The perfect way to vacation with family? In a villa. Extra privacy, extra space and services and amenities for all ages allow you to maximize family time and create an unforgettable getaway for your loved ones, whether it’s your annual vacay with the kids or a mini (or full-on) reunion. Here are five top family-friendly villa rentals to go with your perfect getaway. 

Activities for all: Cliffside Cottage, Jamaica 

In your villa, enjoy a full staff, private pool, and five bedrooms with various sleeping options. Outside, enjoy club and resort access that offers something for everyone, every day: spa, beach, golf, kids club, tennis, events, bars … the list goes on. View Cliffside Cottage > 

Bonus: You could win your way into Cliffside Cottage with our Jamaica Villa Vacation Giveaway! Learn more > 

Fun in the sun: Sandyline, Saint-Martin

With two private pools – one sand-lined with an island and in-pool loungers – plus a sprawling terrace and outdoor bar, you’ll likely spend every minute under the Saint-Martin sun at Sandyline. Enjoy seven bedrooms and plenty of entertaining space inside and out; it’s prefect for large family getaway. View Sandyline > 

All about the beach: Casa La Laguna, Mexico 

Are you a family of beach lovers? Escape to one of the largest beachfront vacation homes in Los Cabos, where a beautiful semi-private beach is right outside your door. Plus, enjoy daily included breakfast and lunch prepared by a private chef, a two-level pool with shallow end for the little ones, and a media room. View Casa La Laguna > 

Italy explorations: Casa del Fiume, Italy 

Enjoy an authentic Tuscan escape at Casa del Fiume, a luxury restored farmhouse with a pool and tennis court overlooking rolling hills. Add some culture to your family get-together: the estate includes a culinary school, winery and more, as well as a kids club, spa, and golf. View Casa del Fiume > 

For a family affair: Casa Yvonneka, Mexico 

Planning a reunion, party or other large family event? The 12-bedroom Case Yvonneka not only has plenty of sleeping space and common rooms, but amenities to satisfy all – gym, library, pool table, gourmet kitchens, private chef, infinity pool and Jacuzzi. Plus, Puerto Vallarta’s best restaurants, nightlife and shopping are a short walk away. View Casa Yvonneka > 

Browse more family-friendly 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.