
Oyster Pond Rentals

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VRBO
3 BR Unit, Steps from the beach and huge pool on property
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Top floor unit on Dawn Beach, huge resort style infinity pool with swim up bar. Beautiful view of ocean, sunrises, and S ...
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Expedia
Welcome to the tropics!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Located in Oyster Pond, this welcoming apartment lets you experience it all. Oyster Bay Marina is an easy 10-minute w ...
Click For PricingExpedia
- From $204 per night (USD)
VRBO
Romantic Cozy Villa in St. Maarten
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Félicité at Ocean View Terrace is truly a unique place. The property has been recently renovated and offers amazing view ...
From $204 per night (USD)VRBO
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Expedia
Luxurious Condo - 6\/8 Spa & Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Since the storm that devastated this property several years ago, we have not yet been back because of COVID. This proper ...
Click For PricingExpedia
- From $710 per night (USD)
VRBO
Fun Caribbean Sun
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This is a paradisiac place in which you can get the best out of it private beach, you don't even need to leave the prope ...
From $710 per night (USD)VRBO
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Expedia
SWEETY COTTAGE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p>Close to the ocean, this welcoming cottage brings it all within reach. Oyster Bay Marina is just steps away and Coral ...
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VRBO
Spacious, newly renovated 3-bedroom condo at gorgeous Dawn Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful, modern accommodations with spacious bedrooms, full kitchen with full-sized appliances including dishwasher, l ...
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Expedia
LUXURY FAMILY BEACHFRONT CONDO - 3 bdrms, 2 bath, full kitchen, AC, cable TV
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
1 winter week available in February or March 2022 at this magnificent condo complex on the beach at Oyster Pond, St Mart ...
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- From $800 per night (USD)
VRBO
Beach Front View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
At this Villa you will have ocean view, beach front view and also walk step beach. The Villa is a 3 Bedroom, 2 Bathroom ...
From $800 per night (USD)VRBO
- From $707 per night (USD)
Expedia
Exquisite Coral Beach Club Villa - With Views from Each Bedroom
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the service and amenities of a 5-star hotel in a private, modern and bright 3-bedroom villa situated in the luxuri ...
From $707 per night (USD)Expedia
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VRBO
Exclusive 5 Star Luxury Villa at Westin Hotel Dawn Beach Club Resort & Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Set on a white sand beach, this upscale resort dotted with palm trees is 9 km from the historic Fort Amsterdam and 14 km ...
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- From $1095 per night (USD)
Expedia
Villa Mila: The Pearl of Sint Maarten - #1 Rated villa in Oyster Bay
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Experience refined luxury at the newly transformed Villa Mila Estate – an avant-garde masterpiece with 5 lavish beds and ...
From $1095 per night (USD)Expedia
- From $1291 per night (USD)
VRBO
Luxury Luxury Luxury Villa living right on the beach ...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
A completely new 2500 sq. ft. Villa with 2 levels, 3 bedrooms, 3 baths, and 2 common rooms for rent 7-day rental to incl ...
From $1291 per night (USD)VRBO
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Expedia
Beautiful location, steps away from St. Maarten's Dawn Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Each three-bedroom residence is appointed for luxury and comfort. Amenities include flat-screen TVs, spacious dining are ...
Click For PricingExpedia
- From $418 per night (USD)
VRBO
Spacious 3 bedroom villa with pool in Red Pond
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 6
You will love Star Villa in Red Pond, Sint Maarten. Overlooking the Caribbean Sea, this spacious villa with private pool ...
From $418 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Charming OCEANE studio T1 in guest house with sea view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>A short distance from sailing, scuba diving, and more, this welcoming guesthouse lets you experience it all. Coralita ...
From $173 per night (USD)Expedia
- From $287 per night (USD)
VRBO
QUIET VILLA; MAGNIFICENT SEA AND MARINA VIEWS; PRIVATE POOL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
villa in private residence, secure. Overlooking a magnificent view of the marina and sea. It is fully equipped, comfort ...
From $287 per night (USD)VRBO
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Expedia
Feb 22,2025 Beach front Deal,3-bedroom apartment in delightful Dawn Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this wonderful ground level Beach front apartment in picturesque Dawn Beach , 30 second walk to the beach or ...
