Villa vacation rentals in Civitella in Val di Chiana

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Top-rated villa rentals in Civitella in Val di Chiana

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Top guest favorite

The exterior of the villa showcases a rustic stone facade under a clear blue sky. A swimming pool is visible in the foreground, with white lounge chairs positioned nearby. A covered patio area features a dining set, providing a welcoming space for outdoor relaxation.

Villa in Poppi

5 out of 5 average rating, 13 reviews

Villa Lux Poggelleri with a unique view of the Casentino

The unique 360-degree view of the entire Casentino valley characterizes Villa Lux, which thanks to its dominant position enjoys an unforgettable panorama. Immersed in the greenery of a 3-hectare private property, it guarantees relaxation and tranquility. Recently renovated with quality materials. Villa Lux is a great starting point for visiting the Casentino with its hermitages, castles and unspoiled nature, just a stone's throw from the art cities of Tuscany: Florence, Arezzo, Cortona, Siena, Pisa.

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Villa in Chianciano Terme

5 out of 5 average rating, 10 reviews

3bdr deLux Villa in Montepulciano Tuscany,Top View

Live your own true experience as a local at LaVittoria 10 in Val d'Orcia, short driving to Montepulciano, Pienza, Cortona,Siena Huge apt on top floor of the Villa, with 2 magnificent suites, panoramic lounge and professional kitchen, plus The Cottage,for 2+1 , with private entrance, kitchen, large bdr and bathroom with Jacuzzi for 2! Outdoor Hot tub with top view and relax area with comfy sofas !Your local host arranges private dinners and Wineries tour & tasting. E-bikes tour with guide. Wifi

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Villa in Siena

4.8 out of 5 average rating, 267 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.

Top guest favorite

An aerial view captures the expansive Poggio del Fattore estate, showcasing lush greenery and neatly arranged olive trees. The two main buildings, characterized by terracotta roofs, are complemented by the blue of the swimming pool, surrounded by vibrant gardens and cypress trees.

Villa in San Leolino

5 out of 5 average rating, 105 reviews

Poggio del Fattore-Villa with pool, hilltop, Chianti

Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

Guest favorite

The villa is surrounded by lush greenery, showcasing an inviting infinity pool that reflects the sky. The stone exterior of the house features warm wooden shutters, with outdoor seating visible on the terrace. Nearby, lavender plants create a serene ambiance against the landscape.

Villa in Lisciano Niccone

4.85 out of 5 average rating, 41 reviews

Villa San Martino, on the Tuscany/ Umbria border

Villa San Martino is not just another holiday in Tuscany or Umbria - this is a really special place. With spectacular views across the world famous Niccone Valley towards Mercatale di Cortona, relax in the infinity pool, or dine alfresco on the terrace. From the villa you can easily access the enchanting towns of Cortona, Pienza, Montepulciano, Siena, Perugia, Assisi and Florence. The Niccone valley is home to delightful restaurants and you can sample great local Tuscan & Umbrian cuisine.

Top guest favorite

An aerial view showcases the Tuscan villa nestled within olive groves, with a private infinity pool reflecting the surrounding hills. The rustic architecture features terracotta roofs and a stone exterior, complemented by lush greenery and tranquil pathways leading to the entrance.

Villa in Cortona

5 out of 5 average rating, 71 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.

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A serene pool area features a clear blue swimming pool surrounded by lush greenery and blooming flowers. A natural stone waterfall adds a calming element, while nearby, vibrant plants line the edges, enhancing the peaceful outdoor setting.

Villa in Castelnuovo Berardenga

4.72 out of 5 average rating, 32 reviews

Private Villa: Panoramic Pools and Wellness

la Villa è immersa tra le vigne e gli olivi: Siamo nel cuore del chianti storico ma in posizione strategica per raggiungere Siena , Firenze e San Gimignano. Ideale per riunioni familiari, piccole cerimonie, pizza party nel forno a legna o rilassarsi nella spaziosa piscina con splendida vista.Sempre ad uso esclusivo degli ospiti una suggestiva Spa all'interno di una loggia panoramica, direttamente collegata con la casa, con bagno turco, sauna, Jacuzzi e sala massaggi.

Top guest favorite

Villa in San Casciano

4.97 out of 5 average rating, 107 reviews

Luxury Villa in the very heart of Chianti

The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

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A charming stone villa is framed by lush greenery and vibrant flower beds. The building features three arched windows with planters, a terracotta roof, and steps leading to the entrance. The expansive lawn offers a serene atmosphere, complemented by distant views of the rolling hills.

