Villa holiday rentals in Upper Prince&#x27;s Quarter

4.93 out of 5 average rating, 28 reviews

Villa in Oyster Pond

Villa Kyanéa | Ocean view, St Barth · Private pool

Overlooking the ocean and with no neighbours in sight, Villa Kyanéa offers the rare experience of living between the sky and the sea. Panoramic view of St Barth, private pool, terrace with deckchairs and table overlooking the horizon. Perfect for a stay for four people: two bedrooms, two bathrooms, a fully equipped kitchen, a bright living room, air conditioning in each room, a 65-inch TV and high-speed Wi-Fi. Quiet and secure residential complex, private parking, close to Baie Orientale. Nearby restaurants and shops.

LocationFamilyCheck-in

A private pool is bordered by a spacious patio area, featuring two lounge chairs. Expansive ocean views are visible in the background, with lush greenery surrounding the space. A dining table is situated under a covered area, providing a shaded option for meals outdoors.

4.95 out of 5 average rating, 80 reviews

Villa Ocean - Indulge Yourself in Paradise

A three-bedroom, two-bathroom beauty overlooking beach/vast views of the ocean in Indigo Bay. Sunset viewing on the deck, private pool or down to the beach 10 min by walking. 10 min to airport, night life, other popular beaches. Close to town. groceries, restaurants. All the bedrooms have a view of beach and the ocean. There is free wireless internet, TV, air conditioning, a dishwasher, refrigerator, microwave, wine refrigerator, coffee maker, washer dryer, outdoor gas grill and private parking.

LocationFamilyQuiet

5.0 out of 5 average rating, 16 reviews

Villa in Philipsburg

Ocean View Villa Little Bay

🌴 Villa Little Bay – Oceanview Bliss With 360° Views Enjoy the peaceful sound of the waves and a serene, private atmosphere that’s still close to everything. We’re located within walking distance to Philipsburg, the vibrant heart of SXM—Front Street, top shopping, restaurants, and the island’s best casinos. The beach is just 5 minutes away, Step outside to your private patio for sunbathing, and shimmering ocean‑view pool. Villa offers the perfect blend of tranquility and convenience.

ValueFamilyIndoor spaces

5.0 out of 5 average rating, 11 reviews

An aerial view showcases the villa surrounded by lush greenery and vibrant tropical flowers. The private pool, with a curved shape, is bordered by lounge chairs. The sloped roof of the main house and separate structure add architectural interest.

Villa in Oyster Pond

Palm Paradise - Tropical Villa in Oyster Pond

Welcome to Palm Paradise! This 4-bedroom, 4.5-bathroom villa in Oyster Pond, Sint Maarten, is your perfect Caribbean getaway. Sleeps 10 guests, featuring a private pool, backup generator, and fully equipped kitchen. One bedroom is in the separate Coconut Cottage, with its own kitchen and living room. This villa is ideal for families or groups. Enjoy modern amenities, outdoor dining and lounging, and a newly renovated interior. Your tropical oasis awaits—book now for an unforgettable stay!

LocationQuietGetting around

A private pool is situated on a wooden deck, surrounded by lush greenery and palm trees. Sun loungers are positioned nearby, offering a view of the sea and distant boats. The clear water of the pool reflects the vibrant blue sky.

5.0 out of 5 average rating, 109 reviews

VILLA I LOVE VIEW – Luxury villa with sea view

Villa I LOVE VIEW is an oasis of tranquility – with its private pool (naturism possible), large terrace and luxurious kitchen area. Come and discover its view with multiple shades of blue while relaxing on the deckchairs by the pool with zen natural stone reflections Located in Cul de Sac, facing Saint Barth, Pinel Island and the Eastern Bay. Close to the most beautiful beaches of the island, restaurants, water sports, it is the ideal place for your vacation.

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4.94 out of 5 average rating, 87 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.

LocationFamilyBarbecue

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.

4.84 out of 5 average rating, 154 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

LocationFamilyHospitality

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.

4.99 out of 5 average rating, 93 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.

LocationFamilyCheck-in

Villa in Indigo bay, Sint Maarten

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.

4.94 out of 5 average rating, 70 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.

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4.99 out of 5 average rating, 102 reviews

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

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.

LocationFamilyOutdoor spaces

4.92 out of 5 average rating, 25 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.

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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.

4.99 out of 5 average rating, 159 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.

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Popular amenities for Upper Prince's Quarter villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

Superhost

A spacious living area is highlighted by large glass doors, allowing natural light to fill the room and offering unobstructed ocean views. Comfortable white sofas complement a wooden coffee table, while vibrant artwork adds a pop of color to the decor. The inviting atmosphere is enhanced by the lush surroundings visible through the windows.

Villa in Sint Maarten

4.91 out of 5 average rating, 32 reviews

Sea view 3BR Spring Sea Villa w/ pool, St Maarten

ValueLocationLayout

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.

4.93 out of 5 average rating, 46 reviews

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

LocationFamilyQuiet

4.95 out of 5 average rating, 19 reviews

Villa in GRAND CASE

Bella Vista – Pool & sea view, 5 minutes from Grand Case

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An infinity pool extends toward the horizon, creating a seamless view of Orient Bay and its surrounding islands. Comfortable lounge chairs with orange accents are positioned nearby, offering relaxation against a backdrop of vibrant greenery and a clear blue sky.

