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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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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, 21 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
The image captures a serene beachfront scene, featuring clear turquoise waters and soft sandy shorelines. Umbrellas are set up on the beach, while distant hills are visible against a cloudy sky. A colorful waterfront structure adds a vibrant touch to the coastal view.
Flat in Philipsburg
4.86 out of 5 average rating, 22 reviews

Cozy flat on the boardwalk!

Beachfront Bliss: Your Perfect Ocean Escape Welcome to our spacious 1-bedroom apartment on the boardwalk with direct beach access. Enjoy stunning ocean views from the balcony and every room. Features a full kitchen, cozy living area, and dedicated workspace with high-speed Wi-Fi. Perfectly located near shops and restaurants. Relax, work, or explore with ease. Includes beach essentials. Book your beachfront retreat today and experience Caribbean beach front living! Scan pic QR for live streaming

Guest favourite
Home in Lowlands
5 out of 5 average rating, 6 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.

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
4.94 out of 5 average rating, 70 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.

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, 29 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, 229 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

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
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, 180 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

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, 142 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
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

Independent apartment at the bottom of the villa – Indigo Bay

The Villa Stella apartment welcomes you in a unique setting with spectacular views of the Caribbean Sea. Located in a 24-hour secure residence, tranquility awaits. You will be just an 8-minute walk to Indigo Bay Beach and close to shops and restaurants in the Dutch side. Composed of 2 bedrooms and 2 bathrooms, you can relax in the pool/jacuzzi overlooking the bay.

Guest favourite
The calm waters of an infinity pool reflect the clear blue sky, surrounded by vibrant tropical plants and smooth white walls. The gentle curves of the pool edge create a seamless transition into the lush landscape, inviting relaxation and enjoyment.
Guest house in Little Bay
4.86 out of 5 average rating, 236 reviews

Your oasis w/ocean view, private pool&hiking track

Long idelness by the infinity pool. Two bedrooms each with their own bathrooms. A few minutes from the beach, shops and nightlife and yet in a quiet, secluded and safe district. The guests has the entire unit with a private pool, a pool deck for sunbathing and a wide porch including a seating and a dining place. The house has a private gated parking.

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, 83 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 £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!