- Abbadia San Salvatore
- Acquaviva
- Allesino
- Asciano
- Brenna
- Buonconvento
- Campana
- Casole d'Elsa
- Castellina in Chianti
- Castelnuovo Berardenga
- Castiglione d'Orcia
- Cetona
- Chianciano Terme
- Chiusi
- Colle Di Val D'elsa
- Contignano
- Gaiole
- Grotti
- Lecchi
- Montalcinello
- Montalcino
- Montemiccioli
- Montepulciano
- Monteriggioni
- Monteroni d'Arbia
- Monticchiello
- Monticchiello di Pienza
- Monticiano
This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Siena Province Vacation Rentals Show this location only Back to top
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Podere Lucignano Secondo - Charming Villa in Chianti - Tuscany - La Mangiatoia”
2BR/1BA
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Sleeps 4
– Gaiole #64960ha
€178 per night - EUR 3 night min stay
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Beautiful House on Chianti Hilltop with Exceptional Views.
4BR/4BA
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Sleeps 8
– Castellina in Chianti #13754ha
£1850 per week - GBP
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A Location Should Be Looked at, Sang About, and Lived. - Scrittoio
1BR/1BA
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Sleeps 3
– Poggibonsi #416586ha
€99 per night - EUR
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Club Montecchio - Home from Home in Tuscany- 2 Luxury Rental Homes, Large Pool - L'Oliveto
3BR/3BA
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Sleeps 6
– Castelnuovo Berardenga #95620ha
€386 per night - EUR
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Old Farm House Near Siena in Front of Montalcino with Pool
1BR+/1BA
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Sleeps 3-4
– Siena #223379
From €500/wk Euros
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A Location Should Be Looked at, Sang About, and Lived. - Mangiatoia
2BR/2BA
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Sleeps 4
– Poggibonsi #416586ha
€120 per night - EUR
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Magnificent Villa in the Heart of the Chianti Region, Tuscany - La Scala
3BR/2BA
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Sleeps 6
– Poggibonsi #79371ha
€1600 per week - EUR
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Chianti Villas Surrounded by Olive Groves and Vineyards with Pool - Bacco
3BR/2BA
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Sleeps 5
– Lecchi #81793ha
€905 per week - EUR
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Chianti Villas Surrounded by Olive Groves and Vineyards with Pool - Eolo
3BR/3BA
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Sleeps 6
– Lecchi #81793ha
€1045 per week - EUR
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Farmhouse Villa with Outdoor Swimming Pool Near Siena, Tuscany, Italy - Villa Dipendenza
4BR/3BA
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Sleeps 11
– Murlo #89105ha
€244 - €257 per night - EUR
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Antique Villa with Top-Quality Equipment and Private Pool Near San Gimignano 7BR/7BA – Sleeps 14 – San Gimignano #529352ha
Special offer
Jul 13, 2013 to Jul 20, 2013
€5600 per week - EUR -
Farmhouse Villa with Outdoor Swimming Pool Near Siena, Tuscany, Italy - Murlo
1BR/0BA
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Sleeps 3
– Murlo #89105ha
€79 - €83 per night - EUR
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Farmhouse Villa with Outdoor Swimming Pool Near Siena, Tuscany, Italy - Palazzina
2BR+/0BA
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Sleeps 6
– Murlo #89105ha
€129 - €144 per night - EUR
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Tuscan Dream Home in the Val D'Orcia Valley - Casa Di Mezzo
2BR/1BA
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Sleeps 6
– San Giovanni d'Asso #411866ha
€595 per week - EUR
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Tuscan Dream Home in the Val D'Orcia Valley - Villa Di Sotto
3BR/3BA
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Sleeps 10
– San Giovanni d'Asso #411866ha
€995 per week - EUR
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Casa Kiwi is Nestled in the Chianti Hills in a Peaceful Location with Great View
3BR/2BA
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Sleeps 6
– Gaiole #436119ha
€2110 per week - EUR
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Tuscany at its Very Best - Casa Di Sopra
2BR/1BA
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Sleeps 6
– San Giovanni d'Asso #447800ha
€795 per week - EUR
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Tuscany at its Very Best - Villa Montisi
3BR/3BA
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Sleeps 10
– San Giovanni d'Asso #447800ha
€1450 per week - EUR
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An Idyllic Tuscan Retreat for Weddings/Celebrations/Events
11BR/8BA
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Sleeps 19-22
– Pienza #3522487ha
€19600 per week - EUR 3 night min stay
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Montoro - Chianti Area - Elegantly Furnished Villa and Optional Guest House - Special Offer 2013
7BR/1BA
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Sleeps 14
– Siena #1086941ha
€5770 per week - EUR
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Il Colombaio - Chianti Area - Breathtaking Views Over the Chianti Classico Valleys
5BR/1BA
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Sleeps 9
– Siena #1086935ha
€4150 per week - EUR
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La Maccinaia - Chianti Area - Modern Design - Featured on Magazines - Special Offer 2013
7BR/2BA
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Sleeps 18
– Siena #1086937ha
€7790 per week - EUR
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Lavacchio - Montalcino Area - Elegant Country Decor - Special Offer 2013
6BR/5BA
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Sleeps 16
– Montalcino #1086938ha
€5770 per week - EUR
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Fontanelle - Montalcino Area - Very Stylish and Beautiful Villa - Special Offer 2013
8BR/5BA
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Sleeps 16
– Montalcino #1086934ha
€5920 per week - EUR
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Molino Santa Lucia - San Gimignano Area - Once a Watermill - Special Offer 2013
4BR/1BA
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Sleeps 8
– San Gimignano #1086899ha
€2850 per week - EUR
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Casavecchia - Chianti Area - Peaceful Position for a Holiday of Total Relax - Special Offer 2013
6BR/2BA
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Sleeps 12
– Radda #1086932ha
€4350 per week - EUR
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Pozza Di Volpaia - Chianti Area - Located in the Volpaia Hamlet - Special Offer 2013
6BR/2BA
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Sleeps 11
– Siena #1086942ha
€3990 per week - EUR
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Campassole - Chianti Area - in the Heart of Chianti Classico
5BR/4BA
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Sleeps 9
– Siena #1086944ha
€4750 per week - EUR
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La Commenda - Chianti Area - Located in the Volpaia Hamlet - Special Offer 2013
3BR/3BA
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Sleeps 6
– Siena #1086943ha
€2900 per week - EUR
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Cavalcanti - Chianti Area - Very Stylish and Comfortable Property
3BR/3BA
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Sleeps 6
– Siena #1086933ha
€3450 per week - EUR
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Perfectly Located Property with Breathtaking Views and Huge Pool
1BR+/1BA
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Sleeps 2-4
– Siena #1098182ha
€63 - €75 per night - EUR
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Medieval Castle in Beautiful Countryside Tuscany Siena
3BR/3BA
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Sleeps 6
– Castelnuovo Berardenga #65273
€2408 per week - EUR 3 night min stay
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Beautiful Villa with Private Pool in the Heart of Tuscany
4BR/3.5BA
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Sleeps 6
– Castellina in Chianti #64607
€2500- €3000/wk Euros
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Romantic and Bright Flat in Front of Town's Cathedral
2BR/2BA
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Sleeps 2-3
– San Gimignano #75604
€770 per week - EUR 4 night min stay
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Beautiful Villa Located Between Florence & Siena in the Chianti Area - Prugnolo
1BR+/1BA
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Sleeps 3
– Poggibonsi #734524ha
€120 per night - EUR
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Beautiful Villa Located Between Florence & Siena in the Chianti Area - Frantoio 2BR/2BA – Sleeps 4 – Poggibonsi #734524ha
Special offer 10% on the price list
Jun 22, 2013 to Jun 29, 2013
€120 per night - EUR -
Beautiful Villa Located Between Florence & Siena in the Chianti Area - Cardisco
2BR/1BA
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Sleeps 5
– Poggibonsi #734524ha
€120 per night - EUR
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A Magical Country House Near Montalcino, Siena
8BR/6BA
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Sleeps 17
– Buonconvento #70004ha
£3245 per week - GBP
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Tuscany: Charming Comfortable Villa Into Rolling Hills, up to 9 or 12 Guests
5BR/3BA
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Sleeps 12
– Chianciano Terme #165107ha
€229 - €230 per night - EUR
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Charming Chateau with Pool in Tuscany. Converted from a 14th Century Convent
8BR/3BA
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Sleeps 13
– Montalcinello #403612ha
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Tuscan Hills Travel - Delighful Vacation Rental
2BR/2BA
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Sleeps 4
– San Quirico d'Orcia #144563
$750- $1250/wk
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Siena Luxury Country House Rental with Pool Wifi
3BR/3BA
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Sleeps 6-8
– Siena #422938
€1085 per week - EUR 7 night min stay
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Stunning Farmhouse with Private Pool, Sauna, Steam Bath, Near Siena - La Capanna
2BR/1BA
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Sleeps 4
– Vagliagli #424381ha
€890 per week - EUR
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Stunning Farmhouse with Private Pool, Sauna, Steam Bath, Near Siena - Mansarda
3BR+/2BA
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Sleeps 6
– Vagliagli #424381ha
€1290 per week - EUR
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Panoramic and Charming Villa with Private Garden in Tuscany
2BR+/2BA
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Sleeps 4-5
– Radicondoli #261912
€700- €900/wk Euros
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Chianti ~ Private Home Set Amidst Classico Vineyards
4BR/2BA
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Sleeps 7
– San Gusme #1028606ha
€420 per night - EUR
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Argiano in Chianti - Self Catering Holiday Apartments for 2/4 Guests
Studio+/9BA
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Sleeps 22
– Castelnuovo Berardenga #302859
Seasonal EURO
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Traditional Villa - Belvedere in Siena, Tuscany with Stunning Views
3BR/3BA
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Sleeps 6-8
– Siena #435593
$1925 per week 3 night min stay
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Style, Charm, Amazing Views, Eco-Pool, Wifi, Unbeatable Price
3BR/3BA
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Sleeps 6
– Siena #462950
€1300 per week - EUR 7 night min stay
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Bright and Lightly Romantic House Surrounded by Medieval Walls
4BR/3BA
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Sleeps 8
– Radicondoli #443062
1300 - 2000 per WK €
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Inside Real and Secret Tuscany
1BR/1BA
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Sleeps 3
– Monticchiello di Pienza #435901
Weekly rental 580 € Euro
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A Beautiful Holiday Home Near S.Gimignano - Amerigo
2BR/2BA
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Sleeps 4
– Poggibonsi #88169ha
€99 per night - EUR
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A Beautiful Holiday Home Near S.Gimignano - Il Fienile
1BR/1BA
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Sleeps 2-4
– Poggibonsi #88169ha
€92 per night - EUR
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Authentic 13. Century Townhouse W. Pool in Chianti Hamlet C
5BR+/5BA
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Sleeps 8-10
– Monteriggioni #193400
€1600- €2600/wk Euros
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Charming Tuscan Cottage for Two
1BR+/1BA
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Sleeps 2-3
– Gaiole #168839
€950,00/wk Euros
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Lovely Restored Apartment with Pool; Walking Distance to Walled Medieval Town
1BR+/0BA
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Sleeps 4
– Colle Di Val D'elsa #803015ha
€574 per week - EUR
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Siena Farmhouse Vacation Rental with Panoramic Pool and Private Garden - Capanna
2BR/1BA
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Sleeps 5
– Radicondoli #443783ha
€450 per week - EUR
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Siena Farmhouse Vacation Rental with Panoramic Pool and Private Garden - Terrazza
2BR/1BA
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Sleeps 6
– Radicondoli #443783ha
€450 per week - EUR
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Siena Farmhouse Vacation Rental with Panoramic Pool and Private Garden - Podere
2BR/1BA
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Sleeps 4-6
– Radicondoli #443783ha
€450 per week - EUR
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Beautiful Cottage Accommodation with Pool Ideal for Couples or Large Groups
5BR/5BA
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Sleeps 10
– San Gimignano #803016ha
€201 - €242 per night - EUR
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A Romantic Villa in the Heart of Tuscany
3BR/2BA
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Sleeps 6
– Radicondoli #275927
From euro1000/wk Euro
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Luxury Villa Near Siena
8BR/8BA
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Sleeps 15
– Siena #3505383ha
$8568 per week
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Farmhouse Rental in Tuscany, Castellina in Chianti (Chianti Area)
5BR/7BA
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Sleeps 10
– Castellina in Chianti #3505373ha
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Country Independent Villa with 3 Double Bedrooms
3BR/2BA
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Sleeps 6
– Colle Di Val D'elsa #471784
€1085 per week - EUR 7 night min stay
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Tuscany Villa Near Siena with Private Pool
