Philipsburg Holiday Rentals, Sint Maarten: Private House Rentals

A coastal town with a beach, rocky shoreline, and a mountain in the background.

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Our top choices for Philipsburg hotels

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a red roof.

A resort pool with lounge chairs, palm trees, and a view of the ocean.

A rooftop bar with outdoor seating, overlooking a coastal area.

A coastal hotel with multiple red-roofed buildings, a beach, and a cruise ship in the background.

1. Divi Little Bay Beach Resort

Philipsburg

Gabreille Lynn

5.027.385 ₫

6.500.722 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A beachside lounge with lounge chairs and umbrellas, overlooking the sea.

A person relaxing on a beach chair with a drink, overlooking a clear blue sea and a distant shoreline.

A Holland House Beach Hotel reception area with a wooden deck, potted plants, and a signboard.

A balcony with a view of a beach and ocean.

2. Holland House Beach Hotel

Downtown Philipsburg

Eugene

7.501.473 ₫

9.001.768 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A beach with a clear view of the ocean, a sandy shore, and a mountainous backdrop.

A view of a coastal area with a large ship in the water, a small boat, and a building with a red roof.

A hotel room with a dining area, kitchenette, and a sofa.

A reception area with a white counter, a grey sofa, and a TV mounted on the wall.

3. Horizon View Beach Hotel

Downtown Philipsburg

Chris De

2.944.543 ₫

3.533.451 ₫ total

includes taxes & fees

21 Oct - 22 Oct

An aerial view of a beach resort with rows of sun loungers and umbrellas, a pool, and a building with a blue facade.

A pool area with a waterfall feature, surrounded by wooden deck chairs and covered seating areas.

A beachfront hotel with multiple balconies, palm trees, and beach umbrellas.

A restaurant with wooden tables and chairs, a bar area, and large windows with a view of the outdoors.

4. Belair Beach Hotel

Belair

Roman

4.138.500 ₫

4.997.239 ₫ total

includes taxes & fees

19 Nov - 20 Nov

A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

A hotel with a balcony, large windows, and a view of a mountain range.

A modern dining area with a mix of yellow and green chairs, a central table, and a ceiling with wooden panels and hanging lights.

A hotel room with a bed, a sofa, a rug, and a patterned wall.

5. July Apartments

Madame's Estate

JoyAnn Carolyn

2.772.283 ₫

2.910.897 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A swimming pool with clear blue water, steps leading into the pool, and a few lounge chairs by the poolside.

A hotel room with a bed, a wooden table with a fruit basket, and a window with curtains.

A green building with a sign reading "Welcome to The Paradise Inn Your Home away from Home."

A Mini Mart with a green facade, outdoor seating area with black chairs and tables, and potted plants.

6. The Paradise Inn

Philipsburg

ulander

2.679.097 ₫

2.813.052 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A neatly made bed with a red bedspread, two matching lamps on either side, and a colorful pillow on the headboard.

A beige armchair in a room with a white wall, an exit sign, a framed picture, and two potted plants.

Alicia's Inn Guest House with a sign for Victor's Cosmetics.

A living room with a floral sofa, a coffee table, and a lamp.

7. Alicia's Inn

Downtown Philipsburg

Shelda

2.277.880 ₫

2.847.350 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

A hotel room with two beds, a television, a small table, and a door leading to a balcony.

A hotel room with two beds, a chair, a small table, and a potted plant.

A hotel room with a bed, a desk with chairs, a television, and a balcony with curtains.

8. MIDTOWN MOTEL SXM

Downtown Philipsburg

Yollanda

1.887.016 ₫

2.264.419 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A swimming pool with a red roof, surrounded by potted plants and a white fence.

A stone-paved courtyard with potted plants and a building with a red roof.

A spacious indoor area with wicker furniture, a television, and potted plants.

A spacious living area with a red sofa, wooden chairs, a coffee table, and various potted plants.

9. L'Esperance Hotel

Philipsburg

Linda

3.494.475 ₫

4.018.647 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A beach with rows of sun loungers and umbrellas, a building with balconies, and a backdrop of dense green foliage.

A beach view with a palm tree, a wooden fence, and a chair.

A living room with a ceiling fan, a sofa, a coffee table, and a dining area with chairs.

A bedroom with a four-poster bed, a bedside table with a lamp, a wooden bench, a desk with a chair, and a wardrobe.

10. The Crown House Hotel

Downtown Philipsburg

Monique

3.396.630 ₫

4.075.955 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A pool area with lounge chairs, palm trees, and a view of the ocean.

