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Villa holiday rentals in Scheggia

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Top-rated villa rentals in Scheggia

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Superhost
A serene infinity pool reflects soft green hues under a twilight sky. Lush greenery surrounds the area, creating a calm ambiance. In the background, a spacious property is partially illuminated, showcasing its inviting architecture amidst the tranquil landscape.
Villa in Anghiari

Country & chic villa in the Anghiari area

The immense spaces and nature will contribute to making your stay at our property fascinating and unique, surrounded by hills of olive trees and a few kilometers from the famous cities of art of Anghiari, Arezzo, and Cortona. The swimming pool and chillout area will be the icing on the cake when you return from your excursions and before your dinners in the adjacent villages and all typical Tuscan with excellent restaurants of typical Tuscan cuisine. A unique and intense experience in the heart of Tuscany.

4.75 out of 5 average rating, 8 reviews
Guest favourite
A stone villa surrounded by greenery is featured under a clear blue sky. A large swimming pool reflects the sunlight, complemented by sun loungers and colorful potted flowers along the edges. The outdoor area is perfect for relaxation with scenic views of the Tuscan hills.
Villa in Castiglion Fiorentino

Tuscan charm of villa - countryside - Villa Senaia

In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas

4.9 out of 5 average rating, 240 reviews
Top guest favourite
Villa in Montepulciano

Wine Experience Villa in Montepulciano

🏡 Villa Talosa is immersed in the vineyards of the Fattoria della Talosa, a historic winery in Montepulciano that produces Vino Nobile. An authentic place, ideal for relaxing with the magic of the Tuscan countryside and an enchanting view from every window. Just 1.5 km from the historic center, which can also be reached on foot, you can visit our Historic Winery from the 1500s under Piazza Grande: a unique experience between history and passion for wine. Heating and air conditioning are included.

4.97 out of 5 average rating, 125 reviews
Top guest favourite
Villa in Colombella

Torre Villa Belvedere Luxury & Relax with pool

"TORRE VILLA BELVEDERE" Wonderful 260 square metre apartment in a villa with a 12th-century tower. Private swimming pool (15 metres long and 5 metres wide), billiards, darts, large garden, 80 square metre porch, barbecue, gym and relaxation area inside the tower. Convenient private parking within the property. Located in a strategic position, 12 km from Perugia and 4 km from the motorway, it can comfortably accommodate up to 8 guests with 3 double bedrooms with private bathrooms, TVs and safes.

5.0 out of 5 average rating, 114 reviews
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

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

4.92 out of 5 average rating, 331 reviews
Top guest favourite
Villa in Cortona

Tuscan Villa Luigina with Pool & Panoramic View

If you want to live in a postcard .... Villa Luigina is the ideal place, all the rooms have a panoramic view, a dining room with a view ... a breakfast room with a view, or you can eat outside in the garden in front of the house and enjoy the spectacular view of the old town!! In the fascinating Tuscan hills, among olive trees and vineyards, a stone villa in perfect harmony with the environment in a strategic position to discover the secrets of Tuscany and Umbria. CIN:IT051012C2129WHTZX

4.81 out of 5 average rating, 108 reviews
Guest favourite
A large, rectangular swimming pool is set within a green lawn, surrounded by tall trees and blooming shrubs. Sun loungers are placed around the pool, providing a space for relaxation. The lush Tuscan countryside stretches into the distance under a clear blue sky.
Villa in Montepulciano

A paradise in Montepulciano...

Villa Il Cubo has a large private park and swimming pool and marvellous views on the Tuscan countryside. It is fully air-conditioned and the decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point at a moderate extra contribution. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY. Exceptions are possible only if don't create unrentable gaps between one guest and the next.

4.96 out of 5 average rating, 166 reviews
Top guest favourite
The exterior of a charming villa is surrounded by lush greenery, with vines climbing along the walls. A gravel pathway leads to the entrance, framed by well-kept gardens. Sunlight filters through the trees, creating a peaceful atmosphere ideal for relaxation and outdoor gatherings.
Villa in Pergine Valdarno

La Vignaccia (Farmhouse) - villa w/private pool

Nestled amidst the rolling hills of Tuscany, La Vignaccia beckons you to experience the true essence of Italian living. This enchanting villa, set within a sprawling estate, offers a haven of tranquility, where you can unwind and immerse yourself in the beauty of the Tuscan countryside. A secluded garden awaits, providing a serene setting for relaxation and alfresco dining. Take a refreshing dip in the sparkling pool, surrounded by breathtaking views of the Tuscan landscape.

