
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.

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.

Villa Areca • 3BR waterfront with kayaks, WiFi, AC
3 bedrooms waterfront villa, facing Pinel and Little Key islands. Villa Areca is a private home nestled in front of the serene and famous Cul-de-sac bay in Saint-Martin. Perfectly positioned on the waterfront, you'll enjoy stunning views and direct access to the water. The villa is located in Cul-de-sac Bay, facing the gorgeous Pinel and Little Key islands — an ideal spot for relaxation and island adventures. The villa is under The Bay Villas' new Management and hence does not have reviews yet.

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!

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

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!

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

Princess Villa with Sea View and Private Pool Anse Marcel

Comfort & Views - LUX Fortress

ALMOND BLUE ...Pinel bay view - caribbean feeling

New-Sunset Place Villa w Stunning Waterfront Views

Charming house in the heart of oyster pond

Luxurious bungalow with private pool

Luxurious villa with magnificent view ALSO 6bedr!

Villa Allamanda a Indigo Bay
Weekly house rentals

Slowlife - Villa Wellness 4 beds

Sound of the Waves Orient Bay: Villa on the beach

3-Bedroom Home In Philipsburg, Near the Beach

Luxury & charming Duplex 2 bedr Pool, Orient Beach

Bungalow surrounded by nature

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

House on Orient Bay, ideally located

Villa Kansha • Tranquil 3-BDR Island Escape
Private house rentals

Peaceful secluded 2BR apt w. sunrise & ocean views

Villa Edenly Orient Bay

Spacious 3BR with Private Cozy Pool

Villa Kyanéa – Ocean view and private pool

Townhouse Villa LX

Stunning Panoramic Views Of The Ocean & St Barth!

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

Petit Topaz at Altamer
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 | $1,024 AUD | $965 AUD | $965 AUD | $879 AUD | $790 AUD | $790 AUD | $801 AUD | $768 AUD | $722 AUD | $790 AUD | $790 AUD | $1,061 AUD |
| 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
- Rentals with beach access Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Rentals with a washing machine and dryer Upper Prince's Quarter
- Waterfront rentals Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Villa rentals Upper Prince's Quarter
- House rentals Sint Maarten




