To Tuscany USA

To Tuscany USA Your key to an unforgettable Tuscan getaway. Family-run, local experts, creating perfect moments for over 25 years. Away from the stresses of day to day life.

Discover handpicked rentals, expert travel tips, and insider secrets to Tuscany’s best-kept treasures—from vineyards to hilltop towns. To Tuscany started over 25 years ago when our founder moved to Tuscany with his Italian wife and fell in love with Tuscany. The starting point was a simple question: How would a perfect trip to Tuscany look? Just a villa, a beautiful location and a bounty of the be

st local food and wine. That fantasy is now a reality. To Tuscany offers some of the finest well equipped villas in Tuscany found in the most sought after positions. Add to that our tailor made experiences at some of the world's most incredible sites and landscapes before adding the most important ingredient: space and time together with family and friends.

Privacy, charm, and convenience—this villa has it all.Valle is a truly stunning villa that feels like your own private c...
14/02/2025

Privacy, charm, and convenience—this villa has it all.

Valle is a truly stunning villa that feels like your own private castle, nestled in a tranquil forested valley. Surrounded by stunning gardens, this elegant retreat features a gorgeous infinity pool, spacious interiors with high ceilings, and beautiful antiques throughout. With the local village just a short walk away, you can enjoy the ease of picking up fresh produce for a delicious home-cooked Tuscan meal.

For all the details and to book, tap the link: https://loom.ly/URNILLA

A villa designed with everyone in mind! Perfect for family getaways, this split-level home offers comfort and flexibilit...
12/02/2025

A villa designed with everyone in mind!

Perfect for family getaways, this split-level home offers comfort and flexibility for all generations. With a private pool, beautiful views, and easy access to Siena and Chianti, it’s the perfect spot to unwind and explore Tuscany.

For all the details, follow the link: https://loom.ly/ZZjAtWE

Effortless, stunning, and full of charm...La Mita is your go-to for a laid-back family escape on the Tuscany-Umbria bord...
10/02/2025

Effortless, stunning, and full of charm...

La Mita is your go-to for a laid-back family escape on the Tuscany-Umbria border. Think garden lounging, outdoor adventures, and exploring Italy’s fourth-largest lake, Perugia, and Cortona—all just a stone’s throw away.

Ready to unwind? Follow the link for more information: https://loom.ly/OV51Hqs

A villa that’s as delicious as Chianti itself! 🍷Le Volte is pure Tuscan magic: antique charm, a dreamy infinity pool, an...
08/02/2025

A villa that’s as delicious as Chianti itself! 🍷

Le Volte is pure Tuscan magic: antique charm, a dreamy infinity pool, and sunsets you’ll never forget. With room for six, exclusive gardens, and the best of wine country on your doorstep, it’s a slice of heaven you won’t want to leave. ✨🌿

To learn more about this stunning villa, click here for the details: https://loom.ly/oZ5qYmI

''Podere Firenzuola is a truly beautiful place! The moment you arrive and drive along the long avenue towards the house,...
06/02/2025

''Podere Firenzuola is a truly beautiful place! The moment you arrive and drive along the long avenue towards the house, you will experience the ultimate holiday feeling.'' ⭐⭐⭐⭐⭐ ~ Rémon

We couldn't have said it better ourselves.

Experience the captivating charm of Podere Firenzuola first-hand, follow the link: https://loom.ly/oJRBMHw

Drinks and nibbles by the pool or breakfast on the balcony - which would you prefer? Luckily, at Villa Solata you don't ...
04/02/2025

Drinks and nibbles by the pool or breakfast on the balcony - which would you prefer?

Luckily, at Villa Solata you don't have to choose! 🥂

Learn more about this delightful villa by tapping the link: https://loom.ly/oRv1tjY

Podere San Regolo is a peaceful countryside retreat with stunning views, beautifully maintained gardens, and timeless co...
02/02/2025

Podere San Regolo is a peaceful countryside retreat with stunning views, beautifully maintained gardens, and timeless country charm.
Just 4 km from the nearest village and close to Scansano’s famous wineries, it’s an ideal escape for those seeking the beauty of Tuscany.

