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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Villas in Pentolina

Pool
panoramica casa con piscina privata

panoramica casa con piscina privata

siena
7.0 out of 10, Good, (10)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
United Kingdom
Olivier B.
The price is SAR 354
SAR 655 total
includes taxes & fees
15 Dec - 16 Dec
panoramica casa con piscina privata
Terrace/patio
Antico Brunello

Antico Brunello

Montalcino
The price is SAR 28,841
SAR 31,768 total
includes taxes & fees
8 Dec - 9 Dec
Antico Brunello
Exterior
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Montalcino
The price is SAR 26,000
SAR 28,185 total
includes taxes & fees
8 Dec - 9 Dec
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Exterior
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Colle Val D'Elsa
The price is SAR 51,563
SAR 51,563 total
includes taxes & fees
14 Dec - 15 Dec
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Pool
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena
The price is SAR 26,146
SAR 26,146 total
includes taxes & fees
8 Dec - 9 Dec
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Exterior
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR
The price is SAR 4,999
SAR 5,283 total
includes taxes & fees
8 Dec - 9 Dec
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Exterior detail
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Castellina in Chianti
The price is SAR 20,540
SAR 22,725 total
includes taxes & fees
1 Jan - 2 January 2026
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Outdoor dining
Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany

Vico dʼArbia
The price is SAR 5,537
SAR 5,970 total
includes taxes & fees
8 Dec - 9 Dec
Villa Capanna: A Window onto Tuscany
A heated pool
POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10

POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10

Siena
8.0 out of 10, Very Good, (1)
"Villa magnifique dans un environnement superbe. Les chambres sont d'un grand confort. S'agissant d'une maison récemment rénovée, quelques réglages sont à réaliser pour atteindre la perfection : nombre de fauteuils bain de soleil insuffisant, améliorer la protection solaire sur la terrasse extérieure et le nombre de fauteuils ; petites difficultés liées à l'usage du lave linge mais très vite réglées. Globalement c'est un très agréable séjour dans une magnifique demeure, rénovée avec goût et...
France
Pierre V.
The price is SAR 7,800
SAR 9,111 total
includes taxes & fees
3 Jan - 4 January 2026
POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10
Exterior
Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena

Vico dʼArbia
The price is SAR 5,537
SAR 5,970 total
includes taxes & fees
10 Dec - 11 Dec
Villa Torre Among the Hills of Siena
Exterior
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR
The price is SAR 4,999
SAR 5,283 total
includes taxes & fees
8 Dec - 9 Dec
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
Exterior
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Roccastrada GR
The price is SAR 4,999
SAR 5,283 total
includes taxes & fees
8 Dec - 9 Dec
Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi
Exterior
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR
The price is SAR 4,999
SAR 5,283 total
includes taxes & fees
8 Dec - 9 Dec
Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi
Outdoor dining
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Vico dʼArbia
The price is SAR 3,775
SAR 4,208 total
includes taxes & fees
8 Dec - 9 Dec
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pentolina Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"This was a short stay for us in Siena. A great hotel. Friendly staff and the best bargain best breakfast we have had in Italy. Highly recommended"
Phil 1-night trip
Posted 3 days ago
Hotel Italia

Frequently asked questions

How much do villas in Pentolina cost?
Rates for villas in Pentolina range between SAR 655 and SAR 31,768 per night. No matter your budget, you can find a place that suits your needs with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Pentolina?
Pentolina has 497 villas to select from. Find your next perfect stay quickly and easily by clicking the "Villa" checkbox under the "Property type" tab in our filter tool.
Why book your villa in Pentolina with Expedia?
We think planning a vacation shouldn't be hard, so if you're on the lookout for villas at a great price, Expedia has your back. Save some cash and pick an all-inclusive stay, or splurge on a luxe villa to spoil your nearest and dearest. Our handy filters make it simple to find a place in Pentolina that suits you best.
How can I find cheap villas in Pentolina?
Expedia can help you track down cheap villas in Pentolina. Use our convenient filter tool to select budget, star rating and amenities to refine your search and find an awesome place to stay in a couple of quick clicks.