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Holiday houses in Pieve al Toppo

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Top-rated holiday rentals in Pieve al Toppo

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Top Guest favourite
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, 524 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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Guest favourite
Home in Montagnano
5.0 out of 5 average rating, 9 reviews

Il Podere - Rustic charm in Tuscany

Imagine a Tuscan farmhouse, rustic but furnished with modern and functional taste, where you immediately feel at home. It is located between Arezzo, in Valdichiana, in a quiet area but close to all amenities, among the most beautiful villages such as Cortona, Montepulciano, and Lake Trasimeno, a short distance from Umbria. Three double bedrooms, two bathrooms, living room with sofas, kitchen, dining room, enclosed garden, furnished porch, patio with table tennis and heated swimming pool. Wi-Fi.

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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 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
5.0 out of 5 average rating, 96 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.

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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
4.99 out of 5 average rating, 105 reviews

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

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Guest favourite
Aerial view of the estate displaying lush vineyards surrounding an inviting shared pool. The landscaped garden features numerous trees and red sun loungers. Two rustic buildings, one with a tiled roof, are visible, enhancing the serene rural atmosphere.
Condo in Monte San Savino
4.93 out of 5 average rating, 57 reviews

Casa Bianchini | Duplex 6-bedroom apartment (12 +1

La Foresteria is a historical rural estate located near Arezzo in southeast Tuscany. Surrounded by lush countryside and fruit orchards, it offers guests serenity and peace. The property features ten carefully restored apartments, a private swimming pool, and an on-site restaurant where guests can enjoy breakfast and dinner. Its location is perfect for relaxing or exploring Tuscany’s art, culture, and nearby cities like Cortona, Florence, Siena, and Montepulciano.

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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, 105 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
A spacious open-plan living area features tile flooring and wooden beams overhead. A mix of seating options, including a double sofa bed and black armchairs, is arranged around a coffee table. Bookshelves and a dining area are visible, creating an inviting communal space.
Home in Civitella in Val di Chiana
4.91 out of 5 average rating, 102 reviews

The lemon house

La "limonaia" is a biodelizia house with stone and plaster covering. It is composed of a large open-space with a double sofa bed, a kitchen and a dining area, a double bedroom, a bathroom and a mezzanine with a single bed. It is very bright and has heating and air conditioning and overlooks a large garden where the swimming pool is inserted. Privacy and tranquility are assured. Its strategic position allows you to visit the best of Tuscany and beyond.

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Top Guest favourite
Villa in Arezzo
4.99 out of 5 average rating, 122 reviews

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.

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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
4.65 out of 5 average rating, 17 reviews

At Elena's

A villa all on one floor, with 2 bedrooms and 2 bathrooms, a large kitchen, a private pool, and a porch to admire the warmest sunsets. This is Elena's house. Located a short distance from Arezzo, it is a perfect location to visit the surrounding area: Siena, Florence, Perugia and Cortona. Arezzo is a historic city to visit at least for a weekend. Perfect for a couple, but also for families.

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