A spacious lounge area with a large window overlooking the sea, featuring a modern sofa set, a round coffee table, and a decorative vase.

A resort with beachfront villas, a pier, and clear turquoise waters.

11. Oceans at Divi Little Bay

Philipsburg

Ellie

6.072.620 ₫

7.795.770 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A circular window view of a beach with a swimming pool, palm trees, and a sandy area with umbrellas.

A view through a window with tropical curtains, revealing a beach with umbrellas and lounge chairs.

A deck with lounge chairs and tables overlooking a marina and mountains.

A beach scene with a sign that reads "WE LOVE St. Maarten" and a view of boats in the background.

12. Seaview Beach Hotel

Downtown Philipsburg

Davis

2.434.484 ₫

2.921.381 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A beachside restaurant with two plates of fried food and two bottles of Corona beer, overlooking the beach and the sea.

A small, enclosed shower area with a window, a door, and a visible bed in the background.

A beachside table with a drink, a chalkboard menu, and a view of the sea and cruise ships.

A bedroom with a bed, bedside tables, a chair, a desk, and a mirror.

13. Calinago Friendly Family Sxm Home

Downtown Philipsburg

Phyllis

1.682.525 ₫

2.795.580 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

A bathroom with a toilet, sink, and shower.

A bedroom with a bed, curtains, a TV, an air conditioner, and a small cabinet.

A bathroom with a white sink, toilet, and shower area.

14. Philips Scott House Calinago

Downtown Philipsburg

3.960.405 ₫

6.046.736 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A beach with thatched umbrellas and lounge chairs, a palm tree, and a building in the background.

A resort pool area with a view of the sea and sunset.

A restaurant with tables set for dining, large windows offering a view of the sunset over the ocean, and a ceiling fan.

A table set for two with a view of the sea and mountains at sunset.

15. Simpson Bay Resort, Marina & Spa

Pelican Key

Journey Anthony

4.469.876 ₫

5.363.851 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A resort pool area with a curved design, lounge chairs, umbrellas, and a building with a light-colored facade.

A dining table set for six with a bottle of wine, surrounded by wicker chairs, overlooking a body of water and a mountainous landscape.

A beach with clear turquoise water, a sandy shore, and white buildings on a hillside.

A coastal hotel with multiple buildings, a dock, and a mountainous backdrop.

16. Oyster Bay Beach Resort

Oyster Pond

Marv

4.562.231 ₫

5.474.677 ₫ total

includes taxes & fees

24 Oct - 25 Oct

A swimming pool with clear blue water, a building with balconies, and palm trees.

A pathway lined with palm trees and plants leading to a beach.

A beachfront hotel with a sandy beach, clear turquoise waters, and a rocky shoreline.

A pool with a view of the beach and ocean.

17. Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

Ro-Jay

2.847.350 ₫

3.669.199 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A clear blue pool with lounge chairs and palm trees, overlooking the ocean.

A beachside resort with clear turquoise waters, white sand, and lounge chairs under umbrellas.

A modern hotel with a glass infinity pool overlooking the ocean, lounge chairs, and a clear view of the sea.

A modern hotel lobby with a black limousine, a polished floor, and a blue and wooden ceiling.

18. The Morgan Resort Spa Village

Simpson Bay

Suzie

11.090.256 ₫

13.585.912 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A dining table with a pizza, drinks, and a red and white checkered tablecloth.

A room with a patterned wallpaper, a black bean bag chair, a round table with a TV, and a hexagonal shelf unit.

19. Sonesta Maho Beach All Inclusive Resort Casino & Spa

Lowlands

Qiana

9.319.894 ₫

11.277.072 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A clear blue pool with a white deck and palm trees, surrounded by a white fence and buildings in the background.

A dining table with breakfast items, a view of the ocean, and a balcony railing.

A bedroom with a large bed, a bench, a chair, a nightstand, a lamp, and a view of the sea through a window.

A modern kitchen with stainless steel appliances, a granite countertop, and potted plants on the shelves.

20. Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Jason

2.906.003 ₫

3.487.203 ₫ total

includes taxes & fees

21 Oct - 22 Oct

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Holiday Rentals in Philipsburg

Aparthotel

MIDTOWN MOTEL SXM

Downtown Philipsburg

"It was a wonderful stay and experience"

Aparthotel

July Apartments

Madame's Estate

"The property was no frills and the staff super helpful. Would stay again!"

Aparthotel

A spacious living area with a dining table, chairs, sofas, a TV, and a ceiling fan.

