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
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
4.91 out of 5 average rating, 23 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, 18 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, 80 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.

Guest favourite
An open-concept studio showcases a light-filled living area featuring a comfortable white sectional sofa. To the left, a spacious bed is visible, while a kitchenette is located in the background, highlighted by blue tiled walls. A dining table for four is positioned next to a wooden cabinet.
Flat in Maho Beach
4.89 out of 5 average rating, 102 reviews

Turtle Den YOUR Maho Escape!

Welcome to Turtle Den, an enchanting ocean-inspired studio in the heart of Maho, St. Maarten. More than a stay, it's an immersive experience. Dive into a tranquil palette of oceanic hues, playful turtle motifs, and serene vibes. Just steps from Maho Beach, where planes land and take off, it's a front-row seat to breathtaking moments. Immerse in Maho's lively scene, surrounded by clubs and restaurants. Turtle Den is an invitation to savor the ocean's beauty and celebrate a world of whimsy.

Superhost
A spacious outdoor terrace features comfortable seating for relaxation, including two armchairs and a coffee table. Scenic views of surrounding green hills and nearby buildings are visible against a partly cloudy sky. The area offers ample space for enjoying fresh air.
Flat in Philipsburg
4.75 out of 5 average rating, 89 reviews

Backstreet 39:Panoramic Terrace views-#4.1

The place is close to great views, the beach, restaurants and dining, family-friendly activities, and nightlife. You’ll love our place because It's a fairly new construction which is back in shape after taking some minor Hurricane. It's on the top floor of a building with an elevator and you will enjoy, the high ceilings, the kitchen and other conveniences, the views, and the location.. My place is good for couples, etc. This place is excellent for extended stays up to 30 days!!

Guest favourite
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, 186 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!

Top 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, 133 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!

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, 135 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
4.97 out of 5 average rating, 29 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.

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
4.81 out of 5 average rating, 156 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, 230 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, 73 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

When is the best time to visit Philipsburg?

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Frequently Asked Questions

  • What are the most popular amenities for Apartment Rentals in Philipsburg?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Philipsburg have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Philipsburg. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Philipsburg?

    Philipsburg has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Philipsburg have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Philipsburg. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Philipsburg?

    Yes! Work meets play with ease at over 10 vacation rentals in Philipsburg featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in apartment rentals in Philipsburg?

    Experience the best of Philipsburg with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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 £37 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