Holiday rentals in Philipsburg

4.94 out of 5 average rating, 18 reviews

Flat in Little Bay

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.

5 out of 5 average rating, 14 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

4.98 out of 5 average rating, 51 reviews

Home in Philipsburg

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.

Flat in Upper Prince's Quarter

4.91 out of 5 average rating, 74 reviews

Relaxing Hideaway w/ Great Views

Escape to tranquility in our remote 2-bedroom modern apartment perched atop a hill for those who desire serenity in a contemporary clutter free haven. From our expansive terrace, soak in the breathtaking sunrises, sunsets and unparalleled vistas of the Caribbean Sea. This meticulously designed space offers unobstructed panoramic ocean views of St. Barts, Saba, and Statia. Immerse yourself in the beauty of nature while still enjoying modern amenities in this secluded yet accessible haven.

5 out of 5 average rating, 206 reviews

Flat in Simpson Bay

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

Guest favourite

Apartment in Upper Prince's Quarter

4.87 out of 5 average rating, 39 reviews

Sunrise Getaway

Enjoy breathtaking views while being in bed. Located directly by the ocean, this is your peaceful get away! Master bedroom with a queen size bed, and air conditioning. Second bedroom with a queen bed and fan. Both rooms include ceiling fans. Ocean views from all rooms and balcony. Wifi is free and accessible. Fully equipped kitchen with stove, oven, refrigerator (with water dispenser & Ice maker), coffee maker and microwave. All utensils with indoor and outdoor sitting area.

Guest favourite

Guest house in Little Bay

4.93 out of 5 average rating, 40 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.

4.79 out of 5 average rating, 24 reviews

Apartment in Philipsburg

Beachfront Condo w/ Ocean Views

Walk out directly onto golden sands and soak up stunning ocean views at this beachfront 1-bedroom, 2-bath condo in Philipsburg. Perfect for families, the condo features a queen bed and two deluxe queen sleeper sofas, a full kitchen with granite countertops, a private balcony, and in-unit Wi-Fi. Located steps from the water and walking distance to dining, shopping, and cultural sites, this modern retreat offers both comfort and Caribbean charm.

Guest favourite

Flat in Little Bay

4.94 out of 5 average rating, 119 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!

4.99 out of 5 average rating, 141 reviews

Hibiscus-Large 1 bed Beachfront apartment 1st flr

This modernly decorated apartment home is centrally located in the capital of the Dutch side, Philipsburg. The area is full of life during the day and quiet and relaxing in the evening. This home away from home will make your daydreams of island life a reality. Enjoy the lovely courtyard garden downstairs, relax on the balcony looking out to the beautiful garden and plan your day’s adventure on and around this dual nation Island.

5 out of 5 average rating, 18 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.

4.99 out of 5 average rating, 278 reviews

Villa in Philipsburg

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.

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Popular amenities for Philipsburg holiday rentals

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Free parking on premises

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Other great holiday rentals in Philipsburg

4.89 out of 5 average rating, 44 reviews

Ocean view rental - Sint Maarten

LuisandroRating, 5 stars2 weeks ago

Great place, private and extremely peaceful.

Home in Indigo Bay

4.77 out of 5 average rating, 157 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

ShandraRating, 5 stars1 week ago

Le Pearle, is an amazing place to stay while in paradise. The location is private, the views are incredible, and you have the luxury of a beach at your disposable. The condo itself is very beautiful, the bed is comfortable, my boyfriend and I felt right at home and would highly recommend staying here.

Flat in Upper Prince's Quarter

4.53 out of 5 average rating, 17 reviews

Harbour View Modern 2 Bed Condo!

KadyRating, 5 stars1 month ago

This place was beautiful, with breathtaking taking views

Villa in Indigo bay, Sint Maarten

5 out of 5 average rating, 23 reviews

Ocean Dream Villa

JadaRating, 5 stars1 week ago

Oh my goodness, I don't even know where to start!!! This place was absolutely beautiful even better than the photos! Our host gave us a ride as soon as we got there to lunch and even connected us with a private driver! Can't wait to return! Thank you so much!!!!!

5 out of 5 average rating, 38 reviews

Flat in West End

Creative Suite: Modern Studio Unit

NoraRating, 5 stars3 weeks ago

A truly lovely studio with many wonderful touches and amenities. I especially loved the little balcony and bench to drink my coffee in the morning while enjoying the sunrise and the beautiful view of St. Martin in the distance. Thomas was an excellent host and always very responsive to any questions or requests. The location is absolutely ideal and very convenient to a good grocery store (Best Buy), many fabulous restaurants and some of the most gorgeous beaches, all within easy driving distance. I definitely recommend staying with Thomas in his Creative Studio and I hope to come back again soon!

Villa in Upper Prince's Quarter

5 out of 5 average rating, 5 reviews

Villa Marant - Elegant Luxury Caribbean Escape

CourtneyRating, 5 stars2 months ago

Maayke was an amazing host! She greeted us at the residence upon arrival and proceeded to give us a tour of the house and even point out things we may need to know. She gave a ton of recommendations weeks before we arrived and was extremely responsive when whenever we contacted her during the trip! Any minor hiccups, she handled immediately and we appreciated her overall professionalism and her personality was such a cherry on top! Thank you Maayke! We’ll be back!!! :)

Home in Upper Prince's Quarter

5 out of 5 average rating, 6 reviews

Aman Oceanview

KeeshaRating, 5 stars3 weeks ago

Irene was such a great host, she was very helpful and friendly. Greeted us with champagne and made us feel at home in the luxurious property. She had a handful of resources for our stay and was readily available for questions. I plan on coming back to the property. The views were absolutely stunning.