10 Caribbean Luxury Villas the Whole Family Will Love

Summer 2021 is bound to be filled with reunions between family members, relatives and friends too long separated by COVID-19. With plenty of Americans fully vaccinated and itching for a revitalizing getaway after so many months in lockdown, family-friendly villa rentals can provide the perfect marriage of escape and togetherness.

As most Caribbean Islands have already reopened to foreign visitors, this region is looking particularly attractive to a lot of travelers this summer, being both within easy reach of the U.S., and teeming with incredible landscapes, seascapes, food, culture and experiences.

With over 25 years in the business, Villas of Distinction currently has nearly 1,200 rentable luxury private villas in its Caribbean portfolio alone, though we've chosen to spotlight just 10 of the most enviable seaside properties that were designed to accommodate the whole family.

Villa Londali-Arrecife 59 | Punta Cana, Dominican Republic

This newly built, palatial villa is perched atop an enviable spot within the acclaimed Punta Cana Resort & Club features seven bedrooms, seven-and-a-half bathrooms and can accommodate up to 14 guests at a time. The level of sophistication evoked through its design makes you feel as if you were inside a contemporary artwork. The expansive and elegantly appointed accommodations feature a fully equipped kitchen, a home theatre, pool table and foosball table, SONOS sound system throughout the house and much more. Outdoors, a functional palapa shades the BBQ area and al fresco dining area beside the private infinity-edge pool, which is surrounded by shade and sun lounges.

Happy Hour Villa | Discovery Bay, Jamaica

The 13,000-square-foot Happy Hour villa is the newest villa on the beautiful Discovery Bay shore in the gated community of Fortlands Road. Its incredibly extensive list of upscale features, amenities and services render Happy Hour essentially a resort unto itself. The seven-bedroom, seven-and-a-half-bathroom house, situated on a private stretch of pristine beach, is fully staffed, complete with chef, pastry chef, head butler and assistant butlers, housekeepers and gardener. The infinity-edge pool, kids pool and hot tub lead onto an outdoor kitchen and grill area, covered veranda, open-air gazebos and bar. Other extras include a tennis and pickleball court, gym, spa, sauna, games room, media room, and more.

Hemingway House | Gibbes Beach, Barbados

This warm, plantation-style oceanfront retreat is a two-story villa tucked away between secluded Gibbes Beach and the more popular Mullins Beach. Nestled within its own lush, tropical gardens, the villa offers incredible indoor-outdoor living, with a living/dining room that opens onto a wraparound oceanview terrace. A private gazebo overlooks the lagoon pool, providing the perfect place to breakfast outdoors, or you might prefer dining al fresco under the ocean-facing veranda. Light and airy interiors feature timelessly elegant materials, marble, wood and glass with luxuriously plush furnishings. The four-bedroom, four-and-a-half-bathroom property sleeps up to eight guests.

Le Bleu | Little Harbor, Anguilla

Simply the most glamorous villa on the island, Le Bleu offers a total of 10 bedrooms, split between two separate buildings-the 'Le Bleu' villa and 'Petite Le Bleu' cottage. Landscaped walkways traverse the 2.5 acres of lush tropical gardens and two small secluded beaches. Outdoor amenities include a beach pavilion, water garden, tennis court, gazebo, two swimming pools, beachfront jacuzzi, sea kayaks, paddleboards and snorkeling equipment. Indoors, the fully staffed villa boasts extras like a home cinema, library/office, fully equipped kitchen, and a formal dining room that seats 20 and opens onto the pool deck.

Cabuya | Providenciales, Turks & Caicos

Simplicity meets ultra-modern luxury within this six-bedroom, open-concept beachfront villa that sleeps up to 10 guests. Cabuya boasts its own private dock, where guests can board a boat to go explore the vast stretches of white-sand beach or visit neighboring uninhabited cays. The property also abuts a wildlife preserve, where mangrove trees provide a sanctuary for native birds and juvenile aquatic life. Other highlights include the infinity-edge pool, outdoor fire pit, non-motorized watersports equipment, gym and media room.

Kempa Kai | Rum Point, Grand Cayman

Kempa Kai evokes the feeling of an exclusive Balinese resort, with its breathtaking Bali-inspired interiors, beachfront infinity pool and deck, and private stretch of sand. A spectacular sight of the Caribbean Sea is visible throughout the villa, thanks to two stories of floor-to-ceiling windows. There's room for the whole family with seven bedrooms sleeping up to 16 guests, including a detached bungalow with a king suite, kids' bunk suite and fenced-in garden that's great for playtime. Master suites share an oceanfront Stargazers balcony, plus private balconies, or gaze out over the bright turquoise waters from a rooftop spa.

Angelique | St. Jean, St. Barthélemy

At Angelique, a serene wraparound deck area holds a large heated private pool and with stunning views of St. Jean's Bay beyond. Guests enjoy an incredible indoor-outdoor living experience at this four-bedroom villa that comes with a full BBQ area, shaded dining area, and bar and lounge whose glass walls open onto the deck. Indoor entertainment options include U.S. satellite TV, Blu-Ray player and movie library, CD collection and Sonos sound system that plays throughout the property. An air-conditioned in-house gym features a stationary bike, rowing machine, weight machine and free weights, while a ping-pong/pool table sets the scene for healthy competition among kids and adults.

Amandara | Les Terres Basses, St. Martin

Available for rental as a three-, four- or five-bedroom villa sleeping up to 10 guests, Amandara is replete with glass walls and windows that look onto panoramic vistas of the verdant mountains and turquoise-and-sapphire sea. The villa's sleek, modern style is expressed through contemporary lines blended with exotic touches throughout and makes use of materials like travertine, dark woods and glass. Its interior layout makes it ideal for multi-generational families. Outdoors, the edge of a mosaic-lined infinity pool blends seamlessly with the Caribbean waters and azure skyline beyond. The sprawling terrace, which extends the length of the villa, includes open and covered areas for lounging, sunning, and dining. Extras include a media room, volleyball and bocce courts, and a games room with a convertible foosball/ping-pong table.

Arc En Ciel | Soufriere, St. Lucia

Situated on Beau Estate within the sleepy fishing village of Soufriere and nestled in-between the towering Pitons (a World Heritage site), Arc En Ciel offers five double bedrooms that each enjoy a special air of seclusion. The villa's design borrows much from traditional Caribbean architectural styles with plenty of verandas, jalousie shutters and wooden railings. Arc En Ciel actually consists of several smaller, two-story pavilions connected together by verandas. At the center of the compound sit a sundeck and infinity-edge swimming pool, complete with stone cave and waterfall, surrounded by landscaped tropical gardens-all of which looks out onto the spectacular sea with a view of Petit Piton. All bedrooms have en-suite baths with Jacuzzi tubs and private patios, and one even has a private plunge pool!

Montastraea Estate | Virgin Gorda, British Virgin Islands

Part of the Oil Nut Bay community, which is located on a private peninsula, Montastraea Estate is tucked into a lush hillside overlooking Eustatia Sound, with stunning views of the reef below. Its airy open floor plan design includes four elegant bedrooms with private verandas, and features retractable glass doors and floor-to-ceiling windows. Luxurious outdoor amenities include an infinity pool with shaded waterfall grotto, swim-up bar, BBQ grill and outdoor dining area, a deck terrace for lounging, and gazebo with a billiard/ping-pong table. Guests also enjoy access to the Beach Club, spa, gym, wellness classes, dining options and kids club at Oil Nut Bay.