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Vacation rentals in San Rocco-Lischeto

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Top-rated vacation rentals in San Rocco-Lischeto

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Top guest favorite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.98 out of 5 average rating, 188 reviews

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

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Top guest favorite
Apartment in Siena
5 out of 5 average rating, 10 reviews

Part of a farmhouse with a view near Siena with wifi

The accommodation is located a few minutes from the center of Siena and Piazza del Campo, near the iconic walls of Monteriggioni, nestled between the Val d'Orcia and the Chianti hills. Located on the second floor, it has a panoramic view of the Sienese hills and the garden. Two comfortable double bedrooms accommodate four people, plus infants (up to 2 years old) who can have a crib on request. Relaxing and quiet, it is equipped with a fully equipped kitchen, smart TV, air conditioning, and fast Wi-Fi.

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Top guest favorite
Home in Siena
5 out of 5 average rating, 20 reviews

Private House for 4P – La Capanna Di Azzurra

Ideal for families, couples or friends looking for an elegant and welcoming home, this house is designed for those who want to experience the Tuscan countryside without sacrificing the comfort of the city. Imagine a breakfast looking at the profile of Siena, days between art, wine and nature, and the return at sunset, when the light warms the stone and the silence restores the authentic rhythm of these places. A practical, charming and scenic retreat, perfect for visiting Siena and its surroundings!

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Top guest favorite
The exterior of a charming stone villa is surrounded by a lush garden featuring vibrant lavender plants. Stairs lead to a welcoming entrance adorned with potted flowers and a shaded seating area. The rustic façade reflects traditional Tuscan architecture against a clear blue sky.
Villa in Chianciano Terme
4.97 out of 5 average rating, 127 reviews

Charming Tuscan Villa with View forFamily&Friends

Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

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Guest favorite
Villa in Siena
4.8 out of 5 average rating, 293 reviews

XIII Century Tower with Private Panoramic Pool

Ancient country tower property with 5 airconditioned bedrooms for up to 10 guests at the heart of the peaceful Montechiaro organic wine estate. From your private pool, soak in the Tuscan sun and enjoy unforgettable views of the Chianti rolling hills and the medieval towers of Siena. The property also boasts access to the endless olive grove, a large patio area for outside dining in the shade, ping pong table for fun family matches, WIFI & free parking. Silence and time are the real luxury here.

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Guest favorite
An aerial view showcases the rustic villa surrounded by lush green fields and rolling hills. The exterior features terracotta roofing, a garden area with lounge chairs, and a shaded patio space for outdoor dining, all under a partly cloudy sky.
Villa in Siena
4.97 out of 5 average rating, 58 reviews

Elf's Hut - Elf's Hut

Capanna di Elfo is a beautifully restored former Tuscan barn, carefully renovated by its owners Claudio and Angelica to create a welcoming countryside home that combines traditional character with modern comfort. Set in a small rural hamlet yet completely independent, the villa offers privacy, open views, and the peaceful atmosphere of the Tuscan countryside. Surrounded by a private garden, the property enjoys panoramic views across rolling hills and vineyards — the kind of landscape that ...

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Top guest favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 154 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

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Home in Siena
5 out of 5 average rating, 4 reviews

•La casa dell'Olmo•

The Casa dell'Olmo, dedicated to the great elm tree, is located in a context of rare beauty in the Sienese countryside! • 5km from the city of Siena and the paid parking lot, "Santa Caterina", to access the historic center! • It is a two-room apartment on two floors, on the ground floor there is a living room, kitchen and bike storage On the first floor, the bedroom with the bathroom • Newly renovated with quality materials, automated shutters and underfloor heating/cooling system.

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Guest favorite
The image captures a tranquil outdoor area featuring a swimming pool surrounded by well-maintained grass and foliage. A shaded structure offers seating beside the pool, with steps leading into the water visible. Rolling hills and clear blue skies are seen in the background.
Home in Sovicille
4.93 out of 5 average rating, 139 reviews

Podere Scorno country house with swimming pool

Small and cozy country house ideal for couples, on a hill in the Sienese countryside. Tuscan-style stone building with a centuries-old history. The property was bought and renovated in the late '90s. With a large garden with pool, orchard, olive grove, vineyard and vegetable garden, for lovers of greenery. The swimming pool is open from mid-May until the end of September. We don't accept pets. We inform our guests that as private hosts we are not authorized to provide breakfast.

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Guest favorite
A rustic living room features exposed brick walls and terracotta flooring. A spacious sofa in warm tones complements a wooden coffee table adorned with a decorative cloth. A lamp with a lace shade provides soft lighting, while bottles and glasses sit nearby, inviting relaxation.
Apartment in San Rocco a Pilli
4.96 out of 5 average rating, 49 reviews

Authentic Italian Apartment in Historic Farmhouse

Set in the heart of an old hamlet, 10 minutes away from the town of Siena, this rustic apartment in a farmhouse offers charming views of the Tuscany surroundings. Enjoy the tranquillity and beauty of this stunning location right from your apartment with direct access to the gardens! Immerse into Italian culture and give yourselves the time to enjoy all the wonderful activities that the Tuscan region has to offer. The maximum occupancy is 6 people.

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Top guest favorite
Condo in Siena
5 out of 5 average rating, 19 reviews

Luxury Penthouse overlooking Piazza del Campo

There are many houses in Siena. But very few can say they've been here. Overlooking the city’s most iconic square, this penthouse offers a rare experience: Wake up to the golden light caressing the Palazzo Pubblico and fall asleep above one of the most beautiful places in the world. The location is simply one of a kind. Just outside the door, you'll find yourself immersed in history, surrounded by restaurants, wines, and a timeless atmosphere.

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Top guest favorite
A spacious area of well-kept grass is seen in the foreground, with a rustic Tuscan farmhouse in the background. The building features a tiled roof and multiple windows. Bare trees and some greenery surround the property, under a clear blue sky with scattered clouds.
Cottage in Sovicille
4.94 out of 5 average rating, 240 reviews

From Simone, podere santi Lucia and Pietro

Recently inaugurated, the property is a portion of Tuscan farmhouse with independent entrance immersed in the Sienese countryside just 10 minutes from the historic center of Siena. The apartment consists of two double bedrooms with two double beds and one single bed, a bathroom with shower and bathtub, a living room, and a kitchen. A 60 * 120 cot withprotections on request. A communal yard is available outside. Tax of subject. 1.5€/person

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