
House holiday rentals in Upper Prince's Quarter
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Top-rated house rentals in Upper Prince's Quarter
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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.

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.

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!

Villa Bahia
À quelques pas de la mer, dans un environnement paisible, la Villa Bahia, spacieuse, baignée de lumière et pensée dans un esprit chaleureux, offre une parenthèse élégante entre verdure et eau turquoise. La villa propose 3 chambres avec de larges dressings et leurs salle de bain. La cuisine, conviviale, fonctionnelle, est ouverte sur une vaste pièce de vie, vue mer et entièrement équipée. Située dans une résidence sécurisée en cours de rénovation, à proximité d’un supermarché et de restaurants.

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.

Stunning Panoramic Views Of The Ocean & St Barth!
“Villa Senorita” is located in the private residential and secured Mandara Residences. This brand new modern condominium features 164sqm/1766 sqft of interior and exterior space with WIFI throughout. The Condo consists of two master bedrooms with two bathrooms, living room with kitchen area, exterior terrace, and laundry area. All two bedrooms, the living room have unobstructed and breathtaking views of the ocean, Guana Bay Beach, Saint Barthélémy and the beautiful island nature.

Tropicale Cottage 2 Chambres
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

Caribbean Style Family Home
This lovely dwelling is a Caribbean style home with a modern tropical twist; Ideal for groups/families looking for real Caribbean experience. located in a quiet residential area (+valley view) with a private enclosed yard, parking and backyard with home grown organic herbs for natural teas. Come and live like a local among the locals: A 7 minute drive to our beautiful boardwalk beach in Philipsburg and its duty free shops. 7-10 mins to the famous orient beach.

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!

Ocean view villa at Dawn beach
Enjoy stunning ocean view in a peaceful location free of traffic and crowds. Villa Seascapes is a fully renovated luxury villa with a 180 degree unobstructed ocean view, surrounded by a lush garden. 3 beautiful bedrooms 8 min walk to Dawn beach, bar and restaurant. Salt water infinity pool. Large terrace overlooking the ocean. Each bedroom has en suite bathroom, walk in closet and magnificent ocean view.

The best view on the island!
Casa Victoire is fully equipped with everything you might need for a comfortable and relaxing stay! Enjoy relaxing moments while taking in the view from your private terrace or relaxing in the heated pool while enjoying stunning ocean views. Canoes and kayaks are available for an unforgettable experience in the Cul de Sac Bay Nature Reserve Looking forward to hosting you at La Casa Victoire!

Vista Azul SXM
Villa Azul is a charming seaside retreat nestled in the peaceful neighborhood of Point Blanche, Sint Maarten. Just minutes from Philipsburg—the island's vibrant capital—and close to the cruise port and ferry to St. Barths, this home offers the perfect blend of tranquility and convenience. Enjoy breathtaking sea views from every angle in this beautifully located getaway.
Popular amenities for Upper Prince's Quarter house rentals
House rentals with a pool

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

Villa Taïana - Oyster Pond

Slowlife! Blooming Villa! Freshly Renovated

Sea Shell Villa- Grand Case

Kanoa - 3 bedroom Remote Luxe Escape

House on Orient Bay, ideally located

Tropical Oasis/Million $ Views!

Upscale Villa Hideaway in Orient Bay
Weekly house rentals

Villa Mangrove Orient Bay 150 m from the beach

Fantastic 2 bedroom villa, swimming pools, tennis

Ocean View House 3 Terraces/2BR/2BA - Shared Pool

Aquamarine, beautiful 2 bdr house, private pool!

Slowlife - Villa Wellness 4 beds

Water access, snorkeling gear & kayaks

Villa Carib sxm piscine.

Your West End Getaway
Private house rentals

Pool & Ocean Views | 5BR Hilltop Villa

Romantic SWEETY COTTAGE WITH ITS PRIVATE POOL & GEORGEOUS VIEW

Spacious 2-Bedroom House | Garden, 3 Pools, Beach

Coco's Beach House - Simpson Bay Beach

VILLA CECILIA

Villa Victoria with private pool

3-BR Villa w/ Pool & Sea Views – West End Anguilla

Villa Flagrantia
When is the best time to visit Upper Prince's Quarter?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $728 NZD | $757 NZD | $680 NZD | $1,043 NZD | $937 NZD | $937 NZD | $951 NZD | $912 NZD | $857 NZD | $804 NZD | $857 NZD | $1,159 NZD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
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 770 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
60 of Upper Prince's Quarter holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Upper Prince's Quarter rentals

4.8 Average rating
Upper Prince's Quarter stays are highly rated by guests—averaging 4.8 out of 5!
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- House rentals Sint Maarten





