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Apartment holiday rentals in Upper Prince's Quarter

Find and book unique apartments on Airbnb

Quick stats about flat rentals in Upper Prince's Quarter

  • Total holiday rentals

    Explore 230 holiday rentals in Upper Prince's Quarter

  • Nightly prices starting at

    Upper Prince's Quarter holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    220 of Upper Prince's Quarter holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Upper Prince's Quarter rentals

  • 4.8 Average rating

    Upper Prince's Quarter stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated apartment rentals in Upper Prince's Quarter

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Guest favourite
A modern kitchen with a sleek countertop offers an unobstructed view of the ocean through large glass doors. The space includes a coffee maker, a fan, and cooking amenities, while the living area beyond is furnished with a dark sofa and bright decorative accents.
Flat in Upper Prince's Quarter
4.91 out of 5 average rating, 99 reviews

Relaxing Hideaway w/ Great Views

Escape to tranquility in our remote 2-bedroom modern apartment perched atop a hill for those who desire serenity in a contemporary clutter free haven. From our expansive terrace, soak in the breathtaking sunrises, sunsets and unparalleled vistas of the Caribbean Sea. This meticulously designed space offers unobstructed panoramic ocean views of St. Barts, Saba, and Statia. Immerse yourself in the beauty of nature while still enjoying modern amenities in this secluded yet accessible haven.

Top guest favourite
An open living space is displayed, featuring a light-colored sofa alongside a decorative table. Large windows allow natural light to flood the room, which is accented by ocean-themed artwork. A dining table with patterned chairs is positioned nearby, enhancing the airy atmosphere.
Flat in Upper Prince's Quarter
4.96 out of 5 average rating, 28 reviews

Ocean's Edge

Kick back and relax in this calm, stylish space and tune into to the symphony of waves kissing the shore. This gorgeous home is located within a 10 minute drive from the shopping capital of the Caribbean, Philipsburg and yet it's serene location guarantees the peace and quite you expect from a home. Meticulously designed interiors and open expanse of its balconies is truly captivating. A fully equipped modern kitchen, private car park and other amenities blend into each other to welcome you.

Top guest favourite
A bright living area features large glass doors that open to a private outdoor space. A comfortable sofa and a coffee table are positioned on a light-toned rug. A TV is mounted on a sleek white cabinet, while wooden accents add warmth to the design.
Flat in Simpson Bay
5 out of 5 average rating, 76 reviews

The Loft at Simpson Bay Yacht Club

Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.

Top guest favourite
Flat in Dawn beach
5 out of 5 average rating, 18 reviews

Villa Mango SXM 3BD • Ocean View • Modern • Pool

Wake up to sweeping ocean views of St. Barths, Saba, St. Kitts & Nevis, and Anguilla. Enjoy your morning coffee poolside in the ocean breeze or stroll through the villa’s lush private tropical gardens Inside, find a fully stocked gourmet kitchen perfect for entertaining and three king suites designed as a personal retreats—featuring private en-suite baths, luxury hotel-grade linens and individually controlled air conditioning - for ultimate privacy and comfort. A true luxury Villa experience

Guest favourite
Flat in Upper Prince's Quarter
4.86 out of 5 average rating, 14 reviews

Lima's Penthouse

Wake up to breathtaking panoramic ocean views at Lima's Penthouse. This elegant 1-bedroom/1.5-bathroom condo is located in the peaceful, upscale neighborhood of Point Blanche. With stunning hillside and seafront views, this condo offers a serene escape just minutes from Philipsburg, the Boardwalk, restaurants, casinos, and the island's best shopping. Kick back and relax in this calm, stylish space. Perfect for couples, families, or solo guests looking for a relaxing base in St. Maarten.