Be among the first to experience this special villa – find out more by following the link: https://loom.ly/mcA1F9g

Escape to Lo Scarpellino, a charming stone villa near Arezzo, surrounded by vineyards and forests. ✨This spacious retrea...
30/01/2025

Escape to Lo Scarpellino, a charming stone villa near Arezzo, surrounded by vineyards and forests. ✨

This spacious retreat features four bedrooms, a private pool, and stunning views of the Tuscan hills. Whether you’re relaxing under the gazebo or enjoying the comfortable interiors, it’s the perfect place for a family or group getaway. Located within walking distance of the historic village of Badia Agnano and just an hour from Florence, Lo Scarpellino offers the perfect balance of tranquillity and convenience.

Find out more by clicking the link: https://loom.ly/5rCz96Q

Rental Villa in Tuscany for 8 guests with pool

Il Cipresso offers a peaceful retreat in the heart of the Chianti, situated between the charming towns of Castellina and...
28/01/2025

Il Cipresso offers a peaceful retreat in the heart of the Chianti, situated between the charming towns of Castellina and Radda. This ground-floor apartment is surrounded by beautiful terraced gardens and a pool with breath-taking views, perfect for enjoying al fresco meals or relaxing as the sun sets.

With two cosy bedrooms, a well-equipped kitchen, and traditional Tuscan décor, it’s the ideal spot for a tranquil getaway. Whether you choose to explore the scenic walking trails or visit nearby Florence and Siena, Il Cipresso provides a warm and welcoming base. The friendly owner lives on-site and is always happy to assist with anything you need.

Want to learn more? Follow the link for all the details: https://loom.ly/5fhqYhk

Discover the beauty of Casa Perano, a charming villa in the heart of Chianti. With its private pool and breath-taking 18...
26/01/2025

Discover the beauty of Casa Perano, a charming villa in the heart of Chianti. With its private pool and breath-taking 180-degree views, including the picturesque hilltop village of San Donato in Perano, this is the perfect retreat.

Nestled between Radda and Gaiole, the villa offers easy access to local wineries and scenic walking and cycling routes. Whether you’re relaxing on the terrace or exploring the Tuscan countryside, Casa Perano is an unforgettable escape.

Find out more by clicking the link: https://loom.ly/NQ3vHvg

Experience the timeless charm of Villino Annalisa, a delightful stone cottage that perfectly blends rustic elegance with...
22/01/2025

Experience the timeless charm of Villino Annalisa, a delightful stone cottage that perfectly blends rustic elegance with modern comfort. This enchanting retreat is ideal for a romantic escape or a cosy getaway with children.

Imagine leisurely dinners on the terrace, relaxing swims in your private pool, and waking up to breath-taking mountain views. The cottage is just a short walk from the village of Coreglia Antelmielli and not to far from the historic treasures of Lucca.

Interested in learning more? Simply follow the link for more information: https://loom.ly/dsgVz_0

Escape to Solatina, your cosy Tuscan hideaway is ready to welcome you! 🌿🏡Enjoy a private pool, breath-taking views, and ...
20/01/2025

Escape to Solatina, your cosy Tuscan hideaway is ready to welcome you! 🌿🏡

Enjoy a private pool, breath-taking views, and the charm of outdoor dining in the heart of Tuscany. Whether you're looking for a peaceful retreat or a romantic getaway, Solatina offers the perfect setting to unwind and soak in the beauty of the countryside. 🍷✨

Come experience the tranquility and charm of this idyllic escape. We look forward to hosting you!

For more information and to book, follow the link: https://loom.ly/x8vdOa8

Rental Villa in Tuscany for 2 to 3 guests with pool

Experience rustic charm, private terraces, and a stunning pool with breathtaking views at Casa di Pesa—your perfect Chia...
17/01/2025

Experience rustic charm, private terraces, and a stunning pool with breathtaking views at Casa di Pesa—your perfect Chianti retreat.

Just a short distance from the picturesque town of Radda, it’s an ideal spot to relax, explore, and enjoy the beauty of Tuscany.

