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Compare 721 Villas in Oyster Pond with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (65)
"We enjoyed the villa’s outside ambiance of pool and terrace area for eating and relaxation, while still being close enough to walk to the beach and village. Wonderful restaurants nearby.The interior provided a nice central area for evening chats, while each of the 4 friends had her own bedroom suite.Initially, the owner was so helpful in talking to us on the phone from Florida to direct us to the villa after becoming lost."
Luxurious 4bdr/4 1/2 bath Villa Rental in Orient Bay

Villa Topaze - An Astonishing view on Orient Bay

10.0 out of 10, Exceptional, (92)
"We had a great stay at the villa. The villa is even better than the pictures . The Hosts were very helpful & communicated well. We hope to return soon"
Villa Topaze - An Astonishing view on Orient Bay

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

9.8 out of 10, Exceptional, (59)
"This house has an excellent location on a great beach! We spent more time at this beach than any other because it was easy to walk to the house when you needed something. The beach was not crowded, calm, and beautiful. The water is very clear and the area in front of the house is very sandy and good for swimming. The house has a great set up for bedrooms and bathrooms, each room having it's own bathroom and shower is so nice. It's a spacious house and has everything you need. Our one...
FantaSea beachfront, Survived the hurricane, low low prices take advantage!

House / Villa - Cul-de-Sac

10.0 out of 10, Exceptional, (31)
"Danielle was very attentive and responsive to us! She even sewed a family member’s dress for her when we were going to dinner! She was so nice and welcoming. Anything we needed she was there to assist us. The view was amazing which brings me to the point that the property is on a mountain so be mindful of that. 10/10 it was spacious for the 9 of us and the view was immaculate. "
House / Villa - Cul-de-Sac

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

10.0 out of 10, Exceptional, (97)
"The property was perfect for our family of five, my parents and a sister. Beautiful property!"
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

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

10.0 out of 10, Exceptional, (82)
"This is an amazing villa ! Very clean and very lovely ! The pictures of the add does not do justice ! Much much nicer in person. The view is breathtaking and the staff is wonderful ! I highly recommend anyone to book this villa ! "
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, (124)
"We had an amazing stay at Villa Valhalla! Daphne, the property manager answered all of our questions and created a helpful information package that helped us make the most of our visit. The house and its location are absolutely breathtaking. Our group of 10 people (3 families) couldn’t have asked for a better experience. Even though our flight was delayed, meaning we didn’t arrive until around 8:30 PM, Catherine, the lovely housekeeper, was there waiting at the community security gate to guide...
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

* Holidays Specials* ALMA - DIRECT BEACH ACCESS 4 BR VILLA

10.0 out of 10, Exceptional, (53)
"We loved our stay here. The views are gorgeous and the house was clean and exactly as described. Plenty of room for parking if you have a rental and easy enough to walk to the beach bars by Maho if you don’t feel like driving. Communication with the owner was easy and reliable. Only recommendation I’d have would be to replace/upgrade the pillows as they were all flat and not the most comfortable. Everything else was great! "
* Holidays Specials* ALMA - DIRECT BEACH ACCESS 4 BR VILLA

Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea

9.6 out of 10, Exceptional, (42)
"A large, gated house with three comfortable bedrooms, a small pool and views of the sea.  The house was immaculately clean.  All of the rooms were air conditioned.  The kitchen had a huge gas range and was well stocked with cooking implements, which allowed us to cook most of our own meals.  The owner and property manager were very responsive when we had questions or something needed attention.  We enjoyed our stay.  "
Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea

Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)

10.0 out of 10, Exceptional, (21)
"We had an amazing time at this property! The location is perfect—peaceful and quiet, yet not too far from bustling Phillipsburg. There’s a little grocery store nearby, which made it easy to pick up essentials. You definitely need a car to get around, but the beach is just 10 steps away from the pool, which is so convenient! The beach was pristine with soft, clean sand—ideal for relaxing.Communication with Christoph, the property manager, was excellent. He was incredibly responsive, always ready...
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)

Stunning View of Ocean & Lagoon from Pool, 3 Min Walk to Baie Rouge, Cottage

10.0 out of 10, Exceptional, (66)
"We loved the short walk to the beach. The pool was refreshing and nice sized. Close proximity to great restaurants. All the recommendations by the host were SPOT ON. "
Stunning View of Ocean & Lagoon from Pool, 3 Min Walk to Baie Rouge, Cottage

