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Holiday rentals in Caldana

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Top-rated holiday rentals in Caldana

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
4.93 out of 5 average rating, 288 reviews

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!

Top guest favourite
Apartment in Valpiana
4.98 out of 5 average rating, 47 reviews

Infinity Pool in the green agritourism with a view of the woods

Experience the authentic Tuscany between the sea and the countryside! Our Casetta Valmora estate is located 10 km from Follonica and Massa Marittima. The apartment with private patio, Wi-Fi, air conditioning overlooks the garden with two sun loungers, ideal for couples, families and friends. From June 2026, the new panoramic infinity pool with a view of the forest will be available for moments of pure relaxation. Nearby, discover medieval villages, Cala Violina, bike trails, golf (15 km away) and local products.

Guest favourite
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

Superhost
Flat in Caldana
4.8 out of 5 average rating, 5 reviews

Apartment in the center of Caldana

In the charming medieval village of Caldana, just a short walk from supermarkets, bars, restaurants, and small local shops, this welcoming holiday apartment offers the perfect setting for a relaxing stay in Tuscany. The apartment features two cozy bedrooms, a spacious living and dining area, and a small separate sitting corner ideal for reading or unwinding. A true highlight is the large terrace with beautiful views. Centrally located this property combines comfort and authentic Tuscan charm.

Guest house in Caldana
4.79 out of 5 average rating, 199 reviews

Appartment 1 surrounded by Tuscan Nature

This detached appartment has 55 mp with kitchen, bathroom, bedroom, and terrace. It is built in the traditional tuscan style with stone and wood. Its 20 minutes drive to the sea,1 hour to Siena, 2 hours to Rome and Florence, 5 minutes to Caldana city Center where you have all amenities (groceries, bank, Postoffice,3 restaurants..) You will find a lot of activities like horseriding,excursions of history and plants,winetasting and kilometers of wonderfull beaches, watch the birds and wild animals.

Top guest favourite
A spacious terrace offers stunning views of the surrounding mountains and the charming town below. Potted plants line the edges, while a wooden dining table with matching chairs is positioned for outdoor dining. The soft sunlight enhances the inviting atmosphere of the space.
Flat in Ravi
4.95 out of 5 average rating, 37 reviews

Casa Vacanze Enos & Iside

In the heart of the charming historic center of Ravi is Casa Enos&Iside, perfect for families looking for relaxation and tranquility. This spacious home is ideal for those who want to immerse themselves in the authentic atmosphere of an ancient village, while enjoying all modern comforts. Located in a strategic position, the house allows you to easily discover the wonders of the surrounding area, from medieval villages to green hills, from food and wine routes to pristine beaches

Top guest favourite
Home in Massa Marittima
5.0 out of 5 average rating, 74 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.

Guest favourite
A sweeping view of rolling hills and lush greenery stretches across the landscape, with the ancient village of Caldana perched on a distant hilltop. The sky is filled with scattered clouds, creating a soft and natural light over the scene.
Flat in Caldana
4.94 out of 5 average rating, 66 reviews

Casa Grace: relax and smart working in Maremma

Available all year. The apartment is suitable for short and long stays, both for relaxing and business holidays (smart working). It's located in Caldana, an antique medieval village in the province of Grosseto, that is only 25-30 minutes from seaside locations such as Follonica, Castiglione della Pescaia, Punta Ala, and Cala Violina (considered one of the most beautiful beaches). Welcome gift upon arrival! SMALL PETS ARE WELCOME!

Guest favourite
A charming stone house from the 19th century is featured, surrounded by lush greenery and decorative potted plants. The entrance showcases a welcoming wooden door under a tiled awning, with a gravel path leading to the structure, enhancing the rural character of the landscape.
Home in Gavorrano
4.91 out of 5 average rating, 22 reviews

Podere La Fornace is a small Ferienparadies

On a 1.5 ha plot surrounded by 300 olive trees is this completely restored picturesque, beautiful natural stone house from the 19th century. A large garden with palm trees and secular trees and a 10x5 m pool guarantee a relaxing vacation. The main house is divided into 3 apartments, all with separate entrance, private garden area and cozy outdoor seating. Not far from it are 2 charming, single houses equipped with all comforts.

Top guest favourite
Apartment in Tirli
5.0 out of 5 average rating, 30 reviews

Spacious Flat just 15 Minutes from the Sea

Discover the perfect combination of modern Scandinavian comfort and Tuscan charm in this private flat located in the village of Tirli. The flat offers modern yet cosy interiors, two bathrooms, a fully equipped kitchen, two bedrooms and a balcony with all the amenities you need for a relaxing holiday away from the stress of everyday life.

Guest favourite
The villa's exterior showcases a charming Mediterranean-style design, featuring a terracotta roof and soft pink walls. The surrounding well-maintained lawn is bordered by tall trees, providing a serene backdrop, while outdoor seating is positioned on the patio, inviting relaxation.
Villa in Grosseto
5.0 out of 5 average rating, 27 reviews

Podere la Pompa

Villa with three bedrooms with ensuite bathroom, large kitchen and living room. External loggia for outdoor dining and possibility of using the shared swimming pool. Piccola Pompa is located a short drive from Grosseto and less than 20 minutes from the beaches of Castiglione della Pescaia

Top guest favourite
Home in Bivio di Ravi
5.0 out of 5 average rating, 13 reviews

The House of Paintings

In the village of Bivio di Ravi, a hamlet of Gavorrano, you will find La Casa dei Quadri, an 80-square-meter house immersed in the charm of the Maremma countryside. The house is part of a completely renovated old farmhouse.

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