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Holiday rentals in Upper Prince's Quarter

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Top-rated holiday rentals in Upper Prince's Quarter

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

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Top guest favourite
Home in Upper Prince's Quarter
5 out of 5 average rating, 34 reviews

Sunrise Over St. Barths

BRAND NEW CONDO in a quiet gated community! "Sunrise Over St. Barths" is an oasis of luxury and elegance, built into the hillside overlooking the Atlantic Ocean and St Barth. Enjoy the sunrise every morning in this modern property consisting of 2 master bedrooms with 2 bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. Each bedroom and the living room have unobstructed panoramic views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean.

Superhost
An expansive terrace is showcased, featuring a wooden lounger positioned beside a railing. Smooth, light-colored tiles cover the surface, and the ocean glistens in the background under a bright blue sky with scattered clouds.
Flat in Upper Prince's Quarter
4.91 out of 5 average rating, 98 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.

Guest favourite
An outdoor lounge area features a modern pergola with plush seating and neatly arranged towels. The infinity pool, with its seamless edge, reflects the vibrant blue of the ocean under a clear sky, providing expansive views of the coastline and surrounding landscape.
Home in Upper Prince's Quarter
4.96 out of 5 average rating, 70 reviews

Teresa’s Ocean Paradise

St. Maarten’s best kept secret with breathtaking ocean views from every room! Step into Teresa’s Ocean Paradise where you’ll wake up to panoramic views of turquoise water. Nestled in a private gated community with a communal pool overlooking the ocean, fully equipped kitchen, and two king bedrooms – each with private bathrooms. Perfectly located to enjoy the best of the Dutch and French side’s beaches and restaurants. A one-of-a-kind property to make your vacation an unforgettable retreat.

Top guest favourite
The outdoor deck features two lounge chairs positioned for ocean views, surrounded by palm trees and tropical foliage. The crystal clear waters of the beach are visible in the background, and the sky reflects a mix of clouds and sunlight.
Flat in Simpson Bay
5 out of 5 average rating, 242 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

Top guest favourite
Home in Philipsburg
5 out of 5 average rating, 32 reviews

Stunning Panoramic Views Of The Ocean & St Barth!

“Villa Senorita” is located in the private residential and secured Mandara Residences. This brand new modern condominium features 164sqm/1766 sqft of interior and exterior space with WIFI throughout. The Condo consists of two master bedrooms with two bathrooms, living room with kitchen area, exterior terrace, and laundry area. All two bedrooms, the living room have unobstructed and breathtaking views of the ocean, Guana Bay Beach, Saint Barthélémy and the beautiful island nature.

Guest favourite
Flat in Upper Prince's Quarter
5 out of 5 average rating, 28 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.

Guest favourite
A modern living area features comfortable seating arrangements with a glass coffee table at the center. Large sliding doors open to a covered terrace that provides views of the ocean and infinity pool. Natural light floods the space, creating a bright and airy ambiance.
Villa in Upper Prince's Quarter
4.95 out of 5 average rating, 120 reviews

The Blue Door Villa - 4 bed ocean view home

At the Blue Door Villa, we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service.

Top guest favourite
A patio area is visible, featuring a private pool beside comfortable loungers, adorned with orange towels. A shaded dining space with a table is positioned near the water's edge, with picturesque views of the bay and surrounding landscape.
Villa in Cul-de-Sac
4.99 out of 5 average rating, 172 reviews

VILLA JADE 1: FEET IN THE WATER/POOL SUITE

VILLA JADE is located in the bay of "FRENCH CUL DE SAC". It is a beachfront complex consisting of 3 private villas. VILLA JADE 1 is a suite for 2 people with a private pool. The villas are quiet and private... your only view is the sea. The bay of "FRENCH CUL DE SAC" is 5 minutes from ORIENT BAY, touristy with restaurants, bars, water activities, but also a few minutes from GRAND CASE, our typical little village with gourmet restaurants by the sea....

Top guest favourite
An expansive terrace features a private pool and lounging area, offering unobstructed views of the serene blue ocean and nearby sailboats. The space is surrounded by greenery, creating a tranquil outdoor environment for relaxation.
Loft
4.99 out of 5 average rating, 191 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

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, 100 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

Guest favourite
A private pool is visible in the foreground, surrounded by a tiled deck. The backdrop features a large window showcasing sweeping ocean views and distant hills. The serene blue water contrasts with the clouded sky, creating a tranquil ambiance.
Flat in Little Bay
4.99 out of 5 average rating, 176 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 !

Top guest favourite
Loft
4.94 out of 5 average rating, 134 reviews

Beachfront Loft in Grand Case - Sea View

An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.

Popular amenities for Upper Prince's Quarter holiday rentals

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

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Avg. price€ 258€ 242€ 240€ 223€ 215€ 227€ 201€ 198€ 197€ 216€ 236€ 258
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Quick stats about holiday rentals in Upper Prince's Quarter

  • Total holiday rentals

    Explore 510 holiday rentals in Upper Prince's Quarter

  • Verified guest reviews

    Over 5,490 verified reviews to help you choose

  • Family-friendly holiday rentals

    360 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    390 properties feature pools

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wifi availability

    500 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!