
House holiday rentals in Upper Prince's Quarter
Find and book unique houses on Airbnb
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 870 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
60 of Upper Prince's Quarter holiday rentals include wifi 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.
LocationCheckoutSolo travel

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.
FamilyLocationBeach

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!
ValueLocationNearby

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.
FamilyLocationNearby

Villa Tamarind | Luxury | Spectacular Views | 4BDR
Villa Tamarind is a unique luxury rental property. It truly is our home away from home and outfitted with fun and comfort in mind. We are located on the Dutch side, minutes from the French border, in a quiet gated community with the best views of the whole island. This is the perfect place to build memories with friends & family while you listen to the soothing sound of the waves, relax in the property's pool surrounded by swaying palms, and enjoy the villa's fantastic cooking equipment.
ValueLocationParking

Villa Kaia
Just a short walk from the sea, in a peaceful setting, Villa Kaia 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.
LocationFamilyHospitality

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.
LocationCheckoutSleep quality

SABLE house, sleeps 2. Sea view, private pool.
"SABLE" HOUSE is located in the bay of "FRENCH CUL DE SAC", facing the highly coveted Ilet PINEL... MAISON "SABLE" is a cozy cottage for 2 people with a private pool facing the turquoise waters of the nature reserve... The bay of "FRENCH CUL DE SAC" is 5 minutes from ORIENT BAY, a more touristy bay with many restaurants, bars, and water activities. And very close to GRAND CASE, our typical little village with gourmet restaurants, mixed with Creole lolos by the sea...
LocationViewOutdoor spaces

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!
FamilyLocationLayout

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.
LocationFamilyBeach

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!
FamilyLocationBeach

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

Villa Leones spectacular view, authentic charm
FamilyLocationPool

PALM BLUE Caribbean Pinel Bay View
FamilyLocationKitchen

Villa Taïana - Oyster Pond
FamilyLocationHospitality

Relaxing Caribbean Vacation, Twin Palms
LocationComfortView

Miracle on the Bay
LocationKitchenGrill

Slowlife! Blooming Villa! Freshly Renovated
FamilyLocationDecor

Villa Josefa SXM · Ocean View Above Friar’s Bay
ValueLocationAccuracy

Villa Paradis - The best views of the island!
FamilyValueAmenities
Weekly house rentals

Tropical Cottage 2 Bedrooms
FamilyLocationComfort

Luxurious bungalow with private pool
ValueLocationLayout

Villa M: Brand-new with breathtaking ocean views
LocationFamilyView

House - Private Pool & Sea View – Anse Marcel
ValueLocationBeach

3-Bedroom Home In Philipsburg, Near the Beach
FamilyLocationLaundry

LODGE Elegant Cocoon, Tropical Terrace, Sea View
ValueLocationView

Villa Madame
LocationFamilyView

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

3 Bedroom Ocean Front Villa, Private Infinity Pool
ValueFamilyView

SeaRenity Villa With Private Pool Indigo Bay
FamilyLocationKitchen

Water access, snorkeling gear & kayaks
FamilyValueCondition

Spacious 3BR with Private Cozy Pool
FamilyLocationShared spaces

No Name in Paradise, 2 bdr house with private pool
ValueLocationCleanliness

Upscale Villa Hideaway in Orient Bay
LocationFamilyDecor

Villa Terres Basses
FamilyLocationCondition

Tropical Oasis/Million $ Views!
LocationFamilyLayout
When is the best time to visit Upper Prince's Quarter?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $548 SGD | $570 SGD | $512 SGD | $516 SGD | $646 SGD | $647 SGD | $716 SGD | $687 SGD | $646 SGD | $606 SGD | $646 SGD | $873 SGD |
| 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 hot tub Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Flat 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
- Apartment rentals Upper Prince's Quarter
- House rentals Sint Maarten





