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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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Superhost
Flat in Philipsburg
4.86 out of 5 average rating, 51 reviews

Beachfront , Luxury 2 Bedroom Apartment

Perfect for families! This spacious beachfront duplex offers stunning ocean views, two bedrooms with private baths, and an open living area. All water activities are right outside easy and fun for the kids. Enjoy your morning coffee or sunset drinks on the balcony while being close to shops, restaurants, and everything you need.Shops, restaurants, bakeries, and supermarkets are nearby. This home is all about simplicity, comfort, and family moments with the beach as your backyard.

Guest favourite
Flat in Simpson Bay
4.93 out of 5 average rating, 140 reviews

Le Petit Paradis – Beachfront 1 Bedroom Apartment

"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation. Hope to invite you soon in our Paradise, Elodie

Top guest favourite
Flat in Upper Prince's Quarter
5 out of 5 average rating, 15 reviews

Aman_Aria

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.

Top guest favourite
A patio area is visible, featuring a private pool beside comfortable loungers, adorned with orange towels. A shaded dining space with a table is positioned near the water's edge, with picturesque views of the bay and surrounding landscape.
Villa in Cul-de-Sac
4.99 out of 5 average rating, 167 reviews

VILLA JADE 1: FEET IN THE WATER/POOL SUITE

VILLA JADE is located in the bay of "FRENCH CUL DE SAC". It is a beachfront complex consisting of 3 private villas. VILLA JADE 1 is a suite for 2 people with a private pool. The villas are quiet and private... your only view is the sea. The bay of "FRENCH CUL DE SAC" is 5 minutes from ORIENT BAY, touristy with restaurants, bars, water activities, but also a few minutes from GRAND CASE, our typical little village with gourmet restaurants by the sea....

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.
Apartment in Upper Prince's Quarter
4.88 out of 5 average rating, 60 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.

Top guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft
4.99 out of 5 average rating, 181 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Top guest favourite
An infinity pool with a clear blue surface extends towards the horizon, flanked by swaying palm trees. The turquoise Caribbean Sea is visible beyond the pool, with a cruise ship gently gliding across the water under a bright sky with scattered clouds.
Flat in Philipsburg
5 out of 5 average rating, 23 reviews

2 Bedroom Ocean Front Apartment, 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 put you at awe. It is perfectly situated for easy access to all SXM has to offer; restaurants, beaches, grocery stores, downtown shopping, bars and entertainment.

Superhost
Flat in Philipsburg
4.81 out of 5 average rating, 16 reviews

Cozy 2BR Apartment w/Sofa Bed

Relax in this modern 2-bedroom apartment in Ebenezer, offering a peaceful and safe environment. Comfortably sleeps 5 with a spacious pull-out couch in the living area. Enjoy stylish interiors, a fully equipped kitchen, smart TV, dining space, and air-conditioned bedrooms. Perfect for families or small groups. Conveniently located near local shops and attractions. Your cozy home away from home awaits!

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, 84 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.

Top guest favourite
An infinity pool extends toward the horizon, offering uninterrupted views of the Caribbean sea. The clear blue water reflects the sky, creating a serene atmosphere. Gentle slopes of greenery frame the scene, with a distant island visible on the water's surface.
Villa in Philipsburg
4.99 out of 5 average rating, 312 reviews

Villa Dream View Belair Sint Maarten SXM

Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.

Superhost
A private pool is framed by a wooden terrace, showcasing clear waters reflecting the sky. Comfortable outdoor seating is positioned nearby, surrounded by tropical plants and palm trees, offering a serene space for relaxation. The adjacent bungalow features a spacious open design.
Bungalow in Oyster Pond
4.78 out of 5 average rating, 23 reviews

Les Sucriers, sea view, pool, outdoor atmosphere

Les Sucriers is a charming tropical oasis, ideally located for an unforgettable vacation in the tropics. It offers you: * Breathtaking sea views * private pool * wooden buildings * 2nd bedroom in independent wooden hut * outdoor kitchen and dining room * 100 Mbps Wi-Fi * water tank * generator

Guest favourite
A lively beach promenade is visible, lined with palm trees and shaded umbrellas. Pedestrians can be seen walking along the path, while golden sandy beaches and vibrant blue waters create a scenic backdrop. Lush greenery and distant hills enhance the overall coastal view.
Flat
4.93 out of 5 average rating, 127 reviews

Amazing "Colosseo" duplex ocean view

The apartment Colosseo is located on the Great Bay, in Philipsburg, main city of Sint Maarten. Is a Duplex with a fully equipped kitchen, leaving room with sofa bed (for 2 people), laundry room, one bathroom, dressing, bed room with king size bed.

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 £45 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!