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Holiday houses in Serre di Rapolano

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Top-rated holiday rentals in Serre di Rapolano

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Top Guest favourite
An aerial view reveals a charming country house nestled among rolling hills. Olive trees and vineyards extend across the landscape, while a winding road leads to the property, which is framed by tall cypress trees and lush greenery.
Condo in Asciano
4.99 out of 5 average rating, 233 reviews

Pink like the sunset sky

The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!

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Guest favourite
Home in Asciano
4.96 out of 5 average rating, 138 reviews

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.

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Superhost
Apartment in Scrofiano
5.0 out of 5 average rating, 4 reviews

Panoramic View New Apartment with Balcony and A/C

This apartment is part of Anguria Toscana, a collection of charming stays in the medieval village of Scrofiano, in the heart of Tuscany. Spacious and full of natural light, the apartment features beautiful open views over the Tuscan countryside, a private balcony, air conditioning, and a traditional fireplace.The large living spaces and separate fully equipped kitchen make it ideal for longer stays, couples or families looking for comfort and authenticity Free public parking is available nearby.

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Guest favourite
Home in Asciano
4.98 out of 5 average rating, 43 reviews

Casa Olivo | Il Fossaccio Farm

Casa Olivo is one of 8 charming residences that make up the Podere il Fossaccio. Nestled in the heart of the romantic Crete Senesi, the entire farmhouse is built from local stone and exudes timeless charm. Casa Olivo features a cozy private area in front of the house—perfect for candlelit dinners or watching Tuscan sunsets—Wi-Fi, a beautiful shared swimming pool, and on-site parking, allowing you to experience the dream of a romantic getaway surrounded by nature and tradition. CIR 052002LTN0097

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Top Guest favourite
The exterior of a charming farmhouse is visible, featuring stone walls adorned with climbing greenery. Large windows reflect natural light and overlook the landscaped garden. A gravel path leads to the entrance, surrounded by greenery and trees under a clear blue sky.
Home in Rigomagno
4.96 out of 5 average rating, 122 reviews

House Rigomagno Siena

Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.

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Top Guest favourite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.92 out of 5 average rating, 330 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

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Top Guest favourite
A serene pool area is showcased with two sun loungers positioned beside a tranquil salt-water pool. The expansive view of the valley and distant cityscape adds to the peaceful ambiance, while greenery surrounds the space, enhancing the sense of privacy and relaxation.
Farm stay in Monte San Savino
4.99 out of 5 average rating, 113 reviews

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

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Superhost
The image depicts a tranquil swimming pool with sparkling turquoise water, reflecting the surrounding greenery and a distant stone building. Tall cypress trees line the area, enhancing the serene landscape, while sun loungers are arranged neatly near the pool's edge.
Home in Asciano
4.91 out of 5 average rating, 85 reviews

Family Forest - Pool in the Crete Senesi

Relax with the whole family in our hideaway in Palazzo Monaci in the heart of the Crete Senesi! Our apartment is located in a residence with a swimming pool and breathtaking views, ideal 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 local wines, and immerse yourself in the culture and history of this fascinating region.

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Top Guest favourite
Townhouse in Trequanda
5.0 out of 5 average rating, 32 reviews

Romantic Tuscan Holiday House

Recently renovated Casa Etruria features a chic modern home inside its ancient stone walls, with every modern convenience,lots of original charm and the most beautiful sunset view from the bedroom and balcony . Casa Etruria is a 13th century gate house over the Western entrance to Trequanda - Porta al Leccio. Trequanda is medieval borgo located in Val d'Orcia , south of Siena. Val d'Orcia was recognised by UNESCO in 2004 as a World Heritage Site for its outstanding beauty.

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Guest favourite
A cozy sleeping area features a large bed with a golden yellow quilt and coordinating pillows. A plush white towel is neatly placed in the foreground. Soft lighting highlights the wall-mounted headboard, creating a warm atmosphere.
Apartment in Serre di Rapolano
5.0 out of 5 average rating, 8 reviews

Street number 13, New Apartment with 2 double bedrooms and 2 bathrooms

Entire apartment with 2 double bedrooms (max 4 people) Located in a quiet residential area. Within 100 meters there is a supermarket, Coop, restaurant, bar, pharmacy, and ATM. CIVICO 13 is about a 30-minute drive from Siena, Montepulciano and Pienza with the beautiful Val d'Orcia. The villages of Asciano and Rapolano Terme are 5 minutes away. In 15 minutes you can reach the Siena-Bettolle highway exit, the Valdarno highway exit is a 40-minute drive from Serre di Rapolano.

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Top Guest favourite
An outdoor dining area features a wooden table accompanied by black chairs, situated beneath a pergola. Lush greenery surrounds the space, offering views of rolling hills and a clear sky, creating a serene setting for meals and relaxation.
Home in Serre di Rapolano
5.0 out of 5 average rating, 23 reviews

Casina La Fonte - Patio with panoramic view -

Casina La Fonte was my home that, later, I decided to make a private place to let the beauty of our territory known to all those who love to travel and discover other cultures and relax in the nature It is the ideal base for trips to the different sites of the Crete Senesi, Siena, Val d'Orcia and Val di Chiana; Chiana, all within 30 km. Likewise it is a perfect place to relax on the spot, enjoy the rural surroundings, the hiils, the views and the spa at 3 km away

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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
4.98 out of 5 average rating, 105 reviews

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.

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