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Vacation rentals in Simpson Bay

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Top-rated vacation rentals in Simpson Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Apartment in Simpson Bay
The Beach House Apartment
A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more
$194 per night
Condo in Simpson Bay
Sunset Beach View-Lux Studio next to Morgan Resort
The Sunset Beach Studio is a spacious and lux private residence located next to The Morgan Resort (We are NOT the Hotel) with breathtaking sunset views over the ocean and close to great entertainment with lots of food options. - Short drive (3-5min) from Princess Juliana Airport - Walking distance to Beaches, Casino, Pharmacy, Golf Course, and more - All essential amenities included - Smart TV, Smart Locks, Personal Safe - Workspace for business travelers - Incredible Ocean View
$92 per night
Superhost
Apartment in Simpson Bay
Le Petit Paradis - Beachfront 1 Bedroom Apartment
"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation, Hope to invite you soon in our Paradise, Elodie
$202 per night

Stay near Simpson Bay's top sights

Simpson Bay Yacht Club6 locals recommend
Sunset Bar and Grill29 locals recommend
Karakter Beach Bar/Restaurant48 locals recommend
Sonesta Maho Beach Resort, Casino & Spa6 locals recommend
Kim Sha Beach10 locals recommend
Buccaneer Beach Bar25 locals recommend

Other great vacation rentals in Simpson Bay

Apartment in Simpson Bay
The Bay at Palm Beach
$122 per night
Condo in Simpson Bay
Sand Bar Beach Cove next to The Morgan Resort
$91 per night
Superhost
Apartment in Simpson Bay
Unit 4 - Studio by the sea
$99 per night
Superhost
Apartment in Maho Beach
10 Min to Beach/Modern, Fully Equipped+Pool/BBQ
$95 per night
Superhost
Apartment in Simpson Bay
Unit 10 - Apartment by the sea
$99 per night
Superhost
Apartment in Simpson Bay
The luxe 1 bedroom apt with pool
$116 per night
Superhost
Condo in Simpson Bay
Oceanfront King Bed| Pool | Near Nightlife&Casino
$108 per night
Superhost
Condo in Maho
2 Min to Beach/Exclusive Rooftop Jacuzzi, Pool+Bar
$125 per night
Superhost
Condo in Simpson Bay
Studio on the water in the Simpson Bay Yacht Club
$145 per night
Condo in Pelican
SeaLaVie Penthouse with Private Pool
$212 per night
Superhost
Condo in Simpson Bay
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
$405 per night
Condo in Simpson Bay
The Best Little Beach Bar Condo in Sint Maarten!
$85 per night