A multi-story hotel with balconies and air conditioning units.

A beach with a pier extending into turquoise waters, a sandy beach with umbrellas, and a hillside with buildings in the background.

Sea Palace

Downtown Philipsburg

"Property is very well situated, close to many stores and right on the beach. the pictures are 100% accurate, clean, great staff and a great manager! Wish I could have stayed longer and will definitely be back"

Aparthotel

A modern pool area with a view of the ocean, surrounded by palm trees and lounge chairs.

A modern living room with a sofa, ottoman, and dining area, a kitchen island with a sink, and large windows with a view of the ocean.

A multi-story hotel with balconies, a flat roof, and a well-lit entrance.

A modern kitchen with a central island, two bar stools, built-in appliances, and recessed lighting.

Panorama Residences at Monte Vista

Point Blanche

"Amazing stay"

Apartment

A narrow pathway flanked by lush greenery and a building with a white facade.

A living room with a grey sofa, a staircase leading to a kitchen, and a window with sheer curtains.

A modern living room with a grey sofa, a small table with a plant, and a kitchen area visible through a glass door.

A pool area with lounge chairs and palm trees.

Cozy one-bedroom & mezzanine apartment

Point Blanche

"Had a great stay! The Chrissy was very responsive, accommodating, and made the whole experience smooth and comfortable. Really appreciated the quick communication and hospitality. Would definitely stay again!"

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Where to stay in Philipsburg

Find the best Philipsburg areas for the activities you enjoy most.

A coastal town with buildings, a clear blue sea, and mountains in the background.

A vintage yellow car parked on a cobblestone street lined with colorful buildings, including a Belgian Chocolate Box shop.

A coastal town with a beach, boats, and buildings.

A vibrant market stall with colorful paintings, hats, and textiles.

A beach with a thatched roof structure, clear blue water, and a cruise ship docked in the background.

Downtown Philipsburg

City centre Philipsburg blends Caribbean charm with Dutch colonial architecture along its vibrant waterfront. Stroll the scenic boardwalk for breathtaking views of turquoise waters and cruise ships. Front Street buzzes with duty-free shops and local vendors selling jewellery, crafts, and souvenirs. The area comes alive with bars, restaurants, and casinos offering island entertainment and live music. Visit Sint Maarten Park or explore cultural spots like the Yoda Guy Film Exhibit and Museum of Sint Maarten. Great Bay Beach provides perfect swimming conditions just steps from the shopping district.

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A hill with a yellow building and flags, palm trees, and a sign with a pelican and 'Hope to See You Again Soon!' text.

A large cruise ship docked at a pier with a mountainous coastline and sailboats in the background.

A beachside café with outdoor seating, including a hammock and tables, overlooking a marina with boats.

Point Blanche

Point Blanche offers a glimpse of authentic Sint Maarten away from tourist crowds. This peaceful residential area features colourful Caribbean homes along coastal roads with breathtaking ocean views. Small, uncrowded beaches provide a secluded alternative to busier island spots. The neighborhood's quiet charm makes it perfect for travellers seeking a genuine local experience. Coastal walks reveal beautiful Caribbean vistas and natural tropical landscapes. While dining options are limited, nearby Philipsburg provides additional amenities just a short drive away.

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A coastal cityscape with a marina, residential buildings, and a mountainous backdrop.

Indigo Bay

This exclusive coastal haven on Sint Maarten's western shore offers a luxurious Caribbean escape with pristine beaches and upscale accommodation. White stucco buildings with red tile roofs dot the landscape, framed by carefully manicured tropical gardens. The turquoise waters invite you to unwind. The bay features scenic walking paths perfect for sunset strolls along the Caribbean Sea. Resort amenities include sophisticated beachfront lounges and water sports rentals. Travellers appreciate the peaceful atmosphere and premium dining options featuring fresh seafood and Caribbean-fusion cuisine.

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A coastal town with a marina, mountains, and a bay.

A coastal landscape with turquoise waters, a cruise ship, and a mountainous backdrop.

Belair

Perched on hillsides above Little Bay, Belair offers luxury living with breathtaking Caribbean Sea panoramas. This upscale residential retreat features exclusive villas with infinity pools and modern Caribbean architecture. The area provides a peaceful alternative to Sint Maarten's busier tourist areas. The stunning ocean views and cooling trade winds create a perfect setting for relaxation. Though lacking shops or restaurants within its boundaries, Belair sits just minutes from Little Bay Beach and Great Bay Beach. Most visitors appreciate having rental cars to navigate the steep terrain and explore nearby Philipsburg.

