Where to Stay in Tuscany: The Best Boutique Villas

Your guide to the best boutique villas for countryside vibes in Tuscany.

Image Courtesy of Viesca Toscana

When you think Tuscany you're likely prone to imagining rolling hills stacked with groves of olive trees, charming medieval villages small family-owned wineries that drip with rustic Italian elegance. If you dream of slow mornings with vineyard views and la dolce vita vibes this is your guide to the best small luxury hotels in the Tuscan countryside.

As a luxury travel designer with dozens of Italy trips under my belt, I know where to look for the right stay for every style. And when you book through me, you don’t just get a room—you get VIP treatment, exclusive perks, and a perfectly planned trip without the stress. Here are my top picks for where to stay in Tuscany:

Where to Stay in Tuscany:

Charming Boutique Villas

Near Florence

Viesca Toscana

Image Courtesy of Viesca Toscana

This is my absolute favorite hotel to send clients to in Tuscany. Located a stone's throw away from the bustling city of Florence, but far enough away for some true R&R, Viesca Toscana's world-class service welcomes you the best of Tuscan luxury in a restored, small-feel 16th-century estate.

Key Features: Sparkling pool, day spa, mindfulness activities and tennis courts.

Perfect For: Couple's Trips, Group Travel, Solo Vacays

Perks When You Book With Me: 

• Daily buffet breakfast for two

• 100EUR F&B voucher

• Room upgrade (subject to availability)

• Early check-in and late check-out (subject to availability)

• Complimentary bottle of Il Borro Wine

  
  

BOOK WITH ME

Villa Petriolo

Villa Petriolo Infinity Pool

This eco-friendly estate is your dream destination in the Tuscan countryside. Sitting among rolling vineyards and olive groves, Villa Petriolo blends conscious living with farmhouse chic style. Plus, you get epic hillside views from the estate's infinity pool.

Key Features: Organic winery, day spa, infinity pool and local immersion classes.

Perfect For: Couples Trips, Group Travel, First-Timers

Perks When You Book With Me:

• $50USD per room, per stay

• Daily continental breakfast for two people

• Upgrade to next room category, based upon availability at check-in

• Early check-in/late check-out, based upon availability at the time of check-in

BOOK WITH ME

Where to Stay in Tuscany: Boutique Villas in the Countryside

Follonico Suite B&B

Suite at Follonico Suite B&B

Follonico Suite B&B is unfussy, rustic, but oozing with Tuscan countryside elegance. The restored farmhouse turned B&B is perfect for travelers seeking slow & intentional living.

Key Features: Organic wine farm, infinity pool and farm-to-table dining.

Perfect For: Couples, First-Timers, Budget-Conscious

Perks When You Book With Me:

• Upgrade to next room category, based upon availability at check-in

• Complimentary bottle of red wine in room on arrival

  20% discount at Follonico's produce corner shop

BOOK WITH ME

Lupaia

Image Courtesy of Lupaia

The twelve-room, restored farmhouse is known for curating an atmosphere that immerses its visitors in the spirit of Tuscany. From truffle hunting demos to slow mornings sipping coffee poolside, Lupaia is your go-to for a n authentic, luxury stay in the Tuscan countryside.

Key Features: Panoramic views, infinity pool and hot tub, private wine tastings.

Perfect For: First-Timers, Couples

Perks When You Book With Me:

• $50 (USD) per room, per stay

• Daily continental breakfast for two people

• Upgrade to next room category, based upon availability at check-in

• Early check-in/late check-out, based upon availability at the time of check-in

BOOK WITH ME

Here is how you're going to book your hotel like a travel pro - VIP perks included:

As an independently operated, boutique travel company, I partner with the best luxury and boutique properties across the world to get you the VIP treatment you deserve at no extra cost. (Check out my Fora affiliation here.)

With these partnerships I can offer the same rates (or better), than any online booking platform or even the hotel website. Plus, you'll get exclusive perks you won't find anywhere else. Hotel bookings are a complimentary service.

Booking with me is easy and complimentary, just fill out this short form. Once complete we'll send you the rates and then get you booked!

If you are going to Rome (or Europe in general) and want a personalized itinerary and expert planning from someone who has - been there, done that - check out my planning services here.

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