4.96 out of 5 average rating, 101 reviews
Top guest favourite
The pool is illuminated with soft lighting, creating a calming ambiance during the evening. Surrounding greenery provides privacy, and seating areas are visible. The smooth water surface reflects the gentle glow, inviting relaxation in a serene outdoor setting.
Villa in Monte San Savino

Villa Tonacato - Charming Villa with private pool

Ancient rural farmhouse, located on the Tuscan hills with views of the surrounding countryside. Isolated and ideal for those who want to relax but close to the main Italian tourist cities. Each room is equipped with air conditioners with windfree technology, in the living room there is an 82" ULTRA HD TV with SKY and international channels. The pool is equipped with Philips Hue lighting to create the right atmosphere at all times and a Bose Soundtouch bluetooth sound system

4.99 out of 5 average rating, 107 reviews
Top guest favourite
Villa in Arezzo

Tuscany View - Villa Arianna

This beautiful villa, which can accommodate up to ten (10) people, will provide an unparalleled Tuscan experience.  While positioned perfectly to allow easy access to the most beautiful towns and villages of southern/central Tuscany (such as Arezzo, Florence, Siena, Cortona, Montepulciano) and northern Umbria (such as Perugia, Orvieto, Assisi); you’ll find this villa offers complete privacy as well as a sense of peace and tranquility to all who visit.

4.99 out of 5 average rating, 122 reviews
Top guest favourite
A rural landscape showcases a villa nestled among lush greenery and tall cypress trees, surrounded by rolling hills. The area is dotted with olive trees and other vegetation, enhancing the natural beauty of the countryside.
Villa in Anghiari

In a sunny, quiet and rustic area.

The villa is located between Anghiari and Arezzo in a sunny area, absolutely quiet, with a beautiful and panoramic view on the surrounding hills. Through the accurate restoration, the house is well equipped to ensure to just a few guests absolute confidentiality, independent and comfortable stay. Exposed to the south, with independent entrance and direct access to the garden that's exclusively for our guests. Please enjoy yourself.

4.99 out of 5 average rating, 112 reviews
Guest favourite
Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.

4.89 out of 5 average rating, 307 reviews

Popular amenities for villa rentals in Scheggia

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

Top guest favourite
The image features a serene outdoor area with a spacious swimming pool surrounded by lounge chairs. Lush greenery and flowering plants line the poolside, while a stone wall and distant hills provide a peaceful backdrop under a clear sky.
Villa in Pieve a Socana

Villa Montanina - exclusive relaxation in Tuscany

4.99 out of 5 average rating, 83 reviews
Top guest favourite
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

Stunning Tuscan Villa & Panoramic Infinity Pool

5.0 out of 5 average rating, 96 reviews
Top guest favourite
A private pool area is surrounded by lush greenery and offers stunning views of the landscape below. Several sun loungers are positioned on the pool deck, with large umbrellas providing shade. The serene ambiance invites relaxation amid nature.
Villa in Castiglion Fiorentino

Tuscany Villa Mammi

4.99 out of 5 average rating, 89 reviews
Guest favourite
The traditional stone house is surrounded by a well-maintained lawn, showcasing a multi-level structure with a picturesque roofline. Large arched windows accentuate the façade, providing ample natural light. A clear blue sky serves as a backdrop, highlighting the tranquil rural setting.
Villa in Castiglion Fiorentino

Ortaglia di Sotto Farm

4.95 out of 5 average rating, 19 reviews
Superhost
A wooden dining table is set under a pergola adorned with fabric shades, illuminated by warm evening light. The table holds decorative glassware and candles, while a vast green landscape extends toward the horizon, where the sun sets, casting a soft glow across the scene.
Villa in Terranuova Bracciolini

romignano wine farm

4.73 out of 5 average rating, 56 reviews
Guest favourite
The spacious kitchen and dining area features rustic wooden beams and well-lit windows that invite natural light. A large dining table is surrounded by white chairs, accommodating several guests. An inviting seating area with a sofa and decorative elements enhances the communal atmosphere.
Villa in Arezzo

Tuscany Country House with swimming pool

4.95 out of 5 average rating, 73 reviews
Top guest favourite
Villa in Arezzo

Casa Napoleone - Tuscan Villa w/ pool near Cortona

4.96 out of 5 average rating, 27 reviews
Top guest favourite
A two-story villa is nestled among greenery, featuring a spacious gravel parking area in front. The building showcases a light-colored facade with dark windows and a balcony, while a covered terrace with seating is visible beside the entrance.
Villa in Chitignano

Villa Bruna, entire house in Chitignano

4.94 out of 5 average rating, 80 reviews

Luxury villa rentals

Superhost
A saltwater swimming pool is framed by lush greenery, with sunbeds positioned on the grass nearby. A natural fence enhances the privacy of the outdoor area, which is surrounded by trees that provide shade and a serene environment.
Villa in Pierle

