Top Family Villas in the Caribbean

  • 01 of 07

    Where to Go on a Caribbean Family Villa Vacation

    family on beach
    © Kiran Foster/CC by 2.0

    If you're idea of a family getaway falls along the lines of National Lampoon's Vacation ... you're doing it wrong. Believe it or not, suffering doesn't have to be part of a family trip, and that's especially true when you choose the Caribbean as your destination.

    Getting away with the family can be an unforgettable experience, especially when the accommodations you choose live up to everyone’s expectations -- mom, dad, the kids, maybe even the grandparents and random cousins and kin. We’ve teamed up with WhereToStay.com to create a list of the best family villas for modest, mid-range, and upscale budgets, so you’ll leave the Caribbean with nothing but fond memories!

    Continue to 2 of 7 below.
  • 02 of 07

    Hibiscus at Merlin Bay Villa, Barbados (Modest)

    Hibiscus Merlin Bay villa
    © WheretoStay.com

    Hibiscus at Merlin Bay villa in Barbados offers the privacy of a beach home and resort amenities close by. It is conveniently located near two resort-style hotels with golf, tennis and spa facilities. When you’re ready to cool off, choose from the private plunge pool (perfect for small children), or the larger communal pool just steps from the back door. The white sand and a secluded beach with excellent snorkeling is right beyond that.

    • 3 bedrooms, up to 6 guests
    • $450 to $1,200 per night
    Continue to 3 of 7 below.
  • 03 of 07

    Rio Mar Beach Resort Villa, Puerto Rico (Modest)

    Rio Mar villa view
    © WheretoStay.com

    Located within the Wyndham Rio Mar resort in Puerto Rico, this luxury oceanfront villa is good pick for families looking for an active vacation. There’s a children’s pool, kid’s club, playground and an arcade for kids. Adults enjoy the casino, live entertainment, shopping and golf. Or the family can head to beach for sailing, snorkeling, diving and other excursions. The El Yunque tropical rainforest is also nearby.

    • 4 bedrooms, up to 8 guests
    • $499 to $1,900 per night
    Continue to 4 of 7 below.
  • 04 of 07

    Villas at The Venetian, Turks and Caicos (Mid-Range)

    The Venetian at Grace Bay, Turks and Caicos
    © WheretoStay.com

    The Venetian is a resort-style complex right on Grace Bay in Turks and Caicos, one of the world’s best beaches. There are plenty of amenities your whole family will enjoy including golfing, diving, snorkeling, fishing, tennis, and horseback riding, or just sunbath on the beach or by the resort's European-style pool. There’s also lots of fun beach activities for the kids!

    • 3 bedrooms, up to 6 guests
    • $875-$2,725 per night
    Continue to 5 of 7 below.
  • 05 of 07

    De Ligera Villa, Turks and Caicos (Mid-Range)

    deLigera Villa
    © WheretoStay.com

    de Ligera Villa is literally just steps from a private beach on Providenciales, Turks and Caicos. In fact, the pool sits right on the beach. Families love the sprawling terrace, fitness room, quiet white-sand beach and kayaks. The theater room is fun for family movie nights. With 5 bedrooms, this villa is perfect for larger families.

    • 5 bedrooms, up to 10 guests
    • $1,357 to $2,000 per night
    Continue to 6 of 7 below.
  • 06 of 07

    Sunrise Villa, Dominican Republic (Luxury)

    Sunrise Villa, Dominican Republic
    © WheretoStay.com

    Sunrise Villa is great for families looking for a private home with accommodating staff in the Dominican Republic. Have coffee on the veranda or lunch by the pool, enjoy happy hour in the bar, a delicious sunset dinner on the patio, and cocktails in the hot tub. Your needs are completely taken care of. When you’re ready to venture out, the beach is a short walk away.

    • 8 bedrooms, up to 16 guests
    • $1,714 to $3,143 per night
    Continue to 7 of 7 below.
  • 07 of 07

    Firefly Villa at Sugar Hill, Barbados

    Firefly Villa
    © WheretoStay.com

    While the luxurious interiors can’t be overlooked at the Firefly Villa, it’s the spacious outdoor patio and pool that families love. The full-length upper balcony offers fantastic views over lush tropical gardens and the Caribbean Sea. It’s the perfect place to unwind and take in the gorgeous Barbados sunsets. Guests get full access to amenities in the Sugar Hill community. If grandparents want to tag along, there’s a private cottage just off the main house.

    • $1,000 to $3,000 per night
    • 4 bedrooms up to 8 guests