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Oyster Pond Rentals

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1,411 Houses

Dawn Beach Club, Very spacious RE-OPENED

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$504

Dawn Beach Club

Oyster Pond condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$642

Dawn Beach Resort, Westin Penthouse for 8 Guests!

Oyster Pond penthouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$559

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

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,120

Apartment Beau Soleil - Oyster Pond

Oyster Pond villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$235

3 bedroom condo at the Westin spa and beach club

Oyster Pond villa

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,568

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

Oyster Pond house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$347

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

$535

Lux apart in westin dawn beach club

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$557

Villa Angelina Amazing Panoramic Views

Oyster Pond villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 2 minutes

Price per night from

$320

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

$372

Dream for 2 or 4 at the Westin St. Martin

Oyster Pond apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$406

Waterfront Condo w/ Pool, St. Martin, Caribbean

Oyster Pond apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$229

HOPE COTTAGE... charming, romantic hideaway w/ breathtaking views!

Oyster Pond villa

1 bedroom / 1 bathroom / sleeps 2

“Beautiful Property with an amazing View!” We had a great stay at Hope Cottage and plan to return again the future. The property is at the top of the hillside overlooking Dawn Beach. With perfect views, an amazing view and the peaceful sounds of waves, this was the ultimate spot for relaxation! The pool was a little on the cool-side, but was refreshing and my favorite way to start each day. We rented an economy-sized car which was adequate, but plan to rent something with a bit more power next time. The road to Hope Cottage is extremely steep. Location was ideal - 15 minutes to either of the main towns and just on the border of the French/Dutch side. Lovely property, amazing view and great location!

Price per night from

$260

3BR 2Bath Gorgeous condo, Fully Equipped

Oyster Pond condo

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$561

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

Oyster Pond house

4 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$400

Oyster Bay Beach Club Condo, Beach Access - St. Martin, Caribbean

Oyster Pond apartment

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$585

L'Agua Villa

Oyster Pond villa

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$686

Spectacular St.Maarten Oceanfront 1 Bedroom Apartment

Oyster Pond apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$366

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

$715

Spectacular St.Maarten Oceanfront Studio Apartment

Oyster Pond studio

Studio / 1 bathroom / sleeps 3

Price per night from

$183

Spacious 3bdr Condo with Breathtaking Views *Great Value

Oyster Pond apartment

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$301

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

Oyster Pond house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$500

Westin Dawn Beach Club St. Maarten

Oyster Pond condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$523

CORALITA...4 BR casual villa in French St Martin on Oyster Pond

Oyster Pond villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$457

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

Oyster Pond condo

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$588

Lighthouse 3C...Featuring beautiful views of the ocean and Dawn Beach

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

$500

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

$387

3 bedroom Caribbean dream Vacation

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$588

Beautiful Modern Beachfront Condo

Oyster Pond condo

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$654

Westin Dawn Beach Resort and Spa. St. Martin

Oyster Pond condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$336

Premier VRBO & Airbnb Villa ★ Very Private, Breathtaking Views & Serene ★

Oyster Pond villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$816

VILLA ALABASTER ~ LITERALLY BEACHFRONT ON DAWN BEACH w private pool

Oyster Pond villa

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 3 minutes

Price per night from

$634

3BR oceanfront villa w/private pool & direct beach access - Bell'Mare - Remax IP

Oyster Pond villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$596

Beach House Gianna ...Affordable hillside villa with expansive views

Oyster Pond villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$393

VILLA SKY BLUE... Luxurious 5BR ocean view villa - fabulous water views

Oyster Pond house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$856

L'AGUA...Fabulous 3 BR contemporary villa with breathtaking views

Oyster Pond villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$565

BEACH HOUSE YOUNES.. Oceanfront 2BR villa just steps from Dawn Beach

Oyster Pond villa

2 bedrooms / 2 bathrooms / sleeps 4

“Wonderful!” The service and check in process was excellent! Gianna is Fabulous! It's private and quiet yet close enough to all stores, restaurants and roadways. The view is magnificent! loved the privacy of the pool..the only thing is it can be quite chilly at night, however we were there mid may which apparently is the chilly, rainy season. However, although it rained, we didn't care as our favorite place to hang out on the Island was in Gianna!

Price per night from

$457

Viewing 38 of 1,411
rentals in Oyster Pond

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Top Destination reviews

Lighthouse 3C...Featuring beautiful views of the ocean and Dawn Beach
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 10 BR 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
Waterfront Condo w/ Pool, St. Martin, Caribbean
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 Condo, Beach Access - St. Martin, Caribbean
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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