About Rooftop Villa Collection
Rather than standalone rentals set apart from everything, these villas are woven right into the heart of the Windsong Resort, offering the space and privacy of your own villa while keeping every dining venue, pool, spa, and amenity just steps away. Rooftop Villa Collection elevates luxury with its stunning accommodation, each designed as a private sanctuary with sweeping views of the ocean and sky. Guests can immerse themselves in the elegance and privacy of their own space, while enjoying all of Windsong's renowned amenities, from gourmet dining to rejuvenating spa treatments and curated complimentary experiences. It's the perfect harmony of exclusive retreat and full resort indulgence, where every moment feels both intimate and spectacular.
Elevated In Every Way
From its stunning oceanfront location and sumptuous tropical gardens to the only rooftop fine-dining restaurant on the island, every moment at Windsong feels like a dream. Visit us where authentic Caribbean charm combines with elevated luxury
Discover Island Flavors
Book an intimate table at Dune Beachside Dining, enjoying fresh, sumptuous menu selections prepared to perfection for breakfast, lunch, and dinner by tiki torch-light. Jojo's Poolside Café offers casual dining throughout the day and into the evening, and a bustling bar where delicious cocktails are always on the menu.
Or discover the Veranda Coffee Bar, a relaxed air-conditioned daytime spot where the rich aroma of fresh coffee, delightful pastries, and healthy lunch options await.
Resort Amenities
Guests of the Rooftop Villa Collection enjoy an elevated suite of amenities, including a state-of-the-art Fitness Center, a serene, rejuvenating spa, and a range of complimentary non-motorized water sports. In-suite amenities include upscale robes, slippers and indulgent toiletries. With multiple bedrooms, expansive indoor-outdoor living areas, and private terraces, these villas are especially well-suited to families or groups traveling together. Just beyond your door, Grace Bay's shallow turquoise waters beckon for snorkeling, paddleboarding, a sail on the Hobie Cat or kayaking. It's the best of both worlds, the seclusion and space of a luxury villa, paired with the seamless service and amenities of an award-winning premier resort. An experience that feels less like a hotel stay and more like slipping into your own sophisticated Caribbean home.
435’ of Grace Bay Beach
Underwater World
In-Suite Pampering
Resort Activities
Whether seeking serene moments by the water or immersive island adventures, guests enjoy a curated collection of experiences, from offshore snorkeling and paddle-boarding to spa rituals and effortless beachfront relaxation. Villa vacations across the Caribbean are more plentiful than ever, but the standouts all follow the same principle: they let your group spread out and be together, without sacrificing the restaurants, beaches, activities, and service that make you start planning your next trip before you've even left.
Non-Motorized Watersports
Morning Yoga
Bicycles
Awards
For over a decade, our resort has been consistently recognized with prestigious awards, a testament to our unwavering commitment to excellence.
We are delighted to receive the Condé Nast Johansen's 2026 Excellence Award for 'Best Service'.
Turks & Caicos’ Leading Boutique Hotel 2025
Turks & Caicos’ Leading Hotel Suite 2025