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House vacation rentals in Greve in Chianti

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Popular amenities for Greve in Chianti house rentals

House rentals with a pool

Guest favorite
A private pool is set within a well-kept garden, surrounded by lush greenery and gently sloping grass. The octagonal pool is framed by stone pathways and features a small tree at its center. The tranquil outdoor space invites relaxation and enjoyment.
Home in Gaiole in Chianti
4.86 out of 5 average rating, 263 reviews

Charming estate with views

AndrewRating, 5 stars2 days ago
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.
Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 71 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars1 week ago
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!
Top guest favorite
A rustic dining area is highlighted by a long wooden table surrounded by several chairs. A vase of sunflowers sits at the center. The stone wall adds warmth to the space, while a clock and decorative items provide an inviting touch.
Home in Bagno A Ripoli
4.95 out of 5 average rating, 138 reviews

Casetta Melograno – Cozy farmhouse in Chianti

JennaRating, 5 stars5 days ago
Sonia was extremely helpful from start to beginning. Gave us great recommendations which ended up being some of our favourite nights! The most stunning location and beautifully kept place, with everything you could possibly need to live in. 30 mins from Florence, 1 hour from Siena and miles of beautiful scenery and wineries as far as the eye can see As a british couple in our 20’s we loved our stay here ❤️
Top guest favorite
Aerial view of a rustic stone house surrounded by greenery and olive trees. A rectangular pool is visible, with turquoise water and purple umbrellas shading lounge chairs. The expansive garden features lush grass and landscaped foliage, providing a serene and spacious outdoor environment.
Home in Volterra
4.93 out of 5 average rating, 180 reviews

Collina Power

DeanRating, 5 stars2 weeks ago
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!
Superhost
A stone pathway leads to a charming rustic building, surrounded by greenery and blooming flowers. To the side, a flat stone table under a large tree provides a serene outdoor space, inviting relaxation amidst nature.
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars3 weeks ago
Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!
Superhost
Home in Anghiari
4.88 out of 5 average rating, 140 reviews

Tuscan dream in the ancient Tobacco's villa, sauna

JacquelineRating, 5 stars1 month ago
The house is beautiful and unlike anything else. What made the experience amazing was one of the hosts, Daniela. Daniela greeted us upon check in, walked us around the house and went above and beyond and booked us a wine tour where he graciously translated everything in English during the entire experience. Daniela made the place feel like home and I couldn’t recommend him and the experience he provides more.
Guest favorite
A rectangular swimming pool is situated in front of a rustic stone farmhouse. Five lounge chairs are arranged along the pool's edge, with an umbrella providing shade. The building features green shutters and is surrounded by lush landscaping.
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 68 reviews

Chianti House Stunning view 20 min. from Florence

AshlynnRating, 5 stars7 months ago
What a place! An absolutely perfect little hideaway in an absolutely gorgeous location. This charming abode has exactly what you need to completely escape and soak in the stunning surroundings of the Tuscan landscape. Even though it rained quite a bit of our visit, sitting on the veranda overlooking the pool and rolling hills nice and dry under the tent was magical - the lush view could never get old! The stone space is as quiet and cozy as can be - comfortable bed and couch, very functional kitchen, nice bathroom. Pretty antiques make the space homey. My husband even jumped in the very cold pool in the rain and now we want to come back in the summer sun to enjoy it more. Tommaso was incredibly sweet and offered recommendations and walked us through the whole place upon check in - and he was kind and responsive the whole time. Really can’t recommend this experience enough!
Guest favorite
The entrance of the rustic stone building is framed by flowering plants in terracotta pots. A wooden door provides access, while a wall-mounted lamp illuminates the area. A small window adds to the charm, showcasing the textured surface of the building.
Home in Barberino Val d'Elsa
4.96 out of 5 average rating, 129 reviews

La Colombaia Farmhouse

ElanorRating, 5 stars3 weeks ago
We had the most magical stay in this gorgeous home. Stunning countryside, perfect location for heading out and exploring Tuscany. Letizia was always fast to respond to messages, and gave us superb recommendations of where to go/what to do - thanks to her, we enjoyed an amazing wine tour and lunch at the local vineyard, as well as days out to historic villages and meals in the village up the road from the villa. We could not have had a more perfect trip!

