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Oyster Pond Rentals

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2,551 Houses

LEONES.... Private love nest high on a hill with outstanding views of the ocean

Oyster Pond villa

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$357

Dawn Beach Club, Very spacious RE-OPENED

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$446

Westin Dawn Beach Club

Oyster Pond condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$496

Dawn Beach Resort, Westin Penthouse for 8 Guests!

Oyster Pond penthouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$494

The ONLY 5-Star on Dutch side: 3BR, 2BA, Full ktch

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$991

Apartment Beau Soleil - Oyster Pond

Oyster Pond villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$208

3 bedroom condo at the Westin spa and beach club

Oyster Pond villa

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,388

Villa Leones- romantic,peaceful and quite getaway with breathtaking oceanviews

Oyster Pond house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$307

Spacious Private Villa, Ocean Views, Concierge

Oyster Pond house

6 bedrooms / 7 bathrooms / sleeps 12

“Wonderful villa with loads of ammenities” We had a wonderful time at this great property. It is spacious and great for multi-generational families. Being on multiple levels everyone can have some privacy yet still congregate in the common area where there is dining and seating for all. Many rentals have only small dining room tables etc. This is not an issue and the kitchen is very well equipped. The deck is large with a beautiful view and the house pool is great for escaping the heat. There are safety measures for those with small children too which is peace of mind. St. Martin is known as the "friendly island" and it lived up to its reputation. It's wonderful that the beaches are public and not hidden behind massive hotels. The local beach Dawn Beach is very nice and great for kids. It's only a short drive to many other wonderful spots as well. I highly recommend a visit!

Price per night from

$496

Lux apart in westin dawn beach club

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$493

Villa Robinson. Breathtaking view!

Oyster Pond villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,135

Villa Angelina Amazing Panoramic Views

Oyster Pond villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 25 minutes

Price per night from

$264

VICTORIA...3 BR affordable St Martin rental villa, panoramic views

Oyster Pond villa

3 bedrooms / 3 bathrooms / sleeps 6

“Villa Victoria! is a Victory!” First time using flipkey--3rd time to St.Martin! We loved this Villa! The kitchen, bathrooms, bedrooms, pool, all very clean and in excellent condition. The views from the villa are stellar! The housegirl, Ivory was great. And it's safe!! We are hoping to go back at the 1st part of 2014! Cheers!

Price per night from

$495

Dream for 2 or 4 at the Westin St. Martin

Oyster Pond apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$360

Spinnaker Condo - Unit 1312 *Oyster Pond*

Oyster Pond apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$229

3BR 2Bath Gorgeous condo, Fully Equipped

Oyster Pond condo

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$496

ARCADIA...Charming hillside 3BR villa... wonderful sea & marina views

Oyster Pond house

4 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$643

Oyster Bay Beach Club - Lighthouse Condo 2B - Newly Renovated - 3 bdrms

Oyster Pond apartment

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$585

PARADIJS...Affordable 3 BR Family Villa With Gorgeous views

Oyster Pond villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$400

Dream Villa SummerWinds

Oyster Pond villa

4 bedrooms / 5 bathrooms / sleeps 11

Price per night from

$495

Dawn Beach Club

Oyster Pond condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$439

ON ISLAND TIME....Get away from it all, very private villa

Oyster Pond villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$858

Oyster Bay Beach Resort

Oyster Pond studio

Studio / 1 bathroom / sleeps 2

Price per night from

$165

L'Agua Villa

Oyster Pond villa

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$607

Spectacular St.Maarten Oceanfront 1 Bedroom Apartment

Oyster Pond apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$324

ESPERANZA... Charming, Very Afffordable Villa w/ Ocean Views & Quality Interior

Oyster Pond house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$575

LA MIRELLA... Fabulous contemporary St Maarten rental villa overlooking Oyster

Oyster Pond house

4 bedrooms / 5 bathrooms / sleeps 8

“Amazing Villa!” 7 of us stayed at this villa. Amazingly clean and the web photos don't do it justice. Re/max did a great job addressing a couple of minor issues. We would definitely stay here again!

Price per night from

$1,286

Spectacular St.Maarten Oceanfront Studio Apartment

Oyster Pond studio

Studio / 1 bathroom / sleeps 3

Price per night from

$162

Spacious 3bdr Condo with Breathtaking Views *Great Value

Oyster Pond apartment

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$266

RISING STAR... 4 BR with breathtaking ocean views, Tamarind Hills Estates

Oyster Pond house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$643

Westin Dawn Beach Club St. Maarten

Oyster Pond condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$463

Spectacular St.Maarten Oceanfront Penthouse Condo Private Pool//Roofdeck, OBBR

Oyster Pond condo

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$521

Lighthouse 3C...IRMA SURVIVOR! featuring beautiful views of the ocean and Dawn B

Oyster Pond farmhouse

3 bedrooms / 3 bathrooms / sleeps 6

“Fabulous” We had a great time. Staff was friendly and very helpful. A fun time was had by my entire family.

Price per night from

$643

Coral Beach Club Condo SeaStar #24 on Dawn Beach/Oyster Bay!

