Top Rated Tuscany Luxury Villas with Pools, Chefs, and Private Tours

Top Rated Tuscany Luxury Villas with Pools, Chefs, and Private Tours

Tuscany isn’t just a destination—it’s a feeling. A golden-hued dream where centuries-old cypress trees line sun-drenched roads, vineyard-covered hills roll into the horizon, and time slows to a delicious pace. For the sophisticated traveler, this magical region becomes even more enchanting when experienced from one of the top-rated luxury villas in Tuscany, carefully curated by Haute Retreats, crowned Best Luxury Villa Rental Company in the World 2025 by the Luxury Lifestyle Awards.

From opulent estates steeped in Renaissance history to countryside sanctuaries with panoramic infinity pools, Haute Retreats offers a collection of luxury villa rentals Tuscany lovers could only imagine in their most indulgent daydreams. Add private chefs, spa experiences, and custom-tailored tours—and you have the makings of a Tuscan escape worthy of the silver screen.

Here are five show-stopping luxury villas in Tuscany that redefine what it means to travel in style.

Villa Cetinale – A Roman Baroque Masterpiece Near Siena

Once a 17th-century retreat for Pope Alexander VII, Villa Cetinale (pictured above) whispers grandeur at every turn. This lavish Roman Baroque estate is famed for its enchanting Italian gardens, antique sculptures, and serene cypress alleys. Ideal for weddings, retreats, or a private escape, guests can swim beneath the Tuscan sun, stroll sacred stairs once used for meditation, or dine on chef-prepared tagliatelle under the stars. Service here is nothing short of papal.

Villa Maria II – Where Rustic Beauty Meets Spa-Luxe Living

Villa Maria II

Villa Maria II, set just outside Lucca, merges countryside charm with curated luxury. Think floral-draped gazebos, organic gardens, a tranquil lake, and a basement spa oasis featuring a sauna, hammam, and heated pool. Its onsite chef transforms fresh vegetables and local delicacies into unforgettable meals. It’s not just a stay—it’s a full sensory retreat into Tuscany’s verdant soul.

Villa Il Colle – Florentine Views with a Designer Touch

With sweeping views of Florence and a polished, curated interior, Villa Il Colle is Tuscany’s answer to the fashion-forward traveler. An infinity pool perches elegantly over the hills, while sun-dappled terraces invite evening prosecco and intimate dinners. The in-house chef creates seasonal menus paired with local wines, and Haute Retreats can arrange private gallery tours, Chianti excursions, or Vespa rides through the countryside.

Villa Podere Tesoro – Tuscan Glamour with Party Potential

Villa Podere Tesoro pool

Perched in peaceful isolation near Siena, this expansive estate feels cinematic. Podere Tesoro is perfect for larger groups with its 22-meter infinity pool, event hall, and chic, cozy interiors. From roaring fireplaces to a professional-grade kitchen, it’s made for gatherings both grand and intimate. Add a state-of-the-art spa, fitness suite, and daily chef-prepared menus, and this becomes Tuscany’s ultimate celebratory address.

Villa Rinascimento – A Renaissance Dream Near Florence

A 14th-century estate once graced by Botticelli and Raffaello, Villa Rinascimento is a love letter to Tuscany’s artistic heart. Just outside Florence, it offers 30 acres of vineyards and woodland, a panoramic swimming pool, and frescoed walls whispering stories of centuries past. A spa, wine cellar, and chef-led feasts make this a sanctuary of indulgence and inspiration.

Haute Retreats: More Than a Stay—It’s a Signature Experience

Since its founding, Haute Retreats has redefined luxury travel with an exclusive portfolio of the world’s most opulent villas. Awarded Best Luxury Villa Rental Company in the World 2025, it continues to be the gold standard in luxury villa rentals Tuscany travelers rely on for excellence.

Clients can expect white-glove service from start to finish, with every detail meticulously arranged by a world-class concierge team. Whether it’s a hot-air balloon ride over the Val d’Orcia, a Michelin-starred chef experience, or last-minute yacht charters from Livorno—Haute Retreats ensures your time in Tuscany is as seamless as it is spectacular.

And the world agrees:

"Once you choose Haute Retreats you'll never go back! I had never booked a large estate before and Sabrina was nothing but exceptional, from start to finish... My group was THRILLED with the experience." — ⭐️⭐️⭐️⭐️⭐️ Trustpilot Reviewer

Each reservation includes full access to Haute Retreats’ premium concierge service, offering everything from in-villa massages to private helicopter transfers. Because when you travel with Haute Retreats, luxury isn’t just expected—it’s guaranteed. www.hauteretreats.com