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Vacation rentals in Poggio al Pino

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Top-rated vacation rentals in Poggio al Pino

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Guest favorite
The rustic stone facade of the house features abundant greenery and wisteria blooms cascading from the upper balcony. The entrance is accessible via a stone pathway, and wooden beams frame the windows, enhancing the traditional Tuscan architecture.
Vacation home in San Martino Sopr'Arno
4.94 out of 5 average rating, 129 reviews

Casa Manu

Characteristic Tuscan stone house immersed in the hills of the province of Arezzo, Tuscany, just restructured, equipped with every comfort. Solarium with outdoor shower. Barbecue grill. Wi-fi. Bed linen, bathroom, kitchen, solarium. Shops at 2 km. Within 70/100 km you can reach the most important sites of interest such as Siena, Florence, Cortona, Perugia, the sanctuary of Verna with the story of St. Francis of Assisi, Sansepolcro and paintings by Piero Della Francesca. Ideal for trekking, for food and wine tourism (in a few kms some of the best wineries in Tuscany can be found), for art and culture enthusiasts.

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Guest favorite
Home in Barberino Tavarnelle
4.95 out of 5 average rating, 44 reviews

Fabulous villa in Chianti, panoramic garden

"BADIA A PASSIGNANO DWELLING" You will experience a relaxing and restorative holiday in the heart of the Chianti Classico area. You will stay in a fully restored, ancient stone barn with a large fenced garden and an old gazebo, suitable for large groups and families. The rooms are comfortable and spacious for 8 people. The renovation was carried out with great care, taking into account every little aesthetic detail to allow you to experience the ancient Tuscan tradition mixed with comfortable modernity.

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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, 518 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.

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Guest favorite
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
4.9 out of 5 average rating, 239 reviews

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

LocationFamilyLong stay

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, 154 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.

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Top guest favorite
A spacious piazza is surrounded by elegant medieval architecture, featuring a central hexagonal area with open-air seating. Stone pathways lead to various shaded spots, while umbrellas provide shelter for patrons. Beautiful clouds drift overhead, enhancing the vibrant scene of daily life in the historical center.
Apartment in Arezzo
5.0 out of 5 average rating, 153 reviews

Piazza Grande Boutique Apartment

Overlooking the most beautiful square in the historic center of Arezzo, where the re-enactment of the Giostra del Saracino takes place, the Piazza Grande Boutique Apartment is located on the second floor of a medieval building, overlooking the beautiful palaces and the Vasari Loggias and is a unique location of its kind. The decor, the work of Countess Cesaroni Venanzi, was created with beautiful antique furniture reinterpreted in a modern way and enriched with contemporary influences.

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Top guest favorite
An outdoor dining area features a large table set for four under a spacious umbrella. Two lounge chairs are positioned nearby, surrounded by stone pavers and potted plants. The charming facade of the villa can be seen in the background, enhancing the peaceful ambiance.
Apartment in Arezzo
4.96 out of 5 average rating, 94 reviews

Villa Medici Donnini Deluxe Apartment

The apartment consists of the ground floor of Villa Medici Donnini. The property dates back to the 18th century and is located on top of the prestigious hill of San Cornelio, whose archaeological area is one of the 28 Symbolic Places of Peace in the World according to Unesco. The apartment features fine furniture, paintings and drawings dating back to the 18th century and various curious objects. The property is only a 5 minute drive from the city center. A car is strongly recommended.

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Top guest favorite
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
4.99 out of 5 average rating, 102 reviews

Villa Tonacato - Charming Villa with private pool

An old rural farmhouse, located in the Tuscan hills overlooking 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

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Top guest favorite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle in Ferrano
4.99 out of 5 average rating, 224 reviews

Il Castello di Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

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Top guest favorite
A charming stone house is framed by lush greenery, featuring an inviting outdoor dining area with a wooden table and chairs. The second floor balcony overlooks the patio, adorned with potted plants. The rustic architecture harmonizes with the natural surroundings, creating a serene outdoor space.
Home in Anghiari
5.0 out of 5 average rating, 25 reviews

Little Corticellitta in Toscana

This private, stylish 2-bed, 2 bath house on a 15 hectares estate, surrounded by vineyards & Tuscan hills, is beautifully decorated; has access to the swimming pool, & private outside patio. The house has an open sitting/dinning Kitchen, 2 double bedrooms & 2 bath, WiFi & everything you need for a luxurious, relaxing Tuscan holiday. Lots of hiking routes & nature; the ancient Anghiari is only 5 minutes drive, a perfect spot for a perfect Italian holiday.

ValueLocationAir conditioning

Top guest favorite
Home in Venere
4.97 out of 5 average rating, 37 reviews

Vacation home

Cozy vacation home with pool in a hilly location, with private pool. Large dining room with fireplace and well-equipped kitchen; well-equipped bathroom and spacious bedroom. In the large, well-kept garden, guests have several covered areas with barbecues. Particularly beautiful is the private pool, elegantly curved and romantically positioned; surrounded by large terraces and flowering flora: the perfect destination for guests who want to feel at ease.

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Guest favorite
An outdoor dining area is visible, featuring a wooden table surrounded by chairs. A large planter filled with blooming flowers adds color, while a vine-covered trellis partially provides shade. The patio is edged by lush green grass and stone paving, contributing to a serene setting.
Townhouse in Castelluccio
4.89 out of 5 average rating, 9 reviews

Countryside home

Excellent two-story country house. On the ground floor there is a spacious living room integrated into the dining room and from which you can access the outdoor garden with a pergola under which to dine or have lunch outdoors. Upstairs there are three bedrooms, one double and two bedrooms each with a one and a half beds. The area is residential and very quiet, with a supermarket and pharmacy nearby. Ideal for getting around Tuscany and Umbria.

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