Weekly house rentals

Superhost
An aerial view captures a rustic countryside villa nestled within lush greenery and olive groves. The structure features a tiled roof and surrounded by trees, with a separate building visible nearby. The serene landscape enhances the sense of privacy and tranquility.
Home in Montespertoli
4.93 out of 5 average rating, 103 reviews

Costalmandorlo, a rustic home in the heart of Tuscany

SabineRating, 5 stars2 weeks ago
We loved our stay in this beautiful vacation home, perfectly located in the peaceful Tuscan countryside. Sandra is a very attentive host, she was always available for any questions and proactively communicated making the check in process very easy. The house is well appointed. I would like to point out though that only one of the bedrooms has total privacy as the other two bedrooms can only be closed off by a curtain. This contributed to its charm as a lot of the old features of the house were preserved, and wasn't a problem for us. We definitely would come back. Thank you Sandra.
Top guest favorite
A serene landscape is visible, showcasing rolling hills covered in lush greenery under a partly cloudy sky. A low hedge frames the view, enhancing the natural beauty of the surrounding countryside.
Home in Greve in Chianti
4.99 out of 5 average rating, 83 reviews

Relaxation and charm in the Chianti hills

KellyRating, 5 stars2 weeks ago
The house is very spacious and beautifully decorated. We especially enjoyed the yard, the pool, treehouse and the walks on property with a beautiful Tuscany view. Giada was a great host, offering area recommendations and helped to book reservations. Upon arrival she made us her homemade spaghetti sauce, baked goods, fresh fruit and provided all the ingredients for us to feel at home the first night. This was so appreciated!
Top guest favorite
Home in Pontassieve
4.96 out of 5 average rating, 81 reviews

The charming cottage in Tuscany with breathtaking views

JetRating, 5 stars1 week ago
What a magical, unforgettable place to stay! The home is the perfect size for two, and we felt right at home. It’s very clean with plenty of towels, blankets, pillows, and cooking appliances. We really enjoyed waking up to the sound of birds singing and having breakfast on the patio before making excursions to Siena, Florence, Poppi, or nearby Rufina. The neighbor’s cats also greeted us home when we returned (very lovingly!). Would absolutely love to stay again!
Top guest favorite
A charming stone villa is framed by lush greenery and tall trees. Natural stone pathways lead to the entrance, where wooden shutters are seen beside arched windows. Shadows from the surrounding foliage create a tranquil ambiance, reflecting the serene countryside setting.
Home in Radda in Chianti
5 out of 5 average rating, 20 reviews

Villa le Scope 5*

ColeRating, 5 stars1 week ago
Beautiful home. Extremely clean. Riccardo was extremely responsive and made our check in process very easy. Definitely would stay again!
Guest favorite
A charming stone house is set amidst lush greenery, showcasing a well-maintained garden. The rustic architecture features a combination of red-tiled roofs and stone walls, with greenery climbing the side. White clouds drift in a bright blue sky above, enhancing the tranquil countryside atmosphere.
Home in Greve in Chianti
4.97 out of 5 average rating, 33 reviews

Il Poggiolo, Greve in Chianti, Italy

PatrickRating, 5 stars1 week ago
We've had a great stay at Tamara's Airbnb. Great location, beautiful apartment & garden and very friendly and helpful hosts. I can recommend staying here to anyone who wants to travel to Tuscany.
Top guest favorite
A cozy bedroom is presented with a spacious bed dressed in light bedding and accent pillows. Bedside tables with soft lamps are positioned on either side. A decorative bookshelf is mounted on the wall, while curtains frame a window allowing natural light to enter.
Home in Panzano
4.99 out of 5 average rating, 68 reviews

