Luxury Villa Rentals in Tuscany – Curated Stays in Florence, Chianti & Beyond
Step into the timeless beauty of central Italy with our curated collection of luxury villas Tuscany. At Haute Retreats, we offer more than just holiday homes – we deliver unforgettable experiences across iconic destinations like Florence, Chianti, Siena, and Val D’Orcia. Each villa is handpicked for its architectural charm, premium amenities, and stunning countryside views. Whether you’re seeking a romantic farmhouse, a private estate with a chef, or a family-friendly retreat with a pool, our Tuscany villa rentals offer an elevated way to explore one of Italy’s most captivating regions.
Best Towns to Stay in Florence
Discover the most charming towns around Florence, each offering unique luxury villas, cultural treasures, and unforgettable Tuscan views.
Top Tuscany Villas – Private Chef, Walkable Locations & Villas Near Florence
Browse the most requested Tuscany villas by feature — from private chefs and fully staffed homes to charming retreats near Florence and within walking distance of local towns.
Customers reviews
Sabrina with Haute Retreats organized the most luxurious and professionally organized vacation for our family. We have rented villas around the world and this was the best experience by far. We stayed in Mykonos with three generations of family and everyone felt it was the best vacation ever.
Cynthia S
USA
If you want the most amazing time, go with Haute Retreats! Sabrina is understanding, kind, patient and very true to her word! I will definitely book with Haute Retreats for my next adventure ☺️
Tracey
USA
Sabrina was amazing. It was my wife’s 40th birthday celebration. She found us the perfect villa in Turks and the staff was amazing. Best trip I have ever been on. Highly recommended!
Cristopher
USA
Let Us Curate Your Dream Tuscany Villa Experience
No payment required – just tell us your preferences and our concierge team will get back to you within 24h.
Just share your vision — we’ll take care of the rest.
Why Choose Haute Retreats for Your Tuscany Villa Experience
Discover Luxury Villas Tuscany with Haute Retreats Experience the charm of Tuscany through our curated collection of exclusive villas. From Chianti vineyards to Florence's iconic streets, Haute Retreats offers tailor-made stays with chef service, private pools, and panoramic views.
Why Book Tuscany Villas with Haute Retreats
What Sets Us Apart Haute Retreats offers a range of luxurious and unique villas in Tuscany, many of which cannot be found anywhere else. Here’s why travelers choose Haute Retreats:
Exclusive properties: Handpicked for their individuality, great locations, and superior amenities.
Personalized service: Enjoy the support of our dedicated concierge team, including private chefs, spa services, and custom excursions.
Authentic experiences: From countryside farmhouses to luxury estates, immerse yourself in Tuscan history and culture.
Beautiful locations: Explore villas in Chianti’s rolling hills or within Florence’s Renaissance charm.
Luxury amenities: Private pools, expansive gardens, chef-prepared meals, and more.
Choosing a villa in Tuscany with Haute Retreats means enjoying unforgettable holidays with personalized service and stunning scenery.
The Best Time to Visit Tuscany
Ideal Seasons for Travel Mid to late spring (April-May) and early autumn (September-October) offer ideal weather, blooming vineyards, and fewer crowds. Expect average temperatures between 63°F and 79°F.
Where Are the Best Villas in Tuscany Located?
Top Towns & Coastal Escapes Discover the finest stays in Tuscany's most charming spots:
Radda in Chianti for vineyard views
Cortona or San Gimignano for medieval allure
Livorno and Massa for seaside escapes
These regions are known for their dining, pink sunsets, and deep-rooted traditions.
Explore Tuscany’s top villa regions on Google Maps.
Top Tuscany Regions for Luxury Villa Stays
Regional Highlights Explore the most desirable areas to base your villa holiday:
Florence – Historic architecture & cultural richness
Chianti – Vineyards, wine estates, and countryside tranquility
Siena – Medieval hill towns and city views
Lucca & Montepulciano – Authentic charm off the beaten path
Family Villas, Romantic Escapes & Group Retreats
Villas for Every Occasion
Family-friendly villas: Poolside estates with safe outdoor spaces
Honeymoon villas: Romantic, secluded, and fully serviced
Group villas: Accommodate up to 18+ guests with luxury and comfort
What to Know Before Your Stay
Practical Travel Info
Currency: Euros (EUR)
Voltage: 220-240 volts, 50Hz European standard
Travel Tips: Tuscany villas typically have a 7-night minimum; plan ahead and consider 2 regional bases (north & south)
Best Things to Do in Tuscany
Iconic Tuscan Experiences
See the Leaning Tower of Pisa
Ride a Vespa through the countryside
Visit charming hilltop towns
Enjoy local food and wine experiences
Truffle hunt in winter
Discover hidden gems in Florence
Tour Tuscan castles and take a cooking class
Go antique shopping at historic markets
Why Visit Tuscany
Top Reasons Travelers Love Tuscany
Breathtaking landscapes
Renaissance heritage
Architectural marvels
Art abundance
Birthplace of Italian language
Famous Tuscan wines
Tuscany Luxury Villas by Haute Retreats
What You Can Expect Luxury, comfort, and cultural immersion await. Here’s what sets Haute Retreats apart:
Incomparable elegance & comfort
Mesmerizing settings: Villas with views of olive groves, hilltop towns, or ancient ruins
Tailored experiences: Concierge services, chefs, wine tastings
True authenticity: Historic properties with modern amenities
Utmost privacy: Tranquil retreats to unwind fully
Which Villas in Tuscany Are Good for Families?
Our Top Family Picks
Villa Pesa: Chianti region, perfect for wine lovers and families
Villa Il Colle: 400-year-old farmhouse in the Chianti hills
Villa Maria: Near Lucca, 18th-century villa for up to 18 guests
Have Questions Before You Book?
What is the best time to rent a villa in Tuscany?
The best time to rent a villa in Tuscany is from mid to late spring (April to May) and early autumn (September to October). These seasons offer mild weather, stunning scenery, and fewer tourists — perfect for a relaxed, authentic experience.
Do all villas come with a private chef?
Not all villas include a private chef as standard, but many Haute Retreats properties offer chef service as an optional add-on. You can request a chef at the time of booking for a fully personalized culinary experience.
Are villas suitable for large family groups?
Absolutely. Many of our luxury villas in Tuscany are ideal for large families and groups, offering spacious accommodations, expansive outdoor areas, and family-friendly amenities. Some villas can host up to 18 guests comfortably.