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- From $799 per night (USD)
VRBO
Luxury beachfront 3-bdrm in Dawn Beach-with all JW Marriott amenities!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your getaway awaits in Oyster Bay at The Dawn Beach Club at JW Marriott! We fell in love with this part of the island w ...
From $799 per night (USD)VRBO
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Expedia
Beautiful waterfront 3 bedroom condo with beach and pool amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Dawn Beach club is on the quieter side of the island, with beautiful views everywhere! You will feel safe traveling arou ...
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VRBO
Dutch side of Saint Marteen (St. Martin), Beautiful condo. Sleeps 8. BD3. BT 2\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful Ocean view condo. 3 bedrooms and 2 bathrooms. Balcony. Full kitchen. Full laundry room. TV. WIFI, Cleaning eve ...
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- From $97 per night (USD)
Expedia
Seemingly unobstructed sea and marina view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Close to the bay, this pet-friendly apartment brings it all within reach. There's convenient onsite parking, so you c ...
From $97 per night (USD)Expedia
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VRBO
Amazing 5 Bedroom Villa overlooking Oyster Pond on St. Maarten!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 100
Newly renovated Villa Mila is the perfect 5 bedroom, 5 bathroom estate nestled in the hillside in Oyster Pond overlookin ...
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- From $99 per night (USD)
Expedia
Logement de charme Saint-Martin - OYSTER POND
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p>Located in Oyster Pond, this 1-bedroom, 1-bathroom vacation home lets you experience it all. Fans of nature and the o ...
From $99 per night (USD)Expedia
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VRBO
Dawn Beach Club family-friendly 3 bdrm beach condo, sleeps 8 - Thanksgiving week
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Available November 22-29, 2025 [also available for another week period from Sat. to Sat. prior to Thanksgiving week, mus ...
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- From $98 per night (USD)
VRBO
Oyster Bay Beach Resort, studio unit, Saturday check-in
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This offer is for a 7 Night Stay only from Saturday to Saturday. All other requests cannot be accommodated. Suspended ...
From $98 per night (USD)VRBO
- From $399 per night (USD)
VRBO
LOVE THIS ONE!!! 3BR Oceanfront Luxury Condo Dawn Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy this luxuriously appointed 3 bedroom apartment, featuring Westin's Heavenly Bed and Heavenly Bath. With a sofa bed ...
From $399 per night (USD)VRBO
- From $731 per night (USD)
Expedia
Sky Blue (2\/5 Rooms) Luxury villa
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
*** Only 2 out of 5 bedrooms and 3 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...
From $731 per night (USD)Expedia
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VRBO
Lovely Villa in St. Martin just a walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful Villa in St. Martin. Everything you need for you and your family to enjoy the vacation of a lifetime. Just a ...
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- From $1265 per night (USD)
Expedia
Villa Bel Amour, luxury and awesome sea view, heated pool, up to 9 BDR
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 22
Villa Bel Amour is a brand new 9 BDR luxury villa located in the exclusive Tamarind Hill gated community, embracing the ...
From $1265 per night (USD)Expedia
- From $405 per night (USD)
VRBO
OCEANFRONT PROPERTY, BUILDING A - TWO BALCONIES - NEXT TO JW MARRIOTT DAWN BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful 3 Bedroom, 2 Bath condo is available in Dawn Beach Club, an oceanfront beach resort on the gorgeous Dawn Beach ...
From $405 per night (USD)VRBO
- From $473 per night (USD)
Expedia
Lighthouse 3C in Oyster Bay by Personal Villas - Ideal for Couples and Families
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: CONDO LIGHTHOUSE Unit 3C 2BR, St. Maarten BRAND NEW PROPERTY - Escape to your home in Paradise…The property i ...
From $473 per night (USD)Expedia
- From $979 per night (USD)
VRBO
Five Minutes More, Oyster Pond by Personal Villas - Dazzling Ocean Views
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $979 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Arcadia, Oyster Pond Hillside by Personal Villas - Relaxing Experience
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $400 per night (USD)Expedia
- From $580 per night (USD)
VRBO
Arcadia, Oyster Pond Hillside by Personal Villas - Relaxing Experience
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $580 per night (USD)VRBO
- From $594 per night (USD)
Expedia
Bell'Mare, Dawn Beach Estates by Personal Villas - Unparalleled Sea Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: PROMO! Valid on all NEW BOOKINGS ONLY - Every 7th night free for summer/fall - Not valid during Christmas/New Y ...
