
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.

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!

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.

3 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 2 Bedroom option here on Airbnb.

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.

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.

Princess Villa with Sea View and Private Pool Anse Marcel
Welcome to your exceptional retreat in Saint-Martin. Nestled in a peaceful area, minutes from the most beautiful beaches on the island, this contemporary villa offers a subtle blend of modern design, upscale comfort and Caribbean nature. Fully privatized, the house is ideal for a stay for couples, families or groups of friends, combining relaxation, privacy and services worthy of a charming hotel.

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!

Modern 3BR AC - Views of Cruise Port & Philipburg
Wake up to stunning panoramic views of Philipsburg. Sip your morning coffee as cruise ships glide into port, all while soaking in the refreshing ocean breeze. This centrally located property puts you just minutes away from Philipsburg’s vibrant shopping scene, local supermarkets, restaurants, French side and some of the island’s best beaches. It’s the ideal spot for a relaxing island stay.
Popular amenities for Upper Prince's Quarter house rentals
House rentals with a pool

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

Fantastic 2 bedroom villa, swimming pools, tennis

Slowlife! Blooming Villa! Freshly Renovated

Slowlife - Villa Wellness 4 beds

Sea Shell Villa- Grand Case

LODGE Elegant Cocoon, Tropical Terrace, Sea View

Villa Kanoa - 4 bedroom Secluded Paradise Villa

Tropical Oasis/Million $ Views!
Weekly house rentals

Pelican key - BEACH FRONT Villa

Flowered terraces by the water

Villa Taïana - Oyster Pond

Comfortable beach house

Townhouse Villa LX

Aquamarine, beautiful 2 bdr house, private pool!

Water access, snorkeling gear & kayaks

Tropical Pool Villa
Private house rentals

Romantic SWEETY COTTAGE WITH ITS PRIVATE POOL & GEORGEOUS VIEW

House with sea view 8 people Friar's Bay

Aquabloom townhouse, 2BR 2.5 BH in Cupecoy

The beachcomber

VILLA CECILIA

Villa Victoria with private pool

St. Maarten Villa Caribbean Jewel "THE JEWEL"

Infinite Blue – Elegant Villa & Turquoise Views
When is the best time to visit Upper Prince's Quarter?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $595 AUD | $619 AUD | $556 AUD | $853 AUD | $767 AUD | $767 AUD | $778 AUD | $746 AUD | $701 AUD | $658 AUD | $701 AUD | $948 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 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!
Destinations to explore
- Waterfront rentals Upper Prince's Quarter
- Rentals with a washing machine and dryer Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Villa rentals Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- House rentals Sint Maarten





