Caribbean vacations in condos or villas

The phrase “choose your own adventure” is a fitting description of the possibilities for our guests who book Caribbean condo or villa vacations. With a condo or villa rental, you’re free to design a true custom vacation experience in the way that best suits your needs and the needs of your fellow travellers. Make yourself at home in paradise, while enjoying the comforts of home and the best of everything your chosen destination has to offer – all at your own pace.

Whether you’re in Barbados, Turks and Caicos, St. Martin or Grand Cayman, we have a variety of condo and villa experiences that are sure to intrigue you with near infinite possibilities. From beach front to poolside to just about anywhere you want to be, you can go for the simple comforts of home to far more refined and luxurious offerings. There’s a lot to consider when it comes to finding the perfect condo or villa for your family, special occasion or group and we can help you find the space that will make your dream a reality.

Royal West Indies Turks and Caicos WestJet

Photo credit: Royal West Indies, Turks and Caicos

A big part of the charm of the condo and villa vacation experience is that you’re a bit more self-reliant. You can dine when and where you want and go where your spirit moves you. You can shop with the locals to pick up necessary comfort items like coffee, tea, fresh fruit and more. Or you can immerse yourself and go full-on grocery shopping. Maybe you’ve got a recipe for grilled grouper you’ve always wanted to try – now’s the time to buy your fish fresh from the sea, straight off the dock. Then you can play host in true Caribbean style that same evening.

Recreation, nightlife, cuisine and of course scenery – each destination offers a unique slice of island life and Caribbean culture. Enjoy the legendary nightlife in Barbados, then retreat to your own intimate sanctuary. In Turks and Caicos, you’ll relax with the beach just steps from your door. Grand Cayman’s laid back mix of Caribbean and European heritage makes for an enchanting experience, while the relaxed pace and welcoming atmosphere of St. Martin truly provide something for everyone.

Simpson Bay Resort St. Martin WestJet

Photo credit: Simpson Bay Resort, St. Martin

Of course, on a Caribbean vacation the living is outside: the beach, the ocean, the tropical forest, the golf course, the charming local culture, the shops, the clubs and the restaurants. It’s all there for you to enjoy, whenever and however you want. Follow each adventure and excursion with a return to the comforts of your home away from home. Our condo and villa vacations offer a more private and personal Caribbean experience we’re sure you’ll want to return to again and again.

Ocean Two Hotel Barbados WestJet Vacations

Photo credit: Ocean Two Hotel, Barbados

Check out these resorts to give you all the comforts and convenience of home in an incredible tropical paradise.

Barbados: Beach View Hotel, Bougainvillea Beach Resort,Butterfly Beach, Coconut Court Beach Hotel, Ocean Two Hotel, The Crane Resort

Grand Cayman: Holiday Inn Resort, Sunshine Suites Resort, Villas of the Galleon

St. Martin: Alamanda Resort, Divi Little Bay Beach Resort St. Maarten, Grand Case Beach Club, Simpson Bay Resort & Marina

Turks and Caicos: Alexandra Resort, Grace Bay Suites, Seven Stars Resort, The Royal West Indies, The Sands at Grace Bay, Villa Del Mar