Can’t pick between France and the Netherlands for your next vacation? Worry no more because St Maarten can give you both. This Caribbean island shared by the two countries has a fascinating collection of nude beaches, casinos, duty-free shops, and the most delicious rums. Besides the sea, it is also characterized by a chain of hills and valleys, giving way to many dry gullies and hiking trails. Pic Paradis, the island’s tallest hill on the French side, has a beautiful trail that allows you to reach the summit. Front Street at Philipsburg with its colorful buildings is a wonderful place for duty-free shopping. For adventurers in the water, don’t miss Mullet Bay and Simpson Bay beaches. No wonder this island is a magnet for tourists, with all these wonderful attractions! If you’re planning an extended stay, here are the best long-term rentals in St Maarten.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Villa Allamanda, Philipsburg (from USD 990)
Enjoy the ocean breeze and get cozy in this one-level family home in Guana Bay Beach. The best part of the deal is probably the 35% monthly discount that you can avail of while having the luxury of a gourmet kitchen, state-of-the-art wine cooler, and deluxe furnishings. There’s a whirlpool tub in one of the bathrooms, and the outdoor swimming pool provides an ideal place for relaxation.
Family guests can also use the expansive lawn for an outdoor picnic. Otherwise, they can cozily watch TV in the living room or play some available board games.
Top guest reviews
Amenities & Room:
the house is amazing plenty of room for the 8 adultsRead more reviewsLocation:
the location of the villa was perfecteasy walk to the beach and a short 5-10 min drive to phillipsburgthe location is great the house we stayed in had high end finishes
2. Apartment with stunning ocean view, Little Bay (from USD 339)
Why settle for less when you can find a stylish holiday home with a stunning view of the ocean? For a 30% monthly discount, you can enjoy this rental with a heated infinity pool and a spacious balcony with glass railings. The house itself features a minimalist vibe with splashes of color here and there. The bedrooms are made cozy by plush bedding and linens, and one of them even has a convenient walk-in closet.
No need to worry about how many clothes you should bring because a washer and dryer are also available here. The only thing you need to think about is your itinerary, especially with fun beaches and restaurants just around the corner.
Top guest reviews
Amenities & Room:
there was bug spray detergent clorox welcome letter with wifi and chocolate so much morethe pool is stunning with the most incredible viewthe bed is comfortable the shower is perfect we only needed the a/c for sleepingthe apartment was clean modern and had all the amenities we neededthere are three bedrooms each with their own full bathroom which was perfect for our family of 6Cleanliness:
communication cleanliness literally everything was greatthe house is immaculate clean and spaciouseverything was clean upon arrival except the poolsuper clean and stocked with items to make your stay that much more comfortable(no jokes) it is impeccable so so clean and beautifulHost:
the hosts were very helpful and attentive during our staymarina is also a great host - attentive kind and understandingmarina oh she is such an amazing hostmarina was a wonderful host and i absolutely loved the airbnbhigly recommended hospitality was a+ and the hosts were even betterRead more reviewsLocation:
we felt very secure as there are many other villas in the locationlocation is perfect everything we did was 6 - 15 mins awaye which is close to shopping dinning and great beachesaside from ranting on about how wonderful marina is the place (energy environment location) is beyond perfectthis place is perfection personified and marina is the cherry on top 10 stars out of 5
Superhost
3. Stately beachfront mansion, Oyster Pond (from USD 1028)
Enjoy a relaxing getaway within the walls of this stately mansion nestled on a hill and beside the beach. All bedrooms feature ensuite bathrooms and a breathtaking oceanfront view. You’ll find the kitchen fully stocked with all essentials, including beers, and you have the option of dining on the terrace where you can enjoy the gentle blow of the trade winds. There’s also a partially shaded pool and a hot tub on this property.
You can book this property for a family vacation and get an 8% discount if you stay for at least a month. Babysitting and concierge services will be available. You can also request the service of a masseuse and a personal chef.
