Sint Maarten Rentals

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1,567 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. 3 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

$450

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

Maho apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$159

Tranquil Settings, Porto Cupecoy (1 Bedroom)

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

“Our 3rd anniversary” My husband and I had the pleasure of celebrating our 3rd wedding anniversary at Tranquil Settings! Absolutely loved this place and glad we spent it nestled in Port Cupecoy! Beautiful decor in every room, loved all aspects of Tranquil Settings! The cleanliness and comfort of each room was remarkable! The location is perfect, relaxed on the patio lounge chairs at night enjoying the wonderful view, the pool is just a short walk away, and enjoyed going to the plaza as well. Looking forward to visiting Tranquil Settings again - definitely my #1 choice for our 4th anniversary!!

Price per night from

$286

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

$610

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

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$209

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

$982

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

$400

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

$492

Price per night from

$297

Viewing 38 of 1,567
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
Tranquil Settings, Porto Cupecoy (1 Bedroom)
This is the best unit we have seen in Porto Cupecoy - you will l

We are in the middle of our stay, and just love this unit. This is our 5th trip to Porto Cupecoy, and each time we have stayed in a different unit. If available we will always come back to this one from now on! The decor is beautiful, owner uses the word tranquil on her description and it is all that and more. Very comfortable, very clean, well situated in the complex...I was concerned it might not feel private being on the ground level, but it was just fine, even a bit more private than a couple other units we have stayed in where the balconies look right at each other. Pictures don't do it justice.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
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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