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Vacation rentals in Caldana

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Top-rated vacation rentals in Caldana

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Asciano
4.96 out of 5 average rating, 130 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 favorite
A panoramic view of rolling hills is bathed in soft morning light, with mist gently resting over the landscape. Silhouettes of trees and distant structures emerge from the fog, creating a serene and tranquil atmosphere in the Val d'Orcia.
Farm stay in San Quirico d'Orcia
4.99 out of 5 average rating, 84 reviews

Wine Loft in the vineyards

Feel the magic of sleeping in the amazing landscape of Val d'Orcia in Tuscany ! You will be enchanted by the colors of the vineyards, enveloped by the scents of the grapes. Wine Loft is a unique home of relaxation and silence in nature. You will be welcomed by the team of Tenuta Sanoner winery, and you will discover delicious organic wine and olive oil . You will visit the cellar and taste the organic wines. Every morning you will receive a breakfast basket and enjoy a delicious local products

Top guest favorite
Apartment in Caminino
4.92 out of 5 average rating, 190 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 favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 151 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favorite
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, 105 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 favorite
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.
Vacation home in Caldana
4.88 out of 5 average rating, 59 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
Home in Castiglione della Pescaia
5 out of 5 average rating, 5 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 favorite
Tower in San Quirico d'Orcia
5 out of 5 average rating, 108 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Top guest favorite
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, 15 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 favorite
Home in Massa Marittima
5 out of 5 average rating, 55 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 favorite
A contemporary suite is presented with a sleek exterior design, featuring large windows and a shaded terrace. A private hot tub is positioned on a stepped platform, surrounded by greenery. A shaded seating area with an umbrella is visible, along with outdoor lounging options.
Vacation home in Scarlino
5 out of 5 average rating, 16 reviews

Glamping Green Sensations "Suite Diamond"

Benvenuti nella "Suite Diamond" del nostro Glamping 'Green Sensations'. Questo trilocale di 50mq offre comfort lussuosi, due bagni privati e due camere matrimoniali accoglienti, con un divano letto comodamente usufruibile da una persona. Potrete rilassarvi nella vasca idromassaggio esterna e godere della bellezza naturale che ci circonda, con vista sulla natura Toscana. Questa suite è dotata di tavolo in giardino con lettini prendisole, ombrellone e tavolo da Ping-Pong.

Top guest favorite
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, 261 reviews

Casa al Gianni - Hut

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Popular amenities for Caldana vacation rentals

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