Vacation rentals in Vagliagli

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Top-rated vacation rentals in Vagliagli

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Guest favorite

A spacious kitchen showcases a large stone fireplace with a wooden mantle as its centerpiece. Light streams through the window, illuminating the wooden beams overhead. A dining table is set for a meal, while traditional utensils adorn the walls, enhancing the inviting ambiance.

Villa in Castellina in Chianti

4.93 out of 5 average rating, 217 reviews

The Farmhouse Cottage

Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area

Guest favorite

The interior features a stone wall backdrop with a prominent art piece above a minimalist fireplace. Decorative sculptures are placed on a raised platform, while a modern seating area is visible to the right, creating an inviting space.

Home in Castelnuovo Berardenga

4.91 out of 5 average rating, 195 reviews

THE BREATHE.Molino di Canonica. Original Apartment

Charme, romanticismo e natura vi aspettano nella chiesa della Canonica del Molino di Valiano. Si tratta di una chiesa del '400 sconsacrata e successivamente ristrutturata dalla mano di un famoso architetto senese. La chiesa , ora adibita a singolare dimora, si sviluppa su due piani : al piano terra si trova l'ingresso con zona giorno e cucina, mentre al piano superiore la stanza da letto e il bagno sono alloggiati nella roccia .Nella dispensa trovate olio,pasta,tè,cereali,tisane,caffè ecc.

Top guest favorite

A serene swimming pool is surrounded by lush greenery and tall cypress trees. Several lounge chairs are placed along the poolside, offering ample space for relaxation. The water's clear blue hue reflects the bright sky, creating a tranquil outdoor setting.

Guesthouse in Macciano

4.96 out of 5 average rating, 165 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.

Top guest favorite

Cottage in Monteriggioni

4.96 out of 5 average rating, 241 reviews

Monteriggioni Castello, holiday house in Tuscany

Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Superhost

A winding pathway leads through a quaint village, flanked by traditional stone buildings. Towering trees provide shade, while a lamppost adds a charming element. The scene is set against a clear blue sky, enhancing the peaceful atmosphere of the surroundings.

Home in Rietine

4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

We invite you in the heart of Chianti area. Poggio Casabianca is a little family homestead located in the Chianti Classico region exactly in the hearth of Tuscany. The owners live here and they offer at their guests an apartment with a big living room-kitchen with a big door that open directly to the garden, a bathroom with shower and a confortable doublebed room. Outside in the garden ther is a pool, shared with the owner, where you can refreshing and relaxing during the summer.

Guest favorite

The entrance of a rustic stone house is framed by wooden doors that open outward. Lush greenery surrounds the entrance, enhancing the natural atmosphere. A patio is visible on one side, providing a glimpse of the landscaped garden beyond.

Home in Castellina in Chianti

4.98 out of 5 average rating, 111 reviews

StageROOM03 -Chianti Idillic Country living

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Top guest favorite

A stone building, reminiscent of its historical roots, is surrounded by lush greenery. Red window frames contrast with the natural tones, creating a welcoming facade. A patio with an umbrella and outdoor seating invites relaxation within the tranquil landscape of the expansive grounds.

Apartment in Barberino Val d'Elsa

4.99 out of 5 average rating, 122 reviews

Apartment in Chianti at Mulino dell 'Argenna

The apartment delle Rose is located inside the guest house Mulino dell 'Argenna. The structure was completely restored in 2015. It is a former stone mill dating back to 1400, built along the course of the Borro dell 'Argenna. Il Mulino is an enchanting place, immersed in the green of the forest, with a beautiful park of one hectare and a large swimming pool. An ideal place to spend your days in Tuscany in maximum privacy, in full contact with nature.

Guest favorite

A scenic view of rolling hills and lush greenery is visible from a window. Terracotta roofs and a winding path can be seen below, enhancing the historic charm of the medieval surroundings.

Condo in San Gimignano

4.93 out of 5 average rating, 119 reviews

Luxury Medieval Tower - Penthouse

Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

Top guest favorite

A serene salt-water pool is surrounded by lush greenery and colorful flowers. Sun loungers are positioned around the pool, offering seating for relaxation. Rolling hills and cypress trees create a picturesque backdrop, showcasing the tranquil beauty of the Tuscan countryside.

Condo in Panzano

4.96 out of 5 average rating, 249 reviews

Apt. Panzanello-Panzano in Chianti

The apartment offers all the comforts and tranquility of the Tuscan countryside. Enjoy the wonderful view that you can admire from your private terrace, a perfect place to spend peaceful and serene moments accompanied by a good glass of Panzanello wine. Access to the apartment is private and free parking is available. The kitchen is equipped with everything you need to prepare delicious meals.

Guest favorite

A stone patio is seen outside a rustic building, featuring a table set for two. Lush greenery surrounds the area, including tall trees and shrubs. A tranquil countryside view is visible in the background, contributing to the serene outdoor setting.