Villa in Radicondoli

4.94 out of 5 average rating, 18 reviews

A Romantic Villa in the heart of Tuscany

The old country villa is the ideal location for an unforgettable vacation, suitable for families and small groups: where you can rest and enjoy the fresh and spacious interiors, the shade of the loggia and the scent of the aromatic herbs in the wide garden. Where you may work, read, write and relax in a peaceful atmosphere, visit the nearby artistic cities, take quiet walks or a gourmet tour through the many trattorias of the area.

Superhost

An oversized saltwater pool is showcased, surrounded by a stone patio and eight lounge chairs. Lush green hills and vineyards stretch into the distance, with clear blue skies above. The area is accented by well-maintained gardens and natural vegetation, enhancing the scenic landscape.

Villa in Castiglione d'Orcia

5 out of 5 average rating, 10 reviews

#1 Luxe Farmhouse, Hilltop Views, Saltwater Pool

With outstanding 360 degree views of vibrant olive groves, cypress trees, and endless vineyards, this outstanding villa sits on top of the world. Surrounded by lush, rolling green hills, one of the most unique getaway experiences awaits. Equipped with a large saltwater pool and a modern interior with just the right amount of Tuscan flair, immerse yourself in the old country with a few added luxuries.

Guest favorite

A well-maintained garden surrounds the entrance of the villa, featuring a variety of greenery and flowering plants. A paved pathway leads to the door, with a small seating area visible just beyond it. Solar panels are installed on the roof, emphasizing sustainability.

Villa in Figline e Incisa Valdarno

5 out of 5 average rating, 26 reviews

Villa Siveri - private swimming pool - air con

Affascinante e lussuosa villa con piscina privata. Grandissima villa con cucina, sala da pranzo, sala con caminetto, 2 camere matrimoniali, 1 camera singola , 1 camera con letto alla francese, 1 divano letto matrimoniale nel soggiorno al primo piano (tra le due camere), 2 bagni di cui uno con vasca idromassaggio e uno con doccia.

Superhost

A spacious living area is highlighted by exposed wooden beams and terracotta flooring. Natural light floods through large windows, adorned with soft curtains. An ornate wooden cabinet and decorative plants enhance the cozy feel, while a colorful rug adds warmth to the inviting atmosphere.

Villa in Asciano

5 out of 5 average rating, 4 reviews

Villa Le Liscaie [Sienese Crete]

Private Villa in the Crete Senesi - Stunning swimming pool surrounded by olive grow - 4 bedrooms: one master bedroom, one room with two single beds, one with a single bed and another room with a comfortable double sofa bed - large outdoor space and private forest - 5 minutes from the highway

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What guests are saying

Charming property, wi-fi, weddings ,cooking class

4.96 out of 5 average rating, 23 reviews10 months ago

Our wedding at Villa Cini was truly magical. The venue’s blend of natural beauty and elegance provided the perfect backdrop for our stay during the week and our special day. The gardens and stunning views created a fairy tale atmosphere and allowed to us have both an Indian wedding and an Italian Civil one. The arches ballroom, offered a romantic and inviting ambiance. We are incredibly grateful to have a chosen a place which has passed down for generations and has such a heartfelt attention to detail. If you're looking for a dream wedding venue and a beautiful place to stay then look no further than Villa Cini.

Villa in Bucine

What guests are saying

Elegant Chianti Villa w/ Stunning Views + Starlink

4.89 out of 5 average rating, 9 reviews6 months ago

What a great place. Very quiet and beautiful views. We had a great time. We loved the serenity of the place. You do not hear anything but your own breathing😊. I can definitely recommend this house. You reach the house of road but that has its charme too!

Villa in Castelnuovo Berardenga

What guests are saying

Villa Angiolina

4.9 out of 5 average rating, 39 reviews6 months ago

Villa Angiolina is truly beautiful!!! The view is incredible and everything was spotless and beautifully decorated. Our host was lovely and gracious and responded very quickly to all communications. She even arranged for an amazing pizza party with a private chef that was just one or the memorable moments from our time at the Villa. If this Villa is available…just book it!!! You will be glad that you did!!!!

Villa in Montecucco

What guests are saying

Lake View Country Villa w Pool

4.93 out of 5 average rating, 30 reviews6 months ago

A short while ago, we (4 adults of the same family) stayed in this house. It is located nearby lake Trashmeno and you can have a great view from the house. The traditional house is surrounded with a beautiful garden with a private swimming pool. The house is specious, a big living room and a well equipped kitchen. It is clean. Above all, The hosts Sheetal and Vittorio are super helpful. They waited us at the door steps, gave us all the detailed information about What to do, Where to eat & drink, supermarket, etc. and also helped us to make a restaurant reservation. They responded to our questions throughout with detailed information and links. They are the best hosts to us. Sheetal and Vittorio, many thanks. If we could, we'd like to spend our holiday here again. It is highly recommended.

