
House holiday rentals in Upper Prince's Quarter
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Top-rated house rentals in Upper Prince's Quarter
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

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.

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.

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.

Upscale Villa Hideaway in Orient Bay
À 70 mètres seulement de la plage mythique d'Orient Bay, cette villa haut de gamme vous ouvre ses portes pour un séjour inoubliable, entre élégance et art de vivre caribéen. Dès votre entrée, une piscine chauffée d'une longueur de 12 mètres. Les 3 suites raffinées et climatisées, chacune avec sa salle de bain, évoquent le calme, l’intimité et le confort. Les matières naturelles, les couleurs apaisantes et la literie haut de gamme créent une atmosphère propice au repos et aux doux réveils.

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!

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)

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!

Tropical Cottage
A house designed to offer comfort, calm and privacy, in a pleasant tropical setting. It has two air-conditioned bedrooms, two bathrooms, a convivial air-conditioned living room and a fully equipped kitchen. A welcoming terrace and a verdant garden invite you to relax and enjoy the sweetness of life in Saint-Martin. Each space has been designed to be functional and relaxing, so that you immediately feel at home

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.
Popular amenities for house rentals in Upper Prince's Quarter
House rentals with a pool

Villa Paradis - The best views of the island!

Pelican key - BEACH FRONT Villa

ALMOND BLUE ...Pinel bay view - caribbean feeling

New-Sunset Place Villa w Stunning Waterfront Views

Prestigious Villa with Breathtaking Ocean View

Galets Aqua Luxury Lodge 700 m from Baie Orientale beach

Atypik Villa

Luxury & charming Duplex 2 bedr Pool, Orient Beach
Weekly house rentals

Sunny SXM Getaway · February & Carnival Vibes

Villa Edenly Orient Bay

Princess Villa with Sea View and Private Pool Anse Marcel

Comfort & Views - LUX Fortress

Casalinda Amazing Sunsets Pelican Key St Maarten

Slowlife - Villa Wellness 4 beds

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

Villa Allamanda a Indigo Bay
Private house rentals

Peaceful secluded 2BR apt w. sunrise & ocean views

Aquabloom townhouse, 2BR 2.5 BH in Cupecoy

Villa Kyanéa – Ocean view and private pool

LES BALCONS D'OYSTER POND BUNGALOW N°7 WITH MEZZANINE ( LOFT) & TERRACE - MARINA LEVEL

VILLA CECILIA

Stunning Panoramic Views Of The Ocean & St Barth!

Nice little house in Baie Orientale

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR
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 | £516 | £486 | £486 | £443 | £398 | £398 | £404 | £387 | £364 | £398 | £398 | £535 |
| 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 & 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!
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- Rentals with a hot tub Upper Prince's Quarter
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