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Holiday houses in Castiglion Fibocchi

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Top-rated holiday rentals in Castiglion Fibocchi

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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, 523 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 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
4.9 out of 5 average rating, 240 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

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Top Guest favourite
The entrance of Villa Piandarca is framed by lush greenery and decorative pots. A rustic wooden door stands partially open, revealing a white curtain gently flowing in the breeze. The building's warm yellow exterior adds to the inviting atmosphere of the property.
Home in Terranuova Bracciolini
4.98 out of 5 average rating, 56 reviews

Villa Piandarca - Tuscany - WIFI - private pool

The Villa Piandarca is, situated in a panoramic place, immersed among the vineyards of the Tuscan countryside, and in a strategic position between Firenze, Siena and Arezzo. It consists of two apartments with separate entrance from the garden. The villa has a total capacity for 10 people and each apartment has a kitchenette with dish washer and air-conditioning in all rooms, wifi and veranda. The villa has also large outdoor areas and a beautiful salt water swimming pool where guests can relax.

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Top Guest favourite
A charming countryside villa displays traditional stonework, surrounded by lush green fields and trees. The main building features classic Tuscan architecture, while a smaller guest house is positioned nearby, both offering an inviting and serene environment amidst nature.
Home in Campogialli
4.97 out of 5 average rating, 35 reviews

Salceta a Tuscany Country House Private Pool & BBQ

A typical style stone villa set in the Valdarno area on a private estate. The villa is the ideal vacation solution for a group of friends or for a family reunion in a context of total privacy. In the outdoor the swimming pool, the dining area under a pergola and BBQ. A meticulous restoration, using high quality materials and attention to detail in fabrics and furniture, has conveyed a sense of beauty and elegance to the house, leaving unchanged the genuineness and warmth of Tuscan farhouses.

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Top Guest favourite
A serene pool area is showcased with two sun loungers positioned beside a tranquil salt-water pool. The expansive view of the valley and distant cityscape adds to the peaceful ambiance, while greenery surrounds the space, enhancing the sense of privacy and relaxation.
Farm stay in Monte San Savino
4.99 out of 5 average rating, 113 reviews

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

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Top Guest favourite
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, 154 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 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
4.97 out of 5 average rating, 71 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.

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Top Guest favourite
An expansive outdoor area features a crystal-clear infinity pool surrounded by lush olive trees. Comfortable sun loungers are positioned near the water, while red umbrellas provide shade. The backdrop includes a charming farmhouse and an array of greenery under a bright blue sky.
Farm stay in Arezzo
5.0 out of 5 average rating, 62 reviews

Villa in Tuscany - infinity pool - 8 bdrm - 7 bth

A beautiful Tuscan farmhouse with 3 acres of fully fenced private park, organic olive grove and lavender farm, complemented by a magnificent infinity swimming pool and an extra large modern gazebo with external lounge, hammocks & dining table; spacious, welcoming and comfortably furnished living areas; pool table, professionally equipped kitchen; 8 stylishly decorated bedrooms (6 of which are en-suite), and 7 bathrooms for your total comfort and relax. We really are in the Tuscany core!

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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
4.96 out of 5 average rating, 100 reviews

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.

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Top Guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 104 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

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Guest favourite
Home in Pogi
5.0 out of 5 average rating, 10 reviews

Private Cottage with Plunge Pool in Tuscan Estate

A private cottage with garden and plunge pool, set within Borgo Iesolana Estate. Perfect for up to 6 guests, yet equally special for couples. Enjoy total privacy, a fully fenced garden (ideal for dogs), stunning views and an exclusive plunge pool — with breakfast included and full access to the Borgo’s pools, restaurant and bar just a short walk away. Private parking, Wi-Fi, TV, air conditioning, heating and a fully equipped kitchen complete the experience.

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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
4.99 out of 5 average rating, 83 reviews

Villa Montanina - exclusive relaxation in Tuscany

A typical Tuscan villa exclusively immersed in the views, greenery and peace of the Casentino Valley where you can spend moments of relax, fun and experiences where nature, culture and taste come together. During your stay you can enjoy cooking classes, yoga classes, wine tastings, massages, personalized experiences and relax in the large swimming pool. The Villa with its many large green spaces is also perfect for celebrating your dream wedding in Tuscany.

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