Gather the entire extended family together for an unforgettable vacation in some of the world’s most beautiful beachside locales. These family-friendly retreats feature extra-special amenities for kids and adults alike – think waterslides and wet bars – so everyone from toddlers to grandparents will have the time of their lives.

Sandyline, St. Martin

Nestled into the hillside in the exclusive private enclave of Terres Basses just 5 minutes from the beach, 6-bedroom Sandyline is perfectly designed for family fun. Its outdoor spaces resemble a resort, with two heated pools, an infinity Jacuzzi, a waterslide, and an island sundeck. Adults can lounge in the pool gazebo/wet bar or relax in the shaded seating under the air-conditioned covered terrace while the kids play in the pool (pool toys included) or on the grassy lawn – all against the beautiful backdrop of the sea. Sporty members of the group with love the private cushioned tennis court, and the well-equipped gym will please even the pickiest fitness buffs. And to top it all off, a full staff – chef, caretaker, housekeeper and more – is included with your stay. Learn more >

À La Mer, St. John

Set on a waterfront acre bordering Great Cruz Bay, surrounded by tropical flowers and coconut palm trees, the scale of 9-bedroom À La Mer is truly impressive – especially in St. John, one of the most pristine, unspoiled islands in the Caribbean. The villa’s elegant interior manages to be both luxurious and beach-casual, and a variety of room types, all with en-suite bathrooms, suit every member of the family; a few suites even feature connecting doors for parents and children. The outdoor amenities are just as thoughtful: the shaded poolside terrace is furnished with plush seating for watching the kids in the pool, reading, or napping; a large table under a roofed pergola is perfect for al fresco meals; the pool features a four-inch-deep shallow shelf for small children and a swim-up bar for adults; and a poolside ping-pong table is ripe for family competition. There is even a faux white-sand “beach” with a stone fire pit for evening fun. Learn more >

Mothershouse, Turks & Caicos

Mothershouse was designed by award-winning architect Ron Shaw on 1.5-mile long Babalua Beach, a calm shoreline adjacent to world-renowned Grace Bay Beach. The warm turquoise water surrounding the 6-acre estate is protected by a reef, enabling world-class swimming and snorkeling just steps from the front door. With 7 total bedrooms, a spacious dining area, large sun decks, a children’s play loft (with a fireman’s pole!), and a west-facing sunset deck, Mothershouse can comfortably accommodate up to 22 guests. Outside, swim in the heated infinity pool, stroll along the gorgeous beach, or try out one of the complimentary glass-bottom kayaks while the children play on the seaside swing set. Learn more >

Are you interested in a family-friendly villa rental? Explore all villas or contact us at 800.289.0900 to speak to a qualified villa expert who will help you explore which luxury villa best suits you.