The Most Family-Friendly Villa Destinations

As you sit around the table with your loved ones this Thanksgiving, take the opportunity to bring up one topic everyone will be excited to discuss: your next family vacation!

As you sit around the table with your loved ones this Thanksgiving, take the opportunity to bring up one topic everyone will be excited to discuss: your next family vacation! When you rent a private villa, your family will enjoy a spacious vacation home all to yourselves, complete with multigenerational amenities ranging from playpens to ping-pong and poolside bars.

Below, discover a few of our favorite destinations for family-wide fun.

For a Large Family Reunion: Tuscany

Villa Ferraia

Tuscany is perfect for large multigenerational groups looking to enjoy one another’s company amid life’s simple pleasures: sprawling countryside, simple, fresh cuisine, and Italy’s finest wines.

Villas in Tuscany are very private, yet close enough to major cities like Siena and Florence to take easy day trips. Our most spacious Tuscan estate can accommodate up to 44 guests (Borgo Finocchieto Estate), while others can easily sleep 30 (Gaia, Le Cascine, Vignola). Most villas include private pools, and many also provide game rooms, soccer fields, and tennis courts for the sports-inclined. Many Tuscan villas also have their own organic vegetable gardens, produce their own wine, or offer in-villa cooking lessons or truffle-hunting expeditions.

Explore Tuscany villas >  

For Families with Small Children: Barbados & Jamaica


If your family has lots of babies and toddlers in tow, opt for a beach getaway in beautiful Barbados or Jamaica, where most of our villas come with a full staff – that includes a chef, butler, housekeeper, and laundress. 

With all cooking, cleaning, serving, and laundry taken care of, tired parents can finally sit back and relax. You can also request the services of a full-time or part-time nanny; some villas even have an extra room for the nanny next to the child’s room. Many villas in Barbados and Jamaica come with child-friendly amenities like spacious lawns, swing sets, and playrooms, and pool gates and/or covers are available for safety. Villas located in Jamaica’s top-rated resorts (Tryall Club, Round Hill) also include membership to kids clubs, where professionals lead children in fun cultural activities, arts and crafts, and games.

Explore Barbados villas or Jamaica villas >

For Adventure-Loving Families: Utah

Utah is known for its stunning natural beauty, national parks (five in total!), and array of outdoor activities, from mountain biking to whitewater rafting. If you’re a family that likes to bond on the hiking trail or ski slopes, you can’t do better than a vacation in Utah.

Our villa rentals in Utah are located in Park City, home to three world-renowned ski resorts: Park City Mountain Resort, Deer Valley Resort, and Canyons Resort. Ski homes can range from two-bedroom cottages to eight-bedroom estates and feature ski-in/ski-out access, private Jacuzzis, and beautiful mountain views. Most villas also include fun extras like pool tables (Red Cloud Estate), fire pits (Gandhara), home theaters (Ski Dream Home) and more.

Explore Utah villas >

 

Are you interested in renting a private luxury villa for your next family vacation?  Browse our selection of private villa rentals, 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.