4.97 out of 5 average rating, 69 reviews

Private Orient Bay Villa with Spectacular Views

ValueFamilyPool

The villa features a modern design with two levels, surrounded by lush greenery. An infinity pool is situated in front, with reclining chairs positioned nearby. The outdoor dining area is visible, and the expansive glass windows reflect the vibrant surroundings, inviting natural light into the space.

5.0 out of 5 average rating, 32 reviews

Life's Good

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Villa in Les Terres Basses

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.

4.98 out of 5 average rating, 45 reviews

Brand new! - Slowlife - Enjoy Villa

LocationValueAmenities

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.

4.83 out of 5 average rating, 90 reviews

Villa Indigo Dream, Indigo Bay SXM

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A two-story villa stands adjacent to a large swimming pool, surrounded by lush greenery and palm trees. The structure features outdoor stairs leading to a spacious deck, with large windows allowing natural light to illuminate the interior. The tranquil setting offers scenic views of the surrounding landscape.

4.82 out of 5 average rating, 88 reviews

Oceanfront Guana Bay Villa with View of St. Barts

ValueFamilyNearby

Luxury villa rentals

An open living area reveals wooden beams overhead and large glass doors that connect to the outdoor space. A light-colored sofa rests on polished wood flooring, accompanied by a coffee table. The serene view of greenery and ocean is visible through the doors.

5.0 out of 5 average rating, 48 reviews

Water access, snorkeling gear & kayaks

FamilyValueDecor

4.97 out of 5 average rating, 90 reviews

A stunning sunset is captured over the calm sea, reflecting vibrant colors onto the water's surface. In the foreground, a serene pool mirrors the sky, enhancing the tranquil ambiance of the outdoor space. The silhouette of trees adds a natural element to the scene.

Villa in Simpson Bay

Waterfront "Bonjour" Beacon Hill St Maarten

LocationFamilyCleanliness

5.0 out of 5 average rating, 16 reviews

Belle Lurette • 3BR waterfront with kayaks, pool

FamilyLocationComfort

An open living area features a large, inviting couch and a rustic dining table, surrounded by natural light. Expansive doors lead to a wooden deck, showcasing a private pool and lush greenery with ocean views in the background, under a clear blue sky.

4.96 out of 5 average rating, 51 reviews

Wonderfull 180° view, from Orient Bay to Pinel

FamilyLocationGetting around

Superhost

A sleek, reflective pool extends towards the horizon, capturing the vibrant sunset. Lush greenery frames the view, adding a natural element to the scene. The setting creates a peaceful ambiance, inviting relaxation amidst the beauty of the surrounding landscape.

Villa in Cole Bay

4.68 out of 5 average rating, 44 reviews

A heavenly Sint Maarten's retreat

FamilyValueHospitality

4.96 out of 5 average rating, 25 reviews

An outdoor terrace is seen overlooking the bay, featuring a private pool with clear blue water. A sun lounger is positioned beside the pool, with lush greenery and potted plants framing the scene. The sun sets beyond the hills, casting a warm light over the surroundings.

Villa in Saint Martin

Villa Pineapple - Grand Case Area -5mn Orient Bay

FamilyLocationKitchen

5.0 out of 5 average rating, 36 reviews

Villa Pure • 3BR waterfront with kayaks, Wi-Fi, AC

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Villa in Les Terres Basses

A private pool with turquoise water is surrounded by a spacious wooden deck featuring several lounge chairs. Lush greenery frames the area, and the ocean is visible in the distance under a clear blue sky.

4.88 out of 5 average rating, 24 reviews

Private villa / beautiful View next to La Samanna

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Villa rentals with a pool

An outdoor area features a private pool surrounded by a spacious patio. Lush greenery and palm trees complement the landscape, while a covered seating area provides shade. The villa's contemporary architecture harmonizes with the scenic mountain backdrop and bright blue sky.

4.97 out of 5 average rating, 65 reviews

Spacious Villa - Saint Martin - Pool & 4 Bedrooms

LocationValueBarbecue

Superhost

4.9 out of 5 average rating, 40 reviews

Little Paradise 2, private pool, beautiful view

ValueFamilyBathroom

An outdoor patio area features a dining table set for six and a cozy lounge seating option. A swimming pool reflects the sunlight, while a suspended swing chair adds a relaxing touch. The backdrop showcases a lush, green hillside.

4.99 out of 5 average rating, 87 reviews

Villa Tibo

FamilyLocationBackyard

4.9 out of 5 average rating, 61 reviews

Villa in Lowlands

Villa Sonrisa, Beachfront and stunning ocean view

LocationFamilyAir conditioning

4.99 out of 5 average rating, 79 reviews

Luxury villa facing Pinel panoramic Ocean Views

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An aerial view captures the villa's bright red roofs contrasting with lush greenery. A private pool is surrounded by lounge chairs and palm trees, while the surrounding landscape leads to a pathway. The inviting design harmonizes with the natural environment.

5.0 out of 5 average rating, 27 reviews

Luxury Villa - Best Views in the Caribbean!

FamilyLocationBarbecue

A dining area is positioned under arching columns, with a wooden table surrounded by four chairs. The ocean view is visible beyond the pool, while soft lighting highlights the serene setting during twilight.

5.0 out of 5 average rating, 3 reviews

Villa Suzanne with sea view 4 bedrooms - 8 beds

LocationBeachAccuracy

An outdoor dining area is presented with a modern table set for six, featuring crisp white chairs and colorful plates. A vase with orange flowers adds a touch of vibrancy. The stunning view of the turquoise ocean and distant hills is visible in the background.