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Holiday rentals in Philipsburg

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Top-rated holiday rentals in Philipsburg

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Top 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
5 out of 5 average rating, 15 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

Top guest favourite
An outdoor patio area is depicted, featuring a small round table with two black chairs. Lush greenery surrounds the space, with potted plants adding a natural touch. Sunlight filters through a canopy above, creating a bright and inviting ambiance. The door to the studio is visible.
Flat in Dutch Cul de Sac
4.99 out of 5 average rating, 78 reviews

Horizon 2945 Blue Sky Residence Studio

Blue Sky Residence Studio 2945 nestles within an elegant enclave in Mary Fancy Estate, offering a splendid vista of the Flying Dutchman, the world’s most daring zipline. This guest suite invites you to relish the outdoors, complete with a meticulously maintained pool and breathtaking hilltop views. Whether you’re a couple seeking an intimate escape, a solo adventurer, or a business traveler in search of a functional workspace, Blue Sky Residence Studio 2945 promises comfort and convenience.

Superhost
A scenic view showcases lush greenery, with a body of water reflecting the sky and distant hills. The ocean is visible on the horizon, framed by clouds and bright blue sky, creating a serene natural landscape.
Guest house in Little Bay
4.91 out of 5 average rating, 46 reviews

Studio near the beach

Small lovely studio in a quiet, peaceful and secure neighborhood. The studio is air-conditioned and perfect for the budget traveler and with about 25m2 it is spacious enough for 2 guests. The studio is equipped with a small kitchenette and a full bathroom. Located within a 10-minute walk to Belair beach and a 5-minute walk to the hospital. Philipsburg is a 5 minute drive away. Note: The studio has a shared entrance and is located next to the main house where the host resides.

Superhost
Flat in Philipsburg
4.86 out of 5 average rating, 7 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

Guest favourite
A serene view of the Caribbean Sea at twilight, featuring soft clouds and gentle waves. The horizon exhibits a gradient of colors transitioning from deep blue to soft purple, with a small crescent moon visible in the evening sky.
Flat in Philipsburg
4.87 out of 5 average rating, 45 reviews

Ocean view rental - Sint Maarten

Enjoy your stay in this peaceful rental unit. On a hilltop overlooking the Caribbean sea, this tranquil spot is the perfect getaway whether if its for business or pleasure! The newly renovated apartment features several fast-charging USB outlets, hot/cold shower and kitchen sink, coffee maker, kitchenware, cutlery, AC, refrigerator, stove, oven, over the range microwave, Smart TV's. It is recommended that renters have/rent a vehicle.

Guest favourite
A dining area is presented with a modern table surrounded by four black chairs. Above, a colorful artwork adorns the wall, complementing the vibrant decor. Two candles on the table add an elegant touch, while soft lighting from above enhances the welcoming ambiance.
Apartment in Cole Bay
4.84 out of 5 average rating, 129 reviews

Convenient, Near Airport, Free Parking + Security.

Cozy 1 bedroom apartment that is centrally located in a gated community in Cole Bay. This area is situated on the Dutch side of the island, but it is near the French side of the island. The apartment is 10 minute drive from the Princess Juliana International Airport. In the area, there is a small supermarket which is 1 minute walking distance and Lagoonies Bistro & Bar which is 2 minute walking distance from the apartment.

Top guest favourite
The infinity pool is visibly stretching towards the horizon, blending with the calm turquoise waters of the Caribbean Sea. Palm trees frame the scene, while a cruise ship can be seen cruising in the distance under a clear blue sky.
Flat in Philipsburg
4.96 out of 5 average rating, 25 reviews

Studio Ocean Front, 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.

Top guest favourite
A private heated pool is featured at the edge of the terrace, offering views of the ocean and nearby islands. The clear blue water contrasts with the light-colored stone surrounding the pool, while lush greenery can be seen in the background against a clear sky.
Flat in Little Bay
4.99 out of 5 average rating, 158 reviews

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 !

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
4.95 out of 5 average rating, 110 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.

Superhost
A cozy sleeping area features a spacious bed with light bedding. A bedside table holds a lamp and small decorative items. Natural light filters through partially covered windows, while curtains add a touch of privacy to the room.
Flat in Upper Prince's Quarter
4.8 out of 5 average rating, 148 reviews

Spacious Studio apartment

Soak up the warmth of a cozy spacious studio apartment within walking distance ( no more then 10 minutes) to the capital of St.Maarten Philipsburg where you can find restaurants , shopping or you can enjoy a day laying on the Great Bay Beach. There is a private outside sitting area where you can enjoy a cigarette, a glass of wine or just a quiet moment.

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, 228 reviews

Your oasis with spectacular views and private pool

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, 67 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

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Quick stats about holiday rentals in Philipsburg

  • Total holiday rentals

    Explore 20 holiday rentals in Philipsburg

  • Nightly prices starting at

    Philipsburg holiday rentals start at £38 per night before taxes and fees

  • Verified guest reviews

    Over 470 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Philipsburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Philipsburg rentals

  • 4.6 Average rating

    Philipsburg stays receive an average rating of 4.6 out of 5 from guests