Philipsburg Rentals

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718 Houses

VistaRoyale - Private pool and breathtaking view

Philipsburg apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Amazing view !!” This is our tenth year staying at VistaRoyale and we don't want to go anywhere else. It has to be one of the most spectacular views on the planet. Every morning you wake up to arriving cruise ships, beautiful rainbows after a morning shower, the brilliant color of the waters in the bay. And your own private infinity pool, veranda and palm tree. New cabinets, appliances and countertop this year really upgraded the kitchen. It is a perfect property to get away, relax, and unwind. The new owners are easy to deal with and very accessible. Can't wait to return!

Responds fast! avg. 1 hour 4 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$257

Best rated: SXM Panoramic Ocean View private villa w/exclusive private pool.

Philipsburg villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$400

Villa ORCHID in Guana Bay

Philipsburg villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,255

Villa HIBISCUS in Guana Bay

Philipsburg villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,369

Villa JASMINE in Guana Bay

Philipsburg villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,369

Villa ALLAMANDA in Guana Bay

Philipsburg villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,369

Sublime villa by the sea

Philipsburg villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$852

LE ROCHER... Spectacular Views! Gorgeous One of a Kind Villa!

Philipsburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$1,282

Tropical Ivy - a peaceful getaway in St Maarten

Philipsburg villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$677

Enjoy Sunsets at Hidden Gem Villa With Pool

Philipsburg villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$251

Great rentals within 20 miles that match your search

Match: Private outdoor pool (unheated)

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Price per night from

$641

LIFE IN BLUE ... Stunning New 2 BR Luxury Beach Front Villa on Baie Rouge

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Totally awesome” We stayed a Le Vie En Bleu for 10 days this last July on the advice from Ted at St. Martin Reservation Center. From the moment we stepped into this wonderful villa, we knew Ted's advice was spot on. Everything about this classy home was done with the vacationers enjoyment in mind. Granted, it's a bit small but the floor plan is designed in a way that brought your every glance to the beautiful ocean right in front of you. It had all the modern amenities you'd expect to find in a five star villa rental. My wife used the oceanfront gym each morning and loved it.I could write a novel about this totally private get away in paradise but I'll just say one thing. We plan on returning next summer to Le Vie En Bleu. Thank you Ted !!!

Match: Private outdoor pool (unheated)

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Price per night from

$1,495

JACARANDA... Enchanting Affordable Oasis for 2 Lucky Couples!

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$399

LUNE DE MIEL....The Honeymoon! Romantic hideaway for lovers

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$541

LOASIS... Amazing Beachfront Estate, Spa, Gym, Heated Pool!

Terres Basses villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$4,727

AZUR DREAM... 7 BR private, tropical, tranquill... great vacation villa for thos

Terres Basses villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$1,567

CASA SAND... Gorgeous tropical hideaway! Very private and quiet!

Anse Marcel house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$598

LA PINTA... 4BR Villa, Full AC, Tennis Court & Gym, Huge Pool Area

Terres Basses house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$877

LE CAPRICE... Spacious 7BR on Elevated Beachfront Lot, Breathtaking Views!

Terres Basses villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$2,491

ENCORE... Fabulous villa with 6 huge master suites, heated pool

Terres Basses house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,260

LIBELLULE....Spacious 5 BR Walk To Fabulous Baie Rouge Beach!

Terres Basses villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$1,424

LA PERLA BIANCA.... Very Cool, Luxurious Romantic Hideaway on Baie Rouge Beach

Terres Basses house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$997

CALLISTO... Full AC, lovely sunset views!

Terres Basses house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“Gorgeous, but do not forget your bug spray.” We absolutely loved Callisto...a gorgeous property that is nicely designed with 3 "Master" bedrooms.Very clean and comfort! Everything was perfect but be forewarned...there are tons of tiny mosquitos and this is open living! The wall of sliders opens the entire villa to the gorgeous outdoor living area and the infinity pool...with spectacular views. I'll book Callisto again. Lovely property.You can't beat this place...just bring your bug spray!

Match: Private outdoor pool (unheated)

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Price per night from

$556

SOL E LUNA... Beautifully appointed, comfortable and very priva, huge pool!

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$641

LES ZEPHYRS... Casual 3 BR Family Villa

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$573

BAMBOO... Modern and Romantic, 2 Master Suites, Very Private, Full AC, Jacuzzi!

Terres Basses villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$712

CAYE BLANCHE... elegant updated 7BR villa with lovely views

Anse Marcel house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$1,789

ECUME DES JOURS...4 BR with Endless turquoise views and the peaceful sound of w

Terres Basses house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$1,346

LE PRIVILEGE...Huge 7BR Villa - Stunning Views of Marcel Cove

Anse Marcel villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$3,559

NO LIMIT...3 equal master suites, luxury, views, great for couples!

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$641

LA JOSEPHINE...6 BR Family Villa... Huge Pool & Outdoor Entertainment Area!

Terres Basses house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,316

LA FAVORITA ...Absolutely Gorgeous Contemporary St Martin Rental Villa In The He

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$840

BOUGAINVILLEA...Fabulous views overlooking Dawn Beach & St. Barths

Oyster Pond villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$932

ETOILE DE MER... A Beautiful 4 BR Villa on Cupecoy Beach

Terres Basses house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Amazing, spectacular and wonderful” I cannot praise this place enough and the service of Joanne over at the reservation center. Let me tell you a few things. So, first, Joanne. Wow, I cannot give her big enough kudos. Not only in the service level, but the comprehensive handling of this vacation. She took incredible care to make sure that this was perfect from booking a hotel room for me the night before to the car and contact information. She was incredible and top notch. Second, the Villa. From the moment that I walked in, I must have said wow, maybe 50 times. It's not only beautiful in it's location, but the Villa itself is incredible to behold. There is everything there that you would need for an incredible and relaxing stay. The kitchen...holy cow. It had everything. I don't think there was anything there that I was disappointed in. If anything the pictures don't do it justice. From the private pool to the view and the beach access, we had the best time just sitting on the patio or wading in the ocean. Heck, they even had noodles for us to use. How great is that. Plus, there is a really nice grocery store across the street which was incredibly convenient. Oh, and the view. Whoa! The view is amazing. I cannot even describe how beautiful it is. All in all, I would give this place and Joanne 1MM stars. The trip was to celebrate my 40th birthday, and I am never going to forget this trip.

Match: Private outdoor pool (unheated)

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Price per night from

$1,017

BELLE FONTAINE... 5 master suites, huge gazebo, the perfect couples villa!

Terres Basses house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

“Favorite Yearly Family Vacation--St Maarten” Belle Fontaine was great and is perfect for a large family or friends to get together. We spent most of our time in the Pool & Gazebo. The house is large enough that you don't feel crowded and can go off by yourself for some quite time alone. We always felt safe since the villa is in an area that is gated and you could not get in without identification. Thanks to Ted from Odrc, this was another wonderful vacation with exceptional service.

Match: Private outdoor pool (unheated)

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Price per night from

$1,126

SERENA... Beachfront 5BR on beautiful Baie Longue

Terres Basses house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$1,637

LES PALMIERS... Wow! The Ultimate Luxurious Love Nest on the Beach!

Terres Basses house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$997

BISOU DU SOLEIL... beautiful, immaculate, affordable villa in Pelican Key

Simpson Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$499

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