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Vacation rentals in Pergine Valdarno

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Top-rated vacation rentals in Pergine Valdarno

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A spacious outdoor swimming pool is surrounded by lush olive trees and greenery. The pool is framed by a stone terrace, offering a serene view of the countryside landscape stretching into the distance.
Apartment in Pergine Valdarno
4.81 out of 5 average rating, 108 reviews

Detached cottage with pool

Independent apartment surrounded by the greenery of the Tuscan countryside near Pergine Valdarno, in the hills of Chianti Aretino, among olive groves and vineyards, in the middle of the triangle formed by Arezzo, Siena and Florence, on the left bank of the Arno River. Large panoramic swimming pool and fully fenced park shared with two other apartments. Enchanting panoramic location, maximum tranquility, privacy and relaxation. It is possible to have a guide for trekking bikes for interesting routes upon request.

Top guest favorite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 472 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

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, 145 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
An elegant dining area is showcased with a sturdy wooden table set for meals. Stone walls and large windows frame the view of rolling hills, while red flowers and greenery add a natural touch. Soft lighting enhances the inviting atmosphere.
Villa in San Leolino
4.99 out of 5 average rating, 119 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.

Top guest favorite
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
4.96 out of 5 average rating, 56 reviews

The Lazy Oak

Perched on a hillside above the Valdarno area, between the cities of Florence, Arezzo and Siena, the Lazy Oak villa is surrounded by acres of olive groves. The main house on two level has been fitted with bedrooms, bathrooms and new kitchen whilst retaining its old terracotta floors and beamed ceilings. A dining loggia for al fresco meals enjoys a breathtaking view of the countryside. The infinity pool is set just a few steps from the house on a green terrace furnished with loungers.

Guest favorite
The exterior of the stone building is captured in warm evening light, showcasing its rustic charm. A small seating area is visible, with potted plants enhancing the welcoming atmosphere. The surrounding village ambiance and nearby structures add to the quaint setting.
Home in Pergine Valdarno
4.92 out of 5 average rating, 39 reviews

CASA DI VIGNOLO - Medieval Tuscan House

CASA DI VIGNOLO is a beautiful centuries' old building that will enchant you with its local traditional features: the original authentic fireplace, or the original stone sink, or the stone and bricks staircase... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic, Pergine Valdarno, will show you the normal everyday life of a small Tuscan town. You will soon feel part of it!

Top guest favorite
A charming two-story villa is enveloped in lush greenery, creating a serene and inviting exterior. The building features wooden window frames and a covered porch area, offering a shaded retreat. A well-maintained garden surrounds the villa, enhancing the tranquil setting.
Villa in Pergine Valdarno
4.98 out of 5 average rating, 80 reviews

La Vignaccia (the old barn)- 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.

Top guest favorite
A covered veranda provides shaded seating with a table and chairs, overlooking expansive green hills dotted with trees and shrubs. A soft breeze can be imagined flowing through the open space, enhancing the serene countryside atmosphere.
Cottage in Osteria delle Noci
5 out of 5 average rating, 103 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Top guest favorite
A serene outdoor pool area is framed by lush green grass, featuring several sun loungers and umbrellas. The clear water in the pool reflects the blue sky, while tall cypress trees provide a natural backdrop to the tranquil setting.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 449 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Guest favorite
Home in Pergine Valdarno
4.93 out of 5 average rating, 15 reviews

Apartment in Villa with Jacuzzi

Experience an unforgettable stay in the heart of the Tuscan hills! This elegant and cozy apartment is located in a villa surrounded by greenery, ideal for those looking for tranquility, privacy and comfort. The apartment combines Tuscan style with modern elegance, offering well-kept and bright environments. Outside you can relax in the garden, dine under the stars or immerse yourself in the Jacuzzi surrounded only by the sounds of nature.

Guest favorite
The exterior of a rustic building is visible, featuring stone archways and blooming flower boxes under windows. Lush greenery surrounds the structure, while a well-maintained lawn provides an inviting outdoor space. A bright blue sky complements the scene, enhancing the serene countryside setting.
Barn in Le Mura
4.91 out of 5 average rating, 76 reviews

Two-room apartment in a Tuscan barn

The accommodation is nestled among the beautiful hills of Valdambra surrounded by medieval towers and castles and the silence of nature. It is located in the triangle between Florence, Siena and Arezzo, easily reachable by car or train. The apartment consists of a kitchen/living room (with a sofa bed for one person), a bedroom with a double bed and a bathroom. Large garden with the possibility of eating outdoors.

Top guest favorite
Farm stay in Arezzo
4.98 out of 5 average rating, 244 reviews

Esplora la natura al centro di Vigneti Chianti

Feel close to the land in a rustic building on a Tuscan farm. Old stone walls, ceilings with exposed beams and terracotta floors are the backdrop to a characteristic apartment with fireplace. Plunge into an infinity pool for a unique view of the surrounding landscape. Dine outdoors, with the fresh air caressing you, sit and relax admiring the sunset under the ancient cypresses.

Popular amenities for Pergine Valdarno vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Arezzo
  5. Pergine Valdarno