
House vacation rentals in Upper Prince's Quarter
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Quick stats about house rentals in Upper Prince's Quarter

Total vacation rentals
Explore 60 vacation rentals in Upper Prince's Quarter

Verified guest reviews
Over 770 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation 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 vacation 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!

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.

Relaxing Caribbean Vacation, Twin Palms
Escape to Twin Palms, Dawn Beach Estates. This enchanting villa offers 3 luxurious bedrooms, 2 are located in the main villa and have king beds, and the 3rd is located in a private lower level apartment with a queen bed. Enjoy 3 en-suite bathrooms and full bathroom in the living-room area, an open-concept living, dining, and kitchen area, and a wet bar. Relax by the pool with stunning ocean views and feel the Caribbean breeze. We look forward to hosting you in this serene, spacious haven.

Villa Tonka
Just a short walk from the sea, in a peaceful setting, Villa Tonka is spacious, bathed in light, and designed with a warm atmosphere, offering an elegant retreat amidst greenery and turquoise water. The villa offers 3 bedrooms with large walk-in closets and their own bathrooms. The kitchen is welcoming, functional, and opens onto a large living room; it has a sea view and is fully equipped. Located in a secure residence currently being renovated, close to a supermarket and restaurants.

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.

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!

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

Slowlife! Blooming Villa! Freshly Renovated

Spacious 3BR with Private Cozy Pool

ALMOND BLUE ...Pinel bay view - caribbean feeling

SeaRenity Villa With Private Pool Indigo Bay

Luxurious bungalow with private pool

Villa Tamarind | Luxury | Spectacular Views | 4BDR
Weekly house rentals

Comfortable beach house

Villa Coco • 3BR waterfront with kayaks, Wi-Fi, AC

Seadream, Oyster Pond

Modern 3BR AC - Views of Philipsburg & Cruise Port

No Name in Paradise, 2 bdr house with private pool

New "The Beach House"

Pelican Pearl Villa with Pool and Generator

Tropical Cottage 2 Bedrooms
Private house rentals

Villa Taïana - Oyster Pond

VILLA CECILIA

Victoria Villa with private pool

3-Bedroom Home In Philipsburg, Near the Beach

Water access, snorkeling gear & kayaks

LODGE Elegant Cocoon, Tropical Terrace, Sea View

St. Maarten Villa Caribbean Jewel "THE JEWEL"

Tropical Oasis/Million $ Views!
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 | G$89,258 GYD | G$92,812 GYD | G$83,405 GYD | G$127,930 GYD | G$114,970 GYD | G$114,970 GYD | G$116,642 GYD | G$111,834 GYD | G$105,145 GYD | G$98,665 GYD | G$105,145 GYD | G$142,145 GYD |
| 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
- Pet-friendly rentals Upper Prince's Quarter
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- Waterfront rentals Upper Prince's Quarter
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- Rentals with a washer and dryer Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
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- Rentals with outdoor seating Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- House rentals Sint Maarten





