
Villa vacation rentals in Simpson Bay
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Top-rated villa rentals in Simpson Bay
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Simpson Bay villa rentals
Private villa rentals

NEW : Villa Tropical Heaven

Luxury villa, swimming pool and panoramic sea view

Luxury 1 bedroom at VILLA KIMON + AMAZING PATIO!

Ultra Modern Tropical Villa with stunning sea view

Villa SEA VIEW, 5' from Grand Case beach, privacy

Sea Haven Villa - Breathtaking Views of Dawn Beach

Reflection Z 5 Star Villa

Villa Marine, waterfront, facing Îlet Pinel
Luxury villa rentals

LIFE IS GOOD IN CUL DE SAC

Secret Harbor Villa, Amazing place in Anse Marcel

OOF architect's villa, sea view facing Pinel Island

3 Bed & 3 Bath Villa Domila with Private Pool SXM

Villa Azur Pinel Cul de Sac

Most beautiful view of Saint-Martin

Private Orient Bay Villa with Spectacular Views

Villa Moringa sea view - 2 minutes Orient Bay
Villa rentals with a pool

Ocean Breeze B

Villa Paradis - Unbeatable views!

Villa Marant - Elegant Luxury Caribbean Escape

Oceanfront Villa with Private Pool

Villa KALYA -3 br - Orient Bay - SXM

Mumbai - Beachfront Villa w/ Pool + Concierge

A heavenly Sint Maarten's retreat

Ocean front villa, pool, private ocean snorkeling
Quick stats about villa rentals in Simpson Bay
Total rentals
30 properties
Nightly prices starting at
$170 before taxes and fees
Total number of reviews
280 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool
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