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Vacation Homes in Siena

Siena
Fri, 06 Nov 2026 - Sat, 07 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 227 Vacation Homes in Siena
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Podere Sant'Antonio

Vacation Home

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Buonconvento, Siena
Fully Booked
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Sport & Beauty

One Belvedere Tuscany

Vacation Home

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Poggibonsi, Siena
One Belvedere Tuscany Location
Located in Poggibonsi, One Belvedere Tuscany is in a rural location, within a 10-minute drive of Church of San Lorenzo and Archeodromo di Poggibonsi. This luxury farm stay is 21.3 mi (34.3 km) from Piazza del Campo and 5.2 mi (8.4 km) from Poggio Imperiale Fortress.

One Belvedere Tuscany Facility and Service
Relax at the full-service spa, where you can enjoy massages, body treatments, and facials. If you're looking for recreational opportunities, you'll find an attached winery, cooking classes, and an outdoor pool. Additional amenities at this farm stay include complimentary wireless internet access, concierge services, and a picnic area. Getting to nearby attractions is a breeze with the area shuttle (surcharge) that operates within 10 kilometers.

One Belvedere Tuscany Rooms
Treat yourself to a stay in one of the 4 guestrooms, featuring heated floors. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include phones, as well as safes and desks.

Restaurant and Cafe
Enjoy a meal at the restaurant or snacks in the farm stay's coffee shop/cafe. Mingle with other guests at the complimentary reception, held daily. Quench your thirst with your favorite drink at the bar/lounge. A complimentary buffet breakfast is served daily from 8:00 AM to 10:00 AM.

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4.5/5
Starts from
MYR 1,028
/night
Sport & Beauty

La Tesa Country House S. Gimignano

Vacation Home

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San Gimignano, Siena
La Tesa Country House S. Gimignano Location
Located in San Gimignano, this vacation home is in a rural location, within a 15-minute walk of Museum San Gimignano 1300 and Casa e Torre Campatelli. This vacation home is 0.9 mi (1.4 km) from Ornithological Museum and 1 mi (1.5 km) from Rocca of Montestaffoli.

La Tesa Country House S. Gimignano Facility and Service
Take advantage of recreation opportunities such as a seasonal outdoor pool or take in the view from a terrace and a garden.

La Tesa Country House S. Gimignano Rooms
Make yourself comfortable in this vacation home, which features a private pool. A kitchen is outfitted with a full-sized refrigerator/freezer, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected. Conveniences include a washing machine and an iron/ironing board, and you can also request a rollaway/extra bed (surcharge).

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Exterior & Views

Villetta Cafaggio Ac Panzano In Chianti

Vacation Home

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Castellina In Chianti, Siena
Villetta Cafaggio Ac Panzano In Chianti Location
Located in Castellina in Chianti, this vacation home is a 4-minute drive from Il Molino di Grace Winery and 6 minutes from Montecalvario. This vacation home is 2.2 mi (3.5 km) from Buondonno Winery and 3 mi (4.8 km) from Pieve di San Leolino.

Villetta Cafaggio Ac Panzano In Chianti Facility and Service
Take in the views from a garden and make use of amenities such as barbecue grills.

Villetta Cafaggio Ac Panzano In Chianti Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private patio. A 32-inch flat-screen television with digital programming provides entertainment, while complimentary wireless internet access keeps you connected.

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Room

La Casa del Nespolo

Vacation Home

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Torrita Di Siena, Siena
La Casa del Nespolo Location
Located in Torrita di Siena, this vacation home is within a 15-minute drive of Val di Chiana and Church of St. Agnes. This vacation home is 18.5 mi (29.8 km) from Lake Trasimeno and 5.7 mi (9.1 km) from Tenuta Valdipiatta.

La Casa del Nespolo Facility and Service
Take in the views from a terrace.

La Casa del Nespolo Rooms
Make yourself comfortable in your vacation home.

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Exterior & Views

Casa La Cedrina Pool Lornano

Vacation Home

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Monteriggioni, Siena
Casa La Cedrina Pool Lornano Location
Located in Monteriggioni, this vacation home is within a 15-minute drive of Monteriggioni Castle and Mazzei Winery. This vacation home is 8.2 mi (13.2 km) from Piazza del Campo and 6.2 mi (10 km) from Palasport Mens Sana.

