
Holiday houses in Colonia Santa Regina
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Top-rated holiday rentals in Colonia Santa Regina
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Casa al Gianni - The Simignano Barn
Transformed from a former 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 seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!

Podere Piazza house with panoramic view
Podere Piazza is an estate, has its origin in the 15th century. The vacation home was built at the beginning of the 17th century. Podere Piazza was the residence of Alessandro Cervini degli Spannocchi, who was appointed Archbishop of Siena on May 29, 1747. He was a Nobile di Montepulciano and Patrizier of Siena. The buildings of Podere Piazza still bear his coat of arms today. This also explains our little church, at the road junction, in front of it to the right to the pine avenue and to the left into the driveway.

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.

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.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Pool Escape Just Outside Siena
Nestled in the heart of the hills of Siena, just 6 km from the center, our agritourism is a haven of peace and beauty, where tradition, authenticity, and a love for horses come together. Among these gentle hills, the horses of the Palio are raised and trained, a symbol of passion and Sienese tradition. Guests can get closer to this magical world, observing from close to the harmony between man, horse and nature and the beauty of a place where excellence sport meets respect for animals.

Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Typical Tuscan country house
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Luxury frescoed apartment in the historical center
The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

Casa Regina - Relaxation and art - Yes
Relax with the whole family in this comfortable, convenient accommodation on the outskirts of the city of Siena. Large outdoor garden, where you can sunbathe both in the private area and in the condominium area where there is a beautiful swimming pool where you can cool off in the summer months. Convenient as a base to visit the surroundings of Siena, Castenuovo, Monteriggioni, Colle, and the wonderful city of the Palio.

Casato Santa Regina apartment LINDEN
Santa Regina is a beautiful seventeenth-century farmhouse which has been recently renovated while preserving its original features. The house is situated in the beautiful and tranquil Tuscan countryside just a few minutes drive from Siena city centre. The two available units to rent are TIGLIO (ground floor) and MAGNOLIA (first floor). The apartments are completely indipendent with private entrance, living and parking.

"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).
Popular amenities for Colonia Santa Regina holiday rentals
Other great holiday rentals in Colonia Santa Regina

Private House for 4P – La Capanna Di Azzurra

Cipressini 2 - pool and amazing views

XIII Century Tower with Private Panoramic Pool

Luxury Penthouse with a View of Piazza del Campo

Palazzo del Papa / Design Enchantment and Relaxation

The tranquility of the Geggiano woods

Tuscany jem: The Chianti Farmer's House

Rustic Tuscan Retreat: A Cozy Escape Near Siena
Destinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Stazione Santa Maria Novella
- Parco Regionale Della Maremma
- Spiagge Bianche
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden





