"
Villa Turquoze, an astonishing view on Orient Baie

3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!

10.0 out of 10, Exceptional, (94)
"Bob is one of the best hosts you will come across. The place was fantastic. The deck with the private pool overlooking the ocean was the winner here. A short 5-10 minute walk to Maho. The place reminded me of a cottage. Has a nice rustic feel to it. Bedrooms and bathrooms were clean.kitchen had everything we needed. Plenty of drinking glasses. Beds were comfortable. Bin was a gracious host who met us and checked us in. He was there if we had any questions but was not intrusive. He leaves you...
3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!

Villa Pinel Waterfront property, Sea View Villa, heated swimming pool, beach

10.0 out of 10, Exceptional, (81)
"We loved Villa Pinel, the house and views are stunning. The pictures don't give it justice, Our host was amazing, always available to answer questions and made our stay feel special. If you have the chance to stay here, do it!"
Villa Pinel Waterfront property, Sea View Villa, heated swimming pool, beach

Villa in Orient Bay

9.8 out of 10, Exceptional, (82)
"We enjoyed the privacy and amenities of the home with options for entertainment, beaches and restaurants within minutes."
Villa in Orient Bay

Villa Ocean - Indulge Yourself in Paradise

10.0 out of 10, Exceptional, (18)
"Very comfortable and beautiful rental. Host provided thoughtful supplies and kind and gracious communication. "
Villa Ocean - Indulge Yourself in Paradise

Villa Diamantine - Elegant and spacious

10.0 out of 10, Exceptional, (5)
"This is our 6th VRBO stay on SXM. Even nicer than the pics. All the kitchen stuff we needed. Very private pool. The folks met us in person both arriving and leaving and had basically nothing to do for clean up on our part to check out. "
Villa Diamantine - Elegant and spacious

Luxury Luxury Luxury Villa living right on the beach ...

6.0 out of 10, (2)
"Do NOT believe the listing. The person listing this 5 bedroom beachfront villa stole photos from another owner and owns a one week time share at a 3 Bedroom villa NOT on the water. He accepted my online booking for dates he did not even own and then told me for a “deal” I could rent it for another week (which he had no access to nor does he own the next week as a time share) and I would be all set. Flights were booked and 7 of us arrived to not a beach front villa and he charged me for 6 Nights...
Luxury Luxury Luxury Villa living right on the beach ...

Villa West Indies, awesome sea view, inside Orient Bay resort, private pool

9.6 out of 10, Exceptional, (4)
"Amazing views. Everything as advertised."
Villa West Indies, awesome sea view, inside Orient Bay resort, private pool

DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool

10.0 out of 10, Exceptional, (96)
"Everything was fantastic: the villa, the beaches, the food. Will be an annual event for us. "
DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool

One Hundred Million Dollar Yacht On Land 5 star Villa with backup Generator

9.8 out of 10, Exceptional, (68)
"We loved this house with the sound of the waves and the ocean front view. Pool was great and was a wonderful place to hang out. The house is Close to many things but still feels very private. House was clean and had everything we needed to cook most our meals. "
One Hundred Million Dollar Yacht On Land 5 star Villa with backup Generator

FantaSea beachfront, Survived the hurricane, low low prices take advantage!

9.8 out of 10, Exceptional, (56)
"The place was amazing and had everything we needed. It was very quiet here and was great for relaxing. Our family enjoyed this location very much. "
FantaSea beachfront, Survived the hurricane, low low prices take advantage!

Stunning Beach Front Villa With Infinity Pool

9.4 out of 10, Exceptional, (9)
"Great location and even better views and outdoor space. The beach area is small and not best for swimming but there are some swimmable beach areas just down the beach. We learned all beaches on the island are public so you can use the resort beach areas which also have bars. Small store a short walk down the road with several restaurants. There were some bugs on the back deck area that you couldn’t see until you popped up with bites, so I recommend bringing bug spray. Bugs/mosquitos love me...
Stunning Beach Front Villa With Infinity Pool

Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

10.0 out of 10, Exceptional, (122)
"Beautiful property, the view is amazing. Communication was very good and everyone took great care of the property while we were there. Host left us a wonderful welcome basket full of goodies, Cleaning service excellent, pool service and Pierre was delightful to converse with.We had just a little difficulty finding the address the first time because the GPS says the house number is 33 but in the villa, the number has 45. But that was minor and we had a wonderful time!!!!We were a group of 4...
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

orient bay villa beach house 3 minutes walk from the beach

10.0 out of 10, Exceptional, (40)
"We absolutely loved our stay. Great communication with the hosts. VRBO was very clean and full of ammenties. We loved hanging out by the pool/patio, the open concept was great. Only a 5 minute walk to the beach and plenty of nice restaurants. There were a lot "no-see-ums" bites and the host did provide bug spray and electric fly swatters, but just unavoidable I think. Would highly recommend and 100% stay here again."
orient bay villa beach house 3 minutes walk from the beach

A dream villa for an unforgettable holiday!

