Holiday rentals in Pancole

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Top-rated holiday rentals in Pancole

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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

Hello, 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: there is only the scent of the earth, the song of the birds, and the companionship 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 holiday; it’s a return to our roots. This peaceful haven will stay with you forever. We look forward to welcoming you!

4.93 out of 5 average rating, 294 reviews

Top guest favourite

An aerial view captures a charming stone villa surrounded by lush greenery and neatly arranged gardens. A spacious swimming pool is visible, complemented by outdoor seating areas and pergolas, all against the backdrop of rolling hills and cloudy blue skies.

Villa in San Gimignano

Tuscan Villa with Pool & Jacuzzi, San Gimignano

Villa La Francigena has been designed to tap into the tranquility of Tuscan living. The villa can hosts families or groups up to 10 people in a typical stone-built barn nestled in the peaceful countryside just a few mins driving from two famous medieval towns: San Gimignano and Certaldo. If you're looking for a cozy retreat with a big private pool, you're in the right place! Restaurants, supermarket, train station etc. are easily reached in 10 mins by car. Siena & Florence are about 1 hour away.

4.98 out of 5 average rating, 90 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 possibility 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

Guest favourite

Holiday home in San Gimignano

Tuscan House with Private Jacuzzi in Chianti

An oasis of peace in the heart of Tuscany, along the wine route! - Exclusive Jacuzzi in your own private garden - Strategic location between the medieval towns of Certaldo, San Gimignano, Siena, and Florence - A 700 sqm private garden filled with the sweet sound of birds singing - A newly renovated home where history meets modern comfort and unique design - The warmth of a wood-burning fireplace to heat your beautiful winter dreams - The perfect place to regenerate and completely unplug

4.95 out of 5 average rating, 97 reviews

Top guest favourite

Flat in San Gimignano

Private Courtyard | 3BR/3BA | Garage

Welcome to Casa Costarella. Wake up in San Gimignano’s historic center and step into your own private courtyard — a rare feature within the city walls. This 120 m² / 1,290 sqft residence spans two levels and blends preserved historic character with modern comfort. ☞ Enclosed private courtyard ☞ 3 bedrooms / 3 full bathrooms ☞ Free covered garage for 1 car (5-minute walk) ☞ Underfloor heating & cooling ☞ High-speed Wi-Fi ☞ Self check-in

5.0 out of 5 average rating, 15 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 spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.

Apartment in San Gimignano

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

5.0 out of 5 average rating, 70 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

Guest favourite

The image presents an aerial view of a rustic villa surrounded by rolling hills and vineyards. A rectangular swimming pool is situated in the foreground, and the greenery of the surrounding gardens enhances the serene landscape. The property showcases traditional architecture with terracotta roofs.

Flat in San Gimignano

Il Castro Luxury San Gimignano. Michelangelo Suite

Il Castro is a group of apartments finely recovered from a careful renovation, which has left the signs of the past unchanged. The classic furnishings, meticulously decorated by local artisans, blend in perfect harmony with elements of fine design, giving a minimalist and refined effect. The finishes of the bathrooms are extraordinary, where the search for detail and the quality of the materials transform the environment into something unique.

4.81 out of 5 average rating, 64 reviews

Top guest favourite

An aerial view of a large swimming pool is surrounded by lush green grass. Sun loungers with umbrellas are placed around the pool, providing ample space for relaxation. The area is well-maintained, with pathways leading to different outdoor sections.

Farm stay in San Gimignano

Casa Renai - holidays with friends in San Gimignano

Casa Renai is the place where you and your group of friends will feel at home. It is an atypical farmhouse, a Tuscan farmhouse but with vintage and retro furnishings. Each apartment is different, all the items have been carefully chosen, with our taste and our desire to make those who visit us experience a different kind of hospitality. Panoramic swimming pool, Vernaccia and Sangiovese vineyards and a breathtaking sunset.

5.0 out of 5 average rating, 50 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, 189 reviews

Top guest favourite

Home in Montaione

Cercis - La Palmierina

The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.

4.96 out of 5 average rating, 147 reviews