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A marina with boats and a mountainous backdrop.

Sucker Garden

Sucker Garden offers a peaceful retreat from Sint Maarten's tourist bustle. This residential area provides an authentic glimpse into island living with colourful Caribbean homes and friendly locals. Modest guesthouses and holiday rentals offer budget-friendly alternatives to expensive resorts. A short drive brings you to nearby attractions like Guana Bay Beach and Sint Maarten Park. The area features small family-run restaurants serving delicious local cuisine. Though quiet, the neighborhood's genuine character makes it perfect for travellers seeking value without sacrificing island charm.

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Stay near popular Philipsburg attractions

A turquoise beach with a wooden pier, a mountain in the background, and cruise ships docked in the water.

Great Bay Beach

9.0/10 (587 reviews)

This expansive white-sand shoreline stretches along Philipsburg, offering calm turquoise waters and cruise ship views. Enjoy beach time then stroll the adjacent boardwalk for local cuisine and shopping.

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A pier with a red roof, flags, and a sign for 'S&Martin'.

Philipsburg Boardwalk

8.8/10 (97 reviews)

This lively 1.5-mile waterfront promenade offers the quintessential Caribbean experience along Great Bay Beach. Savour local cuisine at beachfront restaurants while watching cruise ships dock in the azure waters.

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A coastal fortification with rusted cannons, a clear blue sea, and green hills in the background.

Fort Amsterdam

8.8/10 (245 reviews)

This historic Dutch outpost from 1631 offers panoramic views of Great Bay and Little Bay. Explore rusting 19th-century cannons while watching brown pelicans soar above the Caribbean Sea.

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A beach with a wooden signboard about marine turtle conservation, a white building, and a coastline.

Guana Bay Beach

9.0/10 (92 reviews)

Guana Bay Beach features pristine Atlantic shorelines and rugged trails away from Sint Maarten's crowds. Surfers ride powerful waves while hikers discover hidden natural pools along the untamed coastline.

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Front Street District

You can find the perfect gifts to bring home at Front Street District during your visit to Philipsburg.

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Little Bay Beach

9.4/10 (366 reviews)

Little Bay Beach enchants with crystal-clear waters and underwater treasures including sunken helicopter parts. Snorkel among green turtles and stingrays, then visit nearby Fort Amsterdam for panoramic island views.

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Rainforest Adventures St. Maarten

Plunge down the world's steepest zip line at Rainforest Adventures St. Maarten, reaching thrilling speeds from Sentry Hill. The Soualiga Sky Explorer chairlift rewards with panoramic island views.

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Indigo Beach

8.0/10 (23 reviews)

Indigo Beach offers a secluded cove experience with soft white sands between Philipsburg and Simpson Bay. Enjoy gourmet dining at the beachfront restaurant while taking in stunning turquoise water views.

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Learn more about Philipsburg

Colourful Dutch colonial buildings line Front Street where duty-free shops offer jewellery, electronics, and local rum. Beach bars and water sports await at Great Bay Beach, while casinos and local restaurants fill the bustling boardwalk.

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A turquoise beach with a cruise ship, palm trees, and a mountainous backdrop.

Top Philipsburg Hotel Reviews

Divi Little Bay Beach Resort

10/10 Excellent

"Room was so spacious! I appreciated the little kitchenette in the room!"

Sonesta Maho Beach All Inclusive Resort Casino & Spa

8/10 Good

"The resort was amazing! The staff could have been kinder. Had 2 days of no washcloths in the room after it was cleaned and had ro wait 45 min to get some. A few other housekeeping issues. Great location. Perfect beach location. Overall good choice. Didn't experience friendliness as expected from staff. Someone hit my rental in parking garage, not happy about that."

Oyster Bay Beach Resort

10/10 Excellent

"My stay was great…..Staff was amazing super accommodating! I couldn’t have picked a better resort"

The Morgan Resort Spa Village

10/10 Excellent

"The staff were amazing at this hotel. The salt restaurant was great. I would recommend this hotel"

Sea Palace

10/10 Excellent

Oceans at Divi Little Bay

10/10 Excellent

"I love everything about the resort, I would highly recommend"

Holland House Beach Hotel

10/10 Excellent

"The meals at Ocean were phenomenal!"

L'Esperance Hotel

8/10 Good

"Spacious suites, recently refurbished."

Alicia's Inn

8/10 Good

"Clive to the beach and shopping center"