
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.

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!
FamilyValueBathroom
4.99 out of 5 average rating, 107 reviews
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.
LocationComfortIndoor spaces
4.98 out of 5 average rating, 46 reviews
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
FamilyValueNearby
4.93 out of 5 average rating, 72 reviews
Ocean View Villa-Indigo Bay W/Private Pool/0 Steps
Welcome to paradise in Indigo Bay, St. Maarten! Our brand new property offers ultimate indoor-outdoor living with sliders opening to breathtaking sea views. Open-concept layout, fully-equipped kitchen, private pool and courtyard, NO STEPS, and three ocean-view bedrooms. Experience luxury and comfort at our oceanfront villa. Book now for an unforgettable vacation! *There is construction of a new hotel in the bay. Noise has been minimal but is subject to change. Contact us with any questions!*
LocationFamilyQuiet
4.99 out of 5 average rating, 75 reviews
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.
LocationFamilyComfort
4.96 out of 5 average rating, 77 reviews
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.
FamilyValueLayout
4.96 out of 5 average rating, 83 reviews
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.
LocationValueWi-Fi
5.0 out of 5 average rating, 47 reviews
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!
ValueFamilyTV
4.79 out of 5 average rating, 220 reviews
Breathtaking views of St Barth - 8 people
🛏️ King Size Bed 🌊 Incredible panoramic sea views 🏊 Heated pool 💧 Tank and generator for guaranteed comfort in all circumstances ❄️ Fully air conditioned 🛰️ Starlink Internet 🚗 Private parking ⚡ 110V and 220V 🔐 Secure residence with access gate 🔥 Gas barbecue 🧹 Complimentary housekeeping for stays of 6 nights or more 📺 International TV 🛁 Bedrooms and bathrooms with sea views 🌿 Not overlooked for complete privacy 🏡 New construction 2025
FamilyLocationView
4.96 out of 5 average rating, 26 reviews
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!
FamilyValueHeating
4.89 out of 5 average rating, 100 reviews
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
FamilyLocationAccess
4.76 out of 5 average rating, 25 reviews
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!
ValueLocationCheckout
4.83 out of 5 average rating, 215 reviewsPopular amenities for Upper Prince's Quarter house rentals
House rentals with a pool

Villa Pandora
FamilyLocationParking
4.95 out of 5 average rating, 38 reviews
Villa Josefa SXM · Ocean View Above Friar’s Bay
FamilyLocationNearby
5.0 out of 5 average rating, 29 reviews
SeaRenity Villa With Private Pool Indigo Bay
LocationFamilyBathroom
4.97 out of 5 average rating, 37 reviews
Vista Azul SXM
LocationFamilyCheckout
4.83 out of 5 average rating, 30 reviews
Villa Kanoa - 4 bedroom Secluded Paradise Villa
LocationComfortAmenities
5.0 out of 5 average rating, 10 reviews
Relaxing Caribbean Vacation, Twin Palms
LocationPoolCleanliness
4.83 out of 5 average rating, 6 reviews
2 Bedroom Ocean Front Villa, Private Infinity Pool
LocationValueIndoor spaces
5.0 out of 5 average rating, 32 reviews
Tropical Oasis/Million $ Views!
FamilyLocationGetting around
5.0 out of 5 average rating, 14 reviewsWeekly house rentals

3-Bedroom Home In Philipsburg, Near the Beach
ValueFamilyBackyard
4.93 out of 5 average rating, 85 reviews
Tropical Cottage with 2 Bedrooms
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 13 reviews
3BR Townhouse in Pelican Key
ValueFamilyAccuracy
4.79 out of 5 average rating, 39 reviews
Indigo Bay Condo Shamrock 2 Bed 2 Bath Ocean Views
LocationCleanlinessBathroom
5.0 out of 5 average rating, 5 reviews
Luxury Villa Turquoise Heaven in Pelican Key
FamilyValueCheckout
4.88 out of 5 average rating, 48 reviews
Upscale Villa Hideaway in Orient Bay
FamilyLocationHospitality
4.93 out of 5 average rating, 28 reviews
Villa Paradis - The best views of the island!
ValueFamilyTV
4.94 out of 5 average rating, 47 reviews
Townhouse Villa LX
FamilyLocationPool
4.81 out of 5 average rating, 26 reviewsPrivate house rentals

Sweet Home on the Beach rdc
LocationAmenitiesAccess
5.0 out of 5 average rating, 8 reviews
Villa Suzanna in the middle of the Orient Bay
ValueFamilyCleanliness
5.0 out of 5 average rating, 7 reviews
Sea view • Private pool • Happy Bay within walking distance
FamilyLocationKitchen
5.0 out of 5 average rating, 5 reviews
Princess Villa with Sea View and Private Pool Anse Marcel
FamilyValueCondition
5.0 out of 5 average rating, 18 reviews
Paradise Island retreat
LocationGetting aroundHospitality
4.8 out of 5 average rating, 5 reviews
Spacious 3 Bedroom 2 Bathroom Marigot Home
LocationFamilyDecor
4.96 out of 5 average rating, 45 reviews
The Glorious Penthouse
LocationFamilyNearby
5.0 out of 5 average rating, 15 reviews
House on Orient Bay, ideally located
FamilyLocationTV
4.91 out of 5 average rating, 55 reviewsWhen 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 | $746 NZD | $775 NZD | $697 NZD | $702 NZD | $878 NZD | $880 NZD | $974 NZD | $934 NZD | $878 NZD | $824 NZD | $878 NZD | $1,187 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
- Luxury rentals Upper Prince's Quarter
- Rentals with pools 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