Historic Villa Getaway with 6BR/9BA, Pool, Views

4.89 out of 5 average rating, 46 reviews
Top guest favourite
The image captures a tranquil scene of a swimming pool reflecting the colors of a sunset, surrounded by trees and hills. The serene water mirrors the sky’s hues, with the sun positioned just above the mountains in the distance, evoking a peaceful atmosphere.
Villa in Poppi

'Villa Lux Poggelleri' – a unique view of the Casentino

5.0 out of 5 average rating, 24 reviews
Top guest favourite
An infinity pool sits on a green terrace, surrounded by lush greenery and olive groves. Several loungers are positioned on the lawn, offering views of the expansive valley and distant hills under a clear blue sky.
Villa in Loro Ciuffenna

The Lazy Oak

4.97 out of 5 average rating, 71 reviews
Top guest favourite
Villa in Civitella in Val di Chiana

Casale La Querce-Tuscan Farmhouse with pool & view

5.0 out of 5 average rating, 23 reviews
Guest favourite
A serene pool area features a turquoise pool surrounded by well-maintained greenery. Sun loungers are positioned nearby, offering views of the lake and distant mountains. A terracotta pot adds a decorative touch against a backdrop of blue skies and lush nature.
Villa in Passignano sul Trasimeno

Villa Le Murate

4.94 out of 5 average rating, 16 reviews
Superhost
The villa is surrounded by a lush garden, featuring manicured lawns and blooming plants. A terrace with outdoor seating is visible, along with a decorative umbrella. The two-story structure showcases a traditional roof and large windows, set against a backdrop of green foliage.
Villa in Laterina

Villa Mona Lisa

4.85 out of 5 average rating, 39 reviews
Superhost
A rustic Tuscan farmhouse, restored with care, features a tall tower and expansive windows. Surrounding greenery includes cypress trees and shrubs, complementing the natural landscape. The lawn offers open space for relaxation, enhancing the serene atmosphere of the property.
Villa in Buonconvento

Beautiful tuscan country house

4.9 out of 5 average rating, 21 reviews
Top guest favourite
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

Villa San Martino, on the Tuscany/Umbria border

4.89 out of 5 average rating, 58 reviews

Villa rentals with a pool

Superhost
The exterior view of a single-story villa features a private pool surrounded by a wooden deck and several lounge chairs. A shaded portico with seating overlooks a garden filled with greenery and flowers, providing a serene outdoor space.
Villa in Arezzo

At Elena's

4.65 out of 5 average rating, 17 reviews
Guest favourite
The outdoor area features a large swimming pool surrounded by wooden decking and lounge chairs. A spacious villa is visible in the background, nestled among greenery. A covered outdoor kitchen area is also present, ideal for dining and gatherings.
Villa in Castiglion Fiorentino

Villa La Foce

4.95 out of 5 average rating, 20 reviews
Top guest favourite
A charming stone cottage is set among lush green hills, featuring large arched windows and a shaded patio area with outdoor seating. Olive trees surround the property, providing a connection to the natural landscape, while a gravel pathway leads to the entrance.
Villa in Sinalunga

The twigs

5.0 out of 5 average rating, 97 reviews
Guest favourite
A shaded outdoor seating area features a white sofa and black wicker chairs, facing a view of Lake Trasimeno. A small table holds drinks, while vibrant sunflowers are arranged nearby. The pool is visible in the background, surrounded by lush greenery.
Villa in La Cima

Lake View Private Villa with Pool

4.92 out of 5 average rating, 49 reviews
Guest favourite
An outdoor dining area is presented under a wooden pergola, featuring a long table set for meals. Soft lighting is provided by hanging fixtures, and the surrounding lush greenery complements the rustic stone structure in the background.
Villa in Lucignano

Villa Eleonora

4.82 out of 5 average rating, 17 reviews
Top guest favourite
A spacious bedroom features a four-poster bed draped with soft fabric. Two bedside lamps create gentle illumination. An arched bookshelf filled with books is visible in the background, alongside a cozy seating area with upholstered chairs, highlighting a mix of comfort and elegance.
Villa in Panzano in Chianti

Luxury Villa on Chianti Wine Estate

4.93 out of 5 average rating, 95 reviews
Guest favourite
The crystal-clear swimming pool reflects the blue sky, bordered by a well-kept garden. In the background, a stone farmhouse features green shutters and a classic tiled roof. The pool area is complemented by shaded seating, offering a serene and private atmosphere.
Villa in Gaiole in Chianti

Podere il Trebbio

4.92 out of 5 average rating, 88 reviews
Guest favourite
An inviting infinity swimming pool is surrounded by a well-kept garden. Lounge chairs are positioned around the edge, allowing for relaxation under the clear blue sky. The villa is visible in the background, framed by lush greenery and trees.
Villa in Castiglion Fiorentino

Villa Degli Olivi

5.0 out of 5 average rating, 31 reviews

Destinations to explore