Simpson Bay villa rentals

We found 1,244 villa rentals — enter your dates for availability

Find spaces that suit your style

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    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday villa rentals in Simpson Bay?
You can choose from 1,244 villa rentals in Simpson Bay that have more space for your next group or family escape, and plenty of old-world appeal. Browse Stayz's villas in sought-after areas such as Pelican Key, Cay Bay and Almond Grove.
How much does it cost to stay in a villa rental in Simpson Bay?
Prices vary according to length of stay, season and exact property location, so key in your trip details to find out what's available. Whatever your plans or budget, Stayz has villa rentals in Simpson Bay suited to guests of all types.
When is the best time to rent a villa in Simpson Bay?
With average temperatures ranging between 25ºC and 26ºC, March is when the majority of our guests book a villa rental in this corner of Saint Martin. If you'd like to travel to Simpson Bay at this busy time, book in advance to get the best availability.
Where can I rent a Simpson Bay villa with great views?
If you want your break to come with scenic beach views, we've got some villa rentals in Simpson Bay that'll check all your boxes. Browse for a villa with a view by using our "Highly rated for location" filter under "Property reviews" and see what pops up.
Can I book a luxury villa in Simpson Bay?
Book a villa rental and make your trip to Simpson Bay truly unforgettable. These stays usually feature upmarket amenities, like private terraces, a spa or hot tub and ultra-modern kitchens. With loads of room to accommodate large groups, they're a perfect choice for family reunions and corporate retreats. You'll find some incredible options in the neighbourhood of Pelican Key.
What are the top things to do in Simpson Bay?
Get your Simpson Bay escape off to an amazing start by visiting popular sights like Maho Beach, Mullet Bay Beach and Simpson Bay Beach. Stay in a Stayz villa rental with the family and then uncover this destination's wonders together.
Why should I book my villa holiday with Stayz?
With 24-hour customer support, your peace of mind is guaranteed when you book through Stayz. From the minute you lock in your villa rental to even after your holiday is over, we're with you at every turn. It's all part of our Book with Confidence Guarantee. Plus, we also have an easy and secure payment process and flexible cancellation policies

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