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Exterior view of the Castello Di Spaltenna in Tuscany, Italy

Holidays in Rural Tuscany


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An unrivalled blend of rolling hills, castles and villages filled with medieval heritage characterise this alluring area.

This area boasts some fantastic Italian cuisine. Flourishing vineyards across the regions hills create superb local wine, olives grow in abundance and there are fantastic local restaurants in both quaint villages and upmarket hotels. From rural sleepy villages to cosmopolitan towns with lively piazzas and tranquil hiking trails through the pretty hills, there is plenty to discover.

Trailfinders offers a range of holidays in Rural Tuscany and our expert travel consultants are a mine of information about what to do here, often with first-hand travel experience. Whether you want to have a short city break or start your holiday in Pisa – they are the perfect people to ask.
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OUR HOLIDAYS TO RURAL TUSCANY

Here’s a snapshot of some of our most popular holidays in Rural Tuscany. If you don’t see what you’re looking for, click on the link below them to see our complete range of holidays and tours in the destination.
Enchanting Art and Wine: Florence and Chianti Escape
City Break
5 days / 4 nights

Experience a wonderful combination of culture, cuisine and countryside on this memorable holiday.

Guide Price: €879 £749 pp

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Tuscany Family Journey
Family Holiday
12 days / 11 nights

Immerse your family in the culture and history of Florence before driving into the Tuscan countryside for a week in your luxurious villa.

Guide Price: €3,249 £Please contact us per person (based on 2 adults & 2 children sharing during school holidays)

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Walking in Tuscany
Guided Small Group Walking Tour
8 days / 7 nights

This lesser known corner of Tuscany is an excellent area for walking.

Guide Price: €2,349 £1,849 pp

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Premium Rome to Venice
Guided Small Group Adventure Tour
8 days / 7 nights

Uncover the warmth and richness of Italian culture as you journey from Rome to Venice on an eight-day Premium adventure.

Guide Price: €4048 £3568 pp

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Best of Tuscany's City, Scenery & Coast
Fly Drive Holiday
15 days / 14 nights

From soft, sandy beaches, to magnificent, ancient cathedrals, to incredible, picturesque wineries, enjoy it all on this wonderful adventure.

Guide Price: €3,429 £Please contact us pp

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OUR RECOMMENDED HOTELS IN RURAL TUSCANY

We feature a great range of accommodation in Rural Tuscany, with something to suit all budgets. Maybe you’re looking for a luxurious retreat in a medieval castle or perhaps a traditional farmhouse stay? What you won’t find here are thousands of Rural Tuscany hotels to wade through. We have done the hard work for you and selected the best places to stay and our travel consultants are on hand to help, often with first-hand experience.
FH55 Hotel Villa Fiesole
4 star

Tuscany

Boasting a stunning countryside location on the Fiesole hilltop, this charming hotel welcomes you with breathtaking panoramic views of the historic city of Florence and the surrounding Tuscan hills.
Castello di Casole, A Belmond Hotel
5 star

Tuscany

This lovingly restored 10th Century property sits at the end of a tree-lined driveway in the heart of Tuscany, where a tranquil oasis of manicured gardens, astonishing outdoor beauty and renowned Belmond service awaits.
The Sense Experience Resort
4 star

Tuscany

Nestled between a verdant pine forest and gorgeous crystal clear waters in the heart of the Tuscan Maremma, this property is a wonderful place to unwind.
COMO Castello Del Nero
5 star

Tuscany

Enveloped by verdant hills and lush vineyards, this sophisticated property is a luxurious sanctuary in the Tuscan countryside.
Borgo Scopeto Relais
5 star

Tuscany

Nestled in the rolling hills of Tuscany, this intimate and elegant hotel offers luxury and relaxation.
The Club House
5 star

Tuscany

Step into exclusive luxury in the Chianti hills at The Club House.

Tales from the Trail

Top tips and travel inspiration from the Trailfinders team

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