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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

At Windsong Resort's Rooftop Villa Collection, every detail is carefully designed to elevate the guest experience. Set along the pristine shores of Grace Bay, the resort offers refined accommodations, exceptional dining, and award-winning service in an intimate setting.

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
Rooftop view of Turks & Caicos Islands

Discover Island Flavors

Begin your day with breakfast at Pelago, our rooftop fine dining restaurant, where lunch and dinner offer refined elegance and stunning views. Enjoy a delicious breakfast in the air-conditioned comfort of Quick Cuisine, or climb the spiral staircase to discover the Mezzanine Rum Bar for early evening cocktails and an extensive menu of world-class rums.

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.
Plate of food

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

Sink your toes into the pristine white sand on one of the world’s most beautiful beaches, complemented by efficient food and beverage service.
Family and sail boat

Underwater World

Just 20 yards from a vibrant snorkeling reef, Windsong Resort offers rare access to a marine ecosystem where sea turtles and colorful fish thrive among protected coral.
Coral Reef

In-Suite Pampering

The Rooftop Villa Collection is thoughtfully stocked with world-renowned Bulgari toiletries, luxuriant robes and slippers, adding a touch of indulgence to your daily rituals.
Bathroom amenities

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

From kayaks and paddleboards to our own Windsong Hobie Cat, guests can enjoy the turquoise ocean with complimentary watersports equipment.
Paddleboarding

Morning Yoga

Complimentary Yoga sessions take place at 7:45am on our beachside deck on Tuesdays and Thursdays. (Yoga is temporarily on hold and will return on October 20, 2026)
Yoga

Bicycles

Jump on a complimentary bicycle and explore the beautiful surroundings of Grace Bay and The Bight.
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'.

Conde Nast Johansens Award Finalist 2025
World Travel Awards
Turks & Caicos’ Leading Boutique Hotel 2025
Turks & Caicos’ Leading Hotel Suite 2025
Tripadvisor Travelers Choice Award 2026