Villa in La Cima

What guests are saying

Exclusive Villa with Private Pool and Air Cond.

4.82 out of 5 average rating, 17 reviews10 months ago

Our stay at Villa Chiara was nothing short of delightful. Nestled in the hills it offered a picturesque view of the Tuscan countryside. The villa itself was spacious and well maintained. It felt like home away from home. The pool and back patio are surrounded by lovely flowers, herbs and olive trees. Offering a spectacular view of the evening sunsets. The location was perfect to take short day trips to Siena, Florence and Montepulciano. Highly recommend for a serene, peaceful and relaxing getaway.

Villa in Pergine Valdarno

What guests are saying

entire private accommodation

5 out of 5 average rating, 15 reviews7 months ago

Villa Bellavista is a true gem in the heart of Chianti Classico. Its location, overlooking the beautiful "Conca d'oro" valley, offers stunning views and unforgettable sunsets. Surrounded by olive trees and vineyards, the villa provides complete privacy and peace. The spacious interior, with a large kitchen, comfortable bedrooms, and a fully equipped bathroom, ensures a relaxing stay. The host was very helpful and always available. He provided a secure space to store our bikes, which was very convenient. The outdoor area, with a pool and relaxation space, is perfect for enjoying the Tuscan sun. The property is well-secured, making it ideal for guests with pets. The walk to Panzano in Chianti takes just a few minutes. Overall, this place is a perfect getaway with breathtaking scenery and a welcoming atmosphere. Highly recommended!

Villa in Panzano

What guests are saying

STUNNING 5BR VILLA WITH POOL IN CHIANTI TUSCANY

4.78 out of 5 average rating, 23 reviews6 months ago

A perfect Tuscany stay☀️☀️ Upon arrival, Giovanni was waiting for us with a big smile. He showed us around and gave us the info we needed to use the facilities. He was very helpful, and assisted us with driving us to the grocery store and back to the house the night we arrived. The house was super cosy, and had everything we needed for the stay. Well furnished, lot of kitchen utensils, and In the other house - there were a washing machine and a tumble dryer. The housemaid brought us fresh clean towels after 2 nights. Everything was really nice. Enjoyed our stay to the maximum. It’s a 15 minute walk down to Grece centrum, so no problem to buy groceries and walk back up if you are a group. The pool was nice, and the bedrooms were cosy. We would definitely go back to this place again. Thanks for the wonderful stay!!!

Villa in Greve in Chianti

What guests are saying

Villa La Poggerina, private pool and amazing view

4.97 out of 5 average rating, 37 reviews7 months ago

A rare circumstance where both property and hosts exceeded our expectations. The house is spacious with lovely views and a patio and pool for exclusive use by guests. It is well stocked and appointed, including a pool table and multi-game arcade machine. Much appears recently renovated. For those wanting to cook traditional wood-fired pizzas, there are two outdoor ovens, plenty of wood, and a host at the ready to provide assistance as needed. Emanuele and his wife are excellent hosts - gracious and welcoming yet non-intrusive. They had a fantastic charcuterie board and wine ready on our arrival and helped us with guidance and reservations multiple times throughout the week. They live in the house next door, but you wouldn't know it. All in all, one of our best AirBnB experiences in nearly a decade of stays - very highly recommended!

Villa in La Poggerina

What guests are saying

Villa Polvese Luxury Lake side Villa

5 out of 5 average rating, 5 reviews7 months ago

The villa is the most beautiful place we stayed at during our 20 day trip through Europe. It’s a bit on a splurge in price but very much worth it. The views from the villa of the pool and the lake are breathtaking. The house is very beautiful, everything was functioning properly and the kitchen is great to cook in. We stayed in and cooked dinner one night and it was great. We also took advantage of the Complimentary olive oil tasting that is included with the stay and that was also of fun. Our guide said was so knowledgeable! I can’t say enough good things about this place. It was a much needed break during our busy vacation.

Villa in Magione

What guests are saying

Luxury villa in Tuscany Panzano in Chianti

4.92 out of 5 average rating, 25 reviews3 weeks ago

This Airbnb was a dream—beautiful, serene, and surrounded by stunning countryside views. The house itself was charming and comfortable, offering total relaxation while still being just a short drive from town for incredible food and wine. A perfect balance of tranquility and adventure!

Villa in Greve in Chianti

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