Castellina Scalo Rentals

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128 Houses

Chianti Luxury Suite, Boutique Rental, Radda in Chianti - Siena

Radda in Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Dreams do come true in Radda” We spent a month in Europe and Radda was the last leg of our journey and the absolute best part of our trip. Besides the breath taking vistas that abound in all directions, the accommodations are spectacular. A comfortable bed, a gorgeous bathroom and a quaint sitting area with sink and fridge. Evenings we would enjoy a glass of wine on the terrace overlooking the orchard. The gardens are filled with rows and rows of lavender. Exquisite! The entire villa is like a setting from a romantic movie about Italy. To be really decadent, we had a massage poolside that Mila arranged for us. It was heaven. It really is a place to find peace and tranquility, away from the noise of life. Mila is a charming hostess and a fountain of knowledge re the neighboring villages and history. She was fascinating to listen to and not the least bit intrusive. If we needed her she was there, otherwise she respected our privacy. My one wish would be, to have the opportunity to return again to this paradise. Thank you Mila for a wonderful experience in Chianti.

Match: Private outdoor pool (unheated)

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Price per night from

$334

Monteriggioni Suite 4

Monteriggioni house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$230

La Foresteria del Castello della Paneretta

Barberino Val d'Elsa apartment

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$988

San Romolo

Barberino Val d'Elsa house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$211

Casale Santappiano

Barberino Val d'Elsa house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Private outdoor pool (unheated)

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Price per night from

$556

Podere Erica

San Donato in Poggio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,040

San Gimignano villa rental

San Gimignano house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 40 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$802

Belmonte House

Castellina In Chianti house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$335

Casale il Gualdo

Radda in Chianti house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$516

Farm in Chianti

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$771

Villa Cherubina

Staggia house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 52 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$816

Anticopozzo

Poggibonsi house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$488

Poggio Ridente

Barberino Val d'Elsa house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$699

Barn Cafaggiola

San Gimignano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$298

Torre del Santo

Barberino Val d'Elsa villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$2,803

Romantic hideaway in the heart of Chianti

Radda in Chianti house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$150

Casina Teo

Monteriggioni house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$221

Villa la Strega

Siena villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$992

humiliated

Castellina In Chianti house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Private outdoor pool (unheated)

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Price per night from

$258

Vistabella

Castelnuovo Berardenga house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$517

Abbadia di Siena 12

Siena house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$581

Villino Marmoraia

Pievescola house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$214

Villa Montespertoli

Castellina In Chianti house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$496

Villa Belvedere

Poggibonsi villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,340

Badia

San Gimignano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$482

Villa Arnica B

Castellina In Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 52 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$346

Vignalsole

Radda in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Private outdoor pool (unheated)

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Price per night from

$791

Bettini

Castellina In Chianti house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 11

Match: Private outdoor pool (unheated)

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Price per night from

$295

Spazzavento

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$216

Villa Podere la Tesa

San Gimignano house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Great choice of location” We have visited Tuscany on many occasions and decided to introduce it to some of our friends. Eventually we chose Villa Il Podere and were thoroughly pleased. On arrival the villa was even more beautiful than we imagined. The location was perfect, we wanted to be in the countryside but close enough to the town of San Gimignano to be able to walk to it. This villa fitted the bill perfectly. The owners were wonderful, the grounds immaculate and the swimming pool in a lovely position. For friends travelling together it was perfect, being in two 'halves' as it were and a bathroom to every bedroom there was enough privacy, yet a there was plently of room for us all to get together. There were plenty of shady spots in the garden for just reading a book quietly for a bit of 'my time' if you wanted it. The interiors of the villa were very comfortable. What we most enjoyed was being able to wander into town on foot although some of us cheated a bit and went half way on the shuttle bus which ran nearby the property and took the effort out of the last uphill bit! Last but not least it's a good base from which to explore. Centrally placed in Tuscany so not too much long driving needed for sight seeing, We went to the nearby town by car and caught the bus to Florence and Siena so as to avoid parking difficulties and traffic. Definately a good idea. All in all its actually a place we would return to.

Match: Private outdoor pool (unheated)

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Price per night from

$280

A heaven amidst cypress trees and olive groves

Radda in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$264

Sandonatino farmhouse

Castellina In Chianti villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$485

Fiorita

Radda in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$468

Villa Tristano Grande

Poggibonsi house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 52 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,186

Ceccatelli

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Private outdoor pool (unheated)

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Price per night from

$189

Santantimo

Castellina In Chianti villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$496

Villa Lionella Grande

Poggibonsi house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 24

Responds fast! avg. 1 hour 52 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$2,080

Villa Staggia

Poggibonsi villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$648

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