7BR/5BA
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Sleeps 13
– Siena #3505360ha
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Tuscany Cottage with Private Pool/Tennis in the Chianti Hills
4BR+/3BA
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Sleeps 7-8
– Radda #45144
€249 per night - EUR 4 night min stay
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Tuscany Siena Farmhouse Holiday S/Pool Cottages/Aparts (Nat.Park Park - Porcilaia Cottage at Podere La Castellina
2BR/0BA
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Sleeps 5
– Sovicille #58595ha
€990 per week - EUR
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Must See Pics! Vineyard and Olive Grove Views Walk to Downtown
4BR+/2BA
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Sleeps 8-10
– Montepulciano #376809
$1250 per week 7 night min stay
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Tuscany Siena Farmhouse Holiday S/Pool Cottages/Aparts (Nat.Park Park - Caminetto Apartment Sleep 4/5 Podere La Castellina
2BR/2BA
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Sleeps 5
– Sovicille #58595ha
€990 per week - EUR
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Tuscany Siena Farmhouse Holiday S/Pool Cottages/Aparts (Nat.Park Park - Cipresso Sleep 2 + 1
1BR/1BA
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Sleeps 3
– Sovicille #58595ha
€84 per night - EUR
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Tuscany Siena Farmhouse Holiday S/Pool Cottages/Aparts (Nat.Park Park - Bella Vista 4+2/3
2BR/2BA
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Sleeps 6
– Sovicille #58595ha
€1190 per week - EUR
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Tuscany Siena Farmhouse Holiday S/Pool Cottages/Aparts (Nat.Park Park - Fico 2 +1-2
1BR/1BA
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Sleeps 4
– Sovicille #58595ha
€99 per night - EUR
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Romantic Cottage Overlooking Enchanted Valley
1BR+/1BA
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Sleeps 6
– Radicondoli #410636ha
€500 per week - EUR
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Villa in the Heart of Tuscany with Private Pool, Stunning Views!
3BR/4BA
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Sleeps 7
– San Giovanni d'Asso #440635ha
€214 per night - EUR
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Cosy 1BR Studio on Eco Farm Between Florence & Siena
1BR+/1BA
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Sleeps 2-3
– Castellina in Chianti #175426
€80-€95/nt - €500- €650/wk Euros
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Residenza Rinuccini
1BR+/1BA
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Sleeps 2-4
– Siena #400495
From €80/nt Euros
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Stunning Loft Apartment on Chianti Eco Farm Between Florence & Siena
1BR+/1BA
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Sleeps 2-4
– Castellina in Chianti #175429
€600- €850/wk Euros
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Quiet and Beautiful Property in Chianti, with Large Pool
6BR+/5BA
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Sleeps 15-17
– Castellina in Chianti #391835
1800 € - 3250 €/wk Euro
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Charming Villa & Garden with Breathtaking Tuscan Views
1BR+/1BA
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Sleeps 4
– Montepulciano #344201
From 70 to 85 euros/n or 100-115 USD/n Euros,
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Lovely Restored Ancient Hay-Barn in the Chianti Classico Area
2BR/2.75BA
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Sleeps 4
– Gaiole #388291
From 800/950 Euros/wk Euro
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Modern Apartment Between Montepulciano and Cortona
1BR/2BA
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Sleeps 2
– Montepulciano #3529466ha
€525 per week - EUR 5 night min stay
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Private Villa in the Tuscan Countryside, Relax & Sightsee
4BR+/4BA
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Sleeps 8-10
– Cetona #391695
From 1800 euros/wk Euros
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Big Apartment in a Typique House in the Center of Castello Di Monteriggioni
3BR/4BA
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Sleeps 9
– Monteriggioni #862475a
€137 - €260 per night - EUR
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A Villa for 12 People with Private Swimming Pool
5BR/3BA
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Sleeps 12
– Monteriggioni #958846a
€355 - €500 per night - EUR
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Villa / Farmhouse / Home in Gaiole in Chianti with 3 Bedrooms Sleeps 6
3BR/3BA
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Sleeps 6
– Gaiole #955743ha
€265 - €318 per night - EUR
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Villa / Farmhouse / Home in Chiusi with 1 Bedrooms Sleeps 4
1BR/1BA
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Sleeps 4
– Chiusi #955804ha
€96 per night - EUR
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Villa in Castelnuovo Berardenga with 9 Bedrooms Sleeps 18