Oyster Pond villa

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$197

BELL'MARE... Endless visions of blue await you at this affordable oceanfront vil

Oyster Pond villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$900

3 bedroom Caribbean dream Vacation

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$521

Beautiful Modern Beachfront Condo

Oyster Pond condo

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$578

Westin Dawn Beach Resort and Spa. St. Martin

Oyster Pond condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$298

Viewing 38 of 2,551
rentals in Oyster Pond

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Top Destination reviews

Lighthouse 3C...IRMA SURVIVOR! featuring beautiful views of the ocean and Dawn B
Everything you could want in a vacation rental

Pros - Extraordinary property, immaculate, well decorated, Opulent, yet comfortable, well equipped high end kitchen. Good workout facility and the private rooftop pool provides a spectacular view. The staff at the Oyster Beach resort are fantastic - extraordinarily friendly. The resort bartender Sheldon brought my daughter fresh mangoes from his backyard and refused our attempts to compensate him. Enrici took great care of our family on the beach. A great place for families. No cruise ship traffic (this is a huge benefit). Cons - I really have to dig to find anything wrong here. First and foremost..you WILL need to rent a car. While only a few miles form Pburg it's off the beaten path (but that's why we like it..) The beach is a 8 minute walk from the room which could be an issue for a family with small children or older or infirm visitors. The property is segregated from the resort by a security gate limiting interaction with the resort guests (this could be a positive, depending on your attitude, or the particular resort guest) . We were there during low season so it was very quiet at night. The area itself doesn't seem to be heavy on nightlife (again - keep in mind we were there in low season. If you're looking to get crazy every night this might not be for you but for families or those looking to relax, walk to great local restaurants and enjoy daytime outdoor activities this would be a great choice.see more
ALIZEE...Comfortable 7 BR Family Villa In Dutch St Maaretn.. Walk To Guana Bay B
I want to come back

I have rented stunning villa Alize 5 times already and each time it has been an enchantment. Beautifully located in Guana Bay area, the view from the terrace (and the swimming pool) is amazing, overlooking the see. It provides 4 extra large master bedrooms, all with en-suite bathrooms and wonderful sea view, two bedrooms fitting 5 beds each for children and teenagers (with en-suite bathrooms) and a last double bedroom (bathroom as well). A very spacious and clear kitchen, a cosy living-room and a large outside dining table . It is perfect for several families and friends, there is plenty of space to enjoy moments together and times resting quietly. There is all the comfort you need: air-conditioning, fitness room, garden gazebo, jacuzzi… The house and garden are beautifully maintained. Tastily furnished, the design gives a modern Caribbean atmosphere that makes you feel peaceful and relaxed. The residence is conveniently located 10 minutes drive from Philipsburg and close to marvellous beaches. If you do not wish to drive, you can walk down to Guana Bay beach and benefit from an immaculate and empty seashore. A drink on the huge deck facing sunset on a warm tropical night is something you’ll never forget. I was so pleased with this rental that I am returning this winter with family and friends.see more
ARCADIA...Charming hillside 3BR villa... wonderful sea & marina views
Peaceful

We stayed last week have a great time with the family. The place was very clean thanks to Mavies. Quiet area, we enjoyed the Westin, big fish for super and all the beaches in the area. The only downside was the pool being a little cold. Beautiful view and everything you need to cook. Loved it! Laurie and familysee more
CASA SUNSHINE... Huge 10BR beach front villa on Guana Bay
Beautiful Home

Stayed here with family and friends. The house is beautiful, but does need a little work around the grounds. We were in the property during the hurricane in Oct 2014. The house did hold up(with some leaks). You do need transportation because it is away from the main areas. Pictures show the real beauty of the house. The beach is full of seaweed. TV's in every bedroom and living room. Cable and Wifi. Cell phone was provided for emergency if needed. We had a wonderful time. We hired a chef and steel drum players. It was a blast. Water pressure was good. Beds were good. Really surprised that more people have not rented this property.see more
Spinnaker Condo - Unit 1312 *Oyster Pond*
Beautiful condo with spectacular views!

What a wonderful vacation! This condo was so beautiful and had everything we needed. The endless pool outside our bedroom door was the best! We spent a lot of time there, watching the boats in the marina. The Ocean and Dawn Beach were behind us & therefore we felt we had the best of both waterfronts. Everything we needed was in walking distance. Five restaurants & bars, a spa (which was amazing), fitness center, convenience store, and gift shop. Activities to keep us busy all day long and entertaining night life to finish off the day! We definitely will be back to this same condo & this was the most wonderful way to celebrate our 35th anniversary! Thank you to SKY Companies Inc. for making this dream become a reality! Dale & Brendasee more
Oyster Bay Beach Club - Lighthouse Condo 2B - Newly Renovated - 3 bdrms
Stunning ocean front condo

Our family of 6 recently stayed at this condo on Dawn Beach. We travel the world and always rent private properties, this condo is one of our best experiences in the last ten years. First, the location of the condo is perfect offering privacy, you can walk to everything you need but you don't feel like you are on a resort. The roof top pool and spa is to die for. Second, the condo is kept in absolute perfect condition! The owner takes great pride in the furnishings. We visited another condo in the building our friends rented for less money and it did not compare this one. Third, the Dawn beach area is wonderful as it is not filled with tourist. The beach is stunning and the nearby restaurants are great! We already booked for next year!see more

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