Italy may have travel restrictions in place, including self-quarantine, due to COVID-19.

Find out moreOpens in new tab or window

Search Siena Villa Accommodation

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars and activities. Sign up.

Free cancellation on most hotels. Because flexibility matters.

Filter by

Popular filters
Property class
Your budget
Guest rating
Payment type
Property type
1
Holiday rental bedrooms
Area
Popular locations
Meal plans available
Amenities
Accessibility
Trip type
Villa Elisabetta
Località Stabbiconi 60, Trequanda, SI
Get Rates

Situated in Trequanda, this villa is steps away from Val di Chiana and The Saints Peter and Andrew Church. San Giovanni d'Asso Station and Museo del Tartufo ...

Villa Elisabetta
Casali di Casole
Ponte di Pievescola, 2, Casole d'Elsa, SI
Get Rates

Situated in the historical district, this spa villa is 2.4 mi (3.9 km) from Val di Merse and within 12 miles (20 km) of Archeological and Collegiate Church Museum ...

5/5Exceptional! (1 review)

"Our stay in the Villa Scuolo #1 was perfect. Even before our trip started Roberta and her staff were extremely helpful. They took care of our every wish and made sure our stay there was perfect. I highly recommend having one of thelr "local mama's" cook you a meal in your Villa or House. The best ..."…"

Reviewed on 12 Jan. 2020

Casali di Casole
Podere San Giovanni
Get Rates

Situated in Pienza, this villa is within 9 miles (15 km) of Piazza delle Sorgenti, La Foce and Pieve di Corsignano. Palazzo Piccolomini and Piazza Pio II are ...

Podere San Giovanni
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
La Casa di Radda, Radda in Chianti, Siena and Chianti
Vai Circonvalazione Santa Maria 53017, Radda in Chianti Siena Italia, Radda in Chianti, Tuscany
Get Rates

Situated in a rural location, this villa is 1.8 mi (2.8 km) from Castello di Radda Winery and within 6 miles (10 km) of Castello d'Albola and Church of San Sigismondo. ...

La Casa di Radda, Radda in Chianti, Siena and Chianti
Trifoglio, Gaiole in Chianti, Siena and Chianti
BRICCIANO N.26 BARBISCHIO 53013 GAIOLE, IN CHIANTI (SI), Gaiole in Chianti, Tuscany
Get Rates

Situated in a rural location, this villa is 0.7 mi (1.2 km) from Medieval Tower of Barbischio and within 3 miles (5 km) of Gaiole in Chianti Stadium and Cantalici ...

Trifoglio, Gaiole in Chianti, Siena and Chianti
Villa in Vivo D'orcia With 2 Bedrooms Sleeps 4
Via IV Novembre 4, Castiglione d'Orcia, Tuscany
Get Rates

Situated in Castiglione d'Orcia, this villa is within 9 miles (15 km) of Mining Museum Park, Baths of San Filippo and Abbazia di San Salvatore. Garden of Daniel ...

Villa in Vivo D'orcia With 2 Bedrooms Sleeps 4
Casanovina, Castellina in Chianti, Siena and Chianti
Get Rates

Situated in a rural location, this villa is within 1 mile (2 km) of Casa Vinicola Luigi Cecchi and City Hall Castellina In Chianti. Chianti Observatory and Isole ...

Casanovina, Castellina in Chianti, Siena and Chianti
Villa Casa al Sole: Large Private Pool, Wifi
Get Rates

Situated near the beach, this historic villa is within 6 miles (10 km) of Castello di Radda Winery, Church of Santa Maria Assunta and Il Molino di Grace Winery. ...

Villa Casa al Sole: Large Private Pool, Wifi
Villa With 9 Bedrooms in Sinalunga, With Wonderful Mountain View, Private Pool, Enclosed Garden - 80 km From the Beach
The price is AU$6,322 per night from 29 Jan. to 30 Jan.

Situated in Sinalunga, this golf villa is 0.1 mi (0.1 km) from Val di Chiana and within 9 miles (15 km) of The Saints Peter and Andrew Church and Museum of Lucignano. ...

Villa With 9 Bedrooms in Sinalunga, With Wonderful Mountain View, Private Pool, Enclosed Garden - 80 km From the Beach
Villa Sabrina
Localita I Melagrani, Santa Lucia 31A, Val d'Elsa, San Gimignano
Get Rates

Situated in a rural location, this villa is within 3 miles (5 km) of Historical Torture Museum, Museum San Gimignano 1300 and Casa e Torre Campatelli. Piazza ...