Villa Acropole Fabulous panoramic view

9.8 out of 10, Exceptional, (50)
"The property was just as described. We enjoyed the large outdoor eating area, the outdoor couches and the pool tremendously. We sat outside every morning with our coffee and every evening with our drinks and were in awe of the amazing view. I can’t say enough about it. The beach was so close, about a 10 minute walk. Our host Johann was very responsive with all our questions. I really hope I have the opportunity to come back and stay here again. Absolutely amazing. Thank you for sharing your...
Villa Acropole Fabulous panoramic view

Shore Pointe Beach stunning modern villa neighbouring 5 star Belmond La Samanna

10.0 out of 10, Exceptional, (6)
"This was a beautiful, clean and stylish villa on the ocean with a lovely atmosphere. We loved the villa and it’s situated next to a small marina with restaurants and a grocery in walking distance. The VIP service was fantastic and they stocked our fridge. The outdoor spaces were dreamy! Everything you would love about a visit to the islands!! "
Shore Pointe Beach stunning modern villa neighbouring 5 star Belmond La Samanna

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

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

10.0 out of 10, Exceptional, (95)
"Super great time. Best location for all activities. Would stay again."
3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!

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

9.8 out of 10, Exceptional, (70)
"Me and my wife enjoyed our honeymoon stay here to relax and enjoy the island. The home is in a perfect area even pay cash for rental via Tami we will be back soon great speaker of you want a vibe at the property with pool and drinks. "
One Hundred Million Dollar Yacht On Land 5 star Villa with backup Generator

Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!

10.0 out of 10, Exceptional, (170)
"Our family spent a wonderful trip at the Jewel with its amazing view of the ocean and St. Barts in the distance. The house had so much space for our family and each bedroom had its own bathroom and balcony for privacy. Ginny was very helpful with suggestions that made planning our trip a breeze and Ursula was always available to help with cooking or cleaning.We felt very safe as the house is in a gated community and far from main roads - highly recommend having a car as it is a drive to get food...
Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!

Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!

10.0 out of 10, Exceptional, (19)
"This property was as advertised. I would definitely recommend to friends & family."
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!

A dream villa for an unforgettable holiday!

10.0 out of 10, Exceptional, (46)
"My wife and I stayed at Villa Matira for one week, and it was our most memorable vacation by far. Of course the island is all sorts of beautiful and wonderful, but the house felt like its own luxury destination. We arrived a few hours later than expected due traffic from a local parade, but our host, Maly, was wonderful and accommodating. She provided us with alternative directions to the home, and even stayed late to greet us. Upon arrival, she gave us a warm welcome, and she showed us...
A dream villa for an unforgettable holiday!
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, (20)
"Beautiful property! Nice staff! "
The price is AED 2,568
AED 3,081 total
includes taxes & fees
14 Apr - 15 Apr
Dawn Beach Club Resort Sint Maarten

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

10.0 out of 10, Exceptional, (82)
"This is an amazing villa ! Very clean and very lovely ! The pictures of the add does not do justice ! Much much nicer in person. The view is breathtaking and the staff is wonderful ! I highly recommend anyone to book this villa ! "
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site

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

10.0 out of 10, Exceptional, (97)
"The property was perfect for our family of five, my parents and a sister. Beautiful property!"
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
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?
You’ll pay between and per night for villas in Oyster Pond. No matter your budget, an epic escape is just clicks away on Expedia. 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?
Oyster Pond has multiple villas with a total average guest review rating of 9.6. Villa Bianca is a popular option with Expedia guests. Visitors staying at this 4.5-star getaway will enjoy amenities such as a barbecue grill and a terrace. Villa Amaryllis is also a sought-after stay. This 4-star villa comes with a swimming pool and a garden, among plenty of other conveniences.
How many villas are there in Oyster Pond?
Lock in your vacation dates and then choose from 721 villas in Oyster Pond. For a family vacation, a romantic break or anything in between, Expedia can help you find your ideal stay in just a few clicks.
Are there any 5-star villas in Oyster Pond?
Although there are no 5-star villas in Oyster Pond, there are 4-star options that will check all your boxes. Located around 8 kilometers from downtown, Villa Bianca offers amenities like a swimming pool and a terrace. Another stylish property is Villa Amaryllis. It’s around 10 kilometers from the center of Oyster Pond and features conveniences such as concierge services and a swimming pool.
Why book your villa in Oyster Pond with Expedia?
We think vacation time should be stress-free, so if you’re on the lookout for villas at the right price, Expedia has your back. Save some cash and pick an all-inclusive stay, or splurge on a luxury villa to spoil your sweetheart. Our handy filters make it simple to find a retreat in Oyster Pond that you’ll adore.
How can I find cheap villas in Oyster Pond?
Expedia can help you track down cheap villas in Oyster Pond. Use our convenient filter tool to select budget, star rating and amenities to refine your search and find an ideal stay in a couple of quick clicks.