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Holiday houses 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
4.92 out of 5 average rating, 270 reviews

Casa al Gianni - Hut

Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

Top Guest favourite
A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.
Farm stay in Campiglia D'orcia
4.92 out of 5 average rating, 594 reviews

Poggio Bicchieri Holiday Farm - Memoria apartment

Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

Guest favourite
Home in Asciano
4.96 out of 5 average rating, 132 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.

Top Guest favourite
Apartment in Caminino
4.92 out of 5 average rating, 194 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

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 out of 5 average rating, 107 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.

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

Rent a 40 sqm independent apartment in Caldana (GR), a few kilometers from the most beautiful villages and the most beautiful beaches of the Tuscan coast. The apartment is composed as follows: independent entrance with garden, on the ground floor living room with double sofa bed, kitchenette with gas stove and coffee maker, balcony with breathtaking view, on the second floor bedroom with large window, bathroom with shower. Everything you need for your stay is provided Have a great vacation

Superhost
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 out of 5 average rating, 6 reviews

Casale Renieri – Petronilla

Il "Casale Renieri" da secoli proprietà dei Conti Renieri, si trova nella campagna di Vetulonia, antica ed importante città etrusca, luogo ricco di storia, miti, leggende e sapori antichi. Lo sguardo spazia in un panorama immenso tra le colline, il cielo infinito e colori esuberanti. I clivi scanditi dagli argentei ulivi e orlati da filari di maestosi cipressi, incorniciano il giardino formale che si staglia davanti all' ingresso. Lo splendido mare di Castiglione della Pescaia dista 13 km

Top Guest favourite
A cozy living area features a light-colored sofa adorned with decorative cushions. Wooden beams span the ceiling, while a modern chandelier casts soft light. The kitchen is visible in the background, complemented by rustic cabinetry and stylish seating.
Apartment in Ravi
5 out of 5 average rating, 17 reviews

Yes Cino

Apartment in the heart of Ravi! Experience the authenticity of the Tuscan Maremma by staying in a cozy and completely renovated apartment, located in the historic center of Ravi, a charming 16th-century medieval village. Within walking distance you will find typical restaurants, local shops and breathtaking views of the Gavorranese countryside. Perfect for those looking for tranquility, history and nature. Ideal for romantic weekends or for a regenerating break away from the crowds.

Top Guest favourite
Home in Massa Marittima
5 out of 5 average rating, 60 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.

Top Guest favourite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Condo in San Gimignano
5 out of 5 average rating, 51 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

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.
Condo in Caldana
4.94 out of 5 average rating, 32 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.

Top Guest favourite
Castle in Tignano
5 out of 5 average rating, 22 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

Popular amenities for Caldana holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Grosseto
  5. Caldana