Guest favourite
A spacious porch features a comfortable seating area with cushions, offering panoramic views of the hills at sunset. Potted plants and hanging light fixtures add to the inviting atmosphere. Large glass mirrors reflect the serene landscape, enhancing the connection between indoor and outdoor spaces.
Flat in Dutch Cul de Sac
5 out of 5 average rating, 21 reviews

La Vie Luxury Getaway

Just imagine this, walking into a spacious, contemporary/cozy apartment with panoramic views over the hills, the zipline, both ponds (salt and sweet water), philipsburg and the harbor with the cruiseships. After a day of exploring you can come back home, take a shower in a luxury bathroom and enjoy the sunset from the hottub while either a private chef or a family member prepares a meal. The apartment is put together with love which I hope you can feel present while staying there.

Top guest favourite
Flat in Simpson Bay
5 out of 5 average rating, 244 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Guest favourite
Flat in Upper Prince's Quarter
4.97 out of 5 average rating, 35 reviews

Aman_Aria

This unique place has a style all its own, newly built, contemporary retreat features two elegant master bedrooms, each with its own private bathroom, a spacious living area seamlessly connected to a fully equipped kitchen, an inviting outdoor terrace. Every bedroom and the living room offer uninterrupted vistas of the mesmerizing ocean. The heart of Aman is its spectacular infinity pool and sun-drenched deck, inviting you to relax while soaking in breathtaking panoramas.

Top guest favourite
Flat in St Martin
5 out of 5 average rating, 23 reviews

07 yellow cliff

07 YELLOW CLIFF is a brand-new, stylish two-bedroom with breathtaking views of the ocean and a beautiful panoramic of Cul de sac, Orient bay, Tintamarre island and St. Barths from your private terrace. Bright, fully equipped, and tastefully decorated, it offers comfort and elegance with easy access and parking at your door. Enjoy a tranquil setting close to beaches, restaurants, and shops — the perfect spot for couples, friends, or family to relax and soak in paradise

Guest favourite
A private balcony features a small table and two wooden chairs, offering an unobstructed view of the ocean and the horizon. The sea breeze can be felt from this elevated space, framed by white balustrades that enhance the serene outdoor setting.
Flat in Upper Prince's Quarter
4.9 out of 5 average rating, 94 reviews

702 w/ a view at Princess Heights

Forget your worries in this spacious and serene luxurious condo on the top floor . Wake up to the breathtaking view of the blue ocean with St. Barts on the horizon. 702 offers the best amenities with relaxation in mind. Lounge on the balcony, BBQ in the courtyard or take a stroll on the beach, there is no wrong way to experience this condo on the beautiful and friendly island of St. Maarten. NO WORRIES ...THERE IS A GENERATOR ON PREMISES IN CASE OF POWER OUTAGES

Guest favourite
An octagonal jacuzzi is positioned on a wooden deck, surrounded by lush greenery. Two lounge chairs are placed nearby, providing a comfortable seating area. The view overlooks a scenic landscape with hints of distant hills under a bright sky, creating a serene outdoor ambiance.
Flat in St Martin
4.92 out of 5 average rating, 103 reviews

The Perch - A unique jungle experience.

Welcome to The Perch, a different side of St. Martin! Discover breathtaking views and be surrounded by nature. A unique experience with iguanas in the trees and the sound of monkeys echoing through the valley. This exclusive property is the nature lover's paradise, perfect for those seeking to get away from it all while being centrally located only 10 mins from the beach. *Spa services *No children *No parties Social Media: #theparadisepeak

Top guest favourite
A private heated pool is featured at the edge of the terrace, offering views of the ocean and nearby islands. The clear blue water contrasts with the light-colored stone surrounding the pool, while lush greenery can be seen in the background against a clear sky.
Flat in Little Bay
4.99 out of 5 average rating, 182 reviews

Stunning 2 BD Ocean View - Terraces Lt Bay

Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

Popular amenities for Upper Prince's Quarter apartment rentals

When is the best time to visit Upper Prince's Quarter?

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Avg. price$214 SGD$207 SGD$201 SGD$198 SGD$188 SGD$176 SGD$175 SGD$175 SGD$167 SGD$186 SGD$181 SGD$198 SGD
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