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Condo holiday rentals in Upper Prince's Quarter

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Top-rated condo rentals in Upper Prince's Quarter

Guests agree: These condos are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious daybed is shaded by a wooden pergola, surrounded by vibrant greenery. The beach and ocean serve as a backdrop, with gentle waves lapping at the shore. Colorful cushions and a soft blanket add comfort, while a small Buddha statue creates a serene ambiance.
Condo in Simpson Bay
4.97 out of 5 average rating, 98 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

Top Guest favourite
Condo in Indigo Bay
5 out of 5 average rating, 18 reviews

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

This luxury 2-bedroom, 2-bathroom apartment boasts breathtaking ocean views and a private expansive pool, offering a sense of serenity that’s unmatched. Largest pool in the neighborhood. Ocean views from shower! Thoughtfully managed by a top-tier host, every detail has been considered to ensure your stay is comfortable and unforgettable. Nestled near the beach and steps away from a chic beach bar, this place provides some of the island’s best views—an oasis of beauty in the heart of St Maarten.

Guest favourite
A spacious bedroom features a large bed adorned with white linens and a soft gray throw. Three framed black-and-white prints are displayed on the wall above the bed, while a window offers views of the beach and ocean beyond.
Condo in Lowlands
4.92 out of 5 average rating, 136 reviews

Modern Oceanview 2-Bedroom Condo on Mullet Bay

Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included

Top Guest favourite
A bright building is showcased with orange-tiled roofs and white walls, surrounded by lush greenery and palm trees. The structure is positioned along the water's edge, with boats visible in the distance and an inviting view of the bay and surrounding landscape.
Condo in Simpson Bay
5 out of 5 average rating, 44 reviews

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

A spacious apt in a great location. This apt is located on the 2nd and 3rd floor in a gated +24/7 secured community of the Simpson Bay Yacht Club. A fully stocked kitchen. Open concept Dining/Living room combination leads to a covered patio for outdoor dining with panoramic bay views. 2 large and spacious bedrooms with private baths. Enjoy morning coffee or afternoon cocktails on one of the 3 patios all overlooking water. This complex offers 2 pools, Tennis, Jacuzzi, security and parking.

Top Guest favourite
Condo in Sint Maarten
5 out of 5 average rating, 13 reviews

Delight (Apt4) - Amazing Sea View # 1 bedroom

Warm and Intimate Triplex with 1 Master bedroom, with sea and pool view. Located in Black Palm, an elegant residence of 7 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Enjoy the shared pool with sea view. Ideal for up to 2 guests: couples or friends looking for relaxation. - 5 minutes’ walk from Indigo Beach - 5 minutes’ drive from the nearest supermarket - Private parking on site - Concierge service available for any request.

Top Guest favourite
Condo in Maho
4.91 out of 5 average rating, 237 reviews

Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub

This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance. If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available for you to indulge.

Guest favourite
Condo in Indigo Bay
5 out of 5 average rating, 6 reviews

2 Master Suites, Private Pool, & Walk to Beach

Ben’s Gem provides luxurious villa overlooking stunning Indigo Beach. More than 1,200 sq ft of oceanfront living space plus more than 1,200 sq ft for your very own oceanfront pool, garden & alfresco dining. Parking for 2 cars included. Tommy Bahama Beach chairs with coolers included for your short walk to Indigo beach or to explore more than 30 other beaches on the island. Enjoy a walk to nearby Indigo Beach Bar & Restaurant for specialty cocktails and beach services

Top Guest favourite
A serene beachfront view is presented through sliding glass doors, showcasing a private terrace with a small round table and two chairs. Palm trees gently sway in the breeze, framing the clear turquoise sea and sandy beach beyond.
Condo in Marigot
4.96 out of 5 average rating, 141 reviews

"SeaBird" studio, feet in the water on the beach

The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.

Guest favourite
A comfortable living space features large glass doors that open to a balcony, revealing ocean views. Natural light fills the room, where a small plant sits on the floor beside a coffee table. Neutral tones create a calm atmosphere with decorative elements visible.
Condo in Upper Prince's Quarter
4.89 out of 5 average rating, 64 reviews

Amethyst Cove: Serene oceanfront getaway 2BR/2BA

Amethyst Cove is an idyllic, cozy oceanfront getaway with unobstructed ocean view and sights of St. Barths, Saba, and Statia in the distance, all visible right from the patio. Located on the ground floor of a two-story condo of other holiday/residential units, this charming and serene oasis offers a retreat from the busy everyday life. It rests on an outlying bank in Point Blanche, just minutes away from Philipsburg, shops, restaurants, and beaches.

Guest favourite
The living room features large glass doors that open to stunning ocean views. A spacious gray sofa with decorative pillows is positioned around a white coffee table. Natural light fills the area, complemented by light curtains and a blue accent chair.
Condo in Upper Prince's Quarter
5 out of 5 average rating, 26 reviews

The Coastal Condo: Beautiful Luxury 3 Bed 2.5 bath

Stylish and spacious condo located in a quiet neighborhood . This unit offers sweeping Atlantic Ocean views, wrap around balcony, a modern kitchen with breakfast bar, comfortable lounge living room, TV with Netflix access, dining area with seating for 6, spacious bedrooms and baths, free private parking and a gorgeous infinity pool. It is ideal for couples and families alike. WE HAVE A BACK UP GENERATOR that keeps the power on all the times

Guest favourite
A concrete staircase leads downward to the ocean, framed by a white railing. The serene water stretches into the distance, with gentle waves visible against the rocky shoreline. Natural light illuminates the scene, enhancing the peaceful ambiance of the coastal setting.
Condo in Upper Prince's Quarter
4.87 out of 5 average rating, 55 reviews

Sunrise Getaway

Wake up to breathtaking ocean views—right from your bed. This peaceful, oceanfront getaway offers stunning views from every room and the balcony. 🛏️ Two comfy queen bedrooms (AC in the master, fans in both) 🍽️ Fully equipped kitchen + indoor & outdoor dining 🌐 Free Wi-Fi 🌊 Steps from the sea—relax, recharge, and enjoy the breeze. Your perfect escape by the ocean awaits and we would love to host you!

Guest favourite
A wooden dining table is set for two, featuring a bowl and plates. The view overlooks a coastline with a sandy beach and rolling hills under a clear blue sky, with houses and greenery visible in the distance.
Condo in Orient Bay
4.93 out of 5 average rating, 54 reviews

Studio Iguana

Welcome to our lovely studio in the heart of Mont Vernon! Well thought out space, perfectly located, close to Baie Orientale, Anse Marcel, and close to Hope Estate shops. 5-minute walk to the beach, and swimming pool in the residence. Ideal for 2 to 4 people, available, a small well-equipped kitchen: oven, fridge, toaster, kettle, Nespresso coffee machine, citrus press, washing machine, and iron.

Popular amenities for Upper Prince's Quarter condo rentals

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Quick stats about condo rentals in Upper Prince's Quarter

  • Total holiday rentals

    Explore 90 holiday rentals in Upper Prince's Quarter

  • Nightly prices starting at

    Upper Prince's Quarter holiday rentals start at $71 AUD per night before taxes and fees

  • Verified guest reviews

    Over 750 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Upper Prince's Quarter holiday 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!