Plan a summer getaway to the Caribbean and book a stay at one of these properties.

© onefinestay
Part of onefinestay, Emara Estates was once owned by iconic singer Prince. The 17-bedroom villa in Turks & Caicos can accommodate up to 34 guests. The private estate boasts a bright purple driveway, a nod to Prince’s signature color. Other highlights of the property include a private tennis court, private beach with cabanas, infinity pools, pool table, outdoor chessboard and outdoor dining areas. Other experiences including helicopter trips and butler service may be arranged with the concierge.

© The Tryall Club
Located in Montego Bay, Jamaica, the 2,200-acre property features 91 privately owned villas. The villas range from one to 10 bedrooms and each boasts a dedicated staff including a butler, chef, housekeeper, laundry attendant and gardener. The property is perfect for those traveling in groups. Enjoy the various on- and off-site activities available including golf at the property’s award-winning golf course, an infinity-edge swimming pool, ATV safaris, bamboo rafting and deep-sea sport fishing.

© Westin Grand Cayman Sevel Mile Beach Resort & Spa
Westin Grand Cayman Seven Mile Beach Resort & Spa
The Grand Cayman property is located on popular Seven Mile Beach. Boasting 343 guestrooms and suites, the beachfront resort is home to The Hibiscus Spa, equipped with 13 treatment rooms offering more than 60 wellness treatments and a recently renovated freshwater pool. Take part in exciting watersports including paddle boarding, parasailing and jet skiing. The property also introduced Beach Pickleball, its own version of pickleball with a Caribbean spin.
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