St. Maarten Villa Rentals 2025

Book a St Martin Villa

Experience the Island Like Never Before

Imagine this: you’re sipping fresh coffee on a cliffside terrace as turquoise waves crash below. The sun rises over your private pool. No check-in lines. No shared walls. Just you, your people, and a villa designed for unforgettable island living.

Welcome to St. Maarten, where villa rentals offer the perfect blend of comfort, privacy, and Caribbean charm. Whether you’re planning a romantic retreat, a group celebration, or a family reunion, our trusted VRBO listings have a villa just for you.

Best Areas to Stay in a St. Maarten Villa

Choose your vibe: each part of the island offers a unique experience, from quiet hillside escapes to vibrant beachside neighborhoods. Whether you're after total seclusion or steps-from-the-action convenience, there's a villa location perfectly suited to your travel style.

Book Villas in Terres Basses Gated luxury community on the French side

Orient Bay Villas Beach bars, French bakeries & walkable charm

Vacation Rentals in Cupecoy – Sunset cliffs, nightlife & casinos

Dawn Beach Vacation Rentals Peaceful coves & marina access

Vacation Rentals in Simpson Bay Restaurants, boating & beach fun

Top Villa Rentals in St. Martin

Explore our curated selection of St. Martin vacation rentals below, featuring top-rated properties handpicked for your ideal island escape.

Villa Surfsong

Location: Beacon Hill

This stunning 6-bedroom waterfront villa features a private pool, spacious outdoor living, and breathtaking sea views. Conveniently close to Simpson Bay and Maho, it’s perfect for relaxation and entertainment.

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Villa Alabaster

Location: Dawn Beach

This 5-bedroom oceanfront villa boasts a private infinity pool, modern interiors, and panoramic views of Dawn Beach. Ideal for families or groups seeking luxury and tranquility near the beach.

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Las Arenas

Location: Simpson Bay

A modern beachfront condo featuring spacious living areas, a private balcony with ocean views, and direct access to Simpson Bay Beach. Perfect for couples or small families seeking relaxation and convenience.

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Le Papillon

Location: Simpson Bay

This spacious villa offers stunning views of Simpson Bay Beach and is just steps from a stunning beach ideal for long walks. Located near great restaurants, it’s perfect for a relaxing getaway.

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Planning your vacation on St Maarten

Compliment your St Maarten villa vacation by making use of a number of island services available. Begin by booking your St Maarten rental car, on-site couple's massage or even the perfect St Maarten island wedding. Need help? Just ask our team of St Maarten professionals using the contact form below! We are your go to resource for everything St Maarten!

Another useful service which we recommend you make use of is pre-stocking your St Maarten villa rental with groceries to make your first day on the island worry free! Need suggestions on dining? We're happy to share and even make your St Maarten restaurant reservations for you. Whether it's celebrating a special occasion or milestone, we can arrange that for you!

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Frequently Asked Questions (FAQ)

Are villas in St. Maarten safe?
Yes, most villas are in gated communities or secure residential areas. Always check listing reviews for additional peace of mind.
Should I stay on the Dutch or French side?
The Dutch side (St. Maarten) is lively and central, while the French side (St. Martin) is quieter and more refined. Villas are great on both sides depending on your vibe.
Is renting a villa more expensive than a hotel?
Not necessarily. Villas offer better value per person for families and groups, especially considering the space, amenities, and privacy.
Do I need to rent a car?
Yes, in most cases. While some villas are walkable to beaches and restaurants, others are secluded and require a car.
Are villas suitable for kids?
Many are! Use VRBO filters to find family-friendly properties with enclosed pools or bunk beds.

Are you a Property Owner?

Do you own property? Email Us to learn more about our listing opportunities. We are more than just hotels. We’re always searching for new homes, apartments, and other unique places to stay in St Maarten that inspire travelers.