Tuscany Holidays

Tuscany has been dubbed the most beautiful region of Italy, scattered with villas, farmhouses and castles nestled deep in the heart of the rural countryside, with olive groves and vineyards across rolling hills. Tuscany is probably the most famous repository of art in the world with famous Renaissance paintings, sculptures, frescoes and architecture.

Tuscany

Tuscany covers a large area of 8,900 sqm and borders the regions of Liguria to the northwest, Emilia-Romagna to the north and east, Umbria to the east and Lazio to the southeast. Tuscany's capital, Florence along with Pisa and Empoli sit on the river Arno which snakes its way through the region. As well as the typical hilltop towns, large parts are densely forested and the Apennine range of mountains are situated to the northeast of the region. Tuscany also offers a beautiful coastline dotted with islands. This stunning region attracts those in search of art, history, wildlife, fine wine and cuisine.

CHOICE
Borgo Santo Pietro

Borgo Santo Pietro

Tuscany, Italy

This stunning boutique hotel located in the heart of the Tuscan countryside exudes charm and history. The lovingly converted 13th century villa, the center of Borgo Santo Pietro, offers guests a luxurious haven in which to relax and unwind.

Couples Culture
Castello di Reschio

Castello di Reschio

Umbria, Italy

Located just within the Umbrian border, Castello di Reschio, a recently-renovated grand estate, offers guests a slice of timeless Italy. Find yourself in the Tuscan hills by Andalusian horseback, indulge in homemade produce, or simply unwind by the pool.

Borgo Pignano

Borgo Pignano

Volterra, Tuscany, Italy

Cocooned in 750 acres of organic farmlands, landscaped gardens and rolling Tuscan countryside, Borgo Pignano is housed in an 18th century villa, cottages and farmhouses with exceptional views and one of the most picturesque pools imaginable.

La Bandita Townhouse

La Bandita Townhouse

Pienza, Italy

Escape to Pienza, an idyllic medieval city that is small in size but grand in character. Tucked away amongst its golden-stoned buildings, La Bandita Townhouse is a hip oasis of modern design with exceptional cuisine and a laid back vibe.

Castellare de'Colline

Castellare de'Colline

Tuscany, Italy

Castellare de'Colline is an ancient manor house submerged in the splendour of Tuscany, restored to an exceptional standard with indulgent facilities bursting with charm, set among acres of beautiful grounds, swimming pool, hot tub and tennis court.

$8,100per villa

Grand Hotel Continental Siena

Grand Hotel Continental Siena

Siena, Tuscany, Italy

Set in the heart of Siena in a 16th-century palazzo, Grand Hotel Continental Siena offers a luxurious base from which to explore this historical city and the rolling hills of the Tuscan countryside beyond.

Culture Couples
Tenuta Ceccatelli

Tenuta Ceccatelli

Tuscany, Italy

Tenuta Ceccatelli is a stunning 17th-century Tuscan estate with a beautifully renovated farmhouse and granary, perfect for family and friends looking for a private retreat into the beautiful countryside. Rustic Italian barefoot luxury at its best.

Family Villa Private villa SDP SDP Villas

$13,700per villa

Villa Bella Anima

Villa Bella Anima

Tuscany, Italy

A private Tuscan paradise set in a 100-acre estate in the rolling hills of Lucca. The 15th century villa and adjoining Tuscan farmhouse bring eloquent space for friends and family to relax in breath-taking beauty with unparalleled facilities.

Adventure Culture Villa SDP Villas

$24,200per villa

Villa Gabriella

Villa Gabriella

Tuscany, Italy

Utterly breath-taking, Villa Gabriella is a large ancient cloistered monastery standing on the rolling hills of Tuscany. Reshaping the concept of exclusivity, the eco-friendly luxury estate brings heritage, contemporary design and Italian craft together.

$141,100per villa

Villa Gotico

Villa Gotico

Tuscany, Italy

Grand 18th Century Tuscan neo-gothic villa, which has been completely restored to a place of style, luxury and authenticity. An intimate setting hidden in the lush countryside between Tuscany and Umbria with vast grounds and opulent alfresco facilities.

$32,700per villa

17 Hotels
5 nights
Limitless Italy

Limitless Italy

Tuscany

Pick a supercar, jump behind the wheel and sit back and relax whilst you take in the picture-perfect breathtaking scenery as you travel through the open roads of Tuscany. Every aspect is taken care of for you, traveling in optimal comfort and style, staying at handpicked luxurious boutique hotels and devouring delectable cuisine and world class...

7 nights
Extraordinary Florence & Tuscany

Extraordinary Florence & Tuscany

Florence & Tuscany

Fall into this breath-taking duo as you get under the skin of Tuscany and Florence. Discover the cultural, gastronomic and scenic delights of Tuscany and its capital, Florence, with this perfect combination of chic luxury, delectable cuisine and mind-blowing vistas. Be amazed by the city's galleries, famous landmarks and boutiques before spending...

Couples Culture

$4,800pp

5 nights
Perfect Pairings: Florence & Rural Tuscany

Perfect Pairings: Florence & Rural Tuscany

Italy

Indulge in a long weekend of exquisite pairings as you relish in the glorious beauty and culinary delights of Florence and Tuscany. Experience the divine flavors of Florence with your personal Michelin-starred chef cooking session, devour rare olive oil and pecorino cheeses and submerge in the idyllic Tuscan countryside with exclusive vintage wine...

$9,800pp

5 nights
Perfect Pairings: Rome & Umbria

Perfect Pairings: Rome & Umbria

Italy

Lose yourself in the artistic secrets of Rome and Umbria, blending these two regions seamlessly with exclusive after-hours tours and personally curated artistic experiences. Skip the crowds in Rome to soak up the wonder of the Vatican Museums and the hidden secrets of the Baroque center before submerging in the beauty of the Umbrian countryside....

$10,600pp

4 Tour Ideas

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