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Vacation rentals in Vescovado

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Top-rated vacation rentals in Vescovado

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A scenic view features a distant castle perched atop a hill, surrounded by lush greenery and trees. The foreground displays the rooftops of neighboring buildings, with a prominent chimney adding character to the scene. The sky is softly illuminated, creating a peaceful atmosphere.
Apartment in Vescovado
4.97 out of 5 average rating, 60 reviews

La Casina

La Casina: a modern and bright retreat with fine finishes, on the second floor (no elevator). Perfect for couples or families of up to 5 guests, it offers a breathtaking view of the Val di Merse and the Castle of Murlo. An oasis of total relaxation surrounded by Tuscan nature, just 20 minutes from Siena and 15 minutes from the beautiful Val d'Orcia: the ideal base for an unforgettable stay. At La Casina, you'll find everything right outside your door: a bar, restaurant, pizzeria, convenience store, and tobacco shop are all within easy reach.

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, 181 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!

Guest favorite
Home in Asciano
4.96 out of 5 average rating, 134 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.

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, 153 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.

Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 230 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Top guest favorite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower in San Quirico d'Orcia
5 out of 5 average rating, 113 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Top guest favorite
A wooden dining table is set with plates and glasses, framed by large windows showcasing scenic views. Natural light filters through the glass doors, highlighting the rustic cabinet and warm wall tones. Fresh fruit is elegantly arranged on the table, enhancing the inviting dining space.
Farm stay in Murlo
4.95 out of 5 average rating, 97 reviews

Suite, private apt for 2/4, pool

beautiful independent apartment with private entrance. Its name "Suite" comes from our work of restoration of an ancient farmhouse from the XVIIIth century. We have preserved all the original materials of construction with great care. The entrance consists of a large glass door with access to the kitchen: this is elegant and spacious with a beautiful fireplace on the left. Climbing the 11 steps, there is the bedroom with canopy bed and air-conditioning.

Guest favorite
A serene guest room features a spacious bed with soft linens, set against a rustic stone wall. A wooden table with two chairs is positioned nearby. Large glass doors open to a view of the lush landscape beyond, with warm light illuminating the natural textures of the room.
Farm stay in Monteroni d'Arbia
4.94 out of 5 average rating, 53 reviews

Pociano.1863 The Horizon Suite

Where hearts meet the sky... The Horizon Suite is a romantic ground-floor surrounded by nature, along Tuscany's iconic "Strade Bianche". It offers a breathyaking view beyond the horizon, a private bathroom, and a outdoor kitchen under a pergola. Perfect for relaxing and enjoying authentic experiences like horseback riding, cooking class and wine tasting with local flavours. A dreamy escape where love, nature, and tradition come together.

Superhost
A spacious bedroom features a double bed dressed in white linens, with a cozy armchair in the corner. Natural light enters through a window, illuminating the stone wall beside wooden beams above. A wooden table displays snacks and additional seating is available.
Condo in Castelnuovo dell’Abate
4.9 out of 5 average rating, 317 reviews

La Casetta di Brunello, very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Guest favorite
A stone exterior is presented, showcasing a well-maintained garden with various plants and flowers. A staircase leads from the garden to an entrance, while a wrought-iron gate opens onto a pathway. The structure is flanked by a neighboring building visible in the background.
Cottage in Vescovado
4.82 out of 5 average rating, 159 reviews

Casa Roberta: a beautiful view of the Crete!

Beautifully renovated stone house, located on the hill of Vescovado di Murlo. It is on the edge of the historic center in a quiet area where you can only hear the sound of nature. Two floors with a small garden with a beautiful view. It can accommodate four guests. The house is not suitable for disabled people (presence of stairs, unsuitable doorways). Cars must be parked outside, in the many parking lots of the Borgo.

Top guest favorite
Villa in Monteroni d'Arbia
4.95 out of 5 average rating, 166 reviews

"Villa Daisy" overlooking Siena

Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Top guest favorite
An exterior view of a charming Tuscan house featuring warm stone walls. The surrounding garden includes manicured grass and potted plants. A spacious patio with a table for outdoor dining is visible, alongside a stone pathway leading to the entrance.
Guesthouse in Montefollonico
4.98 out of 5 average rating, 130 reviews

Casale Santa Barbara - Exclusive Apartment

Your private Tuscan retreat between Pienza and Montepulciano. A spacious 100 m² apartment for two, with exclusive access, a large private garden and breathtaking views over the Val d’Orcia hills. Elegance, calm and authenticity — just you… and Tuscany.

Popular amenities for Vescovado vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Vescovado