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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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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
4.93 out of 5 average rating, 27 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.

Guest favourite
Flat in Little Bay
4.94 out of 5 average rating, 16 reviews

Ocean Sunset Retreat

Your tranquil escape perched on the scenic hills of Belair, overlooking the sparkling Caribbean Sea. This charming getaway is designed for couples or solo travelers seeking peace, privacy, and breathtaking views including unforgettable sunsets and a clear view of the neighboring island of Saba. Wake up to gentle ocean breezes and wind down as the sky turns brilliant hues of orange and pink in the evening. Nestled in a quiet residential area, the condo offers perfect blend of nature and comfort.

Guest favourite
A vibrant blue gate opens to reveal a sandy beach and calm waters. Decorative pots with blooming pink flowers frame the entrance, accompanied by lush green leaves. In the distance, sailboats can be seen on the horizon under a cloudy sky.
Flat in Simpson Bay
4.88 out of 5 average rating, 230 reviews

Apartment on the beach

Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

Guest favourite
A serene studio space is featured, with a spacious bed centered against a soft green wall. Rattan light fixtures hang from the ceiling, while decorative wall accents add a natural touch. A cozy seating area includes a woven chair and a small side table.
Tiny home
4.89 out of 5 average rating, 19 reviews

Cozy Cabanita, in lush tropical garden with pool

Ontspan en kom tot rust in deze natuurvriendelijke, hippe studio: een boho style 'Cabanita', vlak naast de gemeenschappelijke pool van onze groene 'Xperiment community'. Lees een boek in een hangmat onder een boom, boek een yoga of wellness class of maak een 'magnificent hill &seaside hike'. 5 minuten van Philipsburg en Guana bay; 20 minuten naar Orient Bay, een geweldig strand aan de Franse Kant of door naar Grand case voor foodie's en local bites at "The lolo's". One love, One island❤.

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
4.98 out of 5 average rating, 85 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
A serene beach view is captured, showcasing clear turquoise waters meeting powdery white sands. A picnic table sits on the beach, bordered by vibrant green plants and palm trees. Soft clouds drift above under a bright blue sky, completing the tranquil seaside scene.
Flat
4.96 out of 5 average rating, 217 reviews

Lilly's Beach

This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. Apartment with modern amenities and comforts. A perfect vacation spot ! Back up system installed to insure electricity.

Top guest favourite
Flat in Simpson Bay
5 out of 5 average rating, 228 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

Guest favourite
Flat in Simpson Bay
4.93 out of 5 average rating, 139 reviews

Le Petit Paradis – Beachfront 1 Bedroom Apartment

"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation. Hope to invite you soon in our Paradise, Elodie

Top guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft
4.99 out of 5 average rating, 179 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

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, 140 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!

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, 35 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
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
4.94 out of 5 average rating, 121 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.

Popular amenities for Philipsburg holiday rentals

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 10 holiday rentals in Philipsburg

  • Nightly prices starting at

    Philipsburg holiday rentals start at £44 per night before taxes and fees

  • Verified guest reviews

    Over 480 verified reviews to help you choose

  • Wifi availability

    10 of Philipsburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Philipsburg rentals

  • 4.8 Average rating

    Philipsburg stays are highly rated by guests – averaging 4.8 out of 5!