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Featured Villas in Philipsburg

Estimated price for 1 night/2 adults

Villa Carisma, Fabulous Beachfront, 2 Bedroom, 2 Bath
Villa Carisma, Fabulous Beachfront, 2 Bedroom, 2 Bath
Simpson Bay, Sint Maarten
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4.9/5 (25 reviews)

Just returned from a week in paradise at Villa Carisma. We honestly hated to leave as the property, location and owner were perfect! Paul was a most gracious host who greeted us with cold beverages while showing us around the villa and providing valued recommendations for local eateries and activities. ...

Reviewed on Feb 4, 2019
Conveniently located near the ski slopes, this Pelican Key villa is within a 10-minute walk of Leeward Islands, Lay Bay Beach, and Flamingo Beach. Kim Sha Beach ...
The Art House Villa
The Art House Villa
3.5 out of 5.0 05 Beachcomber Road, Beacon Hill, Simpson Bay, Sint Maarten
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Nestled on the beach, this Simpson Bay villa is within a 10-minute walk of Leeward Islands and Maho Beach. American University of the Caribbean is 1.8 mi (2.8 ...
Villa La Voile Blanche
Villa La Voile Blanche
4.0 out of 5.0 21 Le Must, Résidence Hope Hill, Orient Bay, Saint Martin
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5.0/5 (3 reviews)

This place was simply amazing and the hosts were incredible! A beautiful location! We can’t say enough good things about it. Thank you to Marine!!!

Reviewed on Jul 22, 2019
Located in Orient Bay, this villa is 1 mi (1.6 km) from Orient Bay and 2.7 mi (4.4 km) from Pinel Island. Happy Bay and Fort St. Louis are also within 9 mi (15 ...
Blue Sailing
Blue Sailing
Rue du Mont Choisy, Grand Case
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5.0/5 (2 reviews)

We loved the location and the property. The hike to the two beaches from the house was a bit more than we planned but still doable and a lovely day!

Reviewed on Aug 12, 2019
Situated by the ocean, this villa is within a 10-minute walk of Leeward Islands and Happy Bay. Grand Case Beach is 1 mi (1.5 km) away.
Beachfront 4 Bedrooms Villa. Can be Rented as 2 or 3 Bedrooms
Beachfront 4 Bedrooms Villa. Can be Rented as 2 or 3 Bedrooms
Simpson Bay, Sint Maarten
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Situated on the beach, this romantic villa is within a 10-minute walk of Leeward Islands and Maho Beach. American University of the Caribbean is 1.8 mi (2.9 ...
Oceanfront Amazing 2 Bedrooms Condo
Oceanfront Amazing 2 Bedrooms Condo
Simpson Bay
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5.0/5 (7 reviews)

This was a fantastic property to stay at. We came as a family of five (two adults, two teenagers and one child) and we were very comfortable. Teenagers described the view and accommodations as "Instagram-worthy". We had a great time. Gwen was very nice and helpful. We will come again!

Reviewed on Aug 14, 2019
Situated on the beach, this romantic villa is within a 10-minute walk of Leeward Islands and Maho Beach. American University of the Caribbean is 1.9 mi (3 km) ...
Apartment Beau Soleil - Oyster Pond
Apartment Beau Soleil - Oyster Pond
Oyster Pond, Sint Maarten
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5.0/5 (1 reviews)

Great place to stay everything as advertised host very accommodating . Would highly recommend

Reviewed on Feb 3, 2019
Located in Oyster Pond, this villa is within 1 mi (2 km) of Leeward Islands and Oyster Bay Marina. Dawn Beach is 1.6 mi (2.5 km) away.
Villas on Great Bay Beachfront Villa Foxie
Villas on Great Bay Beachfront Villa Foxie
211 Voorstraat, Philipsburg, Sint Maarten
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Situated in Philipsburg, this beach villa is within a 10-minute walk of Leeward Islands, Great Bay Beach, and Yoda Guy Movie Exhibit. Cyrus Wathey Square and ...
Beachfront 6 BR Luxurious Villa Hibiscus
Beachfront 6 BR Luxurious Villa Hibiscus
Philipsburg, Sint Maarten
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Conveniently located near the ski slopes, this Philipsburg villa is within a 15-minute walk of Leeward Islands, Guana Bay, and Guana Bay Beach. Oyster Bay Marina ...
Sale: Get Two Days Free - Private Pool - 2 Masters - Ocean Front - Close Airport
Sale: Get Two Days Free - Private Pool - 2 Masters - Ocean Front - Close Airport
Cole Bay
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5.0/5 (1 reviews)

The view is amazing, and the three of us really enjoyed having our own private pool and spending time in the beautiful courtyard was so relaxing. I can’t say enough about how nice the place is. The property manager was helpful and responsive. I will certainly be back.

