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Holiday rentals in Ponteginori

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Top-rated holiday rentals in Ponteginori

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Top guest favourite
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 farmhouse 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 companionship of our animals. It's an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a holiday; it's a return to our roots. This peaceful haven will stay in your heart. We look forward to welcoming you!

4.93 out of 5 average rating, 294 reviews
Superhost
A scenic outdoor area showcases a refreshing swimming pool and a cozy heated hot tub surrounded by lush greenery. Comfortable lounge furniture provides a relaxing space under a large shade umbrella, while a covered seating area features an inviting arrangement of cushions and coffee tables amidst natural surroundings.
Villa in Montecatini Val di Cecina

Villa Vineyard By BelcantoVillas

A corner of paradise among the vineyards and Tuscan hills, equipped with: Swimming pool, Heated Jacuzzi, Gym, Soccer and Volleyball Field, Billiard, Table Football, Wood-fired Oven, Barbecue and Children's Play Area with Trampoline. This villa is the ideal place for those who want to live an authentic experience between comfort and tradition. Furthermore, thanks to a comfortable study and a very high-performance internet connection (Starlink), it is also perfect for combining work and vacation.

5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Montescudaio

Open space surrounded by nature

Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

4.96 out of 5 average rating, 137 reviews
Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Apartment in Noce

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is a family-run, historic 17th-century property located in the beautiful Chianti hills of Tuscany, with the option of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.

5.0 out of 5 average rating, 352 reviews
Top guest favourite
Villa in Montecatini Val di Cecina

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

4.99 out of 5 average rating, 138 reviews
Top guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

5.0 out of 5 average rating, 233 reviews
Top guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

4.98 out of 5 average rating, 107 reviews
Superhost
A traditional Tuscan farmhouse is set atop a lush green hill, surrounded by rolling landscapes. Tall cypress trees line the pathway leading to the property. The building features warm stone walls and multiple levels, all under a wide, open sky filled with scattered clouds.
Apartment in Montecatini Val di Cecina

'Toscana Amore Mio', stunning views, 18 min to Volterra

Fantastic 3 room apartment in the heart of Tuscany with 2 bedrooms, 2 bathrooms and a large terrace with a beautiful view over the hilly landscape. The apartment is part of a typical Tuscan house, with a beautiful courtyard and pool. At the site of the property was already in the year 900 AD. the first building. In addition, the historic city of Volterra is only 18 minutes away by car. "Toscana Amore Mio" is the perfect place to discover the love for Tuscany!

4.81 out of 5 average rating, 21 reviews
Top guest favourite
A spacious living area is adorned with intricate frescoes and elegant decor, featuring a comfortable cream-colored sofa and a wooden coffee table. Light filters through large windows, illuminating the room’s artistic details. In the background, a cozy sleeping area with a canopy bed is visible.
Apartment in Florence

[SAN LORENZO-DUOMO] Prestigious Historic Residence

Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.

5.0 out of 5 average rating, 158 reviews
Guest favourite
The tranquil salt-water pool reflects the colors of the sunset, creating a serene atmosphere. Lush landscapes surround the pool area, with silhouettes of trees and hills visible in the background. A patio set can be seen nearby, suggesting a space for relaxation.
Home in Chianni

The Cottage to relax and enjoy

Detached country house – for exclusive use – in stone and glass from the 18th century; ideal for 4 people. The spacious wooden terrace at the house with a large dining table invites you to socialize. On the terrace by the saltwater pool (10m x 5m, depth 1.4m-2.4m), you can relax on the sun loungers and deckchairs. Large property with olive and fruit trees, completely self-sufficient accommodation thanks to photovoltaics. (CIN IT050012C29N4AT4OD)

5.0 out of 5 average rating, 23 reviews
Top guest favourite
An aerial view captures the traditional Tuscan farmhouse surrounded by lush green hills and fields. The property features a newly constructed infinity pool and a tranquil pond, set against a backdrop of rolling countryside under a clear blue sky.
Home in Volterra

Charming Tuscan Villa with pool

Podere Casalino is a traditional Tuscan farmhouse with a stand alone guest-suite. It sleeps up to six in the 3 bedrooms of the main house plus up to 2 guests in the separate guest-suite. Nestled on a panoramic hill and located just 3.8 km from Volterra, Podere Casalino is easily accessible via a paved road and has private parking onsite. The property was completely restored and preserved 25 years ago and updated again in 2025.

5.0 out of 5 average rating, 23 reviews
Guest favourite
Dome in Volterra

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

4.95 out of 5 average rating, 185 reviews

Popular amenities for Ponteginori holiday rentals