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Holiday rentals in Monterappoli

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Top-rated holiday rentals in Monterappoli

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano

Casa al Gianni - Hut

Hi, we're Cristina and Carmelo! We look forward to welcoming you to 'Casa al Gianni', our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the companionship of our animals. It's an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a holiday; it's a return to our roots. This peaceful haven will stay in your heart. We look forward to welcoming you!

4.93 out of 5 average rating, 294 reviews
Guest favourite
An inviting kitchen space is highlighted by an arched brick entry. A large wooden dining table is set in the foreground, adorned with a decorative centerpiece. The kitchen features modern appliances, including a silver refrigerator, and warm lighting enhances the rustic ambiance.
Villa in San Miniato

Tuscany Country House Villa Claudia

Experience the enchantment of our Country House: a prestigious, finely restored ancient Tuscan farmhouse with breathtaking views of the village of Canneto (785 AD). Surrounded by the greenery of San Miniato and equipped with every modern luxury, the villa is an exclusive retreat for regeneration. Choose between total relaxation in the garden Jacuzzi, excellent food and wine tours or visits to the nearby Tuscan cities of art. An unforgettable sensory experience between history and nature. Book your dream holiday in Tuscany!

4.94 out of 5 average rating, 134 reviews
Top guest favourite
Townhouse in Scandicci

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

4.88 out of 5 average rating, 342 reviews
Guest favourite
An aerial view of a private pool surrounded by a well-maintained garden. Sun loungers are arranged next to the pool, which is bordered by a stone pathway. Lush greenery and trees provide a serene backdrop to the inviting outdoor space.
Guest suite in Empoli

Private pool & panoramic garden on the countryside

This is a very nice property (100 m2) on the country with PRIVATE POOL(from 15 /04) AND GARDEN. At the property lives only the family (3 people).The position enables to visit all the wonderful Tuscany as you can reach Florence (35 min) Siena (1 hour) Pisa, Lucca and you can also reach the sandy beaches of Tuscany in 50 minuts. The property is surrounded by olive trees and a panoramic garden where there is the pool only for the guests. At the property there are 2 dogs in a cage and a nice cat

4.96 out of 5 average rating, 117 reviews
Top guest favourite
A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.
Flat in San Miniato

San Miniato - Panoramic terrace in the historic center

Brand new apartment in the historic center of San Miniato. Recently renovated, it is ideal for those seeking tranquility in the heart of the city, with a beautiful view of the Tuscan countryside thanks to the panoramic terrace perfect for a breakfast in the sun or a special aperitif. Immersed in the historic part of the city, typical restaurants, shops and all the beauties of San Miniato can be easily reached on foot. Thanks to its central location, it is ideal for visiting all of Tuscany.

4.99 out of 5 average rating, 175 reviews
Top guest favourite
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.
Apartment in Noce

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is a family-run, historic 17th-century property located in the beautiful Chianti hills of Tuscany, with the option of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.

5.0 out of 5 average rating, 352 reviews
Top guest favourite
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

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.

5.0 out of 5 average rating, 233 reviews
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

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.

4.98 out of 5 average rating, 107 reviews
Top guest favourite
A spacious living area is adorned with intricate frescoes and elegant decor, featuring a comfortable cream-colored sofa and a wooden coffee table. Light filters through large windows, illuminating the room’s artistic details. In the background, a cozy sleeping area with a canopy bed is visible.
Apartment in Florence

[SAN LORENZO-DUOMO] Prestigious Historic Residence

Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.

5.0 out of 5 average rating, 158 reviews
Guest favourite
An outdoor dining table is set up, featuring bowls of fresh fruit, including watermelon and grapes. Colorful plates and cups are arranged, with a jar of jam visible. Wooden shutters on the house provide a rustic backdrop against a sunny, serene setting.
Flat in Empoli

House with large terrace in Empoli

Spacious apartment, with kitchen, 3 bedrooms and a large terrace. Quiet neighborhood with numerous businesses, such as pizzerias, ice cream parlors, pastry shops and supermarkets. The apartment is just a 5-minute walk from the station, so it's a central place to visit every city in Tuscany. In addition, the apartment is a short walk from the city's historic center. Linens are washed with ozone.

4.86 out of 5 average rating, 219 reviews
Guest favourite
A sweeping view of lush vineyards stretches across gentle hills, blanketed in morning mist. Soft hues of gold and green are present, with a clear sky above. The serene landscape conveys a sense of tranquility and natural beauty.
Apartment in San Miniato

Renaissance Residence In San Miniato with a view

Kick back and relax in this calm, stylish space. In the historic center of San Miniato First-floor apartment in an old 15th-century building. With a large balcony overlooking the valley. Large living room, kitchen, two bedrooms and two bathrooms. Breathtaking views. Quiet.

4.93 out of 5 average rating, 189 reviews
Top guest favourite
The suite features a spacious bed positioned against a decorative wall, complemented by a free-standing bathtub nearby. A window allows natural light to fill the room, showcasing the charming stone wall that adds character to the space.
Farm stay in Lastra a Signa

Charming Farmhouse Suite

Tenuta Barosi, Isabella Suite - Experience the charm of Tenuta Barosi, a newly renovated agriturismo in 2024. Perched on a hilltop amidst olive groves, this serene retreat in Malmantile, a medieval village near Florence, offers stunning views and modern comforts.

4.99 out of 5 average rating, 135 reviews

Popular amenities for Monterappoli holiday rentals