From $594 per night (USD)Expedia
- From $464 per night (USD)
VRBO
Arcadia, Oyster Pond Hillside by Personal Villas - Relaxing Experience
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $464 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Twin Palms in Dawn Beach by Personal Villas - Endless Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: PROMO! * Valid on all NEW BOOKINGS ONLY - 10% Discount for 5 nights or more - Winter/Spring - Every 7th night f ...
From $417 per night (USD)Expedia
- From $782 per night (USD)
VRBO
Sky Blue, Dawn Beach Estates by Personal Villas - Caribbean Lifestyle
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: PROMO! Valid on all NEW BOOKINGS ONLY - Every 7th Night is free from January 7 - December 15 - Not valid during ...
From $782 per night (USD)VRBO
- From $698 per night (USD)
Expedia
Sky Blue, Dawn Beach Estates by Personal Villas - Caribbean Lifestyle
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: PROMO! Valid on all NEW BOOKINGS ONLY - Every 7th Night is free from January 7 - December 15 - Not valid during ...
From $698 per night (USD)Expedia
- From $497 per night (USD)
VRBO
Twin Palms in Dawn Beach by Personal Villas - Endless Ocean Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: PROMO! * Valid on all NEW BOOKINGS ONLY - 10% Discount for 5 nights or more - Winter/Spring - Every 7th night f ...
From $497 per night (USD)VRBO
- From $902 per night (USD)
Expedia
Sky Blue, Dawn Beach Estates by Personal Villas - Caribbean Lifestyle
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: PROMO! Valid on all NEW BOOKINGS ONLY - Every 7th Night is free from January 7 - December 15 - Not valid during ...
From $902 per night (USD)Expedia
- From $1390 per night (USD)
VRBO
Paradiso in Oyster Pond by Personal Villas - Enjoy Wonderful Views
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $1390 per night (USD)VRBO
- From $1277 per night (USD)
Expedia
Paradiso in Oyster Pond by Personal Villas - Enjoy Wonderful Views
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $1277 per night (USD)Expedia
- From $1165 per night (USD)
VRBO
Paradiso in Oyster Pond by Personal Villas - Enjoy Wonderful Views
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $1165 per night (USD)VRBO
- From $464 per night (USD)
Expedia
Coralita in Oyster Pond by Personal Villas - Waterfront Scenery
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: PROMO! Valid on all NEW BOOKINGS ONLY - 15% Discount on bookings of 7 nights or more - Winter/Spring Season - ...
From $464 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Coralita in Oyster Pond by Personal Villas - Waterfront Scenery
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: PROMO! Valid on all NEW BOOKINGS ONLY - 15% Discount on bookings of 7 nights or more - Winter/Spring Season - ...
From $380 per night (USD)VRBO
- From $478 per night (USD)
Expedia
Bell'Mare, Dawn Beach Estates by Personal Villas - Unparalleled Sea Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: PROMO! Valid on all NEW BOOKINGS ONLY - Every 7th night free for summer/fall - Not valid during Christmas/New Y ...
From $478 per night (USD)Expedia
- From $549 per night (USD)
VRBO
Alizea, Oyster Pond by Personal Villas - Relaxing, Amazing Amenities
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $549 per night (USD)VRBO
- From $441 per night (USD)
Expedia
Beach House Younes, Dawn Beach by Personal Villas - Grand Holiday Escape
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: PROMO! Valid on all NEW BOOKINGS ONLY - 10% Discount on bookings of 7 nights or more - Winter/Spring - Every 7t ...
From $441 per night (USD)Expedia
- From $549 per night (USD)
VRBO
Coralita in Oyster Pond by Personal Villas - Waterfront Scenery
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: PROMO! Valid on all NEW BOOKINGS ONLY - 15% Discount on bookings of 7 nights or more - Winter/Spring Season - ...
From $549 per night (USD)VRBO
- From $738 per night (USD)
Expedia
Dawn Beach in Philipsburg by Personal Villas - Overlooking the Picturesque Ocean
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: ** Please drop us a message before booking the property as we need to check availability for all requests at th ...