Villa Sabrina
I Poggi Gialli 12+2 Sleeps, Villa With Private Pool at Exclusive Use!
Get Rates

Situated in a rural location, this historic villa is 0.1 mi (0.1 km) from Val di Chiana and 2.2 mi (3.5 km) from Valdichiana Outlet Village. Golf Club Valdichiana ...

I Poggi Gialli 12+2 Sleeps, Villa With Private Pool at Exclusive Use!
Villa Cassia
Strada Provinciale, Pienza
Get Rates

Situated in Pienza, this villa is 3 mi (4.8 km) from Piazza delle Sorgenti and within 6 miles (10 km) of Fortress of Tentennano and Horti Leonini. Palazzo Chigi ...

Villa Cassia
Castelmuzio
Via della Pieve, Trequanda
Get Rates

Situated in Trequanda, this villa is 0.1 mi (0.1 km) from Val di Chiana and within 6 miles (10 km) of San Giovanni d'Asso Station and The Saints Peter and Andrew ...

Castelmuzio
Villa Costa, Superb Villa in the heart of Tuscany.
Località Le Costaglie, Radicondoli, Radicondoli, Tuscany
Get Rates

Located in a rural location, this family-friendly villa is within 12 mi (20 km) of Val di Merse, Berignone Forest Nature Reserve and Archeological and Collegiate ...

4.9/5Exceptional! (18 reviews)
Wonderfully relaxing stay in the beautiful Tuscan countryside

"The villa sits in splendid isolation on a small hill with fabulous views of the surrounding countryside and of Radicondoli to the North. The house is extremely spacious with 4 simply furnished bedrooms in the main house (1 downstairs and 3 upstairs, accessed via the outside steps) and a further one ..."…"

Reviewed on 2 Sep. 2020

Villa Costa, Superb Villa in the heart of Tuscany.
Casa Lucomeni, Radda in Chianti, Siena and Chianti
Loc. Albola 4 53017 Radda in chianti, Siena Italia, Radda in Chianti, Tuscany
Get Rates

Situated in a rural location, this villa is 0.7 mi (1.2 km) from Castello d'Albola and within 6 miles (10 km) of Castello di Radda Winery and Valdarno. Church ...

Casa Lucomeni, Radda in Chianti, Siena and Chianti
La Casetta nel Bosco
Loc. Macchiaine di Sopra, Sinalunga, SI
Get Rates

Situated in Sinalunga, this villa is 0.1 mi (0.1 km) from Val di Chiana and 2.5 mi (4.1 km) from The Saints Peter and Andrew Church. Museum of Lucignano and ...

La Casetta nel Bosco
Villa Gaeta
Get Rates

Situated in Trequanda, this villa is 0.1 mi (0.1 km) from Val di Chiana and within 9 miles (15 km) of Historic Centre of Pienza and Palazzo Piccolomini. Palazzo ...

5/5Exceptional! (1 review)

"Very nice property in a beautyful countryside. Pure Tuscany"…"

Reviewed on 6 May 2018

Villa Gaeta
Villa With 4 Bedrooms in Buonconvento, With Pool Access, Furnished Garden and Wifi
Get Rates

Situated in Buonconvento, this golf villa is within 3 miles (5 km) of Val di Merse, Museum of Sacred Art in Val d’Arbia and Museo della Mezzadria. Basso Merse ...

Villa With 4 Bedrooms in Buonconvento, With Pool Access, Furnished Garden and Wifi
Villa Nova
Via del Gallo Nero, Villa a Sesta, Castelnuovo Berardenga, SI
Get Rates

Situated in Castelnuovo Berardenga, this villa is 3.1 mi (4.9 km) from Castle of Brolio and within 6 miles (10 km) of Felsina and Vittorio Alfieri Theater. Torre ...

Villa Nova
 Il Boschetto wonderful villa for 5 people with splendid swimming pool
Get Rates

Situated in a rural location, this historic villa is within 1 mile (2 km) of Val di Merse and San Leonardo al Lago. Santa Maria alle Scotte Polyclinic and Palasport ...

4.8/5Exceptional! (6 reviews)
Italy trip

"The property was beautiful and in a location convenient for sightseeing throughout Tuscana. The owner was wonderful, very helpful and loving. The villa was comfortable with wonderful fireplaces & lots of wood!"…"

Reviewed on 5 Oct. 2017

Il Boschetto wonderful villa for 5 people with splendid swimming pool
Don't see what you're looking for?
See all available properties in Siena
View all properties
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.

Top Cities in Siena