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Vacation rentals in Villa A Sesta

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Top-rated vacation rentals in Villa A Sesta

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, 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.

Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 235 reviews

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.

Guest favorite
An open living space is highlighted by exposed stone walls and wooden beams. A rustic rocking chair is positioned near a stone fireplace, with a wooden bench against the wall. Large glass doors lead to an outdoor area, while a dining table awaits nearby.
Apartment in Villa A Sesta
4.9 out of 5 average rating, 79 reviews

At Vasco's house - Chianti

Renovated apartment with fine finishes, located in the characteristic village of Villa a Sesta, in the Chianti Classico area. The accommodation is located on the ground floor and is about 100 square meters. The entrance is independent. It consists of a large open space living room with kitchenette (equipped kitchen, with dishwasher and microwave), a study, two double bedrooms and two large bathrooms with shower. In the study, there is a double sofa bed. Fireplace and wine cellar available.

Guest favorite
Three light-colored lounge chairs are positioned beside a swimming pool with clear turquoise water. A towel is draped casually over one chair. Olive trees and greenery surround the pool area, providing a natural and serene backdrop.
Apartment in Castelnuovo Berardenga
4.9 out of 5 average rating, 42 reviews

Colle ai Lecci: Design Apartment in Tuscany

Paolo Apartment is a spacious suite in a newly renovated Italian farm house in the heart of Tuscany. You will find a stylish bedroom with double bed, a bathroom with shower, a fully equipped modern kitchen, a living room with lounge area and dining area, as well as a private outdoor balcony. Colle ai Lecci resembles a little village, also known as an Italian „borgo“, where one can find ateliers, an organic garden, olive groves, a refreshing swimming pool, all in close contact to nature.

Guest favorite
A serene bedroom features a spacious bed with a simple white coverlet. A wooden chair with a striped cushion is placed beside a bench. Natural light filters through the two wooden windows, revealing views of the lush vineyards outside.
Home in Castelnuovo Berardenga
4.91 out of 5 average rating, 128 reviews

The Chianti window

A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.

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
A serene garden area is visible, featuring two wooden lounge chairs positioned on lush green grass. Surrounding plants and flowers add a touch of color. The stone house in the background features multiple windows, framed by greenery and terracotta pots.
Apartment in Villa A Sesta
4.94 out of 5 average rating, 240 reviews

At Paola's in Chianti

My apartment is located in the village of Villa a Sesta, on the ground floor with direct access to the garden, has two bedrooms, one double, the other with bunk beds, two bathrooms, a large kitchen and a living room. The outdoor space is very large and the garden has a large table and armchairs for relaxation, the car can be parked at home, we have a private parking space, arriving in the village you access the house from a small white road (30mt).

Superhost
Home in Villa A Sesta
4.86 out of 5 average rating, 153 reviews

Casa Nataly Chianti - Jeky Stay

Traditional Tuscan apartment in the heart of Chianti, part of Jeky's Stay. Ideal for bike rides, visits to towns such as Siena, Pienza, San Gimignano, Montalcino, and Florence, and for getting to the Rapolano thermal baths. Option of tastings at local wineries or on-site with a sommelier, plus cooking classes. Private outdoor area, garden with a view, and children's playground nearby. There are 3 restaurants and a wine bar within walking distance.

Top guest favorite
A charming stone house showcases a rustic design with wooden shutters and a balcony. The front porch features seating areas, surrounded by lush greenery and well-maintained gardens. An elegant pathway leads to the house, enhancing its countryside appeal.
Cottage in Villa A Sesta
5.0 out of 5 average rating, 20 reviews

CASA MARIA

Beautiful country house located on the hills of the famous Chianti Classico region 20 km from Siena. Casa Maria guarantees privacy and comfort; a beautiful swimming pool in the middle of the vineyards will make you have precious moments of relaxation with family and friends. A large garden with a barbecue area will make your spring and summer holiday unique. A gorgeous fireplace in the tavern will make evenings spent in cold periods warmer.

Guest favorite
A spacious bedroom features a large bed adorned with soft linens and two neatly rolled towels. Warm terracotta tiles cover the floor, complemented by pale yellow walls and wooden beam ceilings. Natural light fills the room through two windows with dark shutters, creating a calming ambiance.
Farm stay in Gaiole in Chianti
4.94 out of 5 average rating, 258 reviews

Il Nido - un romantico focolare

Lui non esisteva, è stato ricavato in un angolo della grande casa in cui chissà quante persone della stessa famiglia vivevano. Per questo è diventato il nostro piccolo Nido, la casa da cui partire per scoprire il borgo. Non un piano ma addirittura due, con tanto cotto, legno e colori caldi.

Top guest favorite
The aerial view captures the historic structure nestled among rolling green hills, framed by tall trees. The stone walls reflect medieval architecture, while a terrace offers an inviting space below. The surrounding landscape showcases farms and cypress trees against a clear blue sky.
Home in Monticchiello
4.98 out of 5 average rating, 220 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Popular amenities for Villa A Sesta vacation rentals

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