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Villa vacation rentals in Upper Prince's Quarter

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Top-rated villa rentals in Upper Prince's Quarter

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

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Guest favorite
Villa in Upper Prince's Quarter
4.87 out of 5 average rating, 31 reviews

Villa Seascapes, Stunning 180° Ocean view

Villa Seascapes is a fully renovated luxury 4 bedroom villa with a 180 degree unobstructed ocean view, surrounded by a lush garden. (3 bedroom option available for booking - it is a different listing) 7min walk to Dawn beach, bar and restaurant. Salt water infinity pool. Large terrace overlooking the ocean. EACH of our 4rooms have private bathroom, walk in closet and magnificent ocean view. Bedroom 4 is fully private with own entrance, kitchen and living room. Instagr@m: @Seascapes_sxm

Guest favorite
An open-concept living space features large sliding glass doors that reveal views of the tranquil bay. A dining area with a wooden table and upholstered chairs sits centrally, complemented by a cozy sofa adorned with colorful throw pillows. A vibrant platter of fresh fruit and charcuterie adds a decorative touch.
Villa in Indigo Bay
4.96 out of 5 average rating, 26 reviews

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Welcome to Villa Solandra, a western facing ocean front luxury 3BR/3BA home with a private pool in Indigo Bay. Enjoy romantic & epic sunsets, this cliffside escape blends indoor-outdoor living with sweeping Sea & Bay views, two large oceanfront balconies, and designer interiors. Enjoy a chef inspired kitchen, luxury king suites w/ ensuite baths, private garden just minutes from beaches, dining, Simpson Bay and Maho’s iconic plane spotting. Perfect for families, friends, or romantic getaways.

Guest favorite
An outdoor terrace features modern seating arrangements in bright teal, framed by palm trees swaying gently in the breeze. A shaded gazebo is positioned over a private pool, offering a direct view of the ocean and the sky's blue hue, enhancing a serene atmosphere.
Villa in Upper Prince's Quarter
5 out of 5 average rating, 65 reviews

EXQUISITE 5-STAR BEACHFRONT VILLA

Guaranteed to create a 5-Star experience! Fully air-conditioned 3 BR, 3 1/2 bath Beachfront Villa w/private pool. If you love the ocean & spectacular views, but fine living & comfort are important to you, we have it all! My home offers Personal housekeeper, Private Chef for hire, full Concierge Service, private garage, and gym. Also, food and groceries delivered prior to your arrival, access to all the services and amenities next door at the Oyster Bay Hotel.

Guest favorite
An aerial view of the villa showcases its modern architecture with a terracotta-tiled roof and expansive outdoor spaces. A large infinity pool reflects the surroundings, while shaded areas with loungers and a fire pit area provide spaces for relaxation and gathering.
Villa in Upper Prince's Quarter
4.95 out of 5 average rating, 115 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.

Guest favorite
A private pool is framed by wooden decking, complemented by two lounge chairs and a side table. A scenic view of azure waters and distant islands is visible, with sailboats dotting the horizon. Lush palm trees provide a tropical ambiance.
Villa in Cul-de-Sac
4.85 out of 5 average rating, 136 reviews

Villa Bella sea view pool and jacuzzi 3 bedrooms

Wake up every morning facing Pinel Island, in a modern villa bathed in light, with a private pool and a quiet and green environment. The Villa is located in the Horizon Pinel residence overlooking Îlet Pinel, Petite Clef, Orient Bay, Tintamarre and Saint Barthélemy. It overlooks the incredible and famous Cul de Sac Bay Nature Reserve, known for its population of turtles, rays and pelicans. The shallow and always calm bay is ideal for snorkeling

Top guest favorite
A spacious terrace offers a stunning view of the beach and turquoise waters. Lounge chairs are positioned for relaxation, while a dining table provides a space for meals. The sky is clear and blue, with boats visible in the distance.
Villa in Grand Case
5 out of 5 average rating, 21 reviews

Villa on Grand-Case Beach

Welcome to Grand-Case! This pretty villa welcomes you with a magnificent view of the bay, and beautiful memories to collect. This accommodation is cozy and thanks to the many amenities you feel at home! Ideally located, you are close to the best restaurants on the island and trendy bars (Rainbow Café, Captain Frenchy, Le Temps des Cerises...) Want to swim in the calm waters of Grand-Case? Go down 5 steps, you're there!

