
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 870 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, Wi-Fi 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.
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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!
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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. Small supermarket close by
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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.
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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.
LocationFamilyCleanliness

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.
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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!
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ALMOND BLUE ...Pinel bay view - caribbean feeling
Relax in the Caribbean in this beautiful house with its extraordinary view of Pinel Bay, voted the 3rd most beautiful destination in the Caribbean. In the middle of a nature reserve overlooking St Barthélémy, you will swim with turtles and exotic fish. With access to the sea below the house, you can enjoy the kayaks available to go and enjoy a lobster or cocktail in one of the 2 restaurants on Pinel Island. St Martin – The Pearl of the Caribbean!
LocationFamilyBeach

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.
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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.
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Préstige - Luxurious 3 bedroom by the Beach
Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!
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Villa Pandora
Charming House with Sea View and Pool in Cul-de-Sac for 4 People Welcome to our large two bedroom house located in the Cul-de-Sac district close to Pinel Island and a few minutes from Anse Marcel, Orient Bay or Grand Case beach on the French part of the island. Ideal for a relaxing holiday, our house offers all the comforts for a memorable stay.
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Popular amenities for Upper Prince's Quarter house rentals
House rentals with a pool

Villa Leones spectacular view, authentic charm
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2 Bedroom Ocean Front Villa, Private Infinity Pool
ValueFamilyView

SeaRenity Villa With Private Pool Indigo Bay
FamilyLocationHospitality

Upscale Villa Hideaway in Orient Bay
LocationFamilyCondition

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

Indigo Bay Condo Shamrock 2 Bed 2 Bath Ocean Views
LocationWalkabilityView

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

Tropical Oasis/Million $ Views!
LocationFamilyAmenities
Weekly house rentals

3-Bedroom Home In Philipsburg, Near the Beach
ValueFamilyGetting around

Tropical Cottage with 2 Bedrooms
FamilyLocationHospitality

Relaxing Caribbean Vacation, Twin Palms
LocationComfortBathroom

Pelican Pearl Villa with Pool and Generator
FamilyLocationNearby

Slowlife! Blooming Villa! Freshly Renovated
LocationFamilyLong stay

Villa Louisiana, Orient Bay
LocationFamilyBeach

Coconut Villa, Ocean View, Pool, 6 Guests
LocationFamilyCleanliness

Tropical Pool Villa
LocationFamilyBathroom
Private house rentals

Villa Madame
FamilyLocationNearby

Villa Kansha | 3BR Wellness Escape & Hot Tub
LocationFamilyCleanliness

Spacious 3 Bedroom 2 Bathroom Marigot Home
LocationValueHospitality

Heavenly sea view - Private pool - Friars Bay
FamilyLocationComfort

3BR Townhouse in Pelican Key
FamilyValueNearby

Villa Kailani 4 bedroom with Stunning Ocean Views
ValueFamilyHospitality

LODGE Elegant Cocoon, Tropical Terrace, Sea View
ValueFamilySleep quality

Luxury & charming Duplex 2 bedr Pool, Orient Beach
LocationFamilyKitchen
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 | $726 NZD | $755 NZD | $679 NZD | $684 NZD | $855 NZD | $857 NZD | $949 NZD | $910 NZD | $855 NZD | $803 NZD | $855 NZD | $1,156 NZD |
| 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
- Apartment 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
- Condo rentals Upper Prince's Quarter
- House rentals Sint Maarten





