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Tuscany

Enchanting, intoxicating and full of flavor

 
 
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Travel & Leisure

LUXURY VACATION RENTALS IN Tuscany, Italy

Tour the romantic, pastoral Italian countryside and let life intoxicate your senses. Tuscany embraces much of what Italy has to offer, including decadent food and wine, Renaissance art, famous churches and Etruscan artifacts. Italians answer their phones by saying ‘Pronto,’ or ready; ready to engage, to experience and to thrive in the palpable culture all around.

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34 results found

Astrid Villa

Tuscany, Italy

Astrid Villa is an incredible example of 1960s architecture, nestled in Tuscany’s lush, green countryside.

2
BEDROOMS
4
SLEEPS

$380 - $870/night



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Discover Belvedere, a charming traditional villa surrounded by vineyards, offering a serene retreat and panoramic views in the heart of Chianti Senese

6
BEDROOMS
18
SLEEPS

$434 - $674/night



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Explore Borgo La Casina, two meticulously renovated stone farmhouses nestled in the serene Chianti hills, offering a tranquil escape and a gateway to Tuscany’s treasures

9
BEDROOMS
20
SLEEPS

$530 - $795/night



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Borgo Merlo

Tuscany, Italy

You will find Borgo Merlo in the verdant Chianti hills in the heart of Tuscany. The accommodation here comprises three neighboring homes that share landscaped gardens.

9
BEDROOMS
22
SLEEPS

$2,421 - $3,389/night



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Casa Di Quercia

Tuscany, Italy

5
BEDROOMS
10
SLEEPS

$1,383 - $1,561/night



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Casa Gherardi

Tuscany, Italy

Combining charm, character and modern styles, Casa Gherardi offers a remarkable nine-bedroom property, perfect for an unforgettable Italian retreat!

9
BEDROOMS
18
SLEEPS

$3,570 - $4,410/night



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Casa Pavona

Tuscany, Italy

Nestled amidst the serene undulations of the Chianti hills, Casa Pavona stands as a beacon of tranquillity and refined taste, perfectly poised between the quaint towns of Gaiole and Radda in Chianti.

3
BEDROOMS
6
SLEEPS

$725 - $1,201/night



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Casa Quintieri

Tuscany, Italy

Set in a peaceful countryside location in Southern Tuscany, Casa Quintieri is the perfect retreat to get away from it all, whilst providing an excellent base for exploring the towns and cities of Tuscany and nearby Umbria.

8
BEDROOMS
16
SLEEPS

$1,345 - $1,345/night



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Casa Selva

Tuscany, Italy

Casa Selva is a charming villa in a respected wine resort, surrounded by own extensive vineyards. Guests can appreciate the atmosphere and charm of the past while enjoying modern comforts and services.

8
BEDROOMS
16
SLEEPS

$3,147 - $3,632/night



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Casa Vedetta

Tuscany, Italy

Casa Vedetta is located within a staggering 800-acre privately owned estate that has been settled for around a thousand years.

7
BEDROOMS
14
SLEEPS

$1,523 - $2,522/night



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Casa i Pini

Tuscany, Italy

Casa I Pini is ideally located in a flat and easily accessible area, offering proximity to all amenities.

4
BEDROOMS
8
SLEEPS

$282 - $452/night



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Casale Sangiovese

Tuscany, Italy

Deep in the Tuscan countryside of the Val di Chiana area is traditional farmhouse, Casale Sangiovese

6
BEDROOMS
12
SLEEPS

$629 - $1,166/night



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Discover Colle Degli Ulivi, a tranquil traditional villa with an independent pool, nestled 8km from Cortona, offering privacy, nature, and nearby adventures.

7
BEDROOMS
14
SLEEPS

$392 - $658/night



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Podere Aster

Tuscany, Italy

Podere Aster is a traditional Tuscan farm which has been carefully renovated to a high standard, and today offers lucky holidaymakers a collection of five beautifully furnished independent dwellings, accommodating up to twenty guests.

9
BEDROOMS
22
SLEEPS

$1,576 - $3,775/night



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Porta Berarda

Tuscany, Italy

Porta Berarda is a quintessentially Tuscan home; constructed from local stone and set on a rural hillside overlooking the breathtaking countryside.

5
BEDROOMS
10
SLEEPS

$1,479/night



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San Veriano

Tuscany, Italy

Part of historic San Veriano has been sitting peacefully in its rural setting overlooking the Tiber valley and the Tuscan hills for many hundreds of years.

5
BEDROOMS
10
SLEEPS

$365 - $884/night



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Experience Selvarella, an enchanting 18th-century farmhouse with a private pool, nestled between Arezzo and Siena, offering panoramic views and a gateway to Tuscany’s treasures.

7
BEDROOMS
14
SLEEPS

$506 - $867/night



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Tenuta Pomona

Tuscany, Italy

A property of unparalleled charm and luxury. The villa offers one of the most breathtaking views of the Cortona hillside.

