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Holiday rentals in Philipsburg

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Top-rated holiday rentals in Philipsburg

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An open-plan living area showcases a modern kitchen with a marble countertop and sleek cabinetry. Large glass doors provide expansive ocean views and access to an outdoor terrace. A comfortable seating area includes neutral-toned furnishings, while dining space is set for meals with panoramic vistas.
Home in Upper Prince's Quarter
5 out of 5 average rating, 24 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.

Guest favourite
Home in Lowlands
5 out of 5 average rating, 12 reviews

Sunset 2BR 2BH House in Cupecoy with Private Pool

This Brand New Luxurious town house is perfectly located in the sought after area of Cupecoy. Offering a perfect blend of comfort, convenience & Caribbean charm for a memorable stay that fits perfectly to your weekend getaways, staycation, or work from home This house will bring your Caribbean dream vacation come true. It is walking distance to the Cupecoy beach and just 5 minutes drive from MulletBay & Maho Beach It has a private plunge pool and a rooftop terrace with amazing lagoon views.

Top guest favourite
The beach scene features soft white sand gently curving along a tranquil turquoise bay. Various shades of blue umbrellas and beach chairs dot the shoreline. A backdrop of colorful buildings and green hills adds to the coastal charm, while people enjoy the water and sun.
Home in Philipsburg
4.95 out of 5 average rating, 73 reviews

3-Bedroom Home In Philipsburg, Near the Beach

VILLA PETERONA, is in the heart of Philipsburg on the Great Bay, right across from the Walter Plantz square. The villa is a 3 bedroom, 2 bathroom home with a living room, dining room, spacious modern kitchen and a large outdoor space with a picnic table. This property easily suits 6 guests! Plus, the entire building is fully air-conditioned with a fast WIFI connection, and convenient private parking for 6-8 vehicles. A few steps away from the Philipsburg beach, restaurants and various stores.

Guest favourite
A modern kitchen with a sleek countertop offers an unobstructed view of the ocean through large glass doors. The space includes a coffee maker, a fan, and cooking amenities, while the living area beyond is furnished with a dark sofa and bright decorative accents.
Flat in Upper Prince's Quarter
4.9 out of 5 average rating, 93 reviews

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.

Top guest favourite
An open living space is displayed, featuring a light-colored sofa alongside a decorative table. Large windows allow natural light to flood the room, which is accented by ocean-themed artwork. A dining table with patterned chairs is positioned nearby, enhancing the airy atmosphere.
Flat in Upper Prince's Quarter
4.96 out of 5 average rating, 24 reviews

Ocean's Edge

Kick back and relax in this calm, stylish space and tune into to the symphony of waves kissing the shore. This gorgeous home is located within a 10 minute drive from the shopping capital of the Caribbean, Philipsburg and yet it's serene location guarantees the peace and quite you expect from a home. Meticulously designed interiors and open expanse of its balconies is truly captivating. A fully equipped modern kitchen, private car park and other amenities blend into each other to welcome you.

Top guest favourite
A refreshing pool area is surrounded by palm trees and colorful tropical plants. Lounge chairs are positioned near the pool, offering views of the turquoise Caribbean Sea and nearby coastline. Natural light illuminates the space, emphasizing the vibrant outdoor environment.
Home in Philipsburg
5 out of 5 average rating, 30 reviews

2 Bedroom Ocean Front Villa, Private Infinity Pool

Clearwater is a cliffside waterfront property with one of the most spectacular views on the island! Overlooking Great Bay, Philipsburg, Divi Little Bay, the turquoise Caribbean Sea and the magnificent cruise ships, this one-of-its-kind location will be sure to Wow you. It is perfectly situated for easy access to all SXM has to offer; 2 nearby beaches, restaurants, grocery stores, downtown shopping, bars and entertainment. If you are interested, checkout the 3 Bedroom option here on Airbnb.

Top guest favourite
Flat in Simpson Bay
5 out of 5 average rating, 234 reviews

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

Superhost
Flat in Philipsburg
4.94 out of 5 average rating, 18 reviews

Modern & Cozy 1BR Getaway

Welcome to your peaceful escape in Ebenezer, St. Maarten – just minutes from town, shops, and local dining! This cozy one-bedroom apartment offers a perfect blend of comfort and convenience. Private bedroom w/ queen-size bed Full bathroom Fully Equipped Kitchen Fast WiFi & air conditioning Self check-in for flexibility 📍 Location Highlights: Only 10 minutes to Philipsburg (main town areas) Close to groceries, bakeries, and public transportation Safe and quiet Free Parking

Top guest favourite
A modern kitchen and living area are visible, featuring a large island with bar seating, complemented by pendant lighting. Floor-to-ceiling glass doors provide access to an outdoor terrace with ocean views. Natural light fills the space, enhancing the contemporary decor.
Flat in Upper Prince's Quarter
5 out of 5 average rating, 30 reviews

Aman Oceanview

The Aman Oceanview 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

Top guest favourite
An inviting outdoor space features a private pool surrounded by lush greenery and sea views. Comfortable lounge chairs are positioned nearby, providing a serene spot to relax. Sunlight reflects off the water's surface, creating a tranquil atmosphere.
Flat in Indigo bay
4.94 out of 5 average rating, 122 reviews

Appartement indépendant bas de villa - Indigo Bay

L'appartement de la Villa Stella vous accueille dans un cadre unique avec une vue spectaculaire sur la mer des Caraïbes. Située dans une résidence sécurisée 24h/24, la tranquillité est au rendez-vous. Vous serez à seulement 8 min à pied de la plage d'Indigo Bay et proche des commerces et restaurants de la partie néerlandaise. Composée de 2 chambres et de 2 salles de bain, vous pourrez vous détendre dans la piscine/jacuzzi surplombant la baie .

Guest favourite
A panoramic ocean view is captured from the terrace featuring a private heated pool. The crystal-clear water of the pool reflects sunlight, while the vast sea and distant islands are visible under a bright blue sky with scattered clouds.
Flat in Little Bay
4.94 out of 5 average rating, 143 reviews

Stunning Ocean View - 2 / 3 Brm Terraces Lt. Bay

Treat yourself to the stylish and modern ocean view apartment . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea view, climatized private pool, two master suites (one w/Japanes king bed and walking closet), the other with two double size beds (you can join them and make a king bed) and closet and a third room with daybed. All of them with their own bathroom and ocean view. Welcome!

Top guest favourite
A panoramic view captures the serene turquoise waters of Great Bay, framed by rolling hills and lush greenery. The horizon features a blend of clouds and sunlight, creating a tranquil coastal atmosphere. Cruise ships are subtly visible along the shoreline.
Villa in Little Bay
4.99 out of 5 average rating, 86 reviews

Barefoot Villas GreatBay View in Hot Tub & Balcony

Wake up to stunning panoramic views of Philipsburg and Great Bay. Sip your morning coffee as cruise ships glide into port, all while soaking in the refreshing ocean breeze. This centrally located property puts you just minutes away from Philipsburg’s vibrant shopping scene, local supermarkets, restaurants, and some of the island’s best beaches.

Popular amenities for Philipsburg holiday rentals

Quick stats about holiday rentals in Philipsburg

  • Total holiday rentals

    Explore 10 holiday rentals in Philipsburg

  • Nightly prices starting at

    Philipsburg holiday rentals start at ÂŁ45 per night before taxes and fees

  • Verified guest reviews

    Over 480 verified reviews to help you choose

  • Wifi availability

    10 of Philipsburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Philipsburg rentals

  • 4.8 Average rating

    Philipsburg stays are highly rated by guests – averaging 4.8 out of 5!

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