Madame's Estate Vacations from $689

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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.

The Latest Madame's Estate Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Save 100% on your flight

$689

per person

Nov 21 - Nov 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (1,001 reviews)

Simpson Bay Resort, Marina & Spa

Pelican Key

$1,103

per person

Nov 13 - Nov 20

found 7 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9/10 Wonderful! (2,074 reviews)

The Villas at Simpson Bay Resort

Pelican Key

Save 100% on your flight

$793

per person

Nov 21 - Nov 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (1,560 reviews)

The Morgan Resort Spa Village

Save 100% on your flight

$885

per person

Nov 21 - Nov 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9/10 Wonderful! (2,412 reviews)

Loved everything about this hotel & the staff. Would recommend 10x over!

Reviewed on Oct 13, 2026

Oceans at Divi Little Bay

Save 100% on your flight

$2,682

per person

Dec 19 - Dec 26

found 2 days ago

Roundtrip flight included

Boston (BOS) to Philipsburg (SXM)

8.4/10 Very Good! (586 reviews)

I love everything about the resort, I would highly recommend

Reviewed on Oct 13, 2026

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

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

Downtown Philipsburg

2 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.

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

Indigo Bay

While Indigo Bay isn't home to many top sights, Little Bay Beach and Indigo Beach are some notable places to visit nearby.

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

Point Blanche

1 out of top 10 points of interest in this area

While visiting Point Blanche, you might make a stop by sights like Port of St. Maarten and Harbour Point Village.

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

Belair

While Belair isn't home to many top sights, Little Bay Beach and Great Bay Beach are some notable places to visit nearby.

A marina with boats and a mountainous backdrop.

Sucker Garden

Sucker Garden might not have many top sights, but Guana Bay Beach and Dawn Beach are two attractions nearby that you can check out.

Madame's Estate Hotel Deals

July Apartments

A.T. Illidge Road 117 Philipsburg

Fully refundableReserve now, pay when you stay

$107 nightly

$112 total

Oct 15 - Oct 16

Total with taxes and fees

9/10 Wonderful! (254 reviews)

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

Reviewed on Aug 14, 2026

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay

Fully refundableReserve now, pay when you stay

$198 nightly

$207 total

Oct 21 - Oct 22

Total with taxes and fees

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay

Fully refundableReserve now, pay when you stay

$303 nightly

$315 total

Oct 19 - Oct 20

Total with taxes and fees

9/10 Wonderful! (2,422 reviews)

"Loved everything about this hotel & the staff. Would recommend 10x over!"

Reviewed on Oct 13, 2026

See all 3,592 properties in Madame's Estate

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.