10.0 out of 10, Exceptional, (45)
"We absolutely loved Villa Matira. The house was clean, lovely decor, amazing view and great location. It is in a gated community and we felt very safe. Loved Kayaking to Pinel Island. Convenient to Grand Case where we dined several nights as well as Orient Baie. Maly was an attentive property manager. She helped with securing a rental car, restaurant recommendations,and excursions. Fridge was stocked with a few beverages to get us started, beach towels, washer and dryer and adapters for our...
A dream villa for an unforgettable holiday!

BEACHFRONT DESIGN VILLA

9.8 out of 10, Exceptional, (114)
"Great house and fantastic location. The view is amazing, you can see the ocean from most rooms. Happy vibes and the service was awesome!!"
BEACHFRONT DESIGN VILLA

Beach Front Villa in cupecoy

9.4 out of 10, Exceptional, (56)
"Enjoyed our week at the property with a great view. Stacey, the Property Manager provided excellent service. Neighborhood had grocery store and restaurants in walking distance "
Beach Front Villa in cupecoy

Amazing Ocean Front Villa in Pelican Key - Pool and Private Ocean Access

10.0 out of 10, Exceptional, (39)
"We really enjoyed our stay. The house had everything we needed and the outdoor space was really nice. "
Amazing Ocean Front Villa in Pelican Key - Pool and Private Ocean Access

Luxurious 4bdr/4 1/2 bath Villa Rental in Orient Bay

10.0 out of 10, Exceptional, (63)
"We had an amazing stay at this property. It is as beautiful as the pictures and descriptions!! Livid was a wonderful addition to this property keeping everything clean and beautiful!! "
Luxurious 4bdr/4 1/2 bath Villa Rental in Orient Bay
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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Other property types in Oyster Pond

Dawn Beach Club Resort Sint Maarten

4.0 star property
8.8 out of 10, Excellent, (18)
"Beautiful property! Nice staff! "
The price is SAR 2,621
SAR 3,146 total
includes taxes & fees
23 Feb - 24 Feb
Dawn Beach Club Resort Sint Maarten

Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

10.0 out of 10, Exceptional, (94)
"We spent a week with 8 friends in Sint Maarten and stayed at Villa Fantome. The property was better than advertised. It really was a beautiful villa and the views were spectacular. The property manager, Daryl, was a pleasure to work with and the owner even connected us with a private chef to come in and cook for us one evening. It was an experience we won’t forget and I would definitely rent this property again in the future. "
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

10.0 out of 10, Exceptional, (122)
"Beautiful property, the view is amazing. Communication was very good and everyone took great care of the property while we were there. Host left us a wonderful welcome basket full of goodies, Cleaning service excellent, pool service and Pierre was delightful to converse with.We had just a little difficulty finding the address the first time because the GPS says the house number is 33 but in the villa, the number has 45. But that was minor and we had a wonderful time!!!!We were a group of 4...
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
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.

Frequently asked questions

How much do villas in Oyster Pond cost?
Villas in Oyster Pond range between and per night. These stays provide the privacy to enjoy your own space at a price that doesn’t break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best villas in Oyster Pond?
Expedia guests love staying at Villa Bianca. Base yourself at this 4.5-star property which features premium bedding and a terrace. Villa Amaryllis is another highly rated option worth checking out. Put your bags down at this 4-star stay and make the most of amenities like a swimming pool and a barbecue grill. You’ll have your pick of multiple villas in Oyster Pond with a total average guest review rating of 9.6.
How many villas are there in Oyster Pond?
Use up your vacation days and pick from 598 villas in Oyster Pond. For a vacation with the family, a getaway with pals and everything in between, Expedia can help you find the right place in just a few clicks.
Are there any 5-star villas in Oyster Pond?
There are no 5-star villas in Oyster Pond. But you will find some wonderful 4-star accommodations here that’ll suit your needs. Consider booking Villa Bianca, approximately 8 kilometers from downtown. concierge services and a swimming pool are just a couple of the conveniences you’ll enjoy here. Villa Amaryllis is another upscale option including a swimming pool and concierge services. It’s located around 10 kilometers from central Oyster Pond.
Why book your villa in Oyster Pond with Expedia?
Reserving a villa in Oyster Pond is as simple as working out your travel dates and selecting an option that suits your style. Seeking something affordable or luxurious, or a stay that also offers a kitchenette? Use Expedia’s search filters to narrow your results and find your dream fit.
How can I find cheap villas in Oyster Pond?
Expedia can help you locate cheap villas in Oyster Pond. Use our convenient filter tool to select star rating, amenities and budget to refine your search and find the perfect stay in a couple of clicks.