Top guest reviews
Amenities & Room:
the rooms are so private it was a perfect place for our familyCleanliness:
everything was cleaned easy to access and breathtakingly beautifulthe house was extremely clean and comfortable for our group of 8 adults and 9 kidsHost:
owner is very easy to work with very accommodatingsonal was extremely friendly and did everything she said she wouldsonal the owner was gracious enough to transfer our stay until last weekdaily housekeeping was a huge bonus and our host sonal was always accommodating and responsivethe owner the house keeper and the poolman were all great and easy to work withRead more reviewsLocation:
the location of the house gave us easy access to the dutch or french side of the island
4. Luxurious resort-style villa near the sea, Oyster Pond (from USD 1400)
Make this luxurious residence your private oasis for a month or more for a 15% bargain. It’s a captivating multi-level villa with a gourmet kitchen, a gym, and a game room. However, the highlight should be the balcony infinity poo, which allows you to fully take in the stunning view of Oyster Pond. You can also lie on one of the poolside lounges while reading a book from the novel selection available on the property.
If you’re planning to venture on some water recreational activities, you can head to Dawn Beach, which is less than a mile away. This accommodation lets you borrow some needed sports gear for snorkeling, paddle boarding, and kayaking.
Top guest reviews
Amenities & Room:
the views from every room are spectacular and there is a nice breeze coming from the oceanthere’s plenty of room to eat together inside or on the beautiful patio overlooking the oceanwe love the views from every room and we enjoyed walking down to dawn beach every dayCleanliness:
the house is beautifully decorated and spotlessRead more reviewsHost:
the owner and property manager were super attentive and helpful with recommendations and reservationshe was very responsive to any questions we hadhe is such a kind manthe host was amazing and everyone involved was very available and great to work withfrom the moment you connect on vrbo -gabi is responsive and accommodating
5. Authentic Caribbean vacation house, Lowlands (from USD 875)
An authentic Caribbean experience awaits you in this colonial-style vacation home surrounded by palm trees. It’s only a short drive from Mullet Bay Beach and Philipsburg’s duty-free shopping haven. You can go on a boat excursion by renting the motorboat on the property, or you can simply sunbathe on the cabana lounge. Watersports gear is also available.
The interior of the house features state-of-the-art amenities accentuated by wooden decorations for a more natural look. The master bedroom has a spacious terrace, and some other bedrooms have alfresco showers. You can book this property for a 15% monthly discount.
Top guest reviews
Amenities & Room:
the location was perfect views were spectacular and the rooms were greatamazing out door kitchen/grill eating areas bar/wet bar amazing pool view of the bay and a gymCleanliness:
gorgeous home- comfortable and clean super safe gated areaRead more reviewsLocation:
this property is in a good locationlocation was close to the airport grocery store beautiful beaches restaurants and bars all within 5 about minutesfrom the bed linens to the place settings - everything was perfect5 stars doesn't do this place justice this was everything and more than what i expected of blue lagoon
6. Villa Le Point, Philipsburg
Are you looking for contemporary accommodation with a refreshing tropical view? For a stay of 30 nights or more, you can book this minimalist villa for a 20% discount and get an admirable view of St. Barts Island. The house has mostly bare walls that are only sometimes decorated with simple contemporary artwork, but the amenities here, such as the heated infinity pool and the pool table, are perfectly tailored for your enjoyment. A travel crib is also available if you’re bringing an infant with you.
For your excursion, don’t miss the Museum of St Maarten just 2.7 km (1.7 mi) from the property.
Top guest reviews
Cleanliness:
very clean and exact to the description as listedRead more reviewsHost:
the host was easy to communicate with and fred was very helpful
7. La Vue SXM, Indigo Bay (from USD 626)
Book this sophisticated accommodation in a very secure community near Indigo Bay. It is packed with high-end furniture, including chandeliers hanging from the ceilings. It also features a vanishing outdoor pool and a fitness room. You can rent this classy home for no less than a month and get a 10th of the price deducted.
Indigo Beach Restaurant is close by if you want luscious Caribbean seafood dining by the beach. However, you may also want to avail the services of a private chef at the accommodation itself.