Casa La Cedrina Pool Lornano Facility and Service
Enjoy recreation amenities such as a seasonal outdoor pool or take in the view from a garden.

Casa La Cedrina Pool Lornano Rooms
Make yourself comfortable in this vacation home, which features a private pool and a flat-screen TV. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include a microwave and a washing machine.

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Monacianello -Fontebelvedere wine estate

Vacation Home

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Castelnuovo Berardenga, Siena
Monacianello -Fontebelvedere wine estate Location
With a stay at Monacianello -Fontebelvedere wine estate in Castelnuovo Berardenga, you'll be within a 15-minute drive of Piazza del Campo and Az. Agr.Losi Querciavalle. This farm stay is 4.1 mi (6.6 km) from Borgo Scopeto e Caparzo Srl and 4.4 mi (7.1 km) from University for Foreigners of Siena.

Monacianello -Fontebelvedere wine estate Facility and Service
Take advantage of recreation opportunities such as a seasonal outdoor pool or take in the view from a terrace and a garden. Additional amenities at this farm stay include complimentary wireless internet access, a picnic area, and barbecue grills.

Monacianello -Fontebelvedere wine estate Rooms
Stay in one of 5 guestrooms featuring flat-screen televisions. Complimentary wireless internet access is available to keep you connected. Conveniences include irons/ironing boards, and housekeeping is provided weekly.

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Starts from
MYR 3,365
/night

Agriturismo Cetine Vecchie

Vacation Home

Torrita Di Siena, Siena

Property Location
With a stay at Agriturismo Cetine Vecchie in Torrita di Siena, you'll be 7.8 mi (12.5 km) from Church of St. Agnes and 8.3 mi (13.3 km) from Valdichiana Outlet Village. This farm stay is 9.1 mi (14.7 km) from Piazza Grande and 9.1 mi (14.7 km) from Cantina Contucci.

Rooms
Make yourself at home in one of the 7 guestrooms. Private bathrooms have complimentary toiletries and bidets.

Dining
Buffet breakfasts are available daily from 8 AM to 11 AM for a fee.

Rec, Spa, Premium Amenities
Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. Additional features at this farm stay include complimentary wireless internet access, tour/ticket assistance, and a picnic area.

Business, Other Amenities
The front desk is staffed during limited hours. Free self parking is available onsite.

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Materia Rooms San Gimignano

Vacation Home

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San Gimignano, Siena
Materia Rooms San Gimignano Location
A stay at Materia Rooms San Gimignano places you in the heart of San Gimignano, steps from Casa e Torre Campatelli and Torre Grossa. This affittacamere is 0.3 mi (0.5 km) from Museum San Gimignano 1300 and 0.3 mi (0.5 km) from Rocca of Montestaffoli.

Materia Rooms San Gimignano Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and a communal living room.

Materia Rooms San Gimignano Rooms
Make yourself at home in one of the 5 individually furnished guestrooms. Complimentary wireless internet access is available to keep you connected. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include safes and desks, and housekeeping is provided daily.

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5.0/5
Starts from
MYR 430
/night
Exterior & Views

Agriturismo Il Segreto di Pietrafitta

Vacation Home

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San Gimignano, Siena
5.0/5
Fully Booked
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Exterior & Views

Tenuta Il Tresto

Private Vacation Home

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Poggibonsi, Siena

Property Location
Located in Poggibonsi, Tenuta Il Tresto is in a rural location, within a 5-minute drive of Church of San Lorenzo and Magione Castle. This farm stay is 2.7 mi (4.4 km) from Fountain of Fate and 2.8 mi (4.5 km) from Archeodromo di Poggibonsi.

Rooms
Treat yourself to a stay in one of the 11 individually decorated guestrooms, featuring private pools. Your room comes with a pillowtop bed. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Irons/ironing boards and rollaway/extra beds (surcharge) are available on request.

Dining
Buffet breakfasts are available daily from 8:30 AM to 9:30 AM for a fee.

