
House holiday rentals in Upper Prince's Quarter
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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!
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.

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.

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.

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!

Villa Leones spectacular view, authentic charm
With its panoramic terrace offering fabulous views of the Caribbean Sea and Saint Barthélemy, Villa Leones promises you an unforgettable stay in a unique setting. It has: * 4 bedrooms with en-suite bathrooms * A large bright living room * A fully equipped kitchen * A large terrace with lounge area and dining area * A swimming pool with an infinite blue horizon * An authentic and friendly atmosphere, perfect for sharing unique moments

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

Villa Paradis - The best views of the island!

Pelican key - BEACH FRONT Villa

Aquamarine, beautiful 2 bdr house, private pool!

Water access, snorkeling gear & kayaks

SeaRenity Villa With Private Pool Indigo Bay

Sea Shell Villa- Grand Case

Pelican Pearl Villa with Pool and Generator

Villa M: Brand-new with breathtaking ocean views
Weekly house rentals

Spacious 3 Bedroom 2 Bathroom Marigot Home

Comfortable beach house

Blue Palm Estate Townhouse w/ Ocean View

Villa Carib sxm piscine.

Prestigious Villa with Breathtaking Ocean View

New "The Beach House"

LODGE Elegant Cocoon, Tropical Terrace, Sea View

House on Orient Bay, ideally located
Private house rentals

Princess Villa with Sea View and Private Pool Anse Marcel

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

Tropical Pool Villa

St. Maarten Villa Caribbean Jewel "THE JEWEL"
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 | $606 AUD | $630 AUD | $566 AUD | $869 AUD | $781 AUD | $781 AUD | $792 AUD | $759 AUD | $714 AUD | $670 AUD | $714 AUD | $965 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 |
Destinations to explore
- Rentals with a hot tub Upper Prince's Quarter
- Rentals with a washing machine and dryer Upper Prince's Quarter
- Waterfront rentals Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Villa rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- House rentals Sint Maarten