From $738 per night (USD)Expedia
- From $256 per night (USD)
VRBO
Hope Villa in Oyster Bay by Personal Villas - A Captivating Island
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: PROMO! Thursday / Thursday travel: 20% discount for travelers that fly with Sunwing and West Air flights from ...
From $256 per night (USD)VRBO
- From $983 per night (USD)
Expedia
Sky Blue, Dawn Beach Estates by Personal Villas - Caribbean Lifestyle
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: PROMO! Valid on all NEW BOOKINGS ONLY - Every 7th Night is free from January 7 - December 15 - Not valid during ...
From $983 per night (USD)Expedia
- From $491 per night (USD)
VRBO
Dawn Beach Resort \/JW Marriott \nBeachfront Property. 3BDr, 2BTH, Relax & Unwind
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax with the whole family at this peaceful place to stay. Dawn Beach Club 3BR sleeps 8 with beach front dining. It pro ...
From $491 per night (USD)VRBO
- From $528 per night (USD)
Expedia
Beach House Younes, Dawn Beach by Personal Villas - Grand Holiday Escape
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: PROMO! Valid on all NEW BOOKINGS ONLY - 10% discount on bookings of 7 nights or more - Winter/Spring - Every 7t ...
From $528 per night (USD)Expedia
- From $1132 per night (USD)
VRBO
LOBLOLLY DREAMS, Gorgeous views on Caribbean sea and Saint Barth
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Villa LOBLOLLY DREAMS is an exclusive property, the perfect place for a luxurious, high-end stay with family or friends. ...
From $1132 per night (USD)VRBO
- From $791 per night (USD)
Expedia
Rare ! Appartement de Luxe en Bord de mer Avec Accès Direct à la Plage ......
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
<p>Located in Oyster Pond, this welcoming apartment lets you experience it all. There's convenient onsite parking, so yo ...
From $791 per night (USD)Expedia
- From $560 per night (USD)
VRBO
Beach House Younes Luxury villa
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
The Beach House Younes is truly one of a kind. A very special place. Its location is perfect being directly on the ocean ...
From $560 per night (USD)VRBO
- From $722 per night (USD)
Expedia
Dawn Beach (5\/6 Rooms)
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
*** Only 5 out of 6 bedrooms and 5 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...
From $722 per night (USD)Expedia
- From $770 per night (USD)
VRBO
Dawn Beach Luxury villa
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 13
This wonderful six-bedroom, six-bath villa overlooks beautiful Dawn Beach on the island of Sint Maarten. The villa is a ...
From $770 per night (USD)VRBO
- From $641 per night (USD)
Expedia
Dawn Beach (4\/6 Rooms)
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
*** Only 4 out of 6 bedrooms and 4 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...
From $641 per night (USD)Expedia
- From $580 per night (USD)
VRBO
Villa Coralita Luxury villa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Coralita is situated right in the exclusive French Oyster Pond. This waterfront villa offers maximum privacy, and ...
From $580 per night (USD)VRBO
- From $626 per night (USD)
Expedia
Bell'Mare Luxury villa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bell'Mare is Italian for the beautiful sea and that will be your view from this wonderful three-bedroom, three-bath beac ...
From $626 per night (USD)Expedia
- From $545 per night (USD)
VRBO
Lighthouse 3C is a home in paradise at Oyster Bay SXM | Island Properties
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This condo can also be rented as a 1 or 2 bedroom with different rates. Please inquiry for more details. Escape to your ...
From $545 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Maison Colibri, quiet pool and sea view
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
* Small sea view * Direct access to the swimming pool of the residence * 100Mbps Wi-Fi * Very quiet Oyster Pond distr ...
From $196 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Spacious 180 m2 apartment, sea view, 6-8p.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
<p>Located in Oyster Pond, this 3-bedroom, 3-bathroom apartment lets you experience it all. Fans of nature and the outdo ...
From $395 per night (USD)VRBO
- From $625 per night (USD)
Expedia
Tropical Oasis in St. Martin 5 min to beach! Huge private pool+panoramic views!!
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Victoria: -Caribbean style villa -Oyster Pond Hillside (gated) -Panoramic views of ocean+mountainous landscapes+Or ...
From $625 per night (USD)Expedia