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Vacation rentals in Grilli

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Top-rated vacation rentals in Grilli

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Top guest favorite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.98 out of 5 average rating, 187 reviews

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

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Guest favorite
Home in Castiglione della Pescaia
4.95 out of 5 average rating, 58 reviews

Vetulonia farmhouse with a relaxing pool

Holiday house on 2 levels: on the ground floor, there is a kitchen with a dining room and a separate living room. Going up the stairs, there is a bathroom on the mezzanine floor. On the first floor, there are 2 double bedrooms, each with a double bed and a single bed, with a bathroom. The standard occupancy is 6 guests. It is possible to accommodate up to 8 people by adding an independent annex in front of the house, consisting of 2 rooms, i.e., a kitchen and dining room/bedroom with a double bed plus a bathroom.

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Guest favorite
A charming outdoor dining area is decorated with ornate wrought iron furniture beneath a pergola draped in blooming purple wisteria. Lush greenery surrounds the space, which is punctuated by carefully shaped hedges and seating arrangements, providing a serene atmosphere in the garden.
Home in Castiglione della Pescaia
5.0 out of 5 average rating, 9 reviews

Casale Renieri – Petronilla

The "Casale Renieri" for centuries owned by the Renieri Counts, is located in the countryside of Vetulonia, an ancient and important Etruscan city, a place rich in history, myths, legends and ancient flavors. The gaze spans an immense view of the hills, the endless sky, and exuberant colors. The delicacies marked by silvers of olive trees and hemmed by rows of majestic cypress trees, frame the formal garden that stands out in front of the entrance. The beautiful sea of Castiglione della Pescaia is 15 km away

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Top guest favorite
Home in Siena
5.0 out of 5 average rating, 18 reviews

Private House for 4P – La Capanna Di Azzurra

Ideal for families, couples or friends looking for an elegant and welcoming home, this house is designed for those who want to experience the Tuscan countryside without sacrificing the comfort of the city. Imagine a breakfast looking at the profile of Siena, days between art, wine and nature, and the return at sunset, when the light warms the stone and the silence restores the authentic rhythm of these places. A practical, charming and scenic retreat, perfect for visiting Siena and its surroundings!

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Guest favorite
Home in Asciano
4.96 out of 5 average rating, 135 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

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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
Home in Massa Marittima
5.0 out of 5 average rating, 70 reviews

Design loft with private SPA in Tuscany

Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.

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Top guest favorite
A rustic stone farmhouse is embraced by mature olive trees and lush greenery. The building features traditional window shutters and is set against a clear blue sky, with a gravel pathway leading up to the entrance, enhancing the tranquil countryside ambiance.
Farm stay in San Quirico d'Orcia
4.98 out of 5 average rating, 115 reviews

Podere Pereti Nuovi – Modern Tuscan Villa

Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

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Top guest favorite
Condo in Siena
5.0 out of 5 average rating, 18 reviews

Luxury Penthouse Overlooking Piazza del Campo

There are many houses in Siena. But very few can say they've been here. Overlooking the city’s most iconic square, this penthouse offers a rare experience: Wake up to the golden light caressing the Palazzo Pubblico and fall asleep above one of the most beautiful places in the world. The location is simply one of a kind. Just outside the door, you'll find yourself immersed in history, surrounded by restaurants, wines, and a timeless atmosphere.

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Top guest favorite
A two-story villa with a stone facade is set within a lush green garden. An outdoor hot tub is positioned on a tiled patio, complemented by terracotta planters. A wooden dining area is visible beneath a shaded porch, surrounded by trees and a low fence.
Villa in Basse di Caldana
4.98 out of 5 average rating, 51 reviews

Private villa in Maremma 15 minutes from the sea

Villa La Quercia - Garden&Relax offers a charming rustic retreat for your summer holidays – the perfect place to immerse yourself in the authentic beauty of the Tuscan Maremma, whether you’re looking for a romantic getaway for two or a family holiday. Villa La Quercia welcomes you with its traditional charm, characterised by stone walls, exposed wooden beams and charming furnishings that reflect the true rustic Tuscan style.

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Guest favorite
Dome in Volterra
4.97 out of 5 average rating, 144 reviews

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

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Top guest favorite
The outdoor pool area features a light blue water surface complemented by three tiered fountains. A small white table with a glass is placed on the wooden deck, surrounded by two white chairs. The rustic stone buildings create a charming backdrop, adorned with greenery.
Apartment in Montalcino
4.99 out of 5 average rating, 117 reviews

Castel Brunello - 2 doublebed rooms + terrace

Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

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Popular amenities for Grilli vacation rentals