Madame's Estate Vacations
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Your Madames Estate Vacation
Madames Estate is calling! Whatever type of escape you have in mind, you can experience and see more of this neighborhood with a Madames Estate vacation package. Your trip to Madames Estate wouldn't be complete without exploring big-name attractions nearby such as Sint Maarten Park, Little Bay Beach and University of St. Martin. Expedia can help turn your ideal Madames Estate vacation into reality, no matter your travel plans or budget.
Price found within the past 48 hours. Click for updated prices.
- The Villas at Simpson Bay Resort
Jul 24 - Jul 27The Villas at Simpson Bay Resort + Flight
Pelican Key3 nights9.2/10 - Wonderful (1,393 reviews)"Everything was great"Reviewed May 18, 2026Roundtrip • Atlanta (ATL) - Simpson Bay (SXM)ATL - SXM • 1 stop SXM - ATL • 1 stop$1,623$853found 2 days agoper traveler - Simpson Bay Resort, Marina & Spa
Aug 6 - Aug 10Simpson Bay Resort, Marina & Spa + Flight
Pelican Key4 nights9.0/10 - Wonderful (1,739 reviews)"I truly enjoyed my stay at this resort. The location is incredibly convenient—being so close to everything made it easy to get around on foot and saved us money. The staff played a huge role in making our experience enjoyable, everyone was friendly, welcoming, and kept us entertained throughout our stay. Special shoutout to Ramon, Will, Natasha, Troy, Michael, and others—they were amazing. Unfortunately, there was one staff member whose behavior did not align with the others. He was an older..."Reviewed May 18, 2026Roundtrip • Atlanta (ATL) - Simpson Bay (SXM)ATL - SXM • 1 stop SXM - ATL • 1 stop$1,680$858found 1 day agoper traveler - La Playa Orient Bay
Jul 24 - Jul 27La Playa Orient Bay + Flight
Orient Bay3 nights9.4/10 - Exceptional (711 reviews)"This was our third stay at LaPlaya. Had a great time as usual. Rooms are nice. Breakfast is very good and staff is excellent. Nice to be able to walk to the small stores for snacks/drinks/etc. Also some great restaurants just a minute’s walk away. "Reviewed May 17, 2026Roundtrip • Atlanta (ATL) - Simpson Bay (SXM)ATL - SXM • 1 stop SXM - ATL • 1 stop$1,315$950found 2 days agoper traveler - Princess Heights Luxury Boutique Condo Hotel
Jun 19 - Jun 22Princess Heights Luxury Boutique Condo Hotel + Flight
Oyster Pond3 nights9.2/10 - Wonderful (1,001 reviews)"Suzanna and Hattie front desk ladies were fantastic! They helped me out so much! The driver was wonderful all the staff were so friendly! Love them. I will say if you’re not ready to walk up & down stairs, or don’t have a rental car, it was a little tough. Other than that no issues here friends and I enjoyed ourselves. "Reviewed May 12, 2026Roundtrip • Atlanta (ATL) - Simpson Bay (SXM)ATL - SXM • 1 stop SXM - ATL • 1 stop$1,344$999found 2 days agoper traveler - Coral Beach Club Villas & Marina
Aug 8 - Aug 14Coral Beach Club Villas & Marina + Flight
Oyster Pond6 nights9.2/10 - Wonderful (114 reviews)"Even-though the property and rooms were well maintained, unfortunately on the deck outside came a mouse on one night and a cockroach on the last night. Overall the staff was non-existent since the property was almost empty. Due to the seaweed infestation and very bad smell the property was uninhabitable outside. The beach was unswimmable. We were ones of unfortunate guest they ended up booking badly. When we called the reception to understand if this would last all week, they replied with an..."Reviewed April 24, 2026Roundtrip • Atlanta (ATL) - Simpson Bay (SXM)ATL - SXM • 1 stop SXM - ATL • 1 stop$1,516$1,135found 1 day agoper traveler
Where to stay in Madame's Estate
Find the best Madame's Estate areas and neighborhoods for the activities you enjoy most. Learn more about Madame's Estate
Downtown Philipsburg
3 out of top 10 points of interest in this area
While visiting Downtown Philipsburg, you might make a stop by sights like Great Bay Beach and Front Street District.
Madame's Estate Hotel Deals
July Apartments
A.T. Illidge Road 117 Philipsburg
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $82 total per night from May 20 to May 21
$82 total
May 20 - May 21
Total with taxes and fees
9/10 Wonderful! (238 reviews)
"Great price and location would stay again."
Reviewed on May 18, 2026
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
$349 nightly
The price is $363 total per night from Jun 18 to Jun 19
$363 total
Jun 18 - Jun 19
Total with taxes and fees
9/10 Wonderful! (2,154 reviews)
"Great location on the Dutch side and the view of the airport runway and Mahoe beach were excellent , and the vibe at the saltwater infinity pool were also outstanding I would recommend this quaint hotel to anyone going to St Martin for the first time.And if the Door man LUKE is on duty just ask him ..."
Reviewed on May 18, 2026
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
$469 nightly
The price is $489 total per night from May 20 to May 21
$489 total
May 20 - May 21
Total with taxes and fees
8/10 Very Good! (2,941 reviews)
"Nice resort. Close to the airport. Various amenities, restaurants, bars on the property and also close by. Nice beach too."
Reviewed on May 18, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Madame's Estate
Great Bay Beach
4.5/5(90 reviews)
If a restful vacation is part of your travel plans, Great Bay Beach might be the perfect place to seek out during your trip to Philipsburg. Check out the shops and top-notch restaurants in this romantic area.
Philipsburg Boardwalk
Philipsburg Boardwalk is just one of the places to see in Philipsburg, so why not enjoy the other things to explore during your travels? Stroll along the area's beaches or simply enjoy its restaurants.
Fort Amsterdam
2/5(2 reviews)
The remains of the first Dutch military base in the Caribbean offer stunning views across the ocean and over the town of Philipsburg behind it.
Things to do
Tango Sunset Cruise with Caribbean Dinner & Open Bar
$85
per adult
94% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.