Simpson Bay Vacation Rentals

Luxury Villa Rentals in Simpson Bay for 2+ people

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$1,315 - $2,857 /night

Vittoria

6 Bedroom Villa, 5 Bathrooms, Sleeps 12
In a prime location on the southern coastline of Dutch Sint Maarten, beautiful Villa Vittoria sits on the popular white sandy beach of Simpson Bay facing the sparkling blue water of the Caribbean Sea. This elegant two... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$1,146 - $4,286 /night

Villa Alma

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Villa Alma is a stunning property! The location in Beacon Hill and proximity to Maho Beach make it an ideal vacation spot for those looking to enjoy the beautiful beaches of St. Maarten. The fact that it's a modern four-... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$557 - $929 /night

Sol Y Mar

3 Bedroom Villa, 3 Bathrooms, Sleeps 8
Sol Y Mar, a charming second-level private penthouse villa, nestled between a vibrant collection of favorite eateries, bars, branch style bakeries and the lapping turquoise waters of Simpson Bay - the heartbeat of the Du... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$483 - $1,200 /night

The Great Escape

3 Bedroom Condo, 3 Bathrooms, Sleeps 6
The Great Escape, where the name says it all! This spacious unit is in a prime location - directly on the beach! Whatever time your heart calls for a walk on the beach or a swim in the ocean, it’s right there. It is... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 9%
$481 - $781 /night

Living the Dream at Las Arenas

2 Bedroom Penthouse, 3 Bathrooms, Sleeps 4
Living the Dream at Las Arenas is a luxury two-bedroom two and a half bathroom penthouse located on St. Maarten’s longest beach – the Simpson Bay Beach. This fourth-floor apartment offers incredible 180-degree ocean,... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
$386 - $614 /night

Seas the Paradise

2 Bedroom Apartment, 3 Bathrooms, Sleeps 4
Seas the Paradise at Las Arenas is a luxury top floor penthouse two bedroom two and a half bathroom condo located on St. Maarten’s longest beach – the Simpson Bay Beach. This 4th-floor apartment offers fantastic ocea... more
Additional Fees: Damage Waiver $299.00 flat
Taxes: 10%
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