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Villa holiday rentals in Upper Prince's Quarter

Find and book unique villas on Airbnb

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 favourite
An infinity edge pool is set against a backdrop of vibrant blue ocean waters. Comfortable lounge chairs are positioned near the pool, offering ideal spots for relaxation. The expansive terrace features sleek tile flooring, enhancing the outdoor space for enjoyment of panoramic sea views.
Villa in Oyster Pond
4.92 out of 5 average rating, 63 reviews

Ultra Modern Tropical Villa with stunning sea view

Villa Helios overlooks the Ocean with 210 degree views, including St. Barts. Views from every room. Private and secure, the villa is suitable for an extended family or three/four couples - rooms are well separated. The wind provides a steady cooling breeze on the Atlantic side of the island. Open the sliding door in the morning and enjoy the topical breeze all day. Located on the prestigious quiet peaceful Plateau, a small gated community of 6 homes. Includes backup Diesel generator

Superhost
A private pool with a curved shape invites relaxation, surrounded by sleek lounge chairs. Lush palm trees sway in the gentle breeze, and the distant hills create a serene backdrop. The villa's expansive outdoor space merges seamlessly with the inviting water, enhanced by a blue sky dotted with clouds.
Villa in Upper Prince's Quarter
5 out of 5 average rating, 4 reviews

Villa Sophia: Oceanfront w/ Generator & Pool

Welcome to Villa Sophia, a stunning, luxurious, and elegant 4-bedroom oceanfront villa in Tamarind Hill Estates, combining the best of indoor and outdoor living in traditional St. Maarten style. Expansive sea views, a private pool, and tons of amenities. Just minutes from Great Bay Beach, Philipsburg, and the island’s best attractions, Villa Sophia is ideal for families and groups seeking a unique, and unforgettable Caribbean retreat. Book your stay and enjoy a luxury experience in paradise!

Superhost
A private pool is visible in the foreground, surrounded by lounge chairs. In the background, the ocean stretches towards the horizon under a clear blue sky, complemented by lush greenery framing the scene.
Villa in Upper Prince's Quarter
5 out of 5 average rating, 7 reviews

Beachfront/6 bdrs en-suite/ Maid included (h)

This impressive beachfront luxurious villa, direct private access to the beach, is located in Guana Bay, offering large & spacious living space, with terrace, patio & pool. There are 6 bedrooms, each with en-suite bathrooms. 5 bedrooms with king size beds & 1 bedroom with 2 twin beds. Daily maid service (max 4h) is included. Secure area, quiet place, the villa offers BBQ & games. Ideal for friends & families. COVID Thermometer. 24/7 Maintenance & service. Meeting at car rentals possible.

Guest favourite
Villa in Les Terrasses de Cul de Sac
4.96 out of 5 average rating, 28 reviews

Water access, heated pool, kayaks & snorkeling

Escape to Villa Côté Mer, a stunning villa nestled in the breathtaking Bay of Cul de Sac. Perfect for paradise seekers, this villa offers direct private access to the calm, shallow waters of the marine reserve. Enjoy the heated swimming pool surrounded by lush tropical gardens, high-speed fiber-optic Wi-Fi and spectacular ocean views. The property is close to local attractions and provides everything you need for an unforgettable Caribbean getaway. Kayaks and snorkeling included.

Superhost
An infinity pool is visible in the foreground, its clear water merging with the expansive blue sea. Beyond, the horizon features distant islands under a clear sky, complemented by palm trees swaying gently in the breeze.
Villa in Sint Maarten
4.85 out of 5 average rating, 73 reviews

Villa Indigo Dream, Indigo Bay SXM

Prepare to de-stress and to be mesmerized by the continuous influence of the sunlight and the sea throughout the villa. The villa offers a spectacular indoor-outdoor living experience which opens onto the infinity pool deck and boasts breathtaking views of the islands Saba, St. Eustatius and St.Kitts. The home defines true tranquility. Listen to the surf as sip your coffee in the morning or make a sunset toast watching nature's greatest light show over the sea.

Guest favourite
A sunlit outdoor area showcases a serene infinity pool bordered by wooden decking. Lounge chairs are situated under a vibrant red umbrella, offering views of the ocean and lush landscape. Potted plants add a touch of greenery, complementing the peaceful atmosphere.
Villa in Upper Prince's Quarter
4.92 out of 5 average rating, 65 reviews

Villa Blue Roc

This luxurious villa is located in a secure residence with a breathtaking view, facing the ocean and the island of St Barthelemy, perched on the heights of Dawn Beach, 15 minutes from the famous beaches/restaurants of Orient Bay and Grand Case in the French part. The villa is also 5 minutes from the Dutch capital, Philipsburg, a must for shopping. Thanks to the large outdoor spaces and the infinity pool, this villa will offer you an unforgettable stay.

Guest favourite
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
4.94 out of 5 average rating, 109 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, 156 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....

Guest favourite
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
4.83 out of 5 average rating, 127 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 private pool and a quiet and green environment. The Villa is located in the Horizon Pinel residence overlooking Île Pinel, Petite Clef, Orient Bay, Tintamarre and Saint Barthélemy. It overlooks the incredible and famous nature reserve of Cul de Sac Bay, known for its population of turtles, rays and pelicans. The shallow and always quiet bay is ideal for snorkeling

Top guest favourite
An infinity edge pool reflects the clear blue sky, surrounded by a spacious stone patio. Comfortable lounge chairs are positioned nearby, under an umbrella. The ocean view extends along the horizon, with gentle waves visible in the distance.
Villa in Upper Prince's Quarter
4.99 out of 5 average rating, 67 reviews

Sea Haven Villa - Breathtaking Views of Dawn Beach

Sea Haven is a 3 bedroom, 3 1/2 bath villa overlooking Dawn Beach on beautiful St. Maarten. Every room and patio in the villa has an ocean view except the bathrooms. The main floor is an open concept living area with the living room, kitchen, dining area and half bath. There are 3 outdoor patios on the main floor. The large patio off of the living room is furnished with lounge chairs and also leads to the infinity edge pool.

Top guest favourite
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
5 out of 5 average rating, 30 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.

Guest favourite
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
5 out of 5 average rating, 19 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.

Popular amenities for villa rentals in Upper Prince's Quarter

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Quick stats about villa rentals in Upper Prince's Quarter

  • Total holiday rentals

    Explore 50 holiday rentals in Upper Prince's Quarter

  • Nightly prices starting at

    Upper Prince's Quarter holiday rentals start at £114 per night before taxes and fees

  • Verified guest reviews

    Over 960 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 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

  • 4.9 Average rating

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