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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
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
4.97 out of 5 average rating, 192 reviews

Casa al Gianni - The Simignano Barn

Converted from a former 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 seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this little slice of paradise!

Top guest favourite
Apartment in Valpiana
4.98 out of 5 average rating, 46 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 woods will be available for moments of pure relaxation. In the surrounding area, 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" has been owned by the Renieri Counts for centuries, and is located in the countryside of Vetulonia, an ancient and important Etruscan city, a place rich in history, myths, legends and ancient flavours. 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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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
Flat in Roccatederighi
4.97 out of 5 average rating, 38 reviews

Domus Olea BnB

The Domus Olea apartment is part of a Tuscan stone farmhouse that commands an enviable view over the Maremma. It takes its name from the magnificent restored oil mill, set into the marble plinth that has formed part of the floor for over a century. It will be an experience of relaxation and greenery, of sunsets over the sea on the horizon, amidst timeless architecture and a minimalist approach to space. A hot tub for some self-care, the time for a nice glass of wine, cheers. Have a good trip!

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, 117 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
4.94 out of 5 average rating, 36 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
An exterior view captures a charming terrace area adorned with potted flowers. A small table and two chairs are shaded by a white umbrella, offering a cozy space for outdoor dining. Stairs lead up to the entrance, framed by textured stone walls.
Holiday home in Caldana
4.88 out of 5 average rating, 60 reviews

The House of Kosen Rufu Independent apartment

The apartment is small and modest, but there is everything you need to feel at ease. The feature I love most about the Casina di Kosen Rufu is the view from both the terrace and the bedroom. The view is captivating. Then there's the garden, which I personally take care of and which I love, both in summer, when nature is in bloom, and in winter, because the succulents bring joy all year round. Each flower blooms when it's time, providing a unique spectacle every time.

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
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.
Flat 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.

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.

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