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200 Houses

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Chic Tuscan villa in the heart of the countryside, staffed property with shared pool and private garden space, sleeps 4

Monteguidi farmhouse

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$270

Agriturismo Podere Palazzetto

Casole d'Elsa farmhouse

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$99

Torre dei Serviti

Casole d'Elsa b&b

7 bedrooms
7 bathrooms

sleeps 18

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Three Mills Farm

Casole d'Elsa apartment

1 bedroom
4 bathrooms

sleeps 2

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Price per night from

$123

Agriturismo Piettorri - Cipresso

Monteguidi farmhouse

2 bedrooms
1 bathroom

sleeps 3

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Price per night from

$203

Great rentals within 20 miles that match your search

Castle in Chianti with private swimming pool, 15 minutes drive from Florence!

San Casciano in Val di Pesa villa

11 bedrooms
10 bathrooms

sleeps 15

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Price per night from

$1,367

Villa in Chianti with heated swimming pool and A/C

Certaldo villa

9 bedrooms
10 bathrooms

sleeps 19

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Price per night from

$575

SANGIOVETO is a large apartment ideal for big families or group of friends

Poggibonsi apartment

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$418

Rosanna Papa

Montecatini Val di Cecina house

1 bedroom
1 bathroom

sleeps 5

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Price per night from

$49

B&B CANNETO

Canneto b&b

6 bedrooms
7 bathrooms

sleeps 12

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Price per night from

$307

Farmhouse La Carraia Apartment B

Pomarance farmhouse

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$172

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

2 bedrooms
3 bathrooms

sleeps 7

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Price per night from

$123

Typical Tuscan countryhouse in Chianti, Italy

Tavarnelle Val di Pesa apartment

2 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$86

Villa La Strega

Siena villa

6 bedrooms
6 bathrooms

sleeps 12

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Price per night from

$701

casa ai carfini

Poggibonsi apartment

2 bedrooms
3 bathrooms

sleeps 5

Responds fast! avg. 1 hour 41 minutes

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Price per night from

$113

TUSCANY RESIDENCE VILLA FOREVER SPACE / 0

Saline di Volterra apartment

4 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$289

Apartment in restored farmhouse in Tuscany

Saline di Volterra apartment

2 bedrooms
4 bathrooms

sleeps 5

Responds fast! avg. 1 hour 0 minutes

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Price per night from

$184

Agriturismo Podere Coiano

Volterra apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$99

Il Paluffo B&B Blue Room

Certaldo b&b

1 bedroom
1 bathroom

sleeps 3

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Price per night from

$224

Count Florestan: character, comfort, beauty

Monterotondo Marittimo farmhouse

7 bedrooms
8 bathrooms

sleeps 14

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Price per night from

$439

Agriturismo Torre di Sant' Ansano

Ville di Corsano farmhouse

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$99

Apartment Ginestra

Villamagna apartment

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$74

B&B 4 rooms 18km Siena + Pool Casa Giulia

Siena b&b

4 bedrooms
3 bathrooms

sleeps 9

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$86

Apartment + pool 18km Siena at Casa Giulia

Siena apartment

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$92

Farmhouse in old mill in the Chianti hills

Monteriggioni house

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$148

Podere Cipollino

Rosia farmhouse

4 bedrooms
2 bathrooms

sleeps 10

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il Paluffo Stillo House

Certaldo apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$463

Tuscan relax Volterra theater silence

Orciatico apartment

1 bedroom
1 bathroom

sleeps 5

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Price per night from

$49

Casa Bartoli at Borgo Mummialla-your Tuscan home !

San Gimignano apartment

2 bedrooms
2 bathrooms

sleeps 4

“A jewel in the heart of Tuscany.” Booking very easy helped by the owner. Apartment exceptionally comfortable with all the facilities we required. There was no problem moving in thanks to being met by Fabio when we arrived. A beautiful location with amazing views of Tuscany. An ideal spot for touring and visiting the many medieval towns in this area.

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Price per night from

$184

Apartment Spiga, 3 Bedroom apartment in the Heart of Tuscany Hills

Volterra villa

5 bedrooms
1 bathroom

sleeps 6

“Wonderful!” My family and I just returned from a very relaxing week at La fonte and would definitely go back again. My parents, my husband, and my two boys stayed in the Spiga apartment. The weather was perfect, and we spent most of our days playing in the pool and taking bike rides from the house. We were greeted with some fresh eggs, pasta, fresh tomato sauce, and some of the best olive oil I have ever tasted (or smelled!). Katia and her family were all very nice and helpful. We went to Volterra and San Gimignano a few times and had gelato just about every night :) The boys were so happy at the house that we didn't travel more than that. We also lucked out and had the entire place to ourselves for the week we were there. We would highly recommend this place!

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Price per night from

$86

Converted Barn Vacation Rental in Tuscany

Certaldo cottage

2 bedrooms
1 bathroom

sleeps 4

“We had a very relaxing stay in a beautiful setting.” The house is newly renovated and very clean. The setting is spectacular with beautiful views. It is in a great location for easy access to popular tourist attractions. However, we did have to provide some household essentials such as dish soap, sugar, and a few other kitchen basics that we couldn't take back with us, as we were traveling overseas.

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Price per night from

$234