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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
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.

Top guest favorite
An outdoor terrace features comfortable white lounge furniture arranged around a central table, overlooking serene ocean views. A private pool is visible beyond the terrace, complementing the clear blue sky and tranquil waters.
Villa in Sint Maarten
5 out of 5 average rating, 15 reviews

Indigo Oceanfront Condo Poolside - Unit 1

Welcome to Indigo Bay Oceanview Villa, in Indigo Bay, Sint Maarten. This spacious condo offers stunning ocean views, modern amenities, and easy access to pristine beaches. With 3 elegant bedrooms, each featuring en-suite bathrooms, an open-concept living area with plush seating, and a gourmet kitchen equipped with state-of-the-art appliances, you’ll find everything you need for a perfect stay. Step outside to your private pool, sun deck, and shaded patio for alfresco dining.

Top guest favorite
An open-air living space features comfortable seating arranged around a wooden table. Large sliding doors frame stunning views of the turquoise waters and distant hills, with sunlight illuminating the area. Coastal decor complements the relaxation zone, inviting guests to enjoy the scenery.
Villa in Cul-de-Sac
5 out of 5 average rating, 47 reviews

Only Villa with private beach Beach Villa Cala Mar

Optic-fiber wifi, heated swimming pool and private white sand beach! Snorkeling gear and kayaks included. Private Chef, Masseuse & Concierge on demand. Move into this paradise, exclusively designed for your stay to be absolutely perfect. Enjoy every part of it, from the exquisite decoration, the quality of every single component of the Villa, its relaxing white sand beach and all the features included (kayaks, snorkeling gear, beach towels, complimentary drinks & snacks.

Guest favorite
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 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
4.94 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.

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
4.83 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 a 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 calm bay is ideal for snorkeling

Guest favorite
An outdoor space features a private pool surrounded by lounge chairs and a dining area with a large table. Palms sway gently in the breeze, framing views of the turquoise waters and lush hills. The deck is paved with light-colored tiles, enhancing the serene atmosphere.
Villa in Cul-de-Sac
4.95 out of 5 average rating, 120 reviews

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

VILLA JADE is a complex of 3 villas, on the waterfront. VILLA JADE 3, our 2 bedroom villa is located in Cul de Sac Bay, facing PINEL Island and the turquoise water nature reserve. Life is peaceful there, kayaking, relaxing, BBQ... You are 5 minutes from the fabulous Baie Orientale, its restaurants, bars and water activities... The 3 villas are adjoining but very private and quiet, your only view is the sea... your only goal is to "enjoy"......

Top guest favorite
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 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
5 out of 5 average rating, 31 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 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
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 Upper Prince's Quarter villa rentals

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

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR16,368 ZARR13,770 ZARR14,809 ZARR13,354 ZARR12,229 ZARR13,320 ZARR10,895 ZARR10,046 ZARR8,660 ZARR9,371 ZARR13,268 ZARR15,242 ZAR
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°C

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 R2,598 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 960 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!