Farm stay in Simignano

4.89 out of 5 average rating, 198 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Top guest favorite

Condo in Bivio Santo Stefano

4.98 out of 5 average rating, 121 reviews

Agriturismo Osea, Sunset flat

Relax with the whole family in this peaceful accommodation, nestled in the Tuscan countryside, 10 minutes drive from Siena and the Monteriggioni castle, very close to the Francigena route and the Chianti hills. Very suitable for families with children and for those who want to immerse themselves in country life.

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Guest favorite

Villa in Quercegrossa

4.97 out of 5 average rating, 67 reviews

Le Redi holiday villa in Chianti Classico, Tuscany

AprilRating, 5 stars1 month ago

Such a beautiful location, such a beautiful home. The views from inside the house and outside on the patios and in the yard were quintessential Tuscany, gorgeous beyond belief. The kitchen was well stocked with plenty of dishes and flatware and pots and pans. The furnishings were tasteful and plentiful. We were a group of four women. One of us slept upstairs in the area just off the front door. Just a note: one of our party did not do stairs very well, and just so you know, all of the bedrooms on the lower level have doors that open onto the patio area, which is right next to the driveway. So after the first day, when we figured all that out, she was able to reduce the number of stairs she had to climb to a minimum. She would climb up to the kitchen and the living room area when we were gathering, but there was a bathroom and shower on the main level and whenever we went out to the car, she just came out that way, & one of the others of us would lock the door and run upstairs to leave.

A rustic stone house is framed by lush greenery and trees, creating a serene natural ambiance. Sunlight casts gentle shadows on the facade, highlighting the textures of the stone. A small outdoor table is visible in front of the house, surrounded by manicured grass.

Apartment in Galenda

5 out of 5 average rating, 4 reviews

Apartment Lippi

FrancescaRating, 5 stars3 weeks ago

Great little apartment, very quiet

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

5 out of 5 average rating, 9 reviews

the chestnut house

CarolaRating, 5 stars3 weeks ago

Casa di Laura is a dream. I shared the location with all my friends because coming here is a wonderful gift to give yourself. We left reluctantly, like when you leave a vacation home you've grown fond of. The surroundings are beautiful, as is the house, a quiet garden and cared for in every detail with the pool that changes the whole vacation. A dip before going down to Siena to visit (which is 15 minutes by car, not even) is one returning home before going down for dinner. Ideal for cooling off from the summer heat. It was really wonderful, and we'll be back! Thank you so much Laura for sharing with us restaurants for lunch, dinner and aperitif and for being so flexible with the schedule. We haven't even met, but after being at your house, it's like I know you. Thank you!

Superhost

Apartment in Gaiole in Chianti

5 out of 5 average rating, 5 reviews

Bella Vista at Montebuoni

ChristineRating, 5 stars3 weeks ago

Excellent stay in this haven of beauty and magnificent silence. Hyper staff. Thanks to Landreana in particular. The team is super responsive, everything is perfect.

Condo in Sinalunga

5 out of 5 average rating, 4 reviews

The Secret

JonathanRating, 5 stars3 days ago

We had a wonderful time in this charming accommodation in Tuscany! Everything was just like in the pictures – clean, tastefully furnished and with a lot of love for detail. The host and his wife were incredibly friendly and helpful, which made our stay even more enjoyable. We felt completely comfortable and can wholeheartedly recommend this place!

Apartment in Vagliagli

4.8 out of 5 average rating, 216 reviews

La Campesa

FreekRating, 5 stars1 week ago

We’ve enjoyed the most wonderful stay here. It was very calm, nearby Siena and close enough to Florence, so we were able to visit both cities with ease. On our final night, we went for a little walk and even saw hundreds of fireflies, a truly magical experience under the Tuscany sky. Even without that, it was already a lovely stay. Highly recommend!

Top guest favorite

An ornate wrought iron gate stands open, revealing a pathway lined with autumn leaves and greenery. The archway is adorned with climbing vines, leading into a serene garden filled with various plants and flowers. A soft natural light bathes the scene.

Farm stay in Greve in Chianti

4.98 out of 5 average rating, 59 reviews

Casa Giulia di Sopra Farmhouse

DarioRating, 5 stars3 weeks ago

What a great winery! The location is really unique, the accommodation is in the middle of the vineyard and very quiet. Alessandro our host was very nice, gave us a warm welcome and took a lot of time to show us everything (including the wines). We were also very happy with the accommodation, which was beautifully furnished and had everything we needed.

Top guest favorite

Farm stay in San Quirico d'Orcia

4.98 out of 5 average rating, 44 reviews

Wine Loft in the vineyards

HilaryRating, 5 stars2 weeks ago

The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.

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Vacation rentals in Vagliagli

Top-rated vacation rentals in Vagliagli

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