La Campanella

GerardRating, 5 stars1 month ago
This was our second time staying here and we'd love to return again some day. The location is very convenient and the courtyard has a fantastic view. Sonia and Carolina are extremely kind and helpful.
Top guest favorite
The villa's exterior is showcased with a spacious garden featuring green grass and a few chairs for relaxation. A covered terrace is visible, along with a dining table set for al fresco meals. The house features large windows, and lush greenery surrounds the property.
Home in Castellina in Chianti
5 out of 5 average rating, 58 reviews

CHIANTI CLASSICO, VIEWS, WALK TO RESTAURANT

EdRating, 5 stars2 weeks ago
This place was magical. A perfect place to unwind, and for a month, we called it "home." Both Antonella and Jonathan were amazing hosts, making us feel so welcome, attentive and responsive to any and all questions, went out of their way to make sure we had everything we needed, and gave us so many spot-on recommendations for places to visit and places to eat.
Guest favorite
A balcony view features a small round table paired with two chairs, overlooking a tranquil landscape. Lush greenery and distant trees frame the scene, while a car is parked in the background. The sky is partially cloudy, creating a serene atmosphere.
Home in Greve in Chianti
4.88 out of 5 average rating, 16 reviews

Casa Marzia in Chianti, Italy

ThomasRating, 5 stars3 weeks ago
Marzia's place was a great place to stay and they were a great host. Very fast to reply to my questions and offered great advice on where to book a taxi from when visiting the wineries. The place was peaceful and had a great view of the Tuscan hills. Being able to park our rental car right outside was a bonus too. Thanks for hosting us!

Private house rentals

Top guest favorite
The living area features exposed stone walls and wooden beams, creating a rustic ambiance. A spacious sectional sofa is complemented by a round accent chair. A round mirror reflects light from the window, while a decorative fireplace adds warmth to the space.
Home in Castiglion Fiorentino
5 out of 5 average rating, 35 reviews

Hidden gem in Tuscany

MitchellRating, 5 stars3 weeks ago
Where to start? I truly can't say enough good things about this property. It exceeded expectations in every way. From start to finish, our time here was a delight. Amanda was responsive, helpful, and accommodating. The location is remote, and a bit of adventure to get to, but Amanda had communicated that and we were prepared with the proper rental car that made it a breeze. The house is beautifully appointed, has every amenity, and lots of perfect spaces for both quiet moments and areas to gather with your group. The outdoor spaces and pool area are lovely, beautifully landscaped, and the views are spectacular. Book this place; you won't be sorry.
Superhost
An exterior view of a historic stone building features a blend of architectural styles, showcasing arched doorways and windows. Surrounding greenery adds to the tranquil setting, while tall trees frame the property. Clear skies and sunlight illuminate the rustic charm of the structure.
Home in Castellina in Chianti
4.75 out of 5 average rating, 12 reviews

Calcinaia Power

HollyRating, 5 stars9 months ago
We had a beautiful stay at Alessandro’s property. The property is in the middle of the Tuscan hills with gorgeous views on all sides and feels very undisturbed and untouched. We were super lucky to have the place to ourselves the whole time and felt totally at peace. The apartment was beautiful and incredibly spacious with everything we needed, with lots of space in the grounds to go for walks and sit outside and enjoy the views and weather. Panzano is only a 7 minute drive away for supermarkets (small Co-op and village shop etc) and restaurants, and Alessandro was very responsive when we had any questions or if we needed anything. We couldn’t have been happier and will definitely be back next year!
Guest favorite
The villa is positioned on a hillside, offering panoramic views of the rolling Tuscan countryside at sunset. Olive trees are scattered throughout the landscaped garden, with a covered terrace visible, inviting outdoor relaxation and dining. Warm light bathes the scene, enhancing the natural beauty.
Home in Castelmuzio
4.98 out of 5 average rating, 40 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars2 weeks ago
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!
Guest favorite
A serene outdoor space features a large, clear swimming pool surrounded by carefully manicured hedges and tall trees. The rustic stone house stands in the background, complemented by a few lounge chairs near the pool, offering a peaceful setting for relaxation.
Home in Cavriglia
4.92 out of 5 average rating, 79 reviews

