
Apartment holiday rentals in Upper Prince's Quarter
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Quick stats about flat rentals in Upper Prince's Quarter

Total holiday rentals
Explore 240 holiday rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 2,690 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
240 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 apartment rentals in Upper Prince's Quarter
Guests agree: these apartments are highly rated for location, cleanliness and more.

Relaxing Hideaway w/ Great Views
Escape to tranquility in our remote 2-bedroom modern apartment perched atop a hill for those who desire serenity in a contemporary clutter free haven. From our expansive terrace, soak in the breathtaking sunrises, sunsets and unparalleled vistas of the Caribbean Sea. This meticulously designed space offers unobstructed panoramic ocean views of St. Barts, Saba, and Statia. Immerse yourself in the beauty of nature while still enjoying modern amenities in this secluded yet accessible haven.
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The Loft at Simpson Bay Yacht Club
Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.
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Villa Mango SXM 3BD • Ocean View • Modern • Pool
Wake up to sweeping ocean views of St. Barths, Saba, St. Kitts & Nevis, and Anguilla. Enjoy your morning coffee poolside in the ocean breeze or stroll through the villa’s lush private tropical gardens Inside, find a fully stocked gourmet kitchen perfect for entertaining and three king suites designed as a personal retreats—featuring private en-suite baths, luxury hotel-grade linens and individually controlled air conditioning - for ultimate privacy and comfort. A true luxury Villa experience
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The Beach House Apartment
A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more
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Aman_Luna
The unique Aman_Luna is an oasis of calm, luxury and elegance, built into the hillside overlooking the sublime and sparkling Atlantic Ocean and Saint Barth. This a brand new modern property consists of two master bedrooms with two bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. All two bedrooms, the living room have unobstructed views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean, form the focal point of Aman
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Aman Serene - new listing
This unique place has a style all its own, newly built, contemporary retreat features two elegant master bedrooms, each with its own private bathroom, a spacious living area seamlessly connected to a fully equipped kitchen, an inviting outdoor terrace. Every bedroom and the living room offer uninterrupted vistas of the mesmerizing ocean. The heart of Aman is its spectacular infinity pool and sun-drenched deck, inviting you to relax while soaking in breathtaking panoramas.
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702 w/ a view at Princess Heights
Forget your worries in this spacious and serene luxurious condo on the top floor . Wake up to the breathtaking view of the blue ocean with St. Barts on the horizon. 702 offers the best amenities with relaxation in mind. Lounge on the balcony, BBQ in the courtyard or take a stroll on the beach, there is no wrong way to experience this condo on the beautiful and friendly island of St. Maarten. NO WORRIES ...THERE IS A GENERATOR ON PREMISES IN CASE OF POWER OUTAGES
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The Perch - A unique jungle experience.
Welcome to The Perch, a different side of St. Martin! Discover breathtaking views and be surrounded by nature. A unique experience with iguanas in the trees and the sound of monkeys echoing through the valley. This exclusive property is the nature lover's paradise, perfect for those seeking to get away from it all while being centrally located only 10 mins from the beach. *Spa services *No children *No parties Social Media: #theparadisepeak
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Cupecoy Garden Side 1
Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.
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Secret View amazing apartment- Private pool
Welcome to Secret View! An elegant and intimate retreat with a private pool and a spacious terrace set directly on the lagoon. Designed for couples seeking calm, romance and discretion, just minutes from vibrant Maho with its restaurants, bars and casinos, and Mullet Bay Beach, one of the island’s finest beaches with stunning turquoise waters. Free private parking. This hidden gem is the perfect setting for unforgettable moments together.
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Stunning oceanfront condo
Unit 1201 in Tower A: Enjoy spacious luxury accommodations for the whole family at this stylish place only minutes from the airport and steps from the famous Mullet Bay Beach. Two spacious bedrooms each with ocean views and 2.5 bathrooms. Take advantage of the fully furnished well appointed kitchen, free gym and free large heated pool with its own restaurant/bar. Stunning panoramic views of the ocean, beach, mountains, and the golf course.
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Stunning 2 BD Ocean View - Terraces Lt Bay
Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !
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Popular amenities for Upper Prince's Quarter apartment rentals
Weekly apartment rentals

2 Bedroom Luxury Condo
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Luxurious Hidden Pearl - Private Pool
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Ocean's Edge
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La Vie Luxury Getaway
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07 yellow cliff
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La Kaz Apartment - Cul-de-Sac
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Sunrise 21
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NEW: Unmatched Oceanfront Living in Grand Case
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Private apartment rentals

The Rock 1 Duplex Apartment Sea View with Jacuzzi
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magnificent Orient Bay sea view apartment
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Sea view terrace - Beachfront Studio
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Escape to Tranquility 1 Bedroom
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Penthouse! 3-Bdr. Apartment with Stunning Views!
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Cherry Blossom, Oyster Pond, St. Maarten
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CONDOstmaarten panoramic (Adults Only)
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Villa Mar Azul Apartment
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Apartment rentals with a hot tub

New listing! Ocean Vibes Luxury appt ocean front
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New ! Blue Dream apartment with swimming pool
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The Cliff View
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Sea view - Jacuzzi - Sunset - Happy Bay
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Studio - Simpson Bay Yacht Club
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Azure Heaven, Breathtaking views, Pool, Gym, Maho
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Le Colibri, Baie Orientale, Private Jacuzzi
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1 bedroom paradise
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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 | $211 SGD | $205 SGD | $198 SGD | $200 SGD | $200 SGD | $198 SGD | $173 SGD | $173 SGD | $165 SGD | $184 SGD | $179 SGD | $196 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
- House rentals Upper Prince's Quarter
- Rentals with beach access 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
- Flat rentals Sint Maarten





