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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, 290 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!

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

Guest favourite
Villa in Ribolla
5.0 out of 5 average rating, 6 reviews

Podere Raspollino | Maremma 10 people

Podere Raspollino is a Maremma farmhouse with two floors. On the ground floor there are two bedrooms and two bathrooms with a separate entrance! On the loggia overlooking the pool, you can find a barbecue and a fully equipped kitchen (without an oven)! Dining table and armchairs! On the first floor, there are three bedrooms and three bathrooms, a living room and a fully equipped kitchen! The farmhouse is located between Ribolla and Montemassi! About 55 minutes from Siena The nearest airport is Pisa

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.

Top guest favourite
A stone house is positioned on a hillside overlooking the deep blue sea. Lush green terrain surrounds the structure, and a large umbrella provides shade near the entrance. The coastline and distant boats can be seen in the background under a clear sky.
Home in Rio Marina
5.0 out of 5 average rating, 118 reviews

Captain's House | Monte Grosso, Elba

The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

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 narrow stone hallway is seen from a small balcony, showcasing the rustic architecture of the surrounding buildings. An archway is featured overhead, and decorative iron railings frame the view of the cobblestone street below, lined with planters and dappled in sunlight.
Apartment in Caldana
4.95 out of 5 average rating, 37 reviews

La Casina nella Contrada

If you are passionate about Tuscan villages, you will love this charming place. The 'Casina nella Contrada' is located in the heart of Caldana, which is an medieval town in the province of Grosseto. From here, you can enjoy the view of the historical centre. The house is suitable for 2 people, both for short and long stays. It only takes 20/30 minutes to reach beach destinations, such as Follonica, Castiglione della Pescaia, Punta Ala and the beautiful Cala Violina.

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.

Guest favourite
A charming stone cottage is depicted, featuring a dark roof and a welcoming entrance. Vibrant purple flowers in the foreground provide a splash of color against the gravel pathway, while warm sunlight casts a gentle glow, highlighting the serene surroundings.
Flat in Castiglione della Pescaia
4.95 out of 5 average rating, 143 reviews

Casetta Venere Tuscan relaxation 3 km from the sea

Casetta Venere: Sea, nature and Pet-Friendly. Just 3 km from the crystal clear sea of Castiglione della Pescaia, Casetta Venere is a small Tuscan jewel among olive trees, perfect for couples, families, and travelers with pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay in the midst of nature.

Top guest favourite
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, 54 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.

Top guest favourite
Apartment in Tirli
5.0 out of 5 average rating, 32 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.

Popular amenities for Caldana holiday rentals