Reviewed on May 3, 2019
Located in Indigo Bay, this romantic villa is within a 10-minute walk of Leeward Islands and Indigo Beach. Little Bay Beach and Paradise Plaza are also within ...
Enjoy the Beautiful Beachfront at The Villas On Great Bay
Enjoy the Beautiful Beachfront at The Villas On Great Bay
Philipsburg
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5.0/5 (6 reviews)

Beautiful villa in phillipsburg on a beautiful bay with the most amazing colors and view. Relaxing, quiet, away from hustle of cruise ships, yet close enough to walk to everything we needed. Fully stocked. Thanks for making your home available!

Reviewed on Jun 1, 2019
Situated on the beach, this historic villa is within a 10-minute walk of Leeward Islands, Great Bay Beach, and Yoda Guy Movie Exhibit. Cyrus Wathey Square and ...
Villa With 3 Bedrooms in Simpson Bay, With Private Pool, Furnished Terrace and Wifi - 200 m From the Beach
Villa With 3 Bedrooms in Simpson Bay, With Private Pool, Furnished Terrace and Wifi - 200 m From the Beach
4.0 out of 5.0 Beachcomber Dr, Simpson Bay
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Situated in Simpson Bay, this golf villa is within a 10-minute walk of Leeward Islands and Maho Beach. American University of the Caribbean is 1.8 mi (2.9 km) ...
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Can't find what you're looking for? Check out these other accommodation options...

Estimated price for 1 night/2 adults

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

Little Bay Road, Philipsburg
    4.0 out of 5.0
     
     
    3.9 out of 5 (984 reviews)

    Divi Little Bay Beach Resort$155

    Oct 15 - Oct 16

    Divi Little Bay Beach Resort$155
    Holland House Beach Hotel

    Holland House Beach Hotel

    Front Street 43, Philipsburg
      3.5 out of 5.0
       
       
      4.3 out of 5 (534 reviews)

      Holland House Beach Hotel$157

      Oct 15 - Oct 16

      Holland House Beach Hotel$157

      Vacation Like a Royal in a Philipsburg Villa

      Are you trying to find the difference between a villa and a resort? If you have not stayed in a villa before, then you are missing out on the ultimate peaceful getaway in Philipsburg. When you choose to stay in a private villa that accommodates everyone, you won't have to walk down public resort hallways to greet your friends and family. Expedia is here to help you form the greatest getaway, so go ahead, kick back and take it easy. Wouldn't it be more relaxing to sip a drink poolside, or sprawl across a large comfy couch anywhere you want? That is the kind of freedom we know you like, especially if you can share the cost with a few close friends or your family. And yes, we know you still need your space from time to time. Which is why our villas are so much bigger than your typical run-of-the-mill hotel suite.

      Luxury Villa Rentals in Philipsburg

      In Philipsburg, villa renters are respected and treated like valued residents. There's no need to feel like a stranger on your own vacation. The villas have almost a secret feel, and are catered for groups. You will not have to stress over being split up from your family as you try to make your way through a packed resort, or stashing chairs in the nook of a crowded pool. If you've got an admiration for pleasing scenery, you will enjoy these special retreats, because most of our villas have distinctive architecture, designs, and decor. Our villas can even be a cheaper route when it comes to booking your accommodations instead of booking suites at a hotel if you are planning to stay for a week or longer. So whether you're wanting a place all to yourself, or a mansion to stake claim at with your squad, Expedia will help match you with the ideal villa for your next vacation.

      Book Your Villa With Expedia Today

      Where you stay in Philipsburg is all based on your personal needs for your vacation. It can serve as a home away from home...or, if you desire seclusion, you can choose to stay in an exquisite holiday villa. Forget about resorts blaring music at all hours of the night—the party is over when you go to bed. Are you unfamiliar with the area? Don't sweat it; some of our villa properties have concierges if you need someone to help pick the perfect activities and restaurants while you're in Philipsburg. So, when you're ready, Expedia will be here to help you book your marvelous villa vacation.

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