Sint Maarten Rentals

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1,568 Houses

1 Bdrm Condo with Superlative Views of St. Barts

Philipsburg apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Price per night from

$229

THE CLIFF

Cupecoy Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 32 minutes

Price per night from

$344

VistaRoyale - Private pool and breathtaking view

Philipsburg apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Amazing view !!” This is our tenth year staying at VistaRoyale and we don't want to go anywhere else. It has to be one of the most spectacular views on the planet. Every morning you wake up to arriving cruise ships, beautiful rainbows after a morning shower, the brilliant color of the waters in the bay. And your own private infinity pool, veranda and palm tree. New cabinets, appliances and countertop this year really upgraded the kitchen. It is a perfect property to get away, relax, and unwind. The new owners are easy to deal with and very accessible. Can't wait to return!

Responds fast! avg. 1 hour 4 minutes

Price per night from

$258

Cupecoy Beach Club Unit 208 Deluxe Hotel Room

Cupecoy Bay private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$172

Sapphire Ruby Suite - Unforgettable Getaway!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$212

DAWN BEACH CLUB ST. MAARTEN 3 BEDROOM CONDO

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$654

Beautiful beachfront at The Villas On Great Bay

Philipsburg villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

“Super holiday at the Great Bay” Unfortunatly we have left Villa nr 2 past sunday after 12 wonderfull days! After the confirmation of our reservation we have never had a single doubt on this piece of heaven on earth, but it even exceeded all expectations!! Verry happy to stay here once more and already looking forward to that. This place is relaxing but has all comforts of a fully equiped villa on the other hand as well. Both Jim and Gina (on-site managers) do their very best to make the stay as comfortable as possible.

Price per night from

$258

BEACHFRONTBLISS

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$344

TARA... Affordable oceanfront villa, walk to beach

Simpson Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$658

The Sapphire: Pearl Suite - Peace of mind!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$197

Ocean Club at Copecoy in St Maartens

Cupecoy Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$139

1 Bed Luxury Condo

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$172

Beautiful Condo for rent in St-Martin / Beautiful condo for rent in St-Martin

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$573

CORFU... Penthouse w/ Private Pool at Porto Cupecoy, St Maarten

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$400

Spacious 1 BR Condo, Ocean Views, Maho, St Maarten

Maho apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$162

Tranquil Settings, Porto Cupecoy (1 Bedroom)

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

“Great Location / Beautiful property” This property is great. Cynthia was able to accommodate us on extremely short notice (less than 24 hrs notice) and the property was in perfect condition. The apartment is very comfortable, beautifully decorated with high-end finishes and has everything you could need on a vacation. The huge pool is within 10 steps from the property, as well as the gym and tennis courts. The grocery store is about 30 steps away. There are also several restaurants within the complex in a promenade overlooking a marina about 40 steps away from the apartment. The property is a garden apartment, so it has the feeling that you are in a house, as it has a small patio area as its balcony. Overall amazing location just a short drive or walk away from Mullet Bay (beautiful beach), the golf course and the dutch town core. The airport is about 2 minutes away. Overall great experience.

Price per night from

$285

LUNA at SHORE POINT... Secure, luxurious, and just steps from Cupecoy Beach

Cupecoy Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$557

SEACHEST...Spacious, full AC, gorgeous views of Simpson Bay Lagoon

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$672

Best rated: SXM Panoramic Ocean View private villa w/exclusive private pool.

Philipsburg villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$401

Dawn Beach Club

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$654

Oasis at The Cliff in Cupecoy -Oceanfront Luxury

Cupecoy Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Price per night from

$303

Vacation Paradise!

Philipsburg villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$609

1 or 2 weeks in condo 5 * St. Marteen seaview

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$214

The Sapphire: Aquamarine Suite- Breathtaking views!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$212

Gorgeous Beachfront Villa#9 at 'Villas on Great Bay'

Philipsburg apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$385

COCO BEACH CLUB #5.... Located on the soft white powdery sand of Simpson Bay be

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$229

CARIBBEAN BLUE... 5BR beachfront home in Pelican Key

Simpson Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$915

Dawn Beach Resort, Westin Penthouse for 8 Guests!

Oyster Pond penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$490

Villa Flagrantia

Philipsburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$224

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

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$981

Steps to Caribbean, pool and 2 mile-long beach

Simpson Bay apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Price per night from

$258

3BDRM Beautiful Condo at Westin Dawn Beach Club

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$614

La Terrasse Maho

Maho apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$161

MARINA 360......Porto Cupecoy, overlooking Simpson Bay and the Marina, St Maarte

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$260

Apartment Beau Soleil - Oyster Pond

Oyster Pond villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$229

3 bedroom condo at the Westin spa and beach club

Oyster Pond villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$1,374

st martin oceanfront condo

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$491

Price per night from

$303

Viewing 38 of 1,568
rentals in Sint Maarten

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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
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
Villa Oyster Pearl, Private Beach Access, Hot Tub
Great place, great view, postcard beach

