Villa vacation rentals in Cavriglia

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Top-rated villa rentals in Cavriglia

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The exterior of the villa is illuminated at dusk, highlighting its rustic stone facade and welcoming entrance. Lush greenery surrounds the property, including manicured bushes and soft grass. The cozy porch features seating, inviting guests to relax in the serene outdoor space.

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

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.

Superhost

A bottle of champagne is positioned on a tray alongside two filled glasses and strawberries. Surrounding the tray, vibrant flowers and greenery create a colorful backdrop, while the sun-drenched outdoor area invites relaxation and enjoyment.

Villa in Monsummano Terme

4.83 out of 5 average rating, 52 reviews

Florence & Tuscany. Pool, jacuzzi, parking & relax

Charming 15th century Tuscan Villa, 5bdr, restored respecting local traditions, fenced and furnished with international taste. A 360° view and exclusive comfort. Strategic position -in the heart of Tuscany- 10 minutes from Thermal Spa "Grotta Giusti" and from the motorway, to easily reach Florence, Lucca, Pisa, Siena, beaches & Cinque Terre. Surprising, 30 steps away: you can discover a restaurant of excellence, for unforgettable dinners. We are absolutely certain: it will not disappoint you!

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 infinity pool is framed by stone decking and wooden lounge chairs, inviting relaxation. Umbrellas provide shade, while terraced gardens with olive trees rise in the background. The surrounding landscape features gently rolling hills and clear blue skies, enhancing the serene outdoor setting.

Villa in Cortona

5 out of 5 average rating, 73 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.

Superhost

A serene outdoor pool area is surrounded by vibrant flower beds and lush greenery, providing a peaceful atmosphere. Sun loungers are arranged nearby, inviting relaxation. In the background, rolling vineyards and tall trees enhance the natural beauty under a partly cloudy sky.

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

Bright seating area features two white armchairs and a patterned ottoman, surrounded by large glass arches that open to a lush garden. Natural light floods the space, enhancing the exposed stone walls and wooden ceiling beams, complemented by a large potted plant.

Villa in San Casciano

4.97 out of 5 average rating, 109 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.

Superhost

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

The living area features a smooth transition between indoor and outdoor settings. A modern glass table is paired with a sculptural leather chair, while a cozy sofa is positioned against the wall. Warm lighting creates a relaxed ambiance within the earthy tones of the space.

Villa in Montescudaio

4.8 out of 5 average rating, 10 reviews

PRIVATE VILLA BERTI TUSCANY FOREVER Montescudaio

Villa Berti TUSCANY FOREVER. This is standalone, new villa with private swimming pool and 3 bedrooms and 2 bathrooms. WE KNOW WHERE HAPPY KIDS ARE ! TUSCANY FOREVER featuring unique family friendly properties. Berti is located 2km from the center of Montescudaio town with magnificent views. Etruscan coast , the sea is about 10km away. If you’re facing an issue that requires a personal touch, please contact us.

Top guest favorite

A serene view of a crystal-clear swimming pool is featured, with comfortable lounge chairs arranged around it. In the background, a charming stone villa is set among lush greenery, providing a peaceful ambiance. The area is well-maintained, emphasizing an inviting outdoor setting.

Villa in Orentano

4.96 out of 5 average rating, 100 reviews

Charming Villa in Stone in Tuscany, Borgo ai Lecci

The location, easily accessible, is perfect for visiting the main attractions in Tuscany: the cities of art, the old villages, beautiful landscapes and many other points of interest in this amazing region. Or relax and feel like you are at home. This charming well-maintained Villa in Stone is part of a complex of three buildings used for higher-level holiday homes.

Superhost

A serene outdoor area features a private swimming pool surrounded by lush greenery. Two lounge chairs and a small table are positioned beside the water, offering a relaxing space. The villa stands in the background, framed by trees and garden foliage.

Villa in Montopoli

4.82 out of 5 average rating, 55 reviews

Villa Belvedere beautiful view surrounded by greenery

My place is close to art and culture, great views, family-friendly activities, restaurants and the beach. You'll love my place because of its atmosphere, outdoor spaces, and light. My accommodation is suitable for couples, solo adventurers, business travellers, families (with children) and furry friends (pets).

Superhost

A two-story villa features a blend of stone and whitewashed walls, set within a lush garden. Seating is available on a stone patio, bordered by flowerbeds and planters. Tall trees provide shade, enhancing the tranquil outdoor space under a clear blue sky.

Villa in Asciano

4.8 out of 5 average rating, 5 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