
Holiday houses in Caldana di Sopra
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Top-rated holiday rentals in Caldana di Sopra
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Casa al Gianni - The Simignano Barn
Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, 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 outdoor dinners. A memorable getaway awaits you in this little slice of paradise!

Podere Scorno country house with swimming pool
Small and cozy country house ideal for couples, on a hill in the Sienese countryside. Tuscan-style stone building with a centuries-old history. The property was bought and renovated in the late '90s. With a large garden with pool, orchard, olive grove, vineyard and vegetable garden, for lovers of greenery. The swimming pool is open from mid-May until the end of September. We don't accept pets. We would like to inform our guests that, as private hosts, we are not authorised to provide breakfast.

Incredible Views & Pool in the Tuscan Hills
Fuggite nel cuore della Toscana e vivete un soggiorno immersi in dolci colline, una bellezza senza tempo e panorami indimenticabili. La casa offre l'accesso a una splendida piscina in comune e a tranquilli spazi esterni, perfetti per rilassarsi al sole o godersi serate serene. All'interno, troverete comfort, stile, tutto il necessario per un soggiorno memorabile. Ideale per coppie, famiglie o gruppi di amici che desiderano vivere un'autentica esperienza toscana a breve distanza in auto da Siena.

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.

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.”

[Pool and private forest] Former farm la Locaia
Just 15 minutes from the historic center of Siena, our beautiful apartment is located within the Locaia, a former farmhouse that has been completely renovated with no less than 10 hectares of garden at your disposal Our immense courtyard has everything you need to enjoy an unforgettable stay, a beautiful saltwater pool and a dining area where you can enjoy meals in the open air The garden also has a small private forest to enjoy 100% of the nature of the Sienese hills

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.

Tower house in the countryside with sensory shower
Take it easy at this unique and tranquil getaway. Designed and built to respect Tuscan tradition, but with unique details to guarantee maximum relaxation and comfort while respecting nature. Fully equipped for short and long stays, with the possibility of using sought-after and exclusive services that you would never expect to find. A place tailored for those who love the well-being and tranquility of the countryside but without missing anything.

"Villa Daisy" overlooking Siena
Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Borgo dei Fondi, Apt. Loggia
Apartment located on the first floor (12 steps) of a typical Tuscan farmhouse, surrounded by greenery, just 15 minutes from the center of Siena. It consists of a large living room with a kitchen, a double bedroom, a bedroom with three single beds (possibility of having a double bed), a bathroom with a shower, and a delightful outdoor loggia where you can eat all your meals.

Via Senese, Monteriggioni, Siena
“La Senesina” - Enchanting apartment immersed in the exquisitely beautiful Tuscan countryside, 4 km from Siena and 8 km from Monteriggioni. Ideal location from which to explore the most important towns and cities, rich in history, art and culture.

Secret Garden Siena
A beautiful house located inside the city walls of Siena. The house develops on two floors has three bedrooms and two toilets. The real strong point of this location is the private garden. Walking distance to all the main attractions.
Popular amenities for Caldana di Sopra holiday rentals
Other great holiday rentals in Caldana di Sopra

Villa Canina - charm and rurality in the Crete Senesi

Siena Centre Luxury Design TownHouse -Parking Near

Villa Casabella near Siena

TuscanView 360: 3 bedr, 2 baths, free parking

fabulous farmhouse in Chianti, panoramic garden

Podere Tignano, 4-bedroom villa in the Chianti!

Luxury penthouse with a view of Piazza del Campo

Panoramic farmhouse with pool - Apt.2
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Mercato Centrale
- Parco Regionale Della Maremma
- Uffizi Gallery
- Fortezza da Basso
- Stazione Santa Maria Novella
- Piazza della Repubblica
- Spiagge Bianche
- Del Chianti
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Gulf of Baratti
- Palazzo Vecchio
- Boboli's Garden
- Piazza della Signoria
- Cascate del Mulino





