
House vacation rentals in Upper Prince's Quarter
Find and book unique houses on Airbnb
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.

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.

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.

Villa M: Brand-new with breathtaking ocean views
Experience the ultimate Caribbean getaway in this stunning beachfront villa, where breathtaking ocean views meet the soft white sands just steps from your door. This luxurious property offers spacious interiors, elegant décor, and expansive terraces overlooking the sea. Whether you're relaxing by the private pool, enjoying a sunset cocktail, or strolling along the beach, every moment here feels like paradise. Perfect for unforgettable vacations with family or friends

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

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

Fleur De Lis, Private POOL, 2 bed. 2 bath

Villa Taïana - Oyster Pond

Slowlife! Blooming Villa! Freshly Renovated

Spacious 3BR with Private Cozy Pool

Villa close to the beach

Luxurious bungalow with private pool

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

Villa Paradis - The best views of the island!

Comfortable beach house

Villa Louisiana, Orient Bay

3-Bedroom Home In Philipsburg, Near the Beach

SeaRenity Villa With Private Pool Indigo Bay

Modern 3BR AC - Views of Philipsburg & Cruise Port

No Name in Paradise, 2 bdr house with private pool

Kanoa - 3 bedroom Remote Luxe Escape
Private house rentals

Cataleya Villa with Jacuzzi & Pool in Orient Bay

Princess Villa with Sea View and Private Pool Anse Marcel

Blue Horizon villa

New "The Beach House"

Villa Rosa | 5BR Villa, Pool & Panoramic Views

Pelican Pearl Villa with Pool and Generator

Villa Kansha | 3BR Wellness Escape & Hot Tub

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$89,175 GYD | G$92,726 GYD | G$83,328 GYD | G$127,811 GYD | G$114,863 GYD | G$114,863 GYD | G$116,534 GYD | G$111,730 GYD | G$105,047 GYD | G$98,573 GYD | G$105,047 GYD | G$142,012 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
- Waterfront rentals Upper Prince's Quarter
- Rentals with a washer and dryer Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Villa rentals Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- House rentals Sint Maarten





