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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
A spacious terrace features a comfortable seating area with plush cushions. Lush greenery surrounds the space, offering a sense of tranquility. A staircase leads to an upper level. In the distance, a view of buildings and the sky is visible, enhancing the outdoor ambiance.
Guest house in Simpson Bay
4.85 out of 5 average rating, 124 reviews

White Sands Beach Studio

This is the studio apartment you want. In a prime location in a safe neighborhood, with everything need to enjoy a perfect vacation. You have supermarkets, car rentals, restaurants, and bars within walking distance. A 30-second walk from Simpson Bay beach &6 min to Maho Beach, our world-famous airport beach. Public transportation is also available there. The apartment is recently renovated and equipped with AC, Netflix, a cozy kitchen, a magnificent garden, and a terrace overlooking the airport.

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, 17 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
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, 47 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
4.91 out of 5 average rating, 11 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 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, 184 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 spacious dining area features a wooden table set with a bowl of oranges. Natural light streams through large windows, illuminating the cozy seating area in the background. Green plants add vibrancy to the room, creating a welcoming, serene atmosphere.
Flat in Lowlands
4.97 out of 5 average rating, 138 reviews

Cupecoy Garden Side 1

Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

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
4.86 out of 5 average rating, 49 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 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, 132 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.

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, 152 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.

Superhost
A sliding glass door opens to a scenic deck overlooking the water, featuring a blue railing and several white chairs. The view includes distant mountains and palm trees, with the beach visible in the background under a partly cloudy sky.
Cottage in Little Bay
4.89 out of 5 average rating, 18 reviews

Great Bay View Cottage

Take it easy at this unique and tranquil getaway with gorgeous view of Great bay. Short walk downhill to Little bay Beach and a mile to Phillipsburg boardwalk. Star-link Wi-fi a Smart Tv with Netflix on site. Sit on your deck and watch the cruise ships come and go! Free parking on site! We suggest renting a car for full enjoyment of the island..

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, 72 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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Avg. price$193 SGD$193 SGD$206 SGD$219 SGD$165 SGD$219 SGD$219 SGD$219 SGD$219 SGD$361 SGD$219 SGD$219 SGD
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°C

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 $64 SGD 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