Top guest reviews
Amenities & Room:
there was ample patio furniture and the pool was perfect for cooling offlovely views of the bay and islands beyond from the living room and dining areaHost:
communication with the owner and villa manager was excellentvery responsive and helpful i had a ton of questions and got them all answeredRead more reviewsLocation:
loved the property and the locationthe beach was a 10 minute walk (or 5 minute drive) and was clean uncrowded and soft sand
8. Mediterranean-style condo unit, Simpson Bay (from USD 132)
This Mediterranean-style condo unit is perfect for a solo trip. It has a balcony that has a lovely view of the ocean, especially at sunset. Meanwhile, the blue sky is especially beautiful to look at while you’re floating in the pool or lounging on the patio chair. You can entertain yourself with cable TV or by browsing through the vast music library.
The host offers this rental unit along with a 10% monthly discount. Staying here will put you less than a mile away from where all the fun happens, including Hollywood Casino, Paradise Plaza, and Seaside Nature Park.
Top guest reviews
Amenities & Room:
we ate breakfast on this balcony every morning enjoying the distant view of the ocean through lovely palmsRead more reviewsLocation:
there are many great restaurants and beaches close by and the condo is beautiful and well-maintainedthanks so much for sharing your place in paradise brenda/ peterthe location made it very easy to get around and accessible to lots of venuesa great place to 'kick' back relax and enjoy a 'cold' oneit was quiet secure and we had our own parking space not far from our door
9. Charming and spacious townhouse, Simpson Bay (from USD 210)
This two-story townhouse is an inviting accommodation that features a lap pool and a large indoor living space. It’s ideal for tourists on a working vacation because the property is very quiet and it has a dedicated room for a workspace as well. At the same time, guests get to enjoy access to a nearby beach.
Do you enjoy outdoor dining? There’s separate dining furniture in the backyard. You can also use the charcoal grill if you wish to make some barbecued dishes. If this sounds appealing to you, book this accommodation and get a 30% monthly discount.
Top guest reviews
Amenities & Room:
quiet and comfortable unit with great ac and excellent wifiwe enjoyed a few evening dips in the pool that’s right outside the patio doorbeautiful yachts to see and 3 pools to go to/tennis courtsfantastic place a swimming pool just steps from the doorkyle’s place is spectacular perfect location great amenities clean comfortable and nice beds and linensCleanliness:
kyle’s place is very clean quiet and securecomfy clean townhouse in an ideal locationthe place was clean when we arrived and equipped with all the necessities and morethe unit had everything we needed (including a lovely pool ) and was extremely clean comfortable and spaciousthe location is central the condo is clean and very well set upHost:
kyle was a great and available hostkyle is a great host i would for sure recommend staying at his placesecurity at the yacht club were very accommodating and made check in easygated community with good security and friendly guardskyle was very friendly and responded quickRead more reviewsLocation:
location is excellentthe location was great and close to everythinggreat location in simpson baythe location was ideal and convenientgreat place and location is close to everything
10. Posh apartment on a lagoon, Point Piroutte (from USD 285)
Nestled directly on a lagoon with access to the pier, this posh apartment showcases minimalism with a touch of Mediterranean style. It has a wide wooden patio with a separate dining area by the pool. There’s also a dedicated workspace and a kitchen equipped with all cooking basics. It’s a warm and comfy accommodation that you can rent for a 20% monthly deduction.
The host recommends that guests rent a vehicle for their vacation. There’s a free private parking space on the property, and free concierge services are also offered for your convenience.
Top guest reviews
Amenities & Room:
having a private pool was nice as wellCleanliness:
the space is clean modern and brightvery modern clean well-decorated airbnb in a quiet locationit is truly stunning absolutely clean and the host is so accommodating and responds very quicklyHost:
hosts were great responsive and helpfulthe homeowners are very friendly and communication was greatRead more reviewsLocation:
the location is perfectthis was the perfect locationlocation is perfect not far from shopping restaurants bars casinos nightlife & airporta beautiful airbnb that’s right on the water in the most perfect locationamazing airbnb very quiet neighborhood and convenient to restaurants / bars
Experience the beauty of St Maarten
St Maarten is a refreshing exhibition of all that the tropics have to offer: white sand beaches, lush green hills, and clear blue skies. You can get away from the hustle and bustle of the metro and yet you’re not too far away to indulge your craving for a shopping spree. With much to enjoy, check out the best long-term rentals in St Maarten, and take your time getting to know this island like the palm of your hand.
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