Vacation rentals in Orentano

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Top-rated vacation rentals in Orentano

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Top guest favorite

An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.

Condo in Noce

5 out of 5 average rating, 258 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top guest favorite

An open space is presented with a spacious bed featuring subtle patterned bedding. A small dining area is visible, with a table and two chairs. Light-colored curtains frame the doorway, allowing natural light to fill the room. Decorative elements add a touch of elegance.

Condo in Orentano

4.96 out of 5 average rating, 28 reviews

A country hideaway!

In a court setting, a private room with everything you need, from the kitchen to the bathroom, from private parking to the garden, will be at your exclusive disposal. A central location, where you can stay between one destination and another in our beautiful Tuscany; Florence, Pisa, Lucca, Pontedera, Viareggio, etc. Without neglecting all the services offered by the small town of Orentano, which is truly complete. Moments of relaxation surrounded by nature before an adventure in the city. Try it to believe it.

Top guest favorite

The image displays a tranquil outdoor setting featuring a stone swimming pool surrounded by lush greenery. In the background, a historic tower rises among tall trees, while olive trees are seen in the foreground, enhancing the natural beauty of the landscape.

Castle in Montecatini Val di Cecina

4.99 out of 5 average rating, 119 reviews

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here with our sons and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Guest favorite

A well-equipped kitchen is featured with stainless steel appliances and a wooden countertop. Natural light flows through the large windows, enhancing the space. A decorative model sailboat and framed bird illustrations add charm to the room. A dining table with wooden chairs is positioned nearby.

Condo in Pisa

4.98 out of 5 average rating, 207 reviews

"Mercanti" cozy attic in a tower house

An old tower house in the heart of Pisa. A fully equipped stainless steel kitchen with espresso machine and kettle. The interiors blends wooden beams, steel and glass with a swinging hammock, designer lamps, a turntable and an extensive library of art and illustration books. The bedroom is accessed via an internal staircase, while the apartment is located in the attic (3rd floor) of a historic building: the staircase is a bit steep, so unfortunately it may not be comfortable for everyone.

Top guest favorite

An aerial view of the villa showcases a well-maintained garden surrounding the building. A spacious salt-water pool with a light stone deck is framed by lounge chairs. The villa's elegant facade features large windows and a tiled roof, presenting a welcoming appearance.

Villa in Orentano

4.99 out of 5 average rating, 67 reviews

Villa Colombai Pool, Tennis, Pickleball and Chef

VILLA COLOMBAI is a holiday home equipped with a swimming pool, tennis court, 2 pickleball courts, a five-a-side football pitch, parking, and a private park. The Villa has 6 bedrooms and 6 bathrooms, perfect for up to 12 guests. The saltwater swimming pool entirely covered in travertine is heatable (extra service). We offer any assistance service to our guests, including transfers with our Mercedes Van and home restaurant services and taste workshops, such as the famous Pizza Chef Workshop.

Top guest favorite

An open loft living area features stylish furniture, including a dark leather chair and a gray sofa. A dining table with white chairs is illuminated by contemporary pendant lighting. The kitchen, equipped with modern appliances, is complemented by wooden accents, while a staircase leads to an upper level.

Condo in Lucca

5 out of 5 average rating, 241 reviews

Taste of Lucca, charming and modern apartment

Incantevole, spazioso e moderno appartamento di 78 mq, in posizione centrale. Confortevole e situato in zona tranquilla, a soli 100 metri dalle storiche Mura della città e a due passi dalla famosa Piazza Anfiteatro, chiese e altri luoghi storici. Wi-fi, ottimo anche per smart-workers, Netflix, Prime Video, Disney+, YouTube. Due biciclette a disposizione degli ospiti per passeggiate in completo relax per la città. Parcheggio gratuito o a pagamento, a pochi passi dall'appartamento.

Top guest favorite

An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.

Home in Gambassi Terme

4.99 out of 5 average rating, 180 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Guest favorite

A spacious living area features a large window with elegant curtains, allowing natural light to illuminate the room. A comfortable sofa adorned with a cozy blanket is positioned facing a wooden coffee table, while a television and decorative elements add to the ambiance.

Condo in San Gimignano

4.93 out of 5 average rating, 120 reviews

Luxury Medieval Tower - Penthouse

Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

Top guest favorite

A wooden house is nestled in a spacious garden, featuring a large tree and various outdoor seating options. A shaded patio area provides a dining table and chairs, while a barbecue grill stands nearby. Lush green grass completes the tranquil outdoor setting.

Home in Castelfranco di Sotto

5 out of 5 average rating, 13 reviews

Casa Fabiani-Vacation in Tuscany, pet friendly

Casa Fabiani is a lovely house in the Tuscan countryside where you can spend fantastic days between excursions and relaxation! Located near the Via Francigena, the house is surrounded by a large fenced garden where you can keep your dogs free and relax under the trees. Casa Fabiani allows you to easily reach the wonderful cities of art (Pisa, Lucca, Florence, Siena..) or visit the Tuscan natural areas (Chianti, Garfagnana, Lunigiana..)

Guest favorite

The entrance to the apartment is framed by green shutters, with a white door leading into the interior. A covered outdoor seating area features a table and chairs, inviting guests to enjoy the surroundings. A brick wall adds rustic charm, complemented by potted flowers.

Apartment in Castelfranco di Sotto

4.95 out of 5 average rating, 21 reviews

B&G Corte Menconi Margherita

Relax with the whole family in this quiet accommodation. Inside Corte Menconi, in this typical farmhouse immersed in the Tuscan countryside, you will find the Margherita Apartment. All rooms are individually furnished respecting the Tuscan tradition of the beginning of the century, with views of the typical Tuscan landscape, an outdoor dining area and a fully equipped kitchen or kitchenette. It also has private bathrooms.

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, 104 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.

Top guest favorite

The image features a serene infinity pool reflecting the surrounding trees and villa during sunset. Sun loungers are positioned beside the pool, and the well-maintained outdoor area offers a tranquil ambiance enhanced by the natural landscape.

Farm stay in Pisa

4.99 out of 5 average rating, 300 reviews

Tenuta Chiudendone in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.