Discover more by following the link: https://loom.ly/Hoony54

Nestled on a gentle rise with sweeping vineyard views, Fontanella offers a peaceful retreat in the heart of Chianti. Per...
15/01/2025

Nestled on a gentle rise with sweeping vineyard views, Fontanella offers a peaceful retreat in the heart of Chianti.

Perfectly positioned in the charming village of San Sano, it’s an ideal base for exploring Siena, Florence, and beyond. With comfortable accommodations, a private plunge pool, and delightful outdoor dining spaces, it’s the perfect spot to relax or enjoy leisurely days out.

A true Tuscan gem!

For more information, follow the link: https://loom.ly/08RYhYw

Perched in the beautiful Garfagnana hills, Villa Ribosto offers breath-taking views and a wonderful balance of privacy a...
13/01/2025

Perched in the beautiful Garfagnana hills, Villa Ribosto offers breath-taking views and a wonderful balance of privacy and local charm. With two separate buildings, it’s perfect for families or groups of friends looking to enjoy a relaxing getaway.

Unwind by the pool, take in the stunning scenery, and savor the beauty of Tuscany at its finest!✨

For more information, follow the link: https://loom.ly/t7b8SOc

Experience the charm of Tuscany in the heart of Chianti Classico wine country, at Villa Vinsantaia. Just a short stroll ...
10/01/2025

Experience the charm of Tuscany in the heart of Chianti Classico wine country, at Villa Vinsantaia. Just a short stroll from a delightful village with a bar and restaurant, this villa offers the perfect mix of authentic Tuscan character and modern comforts.

Enjoy vineyard views, relax by the infinity pool, and soak in the history of a property once used to dry grapes for the renowned Vin Santo wine. With Siena and San Gimignano close by, it’s an ideal retreat for wine enthusiasts, culture lovers, and anyone seeking the tranquillity of the countryside.

Ready to escape? Follow the link for more information: https://loom.ly/s9ifVDc

We’re excited to introduce Casale Beretuzzo, a new addition to our To Tuscany collection. Nestled in the heart of the Ch...
08/01/2025

We’re excited to introduce Casale Beretuzzo, a new addition to our To Tuscany collection. Nestled in the heart of the Chianti region, this beautifully restored cottage offers the perfect blend of history and modern luxury.

With breathtaking views of vineyards, olive groves, and distant castles, it’s the ideal retreat for those seeking peace and privacy. Conveniently located between Radda and Gaiole in Chianti, you’re also just a short drive from Siena, Florence, and the picturesque Val d'Orcia. A perfect base to explore Tuscany or simply relax in its serene beauty.

For more information and to book, simply follow the link: https://loom.ly/rWwy5vM

Casa Reasco offers the perfect balance of village life and countryside charm. Set on the main square of the medieval vil...
06/01/2025

Casa Reasco offers the perfect balance of village life and countryside charm.

Set on the main square of the medieval village of Toriella, it’s just steps from a store, restaurant, and bars – ideal for soaking up local life with a cappuccino or glass of wine. With space for 10 guests, rustic interiors full of character, and a private garden with a refreshing pool, it’s a wonderful base to explore nearby Siena, Colle di Val d’Elsa, and Grosseto.

For more information, follow the link: https://loom.ly/UFHn6mY

Address

72 Chesfield Road
Whitstable
CT53LU

Opening Hours

Monday 9am - 8:30pm
Tuesday 9am - 8:30pm
Wednesday 9am - 5:30pm
Thursday 9am - 5:30pm
Friday 9am - 5:30pm
Saturday 9am - 5:30pm
Sunday 9am - 5:30pm

Telephone

+19294455929

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Our story

To Tuscany was founded in 1998 by Sean Caulfield to provide hand-picked family villa rentals for holidays and vacations in the beautiful Chianti region and surrounding areas of Tuscany. Two decades on, we have extended our offering to appeal to couples and groups of friends as well as families, with an expanding collection of more than 700 of the best villa rentals in Tuscany, for 2 to 27 guests. We are renowned for our friendly and efficient service. Our expert team has personal knowledge of the region and our properties, and our website offers in-depth pages for every villa, including floor plans, multiple images, and detailed information about the property’s facilities and local amenities and attractions.