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Vacation Rentals & Villas in Tuscany

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340 villas

Eridu, your home away from home

Fiesole b&b

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$99

Vitiana Casa - A rustic 3BR / 2 BA medieval home

Bagni di Lucca house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$156

Villa Lavanda

Bagni di Lucca villa

7 bedrooms / 7 bathrooms / sleeps 14

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Price per night from

$918

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

15 bedrooms / 15 bathrooms / sleeps 33

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Price per night from

$1,800

BELLAVISTA 8 + 1

Matraia apartment

4 bedrooms / 3 bathrooms / sleeps 9

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Price per night from

$509

Villa Patrignone - a beautiful large Tuscany Villa

Castellina In Chianti villa

7 bedrooms / 7 bathrooms / sleeps 14

“My favorite vacation experience” My first trip to Podere Patrignone was in 1999, and I've been back four times since my initial visit. The setting is incredible, and the views extend to miles and miles of Tuscany. It's amazing to sit on the terrace and see the towers of San Gimignano far in the distance. The villa is located just 3 kilometers from Castellina in Chianti, a charming village with unbelievable shopping for leather goods (Cappelletti), artwork, and other wonderful Tuscan items. Patrignone is a perfect location for day trips to Florence, Siena, Montalcino, and many other wonderful towns filled with incredible history. Back to the villa...Simon and Verity are carrying on the tradition of Simon's mom Carla, who renovated this beautiful villa that was originally a 14th century farmhouse. The main house has 7 rooms (each with its own bathroom...no sharing!), a great kitchen, and lots of space for lounging and relaxing. I've stayed in the main house as well as each of the 2-bedroom apartments...each with its own kitchen and living area. They all are wonderful, clean, charming, and have beautiful views. This year I participated in a cooking class conducted by Verity. Even after multiple cooking classes that I've taken throughout Italy, I can say that this was one of the best learning experiences: Verity is a fantastic teacher, cooking all the courses was great fun, and we got to dine and wine on our results. She cooked dinner for all of us on our first night, and everything was delicious! There were 18 of us on this trip, although I've been here with as few as one other person. I have lots of other friends who are encouraging a return trip. This year was in the last week of May, but I think we'll return for a visit in September next year. Carla and Simon and Verity have created a paradise that continues to call to me even after all these years and visits. Podere Patrignone is absolutely amazing and I can't wait to return!

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Price per night from

$646

Hortulanus Private Luxury Estate

Seggiano villa

7 bedrooms / 7 bathrooms / sleeps 12

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Price per night from

$1,699

B&B Biospazio Villa Lanizzi

Lucca b&b

7 bedrooms / 7 bathrooms / sleeps 23

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Price per night from

$1,416

Authentic Modern Luxury + Peace and Quiet = HERE.

Cetona farmhouse

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$716

Gated Luxury Estate "LaChiusa" Prime Chianti Classico! Exquisite Privacy & Views

Siena farmhouse

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 56 minutes

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Price per night from

$1,498

Le Stalle, Podere Patrignone

Castellina In Chianti apartment

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$305

Castello di Cabbiavoli

Castelfiorentino castle

6 bedrooms / 6 bathrooms / sleeps 12

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Price per night from

$1,952

Hilltop Tuscan Villa

Bagnone villa

4 bedrooms / 3 bathrooms / sleeps 12

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Price per night from

$283

BUCCIA NERA trilo1

Campriano, Arezzo apartment

2 bedrooms / 1 bathroom / sleeps 5

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POGGETTO Apt in a Florentine Country Villa

Figline e Incisa Valdarno apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$107

VILLA POZZOLO, exclusive, free wine, food & a cook

Florence villa

18 bedrooms / 14 bathrooms / sleeps 30

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Price per night from

$2,034

Ripostena 7-Trinciatoio

Casole d'Elsa apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$163

Podere La Casa - il Torchio

Palaia farmhouse

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$170

98 sqm 4 places Sea View

Piombino apartment

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$213

3 Leonardo - studio c.soppalco

Mulazzo b&b

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$76

Sealing the Lecci Gurian Roberta - Cornflower

Terranuova Bracciolini farmhouse

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$85

resortparadise

San Miniato townhouse

50 bedrooms / 41 bathrooms / sleeps 50

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TULIP in San Gimignano Pool

Ulignano finca

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$184

CASA BERTINI

Central Florence apartment

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$128

Borgo Bernardini. Stunning Retreat for 26 people with pool,piano,billiard,gym

Lucca villa

12 bedrooms / 14 bathrooms / sleeps 26

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Price per night from

$4,691

Relais Villa Bonini, La Merope

Massa b&b

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$298

Authentic Itallian Villa

Altopascio villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$155

A-Room Apartment with pool near Siena

Isola d'Arbia farmhouse

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$284

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Price per night from

$4,443

Ripostena 9

Casole d'Elsa apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$124

Podere Sionne: Striking Tuscan holiday villa rental in Siena Province

Chiusi villa

5 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$332

Villa Montagna: San Lorezo villa offers great views, Tuscan charm and private pool

Borgo San Lorenzo villa

8 bedrooms / 7 bathrooms / sleeps 18

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Nobile - Holiday Apartment - 100% Tuscan Experience

Lucignano apartment

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$99

Typical house in the heart of Tuscany, Chianti.

Figline e Incisa Valdarno house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$142

BOSCHETTO Apt. in a Florence Country Villa

Figline e Incisa Valdarno farmhouse

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$157

Melograno San Gimignano Apartment Pool

San Gimignano b&b

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$128

VILLA CORTONA (SOFIA) 13 BEDROOMS

Fratticciola farmhouse

13 bedrooms / 16 bathrooms / sleeps 29

Responds fast! avg. 1 hour 47 minutes

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Price per night from

$990

Villa Castellare de Sernigi stunning sunsets

Tavarnelle Val di Pesa villa

6 bedrooms / 8 bathrooms / sleeps 14

Responds fast! avg. 2 hours 27 minutes

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Price per night from

$1,436

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