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House holiday rentals in Upper Prince's Quarter

Find and book unique houses on Airbnb

Top-rated house rentals in Upper Prince's Quarter

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

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Guest favourite
An open-plan living area showcases a modern kitchen with a marble countertop and sleek cabinetry. Large glass doors provide expansive ocean views and access to an outdoor terrace. A comfortable seating area includes neutral-toned furnishings, while dining space is set for meals with panoramic vistas.
Home in Upper Prince's Quarter
5 out of 5 average rating, 19 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.

Top guest favourite
Home in Lowlands
5 out of 5 average rating, 12 reviews

Casa Bisani, 2BD 2.5BA in Cupecoy

Amazing Lagoon Views & Island Comfort at Villa Casa Bisani B-7 Cupecoy Estate Welcome to your dream getaway just walking distance from the shores of the famous Cupecoy Beach and just minutes away from the famous Mullet Bay Beach where white sands, turquoise waters, and unforgettable sunsets awaits you. This spacious & stylish 2-br, 2.5-bath Vacation retreat is designed for ultimate comfort, whether you're traveling as a couple, family, or on a work-leisure blend your Cupecoy escapes awaits you.

Top guest favourite
A private pool sits on a spacious wooden deck, surrounded by lush greenery. Lounge chairs are positioned nearby, offering a place to relax. The serene view encompasses a calm body of water and distant islands under a clear blue sky.
Home in Orient Bay
4.91 out of 5 average rating, 68 reviews

Paradise View, Creole house with private pool

Spacious independant house with private swimming pool 5 min walk from Orient Bay. Magnificent view on the surrounding beaches and islands. Softness of the Caribbean breeze. Lots of space with a large 600 sq ft deck to relax facing the sea. Kitchen and dining room of 250 sq ft open very widely onto the terrace. Large conditioned & ventilated living room of 350 sq ft with large sofa bed and bathroom. Upstairs, large, very bright conditioned bedroom of 350 sq ft with its office space and bathroom.

Top guest favourite
A spacious bedroom is showcased with a large bed featuring neutral-toned linens. A panoramic window offers stunning views of the ocean and coastline, framed by soft drapes. A bedside table holds a lamp, and a television is positioned across the room, enhancing the modern decor.
Home in Upper Prince's Quarter
5 out of 5 average rating, 82 reviews

Endless Views @ Acqua Bleu

Nestled in the heart of Saint Martin, Acqua Bleu offers breathtaking views of turquoise waters and pristine beaches. You'll have direct access to some of the most gorgeous spots on the island, ensuring endless fun in the sun. You’ll enjoy access to various amenities, including a fully equipped kitchen, spacious living areas, a refreshing swimming pool, and much more! Acqua Bleu features two king bedrooms, each accompanied by a private bathroom. Get ready to enjoy a truly rejuvenating vacation!

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
4.97 out of 5 average rating, 58 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.

Guest favourite
A modern villa exterior features a sleek infinity pool surrounded by a tiled terrace. A spacious dining area is set beneath a pergola, complemented by tropical plants and a distant hillside view. Sunlight reflects off the pool's surface, enhancing the inviting atmosphere.
Home in Sint Maarten
5 out of 5 average rating, 23 reviews

Infinite Blue – Elegant Villa & Turquoise Views

Infinite Blue is an elegant 3-bedroom, comfortable villa with the perfect relaxing atmosphere. The kitchen is fully equipped, and all social areas are comfortable spaces, with a nice design and excellent ocean views. The terrace area has a spacious dining room (area), Inf. pool, outside BBQ, outside shower, and a jacuzzi 36 C degrees depending on the weather, from 6pm until 12 am. For couples or families. The community location is great and safe! It is close to the main sites of interest.

Top guest favourite
A refreshing pool area is surrounded by palm trees and colorful tropical plants. Lounge chairs are positioned near the pool, offering views of the turquoise Caribbean Sea and nearby coastline. Natural light illuminates the space, emphasizing the vibrant outdoor environment.
Home in Philipsburg
5 out of 5 average rating, 29 reviews

2 Bedroom Ocean Front Villa, Private Infinity Pool

Clearwater is a cliffside waterfront property with one of the most spectacular views on the island! Overlooking Great Bay, Philipsburg, Divi Little Bay, the turquoise Caribbean Sea and the magnificent cruise ships, this one-of-its-kind location will be sure to Wow you. It is perfectly situated for easy access to all SXM has to offer; 2 nearby beaches, restaurants, grocery stores, downtown shopping, bars and entertainment. If you are interested, checkout the 3 Bedroom option here on Airbnb.

