Villa Highlight

Travel and villas by Sheldon James

Villas for Your Next Getaway with the Guys or Gals

by Angela | Apr 29, 2026

Girls – and boys! – just wanna have fun. Planning a ladies’ escape or a soon-to-be legendary guys’ getaway? Here’s a little inspiration with the villas and destinations we think fit the bill. Just round up the crew and get ready for the kind of trip everyone will be talking about long after it’s over. Ask us how we know! 👀

Girls Trip

Some like to go all out, others prefer to unwind—and the best girls’ getaways strike the perfect balance of both. From the chic shores of St. Barts to the vibrant energy of Ibiza, the laid-back glamour of Malibu, and the sun-soaked beaches of Turks & Caicos or the Mayan Riviera, these destinations deliver every time. 

Picture mornings eased in with coffee by the pool, afternoons at beach clubs or browsing local boutiques, and spa sessions that turn into full-on pampering rituals. As the sun sets, it’s all about getting ready together, lingering dinners, and nights that unfold with laughter. These villas are designed with groups in mind—think beautiful outdoor spaces, stylish interiors, and just the right amount of indulgence—perfect for celebrating friendship in style.

1 - Villa Bristol Breeze, Turks and Caicos
10 Guests 5 Bedrooms 5 Bathrooms
Brand new beachfront villa that has a stunning roof top deck with views of water all around and comes fully staffed with chef, butler and housekeeping.
Discover this villa
2 - Hacienda Jaguar, Riviera Maya
24 Guests 12 Bedrooms 15 Bathrooms
A striking 12-suite beachfront villa that embodies modern Riviera Maya design. Every space blends architectural sophistication with a tropical soul.
Discover this villa
3 - Malibu Beach Oasis, California
12 Guests 6 Bedrooms 7 Bathrooms
Stunning architecture, and within a few minutes walk from Malibu Beach. This top property has sunset views and includes a private pool, jacuzzi and games room.
Discover this villa
Boys Trip

Sometimes the best trips are the simplest: great location, great villa, great company. A well-chosen boys’ villa sets the tone from the start, with everything you need in one place—private pools, outdoor grills, game rooms, and big-screen setups for game day. 

Spend mornings on the golf course, afternoons out on the water or lounging poolside, and evenings firing up the barbecue or heading out for a memorable meal. Destinations like Palm Springs, Cabo, Malibu, and St. Martin offer that effortless mix of relaxation and activity, where every day flows into the next. It’s less about the plan and more about the moments—because the best guys’ trips are the ones that become stories you’ll be telling for years.

1 - Azul Y Verde, Costa Rica
16 Guests 8 Bedrooms 8 Bathrooms
Located near Playa Carrillo and just minutes from the vibrant town of Sámara, the residence features tons of amenities including a pool with swim up bar and its own golf course.
Discover this villa
2 - Solaris (068003) 7br, California
12 Guests 7 Bedrooms 7 Bathrooms
This gated estate welcomes guests with a swimming pool, hot tub, fire pit, hammocks, putting green, basketball half court, massage room and an air hockey table inside!
Discover this villa
3 - Casa La Laguna, Los Cabos
14 Guests 8 Bedrooms 8 Bathrooms
One of the best experiential properties in Los Cabos. Right on the beach with a pool, hottub and waterslide, plus an outstanding staff.
Discover this villa
"The house was stunning! Every person on the staff was wonderful and took such great care of us. Whatever we needed, they made sure they got…down to the beer pong we asked for! Would definitely vacation here again."
Kyle L. at Casa La Laguna, Cabo

Luxury villa getaways with your closest friends redefine what it means to travel well. Set in stunning destinations and designed for unforgettable moments, these private retreats offer the perfect backdrop for celebrating, unwinding, and sharing the experience together.

Explore more villas