Wonderful country house

DominiqueRating, 5 stars7 months ago
The most beautiful home and host, Margit, will live in our hearts forever!!! The location is absolutely perfect for exploring Tuscany. The best experience!!! Many thanks to Jakob and Margit for welcoming us into your slice of paradise!!
Guest favorite
A spacious living room features exposed wooden beams above, with a cozy seating arrangement of soft sofas. A rustic wooden coffee table sits in the center, surrounded by warm, terracotta-tiled floors. A classic fireplace provides a focal point, complemented by thoughtful decorative accents.
Home in San Casciano In Val di Pesa
4.84 out of 5 average rating, 92 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

JanetRating, 5 stars1 month ago
This 500 year old house is ideally situated in Tuscany and the Chianti region. It is a perfect place for day trips to other towns, for wine, tasting excursions, and for visiting Florence. The idyllic setting gives you a sense of country life in Italy, and the views from the patio and house are stunning. There are spectacular wineries within 5 to 10 minutes of the house. We found the house very comfortable and enjoyed our stay very very much. Rose and Pier couldn’t have been more helpful in planning our stay and excursions. We found through them fabulous restaurants, and wineries that we would not have discovered on our own. They were also incredibly responsive when we had questions. Our only confusion about the house was that the listing showed three bathrooms, but one was in the laundry room in a separate building . Just something to know. Thank you to Rose for a lovely vacation ! It was the perfect place to explore Tuscany from!
Top guest favorite
A serene outdoor pool is surrounded by manicured grass and lush vineyards. Two lounge chairs are positioned under a shaded structure, offering a comfortable seating area, while the crystalline water of the pool glistens in the sunlight.
Home in San Casciano In Val di Pesa
5 out of 5 average rating, 47 reviews

Charming villa in the Chianti hills

JessicaRating, 5 stars3 days ago
We stayed in the villa for 3 weeks with my family (2 young kids) and it was absolutely perfect!!! Francesca was an incredible host, fantastic communication. The house itself was beautiful, clean and the pool was just magic. Close to Florence and all the wonderful towns nearby, we can’t recommend this place enough. Would stay again without hesitation.
Top guest favorite
A spacious sitting area features a comfortable grey sofa adorned with decorative pillows. Natural light enters through a stained glass window, illuminating the textured beige walls. A wooden table sits in the center, complemented by a patterned area rug and artwork displayed on the walls.
Home in Greve in Chianti
4.97 out of 5 average rating, 34 reviews

Sweet life in Tuscany , but so close to Florance

JulieRating, 5 stars6 days ago
We had a lovely stay and Simona was keen to ensure that we were happy. The villa has a lovely rustic feel. Ignore the no entry sign at the end of the dirt track road and drive up through the trees. You park right outside the house. It was a little more expensive for us as we were only 2, staying in a place for 4. The dog was lovely and friendly ( although looks as though he might not be as Alsatian breed I think ). There is a lovely restaurant in San Polo with a lovely garden out the back… about 7 mins away.
Top guest favorite
A spacious living area is presented, featuring a contemporary sectional sofa adorned with cushions. The room is highlighted by a stone accent wall and a modern fireplace. Large windows provide natural light, while a round coffee table sits centrally, enhancing the inviting feel of the space.
Home in Monteroni d'Arbia
5 out of 5 average rating, 11 reviews

Golden View - Dream farmhouse in Tuscany

OliwiaRating, 5 stars1 week ago
The stay was like a fairytale – I highly recommend this place. We can’t wait to come back!

Destinations to explore