Vacation Rentals
What’s Better Than One Pool? Two Pools.
Jul 04, 2025
Quick Summary
When it comes to luxury vacations in the Caribbean, some things are non-negotiable: breathtaking views, warm breezes, and of course a private pool. But why stop at just one? That’s why we’ve curated a collection of stunning villas that offer not only one, but two pools or a pool paired with a jacuzzi. It’s all about options: cool off in the midday sun, unwind with an evening soak, or give everyone their own splash zone.
Whether you’re planning a romantic retreat, a family escape, or a celebratory group getaway, these villas deliver double the comfort, double the relaxation, and double the island magic.
Here are five standout properties that prove two water features really are better than one:
Dream in Blue (5 bedrooms)
With two inviting pools and a jacuzzi overlooking the ocean, Dream in Blue truly lives up to its name. This 5-bedroom villa offers endless opportunities to relax and soak in the view from sunrise swims to starry-night soaks. Set 15 min walk from Happy Bay, the villa combines traditional Caribbean charm with all the modern comforts, making it a top pick for families or friends looking to unwind in style.
La Vue Folle (3 bedrooms)
This elegant 3-bedroom villa offers two pools, one of which is heated from December 17 to April 14, making it an ideal choice for (winter) travelers. Perched on the hillside of Terres Basses, La Vue Folle boasts expansive ocean views, tropical gardens, and an open layout that blurs the line between indoor and outdoor living. With its peaceful setting and chic design, it’s perfect for couples or small groups seeking a stylish and tranquil Caribbean escape.
Joie de Vivre (4 bedrooms)
Here, you can enjoy a heated pool for daytime lounging and a secluded jacuzzi set in a separate part of the villa for peaceful private moments. Located in Terres Basses/Baie rouge, this 4-bedroom retreat lives up to its name with bright, colorful interiors and lush outdoor spaces that invite joy and relaxation. Ideal for couples, families, or wellness seekers, Joie de Vivre offers a little something for everyone in a serene setting.
Avanti (5 bedrooms)
Avanti is the epitome of sleek island luxury, with a stunning main pool and a private outdoor jacuzzi right off the master suite, perfect for romantic late-night dips. This contemporary 5-bedroom villa in Terres Basses features clean lines, designer furnishings, and sweeping views of the sea. Whether you're entertaining or simply soaking it all in, Avanti delivers an unforgettable experience.
Five Minutes More (4 bedrooms)
Offering a garden-side pool and a large oceanview jacuzzi that feels more like a second pool, this villa gives guests the best of both worlds. Tucked away in scenic Oyster Pond, Five Minutes More sleeps up to 8 guests in 4 spacious bedrooms and features panoramic views, lush landscaping, and a relaxed island vibe. It’s the perfect spot for groups who want space to spread out and multiple areas to unwind.
Every traveler is different and so is every villa. Whether you're dreaming of a hillside hideaway or a beachfront estate, traveling with young children, friends, or your partner, looking for heated pools, jacuzzis, or chef services, we have a property to match your vision. With one of the most refined portfolios on the island, St. Martin Sotheby’s International Realty helps you find the perfect villa; no matter your style, group size, or wishlist.
Since 1999, St. Maarten Sotheby's International Realty has been a leading provider of luxury rentals and real estate services in St. Maarten and St. Martin. Be sure to contact our team of experts today to begin planning your next Caribbean vacation or to discuss buying or selling real estate on the island.