
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.

Luxury Villa Turquoise Heaven in Pelican Key
Welcome to Villa Turquoise Heaven- Modern Luxury in Pelican Key, SXM Experience the pinnacle of Caribbean elegance at Villa Turquoise Heaven, the newest luxury villa in the exclusive Tepui Residence. Designed for relaxation and style, this modern retreat offers a seamless blend of indoor-outdoor living with unparalleled views of the turquoise Caribbean Sea. From waking up to the gentle sound of waves to savoring sunsets from your private infinity pool, Villa TH offers an unforgettable escape.

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.

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps
Welcome to paradise in Indigo Bay, St. Maarten! Our brand new property offers ultimate indoor-outdoor living with sliders opening to breathtaking sea views. Open-concept layout, fully-equipped kitchen, private pool and courtyard, NO STEPS, and three ocean-view bedrooms. Experience luxury and comfort at our oceanfront villa. Book now for an unforgettable vacation! *There is construction of a new hotel in the bay. Noise has been minimal but is subject to change. Contact us with any questions!*

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!

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.

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!

Ocean View House 3 Terraces/2BR/2BA - Shared Pool
House with a view of the most famous beach in Saint Martin, Orient Bay, and a glimpse of the island of Saint-Barth. The beach is 800 feet from the house, easily accessible on foot. The restoration is nearing completion, more photos coming soon. The house comprises 3 terraces, 2 bedrooms, 3 beds, 2 bathrooms, 2 toilets and 1 private parking space.. Designed to maximize brightness, the house features numerous openings. Quality furniture and bedding have been carefully selected.

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

Comfortable beach house
Charming small house with all amenities, private garden and trees, ideally located in the quietest and most secure corner of Grand Case: Petite Plage. A 300-meter walk from the cultural heart of Saint Martin, Boulevard de Grand Case with its many restaurants, this accommodation is right across from the beach and the Creole Rock that you can explore with our kayaks. Its small inner courtyard will allow you to fully relax in peace around an outdoor BBQ.

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!

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 Upper Prince's Quarter house rentals
House rentals with a pool

Villa Paradis - The best views of the island!

Pelican key - BEACH FRONT Villa

Slowlife! Blooming Villa! Freshly Renovated

Spacious 3BR with Private Cozy Pool

Comfort & Views - LUX Fortress

New-Sunset Place Villa w Stunning Waterfront Views

Seadream, Oyster Pond

Villa Tukan, Baie Orientale Village
Weekly house rentals

Princess Villa with Sea View and Private Pool Anse Marcel

Townhouse Villa LX

Slowlife - Villa Wellness 4 beds

Private 3bdr ocean view villa in Almond Grove

Paradise Keys, Cul-de-sac: Nice equipped studio

House - Private Pool & Sea View – Anse Marcel

Villa Kansha • Tranquil 3-BDR Island Escape

Stunning 5 bedroom villa with 180° ocean view !
Private house rentals

Peaceful secluded 2BR apt w. sunrise & ocean views

Villa Kyanéa – Ocean view and private pool

Stunning Panoramic Views Of The Ocean & St Barth!

Newly Renovated 2 Bedroom Villa

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

Tropical Pool Villa

Casa Hau - An Oasis by the Ocean

St. Maarten Villa Caribbean Jewel "THE JEWEL"
When is the best time to visit Upper Prince's Quarter?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,186 NZD | $1,118 NZD | $1,118 NZD | $1,018 NZD | $915 NZD | $915 NZD | $928 NZD | $890 NZD | $837 NZD | $785 NZD | $837 NZD | $1,131 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 640 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, Wi-Fi 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!
Destinations to explore
- Serviced apartment rentals Upper Prince's Quarter
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