Rec, Spa, Premium Amenities
Enjoy recreational amenities such as an attached winery and an outdoor pool. This farm stay also features complimentary wireless internet access, shopping on site, and barbecue grills.

Business, Other Amenities
Featured amenities include a business center, multilingual staff, and laundry facilities. Event facilities at this farm stay consist of a conference center and a meeting room. Free self parking is available onsite.

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Exterior & Views

Country House in Chiusdino with Panoramic Views

Vacation Home

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Chiusdino, Siena
Country House in Chiusdino with Panoramic Views offers top-notch services and amenities, ensuring guests experience utmost comfort. Maintain seamless communication using the complimentary Wi-Fi at apartment.Guests can avail parking facilities at the apartment. At Country House in Chiusdino with Panoramic Views, every guestroom is provided with convenient amenities and fittings to ensure a comfortable stay. A few accommodations within Country House in Chiusdino with Panoramic Views offer unique design elements such as a balcony or terrace.Certain rooms offer in-room amusement features such as the television for your enjoyment.In select rooms at the apartment, a refrigerator is available for those moments when it seems necessary.
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Agriturismo Borgo Sette Tigli

Vacation Home

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Montepulciano, Siena
Agriturismo Borgo Sette Tigli Location
Located in Montepulciano, Agriturismo Borgo Sette Tigli is in a rural location, a 1-minute drive from Val di Chiana and 8 minutes from Church of St. Agnes. This farm stay is 14.9 mi (24 km) from Lake Trasimeno and 3.2 mi (5.1 km) from Tenuta Valdipiatta.

Agriturismo Borgo Sette Tigli Facility and Service
Take advantage of recreation opportunities such as a seasonal outdoor pool or take in the view from a terrace and a garden. This farm stay also features complimentary wireless internet access, concierge services, and a picnic area.

Agriturismo Borgo Sette Tigli Rooms
Make yourself at home in one of the 6 guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your bed comes with down comforters and premium bedding. Complimentary wireless internet access is available to keep you connected. Conveniences include coffee/tea makers and complimentary bottled water, and housekeeping is provided on request.

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4.0/5
Fully Booked
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Sport & Beauty

Borghetto Poggio Bianco - Antico casale

Vacation Home

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Radicondoli, Siena
Borghetto Poggio Bianco - Antico casale Location
With a stay at Borghetto Poggio Bianco - Antico casale in Radicondoli, you'll be in the mountains, and 9.3 mi (14.9 km) from Terre di Vini and 10.5 mi (16.8 km) from Eremo di Montesiepi. This country house is 10.5 mi (16.9 km) from Abbazia di San Galgano and 12 mi (19.4 km) from Archeological and Collegiate Church Museum.

Borghetto Poggio Bianco - Antico casale Facility and Service
Enjoy recreational amenities such as a hot tub and a seasonal outdoor pool. This country house also features complimentary wireless internet access and tour/ticket assistance.

Borghetto Poggio Bianco - Antico casale Rooms
Stay in one of 10 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms feature bathtubs or showers, bidets, and hair dryers. Conveniences include electric kettles and portable fans, and housekeeping is provided on request.

Important Information
The property is closed between October 31 and May 1.

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4.6/5
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A Casa Dell'ida

Vacation Home

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Castellina In Chianti, Siena
A Casa Dell'ida Location
Located in Castellina in Chianti, this vacation home is within a 5-minute drive of Montecalvario and City Hall Castellina In Chianti. This vacation home is 16.2 mi (26.1 km) from Piazza del Campo and 2.1 mi (3.5 km) from Castellina Fortress.

A Casa Dell'ida Facility and Service
Enjoy recreation amenities such as a seasonal outdoor pool or take in the view from a garden.

A Casa Dell'ida Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a flat-screen TV. There's a private balcony. A kitchen is outfitted with a full-sized refrigerator/freezer, an oven, and a microwave. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment.

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New Casale Volare Stylish Tuscany Farmhouse With House Chef Pool Pet Friendly Thermal Baths

Vacation Home

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San Casciano Dei Bagni, Siena
New Casale Volare Stylish Tuscany Farmhouse With House Chef Pool Pet Friendly Thermal Baths Location
With a stay at this villa in San Casciano dei Bagni, you'll be steps from Val di Chiana and a 5-minute drive from Collegiata di San Cassiano. This villa is 1.3 mi (2.1 km) from Pasticceria Il Campanile and 1.3 mi (2.1 km) from Piazza Matteotti.

New Casale Volare Stylish Tuscany Farmhouse With House Chef Pool Pet Friendly Thermal Baths Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and barbecue grills.

New Casale Volare Stylish Tuscany Farmhouse With House Chef Pool Pet Friendly Thermal Baths Rooms
Make yourself comfortable in your villa, which features a DVD player.

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Exterior & Views

Agriturismo casa alla madonna

Vacation Home

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San Gimignano, Siena
Agriturismo casa alla madonna Location
Located in San Gimignano, Agriturismo casa alla madonna is in a rural location, within a 10-minute drive of Tenuta Torciano Winery and Sant'Agostino Church. This farm stay is 4 mi (6.4 km) from Palazzo Pretorio and 4 mi (6.5 km) from Church of Saint Jacob and Saint Philip.

Agriturismo casa alla madonna Facility and Service
Take advantage of recreation opportunities including an attached winery and bicycles to rent. Additional amenities at this farm stay include complimentary wireless internet access, a picnic area, and bicycle tour information.

Agriturismo casa alla madonna Rooms
Make yourself at home in one of the 10 air-conditioned rooms featuring LED televisions. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Bathrooms have bidets and hair dryers.

Restaurant and Cafe
Grab a bite from the snack bar/deli serving guests of Agriturismo casa alla madonna.

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4.5/5
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Laquilaelulivo

Vacation Home

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Chianciano Terme, Siena
Laquilaelulivo Location
Located in Chianciano Terme, Laquilaelulivo is in a rural location, within a 5-minute drive of Val di Chiana and Terme Sant'Elena. This farm stay is 17.1 mi (27.6 km) from Lake Trasimeno and 1.5 mi (2.4 km) from Archaeological Civic Museum.

Laquilaelulivo Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and a picnic area.

Laquilaelulivo Rooms
Make yourself at home in one of the 2 guestrooms featuring refrigerators. Rooms have private furnished patios. Complimentary wireless internet access is available to keep you connected. Bathrooms have bidets and bathrobes.

Restaurant and Cafe
A complimentary local cuisine breakfast is served daily from 8:00 AM to 10:30 AM.

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Bedroom

Agriturismo Podere Casano

Vacation Home

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Radicofani, Siena
Agriturismo Podere Casano Location
When you stay at Agriturismo Podere Casano in Radicofani, you'll be in the mountains and 12 minutes by car from Rocca di Radicofani. This farm stay is 10.2 mi (16.4 km) from Baths of San Filippo and 10.8 mi (17.4 km) from Collegiata di San Cassiano.

Agriturismo Podere Casano Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden.

Agriturismo Podere Casano Rooms
Make yourself at home in one of the 3 guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Complimentary wireless internet access keeps you connected, and flat-screen televisions are provided for your entertainment. Conveniences include coffee/tea makers, and irons/ironing boards can be requested.

Restaurant and Cafe
Buffet breakfasts are available daily from 8:30 AM to 9:30 AM for a fee.

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3.0/5
Starts from
MYR 499
/night
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Amelia House Private Pool Casole Elsa Monti

Vacation Home

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Casole d' Elsa, Siena
Amelia House Private Pool Casole Elsa Monti Location
With a stay at this vacation home in Casole d'Elsa (La Corsina), you'll be within a 15-minute drive of Archeological and Collegiate Church Museum and Art in Color. This vacation home is 7.8 mi (12.6 km) from Fattoria Il Palagio Winery and 7.9 mi (12.7 km) from Le Caldane Thermal Baths.

Amelia House Private Pool Casole Elsa Monti Facility and Service
Enjoy recreation amenities such as a seasonal outdoor pool or take in the view from a garden.

Amelia House Private Pool Casole Elsa Monti Rooms
Make yourself comfortable in this vacation home, which features a private pool. A kitchen is outfitted with a refrigerator and a stovetop. Complimentary wireless internet access is available to keep you connected.

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Vacation Homes in Siena

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