Holiday rentals in Philipsburg

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Top-rated holiday rentals in Philipsburg

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Guest favourite
A wide view reveals the tranquil turquoise waters of Great Bay, framed by lush green hills. A modern tiled railing encircles the spacious deck area, inviting guests to enjoy the scenic landscape. Fluffy clouds drift above the vibrant seascape.
Flat in Little Bay
4.95 out of 5 average rating, 19 reviews

Great Bay view charming Apt!

This special place with a Beautiful view of Great Bay! Watch the cruise ships come in with coffee and leave at night with a cocktail! . View Phillipsburg boardwalk from your deck. A short walk down the hill to Little Bay Beach.A mile from Front Street boardwalk shopping. Easy free parking on site. Starlink Wi-fi with a smart Tv and Netflix plus A DVD player with many free DvD’s on site.. Nice Caribbean breezes. 7 night minimum . We suggest renting a car for full enjoyment of touring the island.

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.

Top guest favourite
Large glass sliding doors open to a sunny outdoor deck with views of the turquoise ocean. Comfortable lounge chairs and a dining table are visible among tropical palm trees. The living area features a soft gray couch and a wall-mounted TV, creating an inviting indoor space.
Flat in Simpson Bay
5 out of 5 average rating, 219 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
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
A spacious verandah features a comfortable seating area with a light-colored couch and a dark wicker coffee table. Lush greenery is displayed in a yellow planter, with panoramic views of the hills and bright blue sky in the background.
Home in Indigo Bay
4.77 out of 5 average rating, 180 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!

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
4.83 out of 5 average rating, 127 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
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, 157 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 !

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.

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
4.98 out of 5 average rating, 66 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, 291 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.

Popular amenities for Philipsburg holiday rentals

Quick stats about holiday rentals in Philipsburg

  • Total rentals

    20 properties

  • Nightly prices starting at

    € 43 before taxes and fees

  • Total number of reviews

    470 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace