
Holiday rentals in Caldana
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Top-rated holiday rentals in Caldana
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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, and 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, with relaxation in the hot tub and al fresco dinners. A memorable getaway awaits you in this little slice of paradise!
4.97 out of 5 average rating, 198 reviews
The garden by the sea
A 150-square-meter villa on the Tuscan sea of Prato Ranieri, surrounded by a wonderful and well-kept garden, located in a quiet pedestrian area, with a sandy beach right in front of the gate. Equipped with two parking spaces, it is perfect for families and groups of friends, with a private solarium, a relaxation area and a dining area under a cozy patio. The property is enhanced by a panoramic terrace overlooking the sunset. Within walking distance are beach resorts, ice cream parlors, bars and restaurants.
5.0 out of 5 average rating, 21 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.
4.8 out of 5 average rating, 5 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
4.95 out of 5 average rating, 37 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.
5.0 out of 5 average rating, 77 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!
4.94 out of 5 average rating, 66 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.
4.91 out of 5 average rating, 22 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.
4.95 out of 5 average rating, 144 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.
4.98 out of 5 average rating, 56 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.
5.0 out of 5 average rating, 35 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
5.0 out of 5 average rating, 27 reviews
Agriturismo Bandinelli #3 "Palmizia"
The apartment is on the ground floor of the farmhouse Bandinelli. For 2 adults + 2 children, with double bedroom and a sofa bed in the living room. The apartment overlooks the garden where there is a private veranda for outdoor dining and a swimming pool shared with guests.
4.94 out of 5 average rating, 65 reviewsPopular amenities for Caldana holiday rentals
Other great holiday rentals in Caldana

Villa Mirto house in Tuscany with swimming pools, spa and sea
4.9 out of 5 average rating, 30 reviews
Appartment 1 surrounded by Tuscan Nature
4.79 out of 5 average rating, 200 reviews
homeliday active: glamour modernity
5.0 out of 5 average rating, 3 reviews
Feel the silence, Cesi holiday home
5.0 out of 5 average rating, 5 reviews
At Rebecca's
4.76 out of 5 average rating, 41 reviews
Large country house with outbuilding - 14 people
5.0 out of 5 average rating, 5 reviews
‘IL PEPERONCINO’ TUSCAN VILLA WITH PRIVATE POOL
5.0 out of 5 average rating, 18 reviews
Casetta Carinci - Caldana - Tuscany
4.85 out of 5 average rating, 13 reviewsDestinations to explore
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Pianosa
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Mount Amiata
- Cascate del Mulino
- Siena Cathedral
- CavallinoMatto
- Vulci
- Quercetano
- Palazzo Pubblico
- Valdichiana Outlet Village
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





