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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
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DVD player
Grill
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Cot available
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High chair
Sea view
Safe
Dishwasher
Children's pool
Games room
Ceiling Fans
Cribs
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Clothes dryer
Swing set or jungle gym
Table tennis
Pool or snooker table
Fax machine
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Boat available
Staffed property
Private fishing lake or river
Trampoline
Climbing frame
Bicycles available
Towels provided
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Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

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Non-Smoking property
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Beach or lakeside relaxation
City breaks
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Golf course on site or within 15 min walk
Golf within 30mins drive
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585 Houses

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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

$332

Monteriggioni Suite 4

Monteriggioni house

2 bedrooms
1 bathroom

sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$229

Private villa in the Cortona area for 18 persons. Pool, internal pool and A/C!

Brolio villa

9 bedrooms
11 bathrooms

sleeps 24

Match: Private outdoor pool (unheated)

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Price per night from

$634

IL MANDORLO - BLUE

Arezzo b&b

1 bedroom
1 bathroom

sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$111

Village Gebbia

Civitella in Val di Chiana house

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$250

Big garden,own pool and wheelchairfriendly, pets

Oliveto house

3 bedrooms
5 bathrooms

sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$480

Tower Gates - luxury villa in Chianti!

Gaiole in Chianti villa

7 bedrooms
4 bathrooms

sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$770

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

$984

IL MANDORLO - RED

Arezzo b&b

2 bedrooms
1 bathroom

sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$111

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

$554

Villa al Pozzo, private villa with pool near Cortona. 5 bedrooms and 5 bathrooms

Lucignano villa

5 bedrooms
6 bathrooms

sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$382

Private villa with pool in the Montalcino area. 8 persons in 5 bedrooms!

Castelnuovo dell'Abate villa

5 bedrooms
4 bathrooms

sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$901

House in Tuscany with private infinity pool

Civitella in Val di Chiana house

4 bedrooms
3 bathrooms

sleeps 5

Match: Private outdoor pool (unheated)

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Price per night from

$369

Podere Osteria

Pienza apartment

4 bedrooms
4 bathrooms

sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$308

Casal d'Asso

San Giovanni d'Asso house

4 bedrooms
5 bathrooms

sleeps 7

Match: Private outdoor pool (unheated)

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Price per night from

$797

Villa Oliveto

Castelmuzio villa

5 bedrooms
6 bathrooms

sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$669

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

Siena farmhouse

4 bedrooms
3 bathrooms

sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$1,434

Casa Oliveto

Castelmuzio house

5 bedrooms
4 bathrooms

sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$702

Casale Stine

Monteroni d'Arbia house

2 bedrooms
1 bathroom

sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$147

Casale Montesoli

Buonconvento house

4 bedrooms
4 bathrooms

sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$879

San Gimignano villa rental

San Gimignano house

6 bedrooms
6 bathrooms

sleeps 12

Responds fast! avg. 3 hours 33 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$800

Molino del Chianti

Bucine villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$792

Villa Guarda Mare - Spectacular Pool with Sea View

Roccatederighi villa

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 1 hour 55 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$500

Beautiful villa for family reunions, Wi-Fi

Bucine villa

9 bedrooms
9 bathrooms

sleeps 22

Match: Private outdoor pool (unheated)

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Price per night from

$443

10 bedroom Siena villa rental

Ville di Corsano house

10 bedrooms
8 bathrooms

sleeps 20

Responds fast! avg. 3 hours 33 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$1,569

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

$334

Villa Portoverde Rental with Pool Jacuzzi and Sauna

Foiano Della Chiana villa

4 bedrooms
5 bathrooms

sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$576

Casale Etruria

Chianciano Terme house

4 bedrooms
3 bathrooms

sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$352

Villa in Tuscany with private pool and air cond.

Pergine Valdarno villa

5 bedrooms
3 bathrooms

sleeps 7

Match: Private outdoor pool (unheated)

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Price per night from

$370

Villa Egirina

Civitella in Val di Chiana house

4 bedrooms
2 bathrooms

sleeps 10

Responds fast! avg. 1 hour 56 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$291

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

$515

Private house near Lucignano for 8 persons. Pool & WIFi in the Valdichiana area!

Lucignano villa

4 bedrooms
3 bathrooms

sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$214

Villa Vinacciolo

Marciano della Chiana house

9 bedrooms
9 bathrooms

sleeps 22

Responds fast! avg. 1 hour 56 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$578

montechiaro Shed

Siena house

4 bedrooms
3 bathrooms

sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$693

Siena luxury villa rental

Asciano house

5 bedrooms
4 bathrooms

sleeps 11

Responds fast! avg. 3 hours 33 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$862

Villa Camelia

Farneta house

2 bedrooms
2 bathrooms

sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$234

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

$770

Villa Cherubina

Staggia house

6 bedrooms
7 bathrooms

sleeps 14

Responds fast! avg. 1 hour 56 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$815

Viewing 38 of 585
rentals in Rocca d'Orcia

Also consider

Siena 174 properties
Castelnuovo Berardenga 85 properties
Castellina In Chianti 78 properties
Asciano 71 properties
Casole d'Elsa 70 properties
Colle di Val d'Elsa 69 properties
Montalcino 59 properties
Sinalunga 58 properties
Pienza 57 properties
Poggibonsi 56 properties
Chiusi 52 properties
Gaiole in Chianti 48 properties
Torrita di Siena 45 properties
Chianciano Terme 45 properties
Trequanda 44 properties
Radda in Chianti 37 properties
Radicondoli 36 properties
San Casciano dei Bagni 33 properties
Monteroni d'Arbia 23 properties
Radicofani 22 properties
Castiglione D'Orcia 21 properties
San Quirico d'Orcia 20 properties
Pievescola 18 properties
Chiusdino 18 properties
Petroio 15 properties
Vivo d'Orcia 13 properties
Buonconvento 13 properties
Castelmuzio 11 properties
Monticiano 10 properties
Ville di Corsano 9 properties
Abbadia San Salvatore 9 properties
Casciano 5 properties

Rocca d'Orcia Rentals

Per night

585 Houses

Viewing 38 of 585rentals in Rocca d'Orcia

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Viewing 38 of 585
rentals in Rocca d'Orcia