9BR/10BA
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Sleeps 18
– San Gusme #3012864ha
€1186 per night - EUR
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Old Charming and Characteristic Farm House with Pool - 10 Km from Siena
6BR/4BA
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Sleeps 11
– Sovicille #26295ha
€1260 per week - EUR 7 night min stay
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Beautiful Residence in Historic Center
2BR+/2BA
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Sleeps 4-6
– Montepulciano #33620
$1300- $1500/wk
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Lovely 2 Apartments in a Tuscan Medieval Village Near San Gimignano and Siena - Francesca Apartment
2BR/1BA
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Sleeps 5
– Montemiccioli #632384ha
€69 per night - EUR
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A Vacation to Remember in the Chianti Area Between Florence and Siena - Granaio
2BR+/1BA
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Sleeps 5
– Poggibonsi #83171ha
€170 per night - EUR
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A Vacation to Remember in the Chianti Area Between Florence and Siena - Sangioveto
4BR/3BA
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Sleeps 9
– Poggibonsi #83171ha
€229 per night - EUR
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Wonderful Cozy House in Romantic Tuscany
3BR/1BA
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Sleeps 6
– Castiglione d'Orcia #21332ha
€770 per week - EUR
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Large Apartment Beautifully Restored in Historical Sarteano
2BR+/1BA
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Sleeps 6
– Montepulciano #60388
C$910 per week - CAD 3 night min stay
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Exclusive Tuscan Location Near Siena in the Chianti Wine Region. May Special !
2BR+/2BA
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Sleeps 4-5
– San Sano #197862
€500- €1150/wk Euros
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Exclusive Location for 2 in the Heart of Tuscany
1BR/1BA
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Sleeps 2
– San Quirico d'Orcia #204437
€700 per week - EUR 4 night min stay
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An Exclusive Farm-House with a Wonderfull View on San Gimignano. - Veduta
2BR/1BA
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Sleeps 4
– San Gimignano #400719ha
€146 per night - EUR
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An Exclusive Farm-House with a Wonderfull View on San Gimignano. - Il Sole
1BR/1BA
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Sleeps 4
– San Gimignano #400719ha
€100 per night - EUR
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An Exclusive Farm-House with a Wonderfull View on San Gimignano. - I Cipressi
2BR/1BA
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Sleeps 4
– San Gimignano #400719ha
€146 per night - EUR
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Il Poggiolo is an Old Staging Post Which was Built Around 1700 - Il Fienile
1BR/0BA
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Sleeps 2
– San Quirico d'Orcia #633071ha
€100 per night - EUR
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Podere Lucignano Secondo - Charming Villa in Chianti - Tuscany - La Mangiatoia”
2BR/1BA
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Sleeps 4
– Gaiole #64960ha
Overview of Siena Province Vacation Rentals
Tuscany rentals in and around Siena Italy are more than worth several days of your Italy vacation time. While many make Siena’s sights part of a day trip, Tuscany vacation rentals in Siena invite you to stay and experience all this walled and well-preserved medieval city offers. Siena, Italy apartment rentals allow you to stroll the city to see its churches and museums and visit its shops and restaurants just steps from your Italy vacation home.
While staying in Siena on a fabulous Italy vacation, be sure to take time to sit in the renowned Piazza del Campo with a cappuccino or a gelato and savor the experience. Each summer the Piazza del Campo is transformed into the site of the centuries-old traditional horse race called the Palio. Another Siena must-see is the Duomo – a Gothic cathedral that shows off the best in Gothic Italian architecture. A Tuscany vacation rental, Siena villa or Siena apartment in or near this amazing city will give you plenty of opportunity to take in the rich history and traditions of this area. Tuscany villas in and around Siena Italy are a wonderful home base both for sightseeing in the city and exploring the region.
Siena, Italy is located about 75 km (46 miles) south of Florence and is accessible by train or bus routes. If you plan to see more of Tuscany or stay in a Siena villa outside of town, you’ll need a rental car to give you freedom to travel the countryside. Many Italy vacation guidebooks are available to educate you about driving in this area. Siena vacation rentals, Tuscany villas and Siena bed and breakfasts welcome you to the heart of Tuscany for an Italy vacation of a lifetime.