Extended family stayed for a week, house was maintained very well and had most everything you would want in it and when we needed something there was someone to take care of it. Lots of different private sitting areas out doors. Views are not exaggerated in pictures, back side of house patio is an awesome view right out at st Barth. We were concerned with the Westin blocking view from satellite and pictures but it dosent, it's there but not a distraction: 1) house is higher up so you see over it and 2) house natural viewing area and sitting areas are angled diagonal past building. One of the best views we've ever had and constant background of waves on the beach. Can be windy but with individual electric hurricane shutters for each opening you can control it if too breezy. Morning sun and sun rise, pool goes fully into shade by around 330, beach and sun deck keep sun till late. Pool is a small plunge pool but didn't feel cramped with several people in it and surprisingly 6' deep in deep end, you aren't going to do laps but we weren't sure what to expect from pictures and were quite pleased also it seems to stay refreshingly cool. that close(attached) to house somehow makes pool use more frequent. Waves were big enough most days for some body surfing but pretty gradual beach in general with very few rocks. Too wavy for a 3 year old without a constant adult in water at same time though not too much if you are there. 4 Bedrooms though 1 is pretty small, 2 true masters. 3rd bathroom (wet room) a little odd for Americans but normal for Asia/Europe. Beds comfortable, separate mini split AC units in every room and cool things fast. Well equipped kitchen, big living room but we spent very little time there as patio has couch, chairs, dining table/chairs and lounge chairs. Stairs, pool and concrete initially made us nervous With a 36 month old but we had no issues, again you could close hurricane shutters if you were overly concerned. Stairs and walk to beach a bit of effort though 3 65+ year olds had no issues. Initially felt like we were intruding on Westins beach but only chairs are theirs, beach is open (we talked to westin security on rules). BBQ in front and another garden area with table and chairs. Westin has a beach bar, it's fine. Casino has modified a few rules in the houses favor and had $100 table limits most nights we were there. Nice, fairly new and perfectly maintained grounds. Location is quiet, oyster pond has a few shops that seem to cater to marina set, a few restaurants that are pretty good but otherwise sleepy area. Beach down the hill and in front of westin (dawn beach) practically deserted though one of nicest on island. Zero people trying to sell you stuff, massage you, braid you. Maybe because there dosent appear to be public access only 10-15 villas and the westin. Drive seems far but nothing is far, 10-20 mins to anything (orient beach, grand case, pinel, Phillipsburg, etc). Private chef recommended by David, romain, is great and well worth it, food is great, he preps, serves and cleans and no way you can get same value at a nice restaurant especially if you add wine and drinks to the savings it's a no brainier. Private yacht charter is a company recommended by David for chartered catamarans, great service and sweet boat right out of oyster pond. Actually all of David's recommendations were spot on. Booked with a little bit of nerves as we did direct bank transfers and didn't know owner nor anyone that had stayed there before. Had some issues as my bank only allowed 1k per 24hour period so added to my nerves. David was Patient and it all turned out great. No hidden fees after the fact, a few tips here and there but everything clear and on the up and up. Only negatives: 1) Driveway is an adventure to get into with a van but I got the hang of it by the 2nd day. 2) Back side of island is less developed and so are the areas not on the water (meaning less maintained). Never felt security was an issue even at night though those less traveled may jump to conclusions in nearby towns and with all the gates and bars you see. Overall David was great, house was great, view was great and highly recommend.see more
VistaRoyale - Private pool and breathtaking view
Sitting on top of a Dream

We've been coming here for years & each time it never gets old if anything it restores your spirit with the amazing views high above can Not be beat & the place alone is done so tastefully & welcomes you Home to SXM. Deb & Laurence we cant Thank-you enough for sharing this beautiful Dream villa ,been all around the island a million times but This is where we will always put our suitcase down for You dont even need to leave if you are into just chillin' except to grab some provisions ,Highly Recommended!!!see more
BELL'MARE... Endless visions of blue await you at this affordable oceanfront vil
A great place for couples!

What a great place for couples to stay. First, the house is as described in the listing. There are 3 master bedrooms, with king size beds, double sinks, and a large shower. Each walkout to a view of the ocean. Inside the house it has a good size kitchen, dining area, and lounge with a TV. Outside, the pool area, second dining and lounge areas were fantastic. Our group was 3 couples and we never felt in each others way or crowded, it was perfect for us. The house is the only one in the area with direct access to Dawn Beach. The sunrise is a sight to see. It really is great. And a walk on the beach early in the morning is very nice. Due to the house direction, you cannot see the sunset, but with the beach, pool, & ocean, you tend to forget about it. Getting around the island by car is easy, you will want a car. A quick drive to the french side is wonderful for the cuisine. Or you can drive to Philipsburg for shopping and night life. Regardless your vacation desire, the house is in a low key location, zero traffic, and overall great. Negatives: The AC broke in one of the rooms, in the morning. (It was fixed within 4 hours, before we got back to the house that day) The pool guy never came to clean the pool. (we found the net and dipped it ourselves) One night it rained, and some water came in from the huge sliding doors. (cleaned it up with a towel) These things caused zero issues with our stay, and the rental staff was extremely attentive. It is a house on the ocean, in a tropical climate, these are hardly negative items in my opinion, but they did happen. Overall, I would absolutely stay there again. The service, and how the rental staff, cleaning lady, and property manager treated us was fantastic. The house, location, and views were all great.see more

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