4
BEDROOMS
8
SLEEPS

$597 - $974/night



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Tenuta Valdambra

Tuscany, Italy

9
BEDROOMS
20
SLEEPS

$1,453 - $2,402/night



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Villa Amelinda

Tuscany, Italy

Stay in characterful surroundings with beautiful contemporary features at the gorgeous Villa Amelinda, set amongst olive groves and vineyards close to the historic town of Cortona.

6
BEDROOMS
12
SLEEPS

$1,345 - $1,345/night



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Villa Colabella

Tuscany, Italy

Relax completely at Villa Colabella, a luxury villa in Umbria near Tuscany.

4
BEDROOMS
8
SLEEPS

$961 - $1,345/night



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Villa Dardano

Tuscany, Italy

Whether seeking a holiday with family and friends in Italy or a romantic Tuscany wedding venue, this magnificent 17th century residence allows you to step back in time in the most beautiful surroundings with views towards the hilltop village of Cortona.

9
BEDROOMS
18
SLEEPS

$1,693 - $2,411/night



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Villa Degli Ulivi

Tuscany, Italy

Indulge in a modern and eco-friendly Tuscan retreat at Villa degli Ulivi, immersed in the heart of Cortona, offering breathtaking views, a private infinity pool, and luxurious amenities for up to 8 guests.

4
BEDROOMS
8
SLEEPS

$645 - $914/night



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Villa Di Campagna

Tuscany, Italy

Get a true taste of Central Italy when you stay at this charming villa in Tuscany, located in the middle of picturesque Valdichiana valley – home to some of the most exquisite food and wine in the country.

4
BEDROOMS
8
SLEEPS

$404 - $602/night



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Villa Fratini

Tuscany, Italy

This historic and beautifully renovated villa is ideally located for day trips to Florence and Siena.

6
BEDROOMS
12
SLEEPS

$846 - $1,336/night



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Villa Gaiole

Tuscany, Italy

Offering panoramic vistas over Chianti’s hills and woodlands, Villa Gaiole is a serene escape in the Tuscan countryside which is also within easy reach of a range amazing towns and cities such as Siena and Florence.

7
BEDROOMS
14
SLEEPS

$3,161 - $4,891/night



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Villa Galestro

Tuscany, Italy

Enveloped by tree covered hills and rolling farmland you will discover Villa Galestro, a three-bedroom stone home which is filled with original features and welcoming décor.

3
BEDROOMS
6
SLEEPS

$961/night



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Villa I Gigli

Tuscany, Italy

This luxurious stone villa, Villa I Gigli, nestled amidst 5000m² of picturesque gardens overlooking the serene Tuscan landscape, offers a tranquil retreat with a blend of historical charm and modern comforts.

6
BEDROOMS
12
SLEEPS

$807 - $1,268/night



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Villa Il Padronale

Tuscany, Italy

Villa Il Padronale is situated in the heart of central Italy, surrounded by the lush greenery of the Tuscan landscape.

4
BEDROOMS
8
SLEEPS

$1,771 - $1,772/night



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Villa Luana

Tuscany, Italy

This private and independent villa is situated in an easily accessible and elevated position, providing a beautiful view of the surrounding valley and the city of Cortona.

3
BEDROOMS
8
SLEEPS

$377 - $522/night



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Villa Morino

Tuscany, Italy

Truly a masterpiece of creative design, this elegant villa blends the comfort and quality of modern living with the beauty of traditional architecture to create a little piece of luxury in the heart of Tuscany!

11
BEDROOMS
22
SLEEPS

$4,411 - $5,462/night



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Villa Thania

Tuscany, Italy

Set in a peaceful location in Southern Tuscany, Villa Thania is surrounded by olive trees and boasts spectacular views across the Val di Chiana. The many paths around the villa allow you to explore the countryside on your doorstep.

5
BEDROOMS
10
SLEEPS

$1,345 - $1,345/night



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Villa Vigneto Estate

Tuscany, Italy

Burrowed in the heart of Chianti Classico, you’ll find the magnificent Villa Vigneto Estate – which sits amongst the vines of an organic winery producing the finest wines and the silkiest of olive oils.

25
BEDROOMS
60
SLEEPS

$10,759/night



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Villa Vinci

Tuscany, Italy

This restored 18th century villa in Tuscany emanates grandeur from a bygone area. Originally used by noble families as a country retreat, the estate is ideally situated to explore the cultural gems and scenic wonders of Tuscany.

7
BEDROOMS
14
SLEEPS

$706 - $1,312/night



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Tuscany Luxury Vacation Experiences:

Your Time & Place Concierge delights in creating unforgettable experiences. Here are a few things they can do for you and your guests:

  • Take in the views from a hot air balloon tour as you float above the beautiful rolling countryside
  • Wine tasting is a must; A private vineyard tour and guided tasting ensures the experience is customized to your preferences
  • Want to learn why Tuscan food is so amazing? A cooking class is a fun afternoon and a fantastic way to take a piece of Tuscany home with you!
Luxury Vacations in Tuscany, Italy: Attractions, Activities, and Food

Before You Go: Tuscany Vacation Tips

Nothing should get in the way of your perfect experience. Check these helpful tips for ensuring a smooth journey.

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