Vacation rentals in Buonconvento

4.93 out of 5 average rating, 294 reviews

A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.

Farm stay in Simignano

Casa al Gianni - Hut

Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!

5.0 out of 5 average rating, 9 reviews

"Lovely Home" Bike Friendly

Located in the heart of the beautiful Tuscan village of Buonconvento, the "Lovely Home" studio apartment has everything you need for a relaxing holiday. You can bring your bikes into the house. The apartment is in the historic center, on the main street where there are plenty of bars, restaurants, supermarkets and shops. It is close to the Val d'Orcia (15 km), Montalcino (10 km) and Pienza (20 km). Free street parking is available. Smoking and celebrating events are not allowed. National Identification Code (CIN) IT052003C2MG6JOC9U

4.96 out of 5 average rating, 168 reviews

An aerial view showcases a rustic farmhouse surrounded by lush greenery. The property features a terracotta roof, several outdoor areas, and multiple swimming pools nestled among trees, emphasizing the tranquil rural setting.

Farm stay in Murlo

Elegant farmhouse Siena

The 200-square-meter apartment is part of a 17th-century farmhouse: it comfortably accommodates 6 people, has 3 large bedrooms, a princely living room, a kitchen with a fireplace, two bathrooms, and a breathtaking view of the Tuscan countryside up to Montalcino. As of April 1, 2025, the Municipality of Murlo will charge a tourist tax of €1.50 per person per day. Children under 12 years of age are exempt. The tax must be paid upon arrival in cash, and your passports will be requested at the same time.

4.96 out of 5 average rating, 142 reviews

Home in Asciano

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

4.97 out of 5 average rating, 319 reviews

A spacious bedroom features warm brick walls and a wooden beamed ceiling. A large bed with a striped blanket is positioned next to a cozy seating area. A desk and chair setup is visible, along with a Smart TV mounted above, completing the functional space.

Condo in Torrenieri

[9 minutes from Montalcino] Elegant House Mafalda

Comfortable apartment located in the heart of Orcia valley (val d’Orcia); strategic location for visiting the sought-after medieval villages of Montalcino, Castiglione d’Orcia, Pienza, Montepulciano and San Quirico d’Orcia. In addition, Torrenieri (Montalcino) has always been considered an excellent starting point for various trekking itineraries. The balcony in one of the suites overlooks the splendid surrounding Sienese hills!! Finally, there is free parking near the house.

4.97 out of 5 average rating, 71 reviews

A warm living area features a stone wall and wooden beams overhead. Comfortable seating includes a gray sofa and two light blue armchairs. A dining table is set with wine and glasses, while modern lighting adds a subtle glow. Natural light enters through a window with a plant view.

Home in Buonconvento

Wine House

Enjoy an authentic Tuscan experience in this private apartment within a renovated farmhouse, surrounded by the countryside. Just a few minutes by car from Montalcino and Buonconvento, it’s ideal for those seeking nature, wine and tranquility. Guests have exclusive use of a large fenced garden, outdoor lounge area, BBQ and wood-fired oven. The property is 2 km from Buonconvento (1 km unpaved road); restaurants and shops are in the village, a short drive away. Car recommended.

A living area features a light-toned sofa, a rustic wooden table surrounded by white chairs, and a decorative basket with fresh flowers. The walls include a mix of exposed bricks and a vibrant green shutter, while the rustic decor emphasizes a homely atmosphere.

4.98 out of 5 average rating, 54 reviews

Il Nido

Located in Buonconvento, the holiday apartment 'Il Nido' offers everything you need for a relaxing stay. The 50 m² property features a living room with a sofa bed for 2 guests, a well-equipped kitchen with a dishwasher, 1 bedroom, and 1 bathroom, accommodating up to 4 people. Additional amenities include heating, air conditioning, Wi-Fi, and a TV. The apartment is in the historic center, right on the main street with plenty of bars, restaurants, and shops nearby.

4.97 out of 5 average rating, 441 reviews

A scenic view captures a rustic stone house set amid rolling hills and olive trees. The expansive landscape features golden fields and lush green foliage, with a winding path leading to the home. The sky is clear, enhancing the serene countryside atmosphere.

Condo in Asciano

Romantic Yellow apartment in Crete Senesi

Apartment consisting of 1 comfortable double bedroom (it is possible to make 2 single beds on request), fully equipped kitchen, living room, and bathroom. TV, BBQ, (if needed, we have a washing machine available from 9 a.m. to 8 p.m. in our laundry room). A car is recommended as we are in the countryside, so you can be self-sufficient and visit the magnificent Tuscan countryside as well. Free parking and wifi. I look forward to showing you the real Tuscany!