Top guest favorite
A private pool is set in a serene outdoor area, surrounded by lush greenery and palm trees. The pool features a tiled edge, with a wooden tray holding tropical fruits floating in the clear water. A spacious lawn complements the inviting atmosphere.
Villa in Indigo bay, Sint Maarten
4.98 out of 5 average rating, 44 reviews

Ocean Dream Villa

Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

Top guest favorite
An infinity pool with crystal-clear water extends alongside the terrace, offering views of the lagoon and surrounding landscape. Palm trees and sun loungers can be seen at the water's edge, with blue skies and fluffy clouds reflecting on the water's surface.
Villa in Les Terres Basses
5 out of 5 average rating, 33 reviews

Brand new! - Slowlife - Enjoy Villa

Completely NEW Villa!! Enjoy is a beautiful house that we «placed» on the sand. Thinking on every detail for your greatest comfort, you will appreciate its unique location, an exceptional interior design, and its extraordinary outdoor spaces. In the very exclusive and secure residence of Terre Basses, very close to the beach of Baie Longue, experience an incomparable holiday.

Guest favorite
A serene cocktail pool is positioned on a deck, surrounded by lush greenery. The clear water reflects the blue sky and ocean view, with distant waves gently crashing on the shore. Natural elements evoke a feeling of tranquility and connection to the environment.
Villa in Upper Prince's Quarter
4.96 out of 5 average rating, 26 reviews

Modern house, cocktail pool, ocean view

Stay at a beautiful duplex home in Oyster Pond. With a cocktail pool, a breathtaking ocean view and a modern interior design, this spacious and fully equipped home is ideal for a couple. Enjoy the peace of the neighborhood and also benefit from a 24/7 gated security. This home will offer everything you need for an amazing stay in Sint Maarten / Saint Martin.

Top guest favorite
A panoramic view captures the serene turquoise waters of Great Bay, framed by rolling hills and lush greenery. The horizon features a blend of clouds and sunlight, creating a tranquil coastal atmosphere. Cruise ships are subtly visible along the shoreline.
Villa in Little Bay
4.99 out of 5 average rating, 78 reviews

Barefoot Villas GreatBay View in Hot Tub & Balcony

Wake up to stunning panoramic views of Philipsburg and Great Bay. Sip your morning coffee as cruise ships glide into port, all while soaking in the refreshing ocean breeze. This centrally located property puts you just minutes away from Philipsburg’s vibrant shopping scene, local supermarkets, restaurants, and some of the island’s best beaches.

Guest favorite
An outdoor terrace features a sleek infinity pool that appears to merge with the ocean, complemented by loungers arranged nearby. The design incorporates stone accents and modern furniture, offering an uninterrupted view of the coastline and twilight sky.
Villa in Upper Prince's Quarter
5 out of 5 average rating, 9 reviews

Villa Marant - Elegant Luxury Caribbean Escape

Experience the perfect blend of elegance and comfort at Villa Marant, where modern design meets tranquil relaxation. Nestled in a prime location, our villa offers a stylish retreat for travelers seeking the ultimate escape. Plus, with a backup generator in place, you’ll never have to worry about power outages—your comfort is always ensured.

Top guest favorite
A private outdoor area features a swimming pool surrounded by lounge chairs, with views of the water and distant hills. Palm trees provide shade, while a wooden structure offers a dining space. Natural stone tiles create a welcoming atmosphere, ideal for relaxation.
Villa in Cul-de-Sac
4.99 out of 5 average rating, 149 reviews

VILLA JADE 2: WATERFRONT SUITE/POOL

VILLA JADE is a complex of 3 villas located in the bay of CUL DE SAC and its islets... VILLA JADE 2 is a spacious/sea view suite for 2 people on the water, with a private pool. The 3 villas are adjoining but very quiet and private. Your unique view is the sea... Direct access to the sea via a pontoon, and kayaks at your disposal.

Popular amenities for Upper Prince's Quarter villa rentals

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

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ3,471ﺩ.ﺇ2,920ﺩ.ﺇ3,140ﺩ.ﺇ2,831ﺩ.ﺇ2,593ﺩ.ﺇ2,824ﺩ.ﺇ2,872ﺩ.ﺇ2,574ﺩ.ﺇ2,420ﺩ.ﺇ2,607ﺩ.ﺇ2,607ﺩ.ﺇ3,702
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Quick stats about villa rentals in Upper Prince's Quarter

  • Total vacation rentals

    Explore 50 vacation rentals in Upper Prince's Quarter

  • Nightly prices starting at

    Upper Prince's Quarter vacation rentals start at ﺩ.ﺇ698 per night before taxes and fees

  • Verified guest reviews

    Over 970 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Upper Prince's Quarter vacation rentals include wi-fi access

  • Popular amenities for guests

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

  • 4.9 Average rating

    Upper Prince's Quarter stays are highly rated by guests—averaging 4.9 out of 5!