Guest favourite
A well-lit bedroom features a spacious bed with crisp white linens and various decorative pillows. Matching bedside tables hold stylish lamps. A wall-mounted television is positioned in front of the bed, while light streaming through partially opened shutters adds a bright touch to the room.
Home in Simpson Bay
4.97 out of 5 average rating, 33 reviews

The beachcomber

Welcome to your perfect island retreat! Located in the heart of Beacon Hill, this cozy unit offers the ideal home base for exploring all that Sint Maarten has to offer. Just steps away from the island’s top attractions, you'll be within walking distance to: Maho Beach, Casinos,Restaurants & Bars. This unit is perfect for couples or solo travelers. Don’t miss out on the best location on the island – book your stay in Beacon Hill today and live like a local just steps from the action!

Guest favourite
Home in Upper Prince's Quarter
5 out of 5 average rating, 9 reviews

Tropical Cottage

Une maison pensée pour offrir confort, calme et intimité, dans un cadre tropical agréable. Elle dispose de deux chambres climatisées, de deux salles de bain, d’un salon convivial climatisé et d’une cuisine entièrement équipée. Une terrasse accueillante et un jardin verdoyant invitent à la détente et à savourer la douceur de vie de Saint-Martin. Chaque espace a été aménagé pour être fonctionnel et reposant, afin que vous vous sentiez immédiatement à l’aise, comme à la maison

Top guest favourite
A shaded terrace is surrounded by lush greenery, featuring a comfortable seating area with light-colored chairs and a low table. Natural light filters through the leaves, creating a serene and inviting space for relaxation.
Home in Cul-de-Sac
4.92 out of 5 average rating, 48 reviews

LODGE Elegant Cocoon, Tropical Terrace, Sea View

Welcome to the LODGE, a unique, bright and refined style accommodation, nestled in a green setting in Cul-de-Sac, with stunning views of Îlet Pinel, Saint-Barth and the Caribbean Sea. A real cocoon for two, ideal for a romantic stay or a quiet getaway: * Terrace with panoramic view * Bright living room with TV and air conditioning * Fully equipped open kitchen * Large bedroom * Shaded terrace with dining area and outdoor lounge * Small private pool (2x2)

Guest favourite
A spacious verandah features a comfortable seating area with a light-colored couch and a dark wicker coffee table. Lush greenery is displayed in a yellow planter, with panoramic views of the hills and bright blue sky in the background.
Home in Indigo Bay
4.77 out of 5 average rating, 191 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!

Top guest favourite
A private pool area features a clear blue swimming pool surrounded by a spacious patio. Lounge chairs are set beside the pool, while the bungalow's exterior is visible in the background, along with a dining set under an overhead structure. Lush greenery provides a natural backdrop.
Home in Collectivité de Saint-Martin
5 out of 5 average rating, 14 reviews

MAHI-MAHI Logde, private pool, Orient Bay

MAHI-MAHI LODGE is a bungalow for 2 + 1 people, located in a green setting within ORIENT BAY RESORT! Ideal for a couple or small family, steps from the beach, its activities, shops and restaurants! Composed of an air-conditioned bedroom, its en-suite bathroom, then a bright living room (sofa bed). The kitchen and breakfast area open onto a terrace with table and BBQ! The private pool and sun loungers will invite you to relax!

Popular amenities for house rentals in Upper Prince's Quarter

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

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Avg. price$906 SGD$854 SGD$854 SGD$777 SGD$699 SGD$699 SGD$709 SGD$680 SGD$639 SGD$599 SGD$639 SGD$864 SGD
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Quick stats about house rentals in Upper Prince's Quarter

  • Total holiday rentals

    Explore 60 holiday rentals in Upper Prince's Quarter

  • Verified guest reviews

    Over 640 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

    60 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!