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Start with a villa you love or tell us what you need. Your specialist will refine the options, verify the details and guide you through the reservation.
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Before you move forward, you’ll receive a written quote and rental agreement outlining the total price, payment schedule, security deposit, cancellation terms, property rules and accepted payment methods. Rates vary by travel dates, length of stay and guest count. Your specialist will confirm availability and total pricing for your trip.
Your written quote itemizes the villa rate, fees and applicable deposits for your dates and group.
Know what is due, when it is due and which payment methods are accepted.
Review the cancellation policy, guest limits, house rules and property-specific terms before confirming your reservation.
Availability, pricing and booking details are reconfirmed before funds are collected.
When to go
Saint Martin follows the Caribbean calendar closely: a long dry high season, a soft summer, and a genuinely quiet autumn. The weather is warm all year, so what changes most between seasons is the rate, the availability and how much of the island is open.
The dry season, and the reason most guests come: steady trade winds, low humidity, and days in the low 80s. Christmas and New Year set the annual ceiling, book furthest ahead and carry the longest minimum stays, often seven to ten nights. Terres Basses and Oyster Pond villas with beach access and staff go first.
Warm, largely dry and considerably quieter, with rates well below winter on the same villas. May and June are among the best-value weeks of the year; July brings European visitors and Bastille Day on the French side. Restaurants in Grand Case still take reservations easily and the beaches are close to empty midweek.
Everything you need to know about luxury villa rentals in this destination
Aspect gives you more than a property — you get expert guidance, broader access, personalized service, and an added layer of protection for a high-value stay. We work directly with owners, property managers, and luxury rental partners to verify properties, pricing, and availability, and to help you choose the right home for your group. Our access also extends beyond the villas shown on our website, including many private and off-platform properties. From planning through checkout, our high-touch concierge team can assist with everything from transportation and private chefs to experiences, reservations, and special requests. And if something goes wrong, you have an experienced team advocating for you.
For exclusive beachfront estates and privacy, Terres Basses on the French side is the standout and the heart of our collection. For world-class dining and village charm, Grand Case and the wider French side. For nightlife, beach clubs, and modern energy, the Dutch side (Sint Maarten), especially Cupecoy. And for the most pristine beaches and barefoot luxury, nearby Anguilla. Our specialists can match you to the right area for your group.
Saint Martin is one island shared by two nations. The French side (Saint Martin) is known for gourmet dining, quieter beaches, and a relaxed European feel; the Dutch side (Sint Maarten) is livelier, with beach clubs, casinos, shopping, and the main airport. You can move freely between the two — there are no border formalities — so many guests enjoy both during one stay.
Yes. Our Anguilla collection ranges from beachfront homes in Long Bay Village to grand estates across the island, offering some of the Caribbean's finest white-sand settings. Anguilla is a short ferry from Saint Martin, and our concierge can arrange transfers, so guests can combine both islands or base their entire stay on Anguilla.
Our collection ranges from around $475 per night for intimate villas to $12,000-plus for grand Anguilla beachfront estates, depending on the property, its size, the season, and its amenities. High season runs mid-December through April with the best weather and highest demand; summer and fall offer stronger value.
Several of our estates sleep 14 to 26 guests across generous bedroom counts — homes like Villa Amisa and Brightwater in Terres Basses, and Santosha and OceanAire in Anguilla, are built for family reunions, weddings, and celebrations. Tell our specialists your headcount and they'll shortlist the best fits.
Yes. Our collection includes many beachfront and oceanfront estates, particularly across the Terres Basses peninsula and Anguilla's Long Bay, with private pools and direct or near-beach access. Several are ideal for pairing with a private yacht charter or island day trip.
Absolutely. Our concierge arranges in-villa private chefs, yacht and catamaran charters, airport VIP transfers, and ferry or private transfers between Saint Martin and Anguilla, along with curated dining reservations across both sides of the island.
High season is mid-December through April, with dry, sunny weather and the liveliest atmosphere. Summer and fall bring warm seas and better value, though the late-summer months fall within the Caribbean hurricane season. Both islands are year-round destinations, and our team can advise on the ideal window for your plans.
Saint Martin and Anguilla villa rentals are the Caribbean at its most effortless — beachfront estates on the exclusive Terres Basses peninsula, cliffside homes above turquoise bays, and Anguilla's serene white-sand hideaways. This guide covers where our Saint Martin, Sint Maarten, and Anguilla villas and mansions sit across the French and Dutch sides of the island and its most exclusive neighbor, so you can match the property to your trip. Every rental is fully vetted, comes with concierge support, and is bookable direct with our team.
Our collection spans intimate beachfront hideaways to grand estates sleeping up to 26 guests, with amenities that typically include private pools, chefs, housekeeping, and direct or near-beach access. Saint Martin's unique dual identity — French and Dutch — means two cultures and one of the Caribbean's richest dining scenes on a single island, while nearby Anguilla adds some of the region's finest beaches. Below, we break down the areas we serve.
Terres Basses — "the Lowlands" — is Saint Martin's most exclusive residential area, a gated peninsula on the French side wrapped by the beaches of Baie Rouge, Baie aux Prunes, and Plum Bay. This is the heart of our collection, with dozens of beachfront and hillside estates ranging from intimate villas to grand homes like Casa Viva, Brightwater, and Sierra Azul. Terres Basses suits guests who want privacy, some of the island's best beaches, and villas with full staff — the definitive Saint Martin luxury address.
The French side is Saint Martin at its most relaxed and refined. Grand Case is the island's culinary capital — a beachfront village lined with gourmet restaurants and lolos (local grills). Orient Bay brings a long, lively beach and watersports, while quieter enclaves like Cul-de-Sac, Anse Marcel, Happy Bay, and Sandy Ground offer secluded coves and calm swimming bays. Our French-side villas put guests close to the finest dining in the Caribbean while keeping the easy, European pace the French side is known for.
The Dutch side, Sint Maarten, brings a livelier energy — beach clubs, casinos, the famous Maho Beach, and the island's main airport and cruise port. Our Sint Maarten collection clusters around Cupecoy's cliffs and beaches, Simpson Bay, Indigo Bay, and Philipsburg, offering modern villas with quick access to nightlife, shopping, and dining. Because Saint Martin is a single island, you can stay on the Dutch side and explore the French side freely — there are no border formalities.
A short ferry from Saint Martin, Anguilla is the Caribbean's quiet standard-bearer for barefoot luxury — dazzling white-sand beaches, turquoise water, and a refined, low-key pace. Our Anguilla collection includes some of our most exclusive estates, from Long Bay Village beachfront homes like Villa Alba Mar, Sea, Sand, and Sky to grand retreats such as Blue Haven Estate, OceanAire, and Santosha. For guests who want the dining and energy of Saint Martin paired with Anguilla's serene shores — or who want to base their whole trip on the island — Anguilla delivers the Caribbean at its most pristine.
For guests who want the water at their doorstep, our beachfront and oceanfront estates put the Caribbean directly in view, with private pools and direct or near-beach access. Homes across Terres Basses and Anguilla's Long Bay in particular pair swimmable beaches with the space to host large groups — several sleep 14 to 26 guests, making them ideal for family gatherings, weddings, and celebrations.
When to go
From $1,330 per night
5 bedrooms
5.5 baths
10 guests
Late summer and early autumn bring warmer, more humid conditions, occasional tropical showers, and the island’s quietest pace of the year. Rates reach their annual low and villa availability is typically excellent, making this an appealing time for travelers seeking exceptional value, longer stays, and greater privacy. Some restaurants and beach clubs may take seasonal breaks during this period, so availability of island amenities can vary.
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