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Vacation rentals in Colombaiolo

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Top-rated vacation rentals in Colombaiolo

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

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Top guest favorite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.98 out of 5 average rating, 182 reviews

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, 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, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

Top guest favorite
A charming countryside building is surrounded by lush greenery and rolling hills. A circular pool is situated in the garden, accompanied by several lounge chairs. A shaded seating area offers a relaxing spot, with trees and olive groves enhancing the serene landscape.
Home in Siena
4.97 out of 5 average rating, 33 reviews

the chestnut house

Located in the Chianti hills, along the Strade Bianche cycling route, about 8 km from the historic center of Siena, and just a few minutes by car from the Scotte General Hospital and the Rugani Clinic, Casina del Castagno can be reached via the Siena Nord exit of the Siena–Florence highway. The property is housed in a former farm outbuilding opposite a Tuscan barn where the owners live. It is ideal for those who want to visit places of artistic interest and enjoy the quietness of the countryside.

Guest favorite
Home in Asciano
4.96 out of 5 average rating, 134 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
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, 153 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.

Guest favorite
An entrance is framed by natural stone walls, showcasing wooden shutters on either side of the door. A small outdoor terrace is furnished with a table and chairs, adorned with vibrant flowers in pots, inviting a serene outdoor experience.
Apartment in Siena
4.94 out of 5 average rating, 129 reviews

Escape to Tuscany: Stunning Chianti Views Await

As you have come across this advert, it means that curiosity is part of you. The same will bring you to appreciate this little jewel in the middle of the Chianti countryside, just 6 km away from the city centre of Siena. Recently renovated you will be amazed by peace, relaxation and cosiness. If you are looking for a small and comfortable place in the tranquillity of Siena’s countryside, far away from city stresses, then this cosy flat will be ideal for your next holiday retreat.

Guest favorite
A charming stone villa stands surrounded by green grass and trees, featuring ivy-covered walls. The exterior is complemented by a pathway made of light-colored stones leading to seating arrangements. Clear blue skies are visible above, enhancing the tranquil outdoor setting.
Villa in Siena
5 out of 5 average rating, 23 reviews

The Villa of the Spendthrift Brigade!

Beautiful villa with swimming pool, five minutes from the historic center of Siena, located in the most beautiful area of the city as well as in the circuit of the famous "Strade Bianche" cycling race. A series of outdoor spaces, an indoor pool with a whirlpool, a large park with centuries-old oaks and a private olive grove, and the extreme proximity to the center of Siena, complete this splendid setting located literally in the heart of the Sienese hills!

Top guest favorite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 475 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top guest favorite
Condo in Siena
5 out of 5 average rating, 17 reviews

Luxury Penthouse overlooking Piazza del Campo

There are many houses in Siena. But very few can say they've been here. Overlooking the city’s most iconic square, this penthouse offers a rare experience: Wake up to the golden light caressing the Palazzo Pubblico and fall asleep above one of the most beautiful places in the world. The location is simply one of a kind. Just outside the door, you'll find yourself immersed in history, surrounded by restaurants, wines, and a timeless atmosphere.

Top guest favorite
Home in Siena
4.97 out of 5 average rating, 118 reviews

Relay moderno a Siena

This elegant accommodation, just 5 km from the center of Siena, is close to the city and Chianti. Suitable for couples who love relaxation, families and sportsmen (perfect starting point for Chianti tours). The accommodation includes two double bedrooms and a study room with sofa bed, two bathrooms with shower and a half bathroom. Large and free parking, garden with solarium space, grass soccer field, guarded and covered shelter for bicycles.

Top guest favorite
A swimming pool is surrounded by a spacious lawn with olive trees in the background. Lounge chairs are arranged near the water, with umbrellas providing shade. The pool's clear water reflects the blue sky and clouds above, creating a serene outdoor setting.
Apartment in Colombaiolo
4.99 out of 5 average rating, 85 reviews

Farmhouse with swimming pool, MARA apartment

The Mara apartment is inside the Colombaiolo farm in Siena, a short walk from the historic center. The newly built apartment has a kitchen-living room entrance, with a loft, a bathroom with shower and a double bedroom with a loft. Private outdoor courtyard with table and chairs and umbrella, shared barbecue with the other apartments. Private parking, shared swimming pool (open from May 20 to October 6). Independent heating.

Top guest favorite
A spacious living area features a comfortable seating arrangement, with light-colored sofas and decorative pillows. A wooden coffee table sits on a vibrant area rug, while sunlight filters through sheer curtains. Wall art and a large television enhance the inviting atmosphere.
Condo in Siena
4.99 out of 5 average rating, 102 reviews

Casa Manori - refined and cozy two-room apartment

Well furnished and equipped with all amenities, the apartment is located a seven-minute walk from the walls surrounding the historic center, in one of the most elegant and best-served neighborhoods of Siena, a stone's throw from the main points of arrival in the city (station, bus lines, ring road). Ideal strategic base for those who decide to stay in the heart of the city of the Palio and visit other places in Tuscany.

Guest favorite
A warm dining area features a large wooden table surrounded by wooden chairs. A centerpiece of colorful flowers and fruit is placed on the table. Natural light enters through a window with simple curtains, highlighting the wooden beams and tiled flooring.
Farm stay in Siena
4.87 out of 5 average rating, 52 reviews

"Annarosa" Apartment on Chianti hills

L'appartamento dispone di tre comode camere da letto (una matrimoniale, una con due singoli e una con letto singolo), un'ampia cucina ( con lavapiatti, lavatrice, forno e forno a microonde) due bagni nuovi con doccia. A completare l'appartamento un ampio soggiorno con divano e TV, una sala da pranzo le cui grandi vetrate illuminano l'interno e offrono una vista incredibile sul giardino.

Popular amenities for Colombaiolo vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Colombaiolo