4.97 out of 5 average rating, 32 reviews

An arched corridor features exposed brick walls complemented by wooden beams overhead. Potted flowers line the ledges, adding a touch of greenery. A gated entrance can be seen at the end of the corridor, leading to the outdoor area.

Home in Buonconvento

La Loggetta

La Loggetta is a detached house located in the historic center of Buonconvento, in a strategic position for visiting the Val D'Orcia. The house has a nice patio for relaxing, and consists of a large living room with dining area, kitchen, bathroom and double bedroom. In the living room, there is a comfortable sofa bed with a memory foam mattress. Free Wi-Fi, a smart TV, a washing machine, and a dishwasher are available. The house has independent heating.

Superhost

5.0 out of 5 average rating, 3 reviews

La Casa del Cappero a Buonconvento

Located in Buonconvento, this romantic and modern 55 m² apartment accommodates up to 4 guests. It features a double bedroom with a walk-in closet and a living room with a French sofa bed for two. Enjoy a well-equipped kitchen, high-speed Wi-Fi ideal for video calls, air conditioning in both the bedroom and living room, a TV, and exclusive use of a washer and dryer in a ground-floor room separate from the apartment—perfect for storing your bikes as well.

4.97 out of 5 average rating, 96 reviews

A spacious two-story villa is set against a clear blue sky, surrounded by green grass and trees. A rectangular pool lies to one side, reflecting the sunlight, while a shaded patio area with seating is visible in front of the house.

Home in Buonconvento

S.Ilaria - Private pool Villa with 2 bedrooms

Sant'Ilaria it’s been lovingly renovated in 2016 into a luxury getaway in the countryside near Siena, with its 2 bedrooms it's the ideal escape. Watch the sun move across the landscape from a lounger by the pool and relax watching the amazing landscape in a total privacy. After sunset, heat up the barbecue for dinner at the al-fresco table or have a glass of local wine. This small and private villa has 2 bedrooms, all have private en-suite bathrooms.

4.89 out of 5 average rating, 100 reviews

An aerial view captures the agriturismo's lush green landscape, featuring neatly arranged cypress trees lining the path. A sparkling swimming pool glimmers amidst the foliage, while sprawling fields extend into the background under a clear sky, showcasing the beauty of the Tuscan countryside.

Cottage in Buonconvento

Tuscan Barn Apartment for 6 with panoramic pool

Panoramic Tuscan apartment converted from an old barn, with direct access to the garden and a shared panoramic swimming pool overlooking the Senese hills. Ideal for families or small groups of friends looking to enjoy for an authentic rural experience, privacy and relax. The apartment features three double bedrooms each with private bathroom, air-conditioning and WI-FI. A perfect place to enjoy nature, silence and unforgettable Tuscan sunsets.

Popular amenities for Buonconvento vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Buonconvento

Superhost

A cozy bedroom features a wooden bed frame with ornate detailing and white bedding. Natural light enters through a window dressed with soft curtains. Wall-mounted sconces provide gentle illumination, while rustic wooden accents add character to the space.

Condo in Buonconvento

The stop at Casa Anita

4.69 out of 5 average rating, 29 reviews

4.98 out of 5 average rating, 47 reviews

Farm stay in Montalcino

Tuscan Farmhouse ~ Magic Sunsets ~ 360° view

Vacation home in Buonconvento

A rustic farmhouse is depicted, featuring a warm color palette and exposed brick walls. Archways lead to a welcoming entrance, adorned with potted plants. A gravel pathway runs alongside, bordered by natural greenery, enhancing the serene countryside setting.

House for Groups Relax Among Nature and Silence

4.93 out of 5 average rating, 74 reviews

4.98 out of 5 average rating, 50 reviews

A stone staircase leads to a second-floor entrance, surrounded by lush greenery and flowering plants. The building is partially illuminated, highlighting the texture of the stone. A small terrace with seating is visible at the top of the stairs.

Farm stay in Montalcino

"Lunetta" Private Apartment on Larger Property

Vacation home in Monteroni d'Arbia

An elegant dining area is centered around a large wooden table surrounded by soft, upholstered chairs. Beams of natural light filter through skylights and windows, highlighting the warm wooden ceiling and contemporary kitchen space in the background.

Tuja

5.0 out of 5 average rating, 36 reviews

A well-lit sleeping area features a spacious bed with light linens and neatly arranged towels. A small desk and chair are positioned near a window, offering natural light. Decorative wall art and a soft light fixture contribute to a cozy ambiance.

4.88 out of 5 average rating, 110 reviews

The little house of Poggio

The entrance to the kitchen area is framed by an open doorway, with a welcome mat offering a warm greeting. Inside, a dining table with blue chairs is visible, positioned near a window that allows natural light to illuminate the space.

5.0 out of 5 average rating, 20 reviews

Arrigo's Stopover