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Villa vacation rentals in Greve in Chianti

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Popular amenities for Greve in Chianti villa rentals

Private villa rentals

Guest favorite
An aerial view showcases a modern villa surrounded by lush greenery, featuring a private infinity pool. Lounge chairs are positioned beside the pool, and the outdoor dining area is elegantly set on a spacious terrace, enhancing the outdoor living experience.
Villa in Palaia
5 out of 5 average rating, 9 reviews

Villa La Gemma

DeryaRating, 5 stars7 months ago
The stay was wonderful! The villa was amazing, the views, the furniture, the rooms and the pool. We were so happy to be there. The rooms were new and clean. Every detail was taken care of. Christina was incredibly helpful and always available. Without her, we'd be lost. Unfortunately, we often had private problems and every time she helped us and brought us solutions. For me and my friends, this stay was unforgettable!
Superhost
A scenic pathway leads through a lush green landscape, bordered by flowering lavender and vibrant red blooms. The pathway is flanked by neatly trimmed trees, creating a serene and inviting atmosphere that connects the property to the natural surroundings.
Villa in Poppi
4.8 out of 5 average rating, 5 reviews

Villa for 22 people w/private pool

Marie-ClaireRating, 5 stars7 months ago
This little hamlet was ideal for a group of several families wanting a Tuscan holiday. Christina was a very responsive host, always available for help and suggestions. One down side was the distance from many of the Tuscan attractions such as Florence and Sienna. The hamlet is reasonably remote so is ideal for those who want a secluded holiday rather than those who want to see the sights of Tuscany.
Guest favorite
A large private swimming pool features clear turquoise water, surrounded by sun loungers and umbrellas. Olive trees are visible nearby, and a traditional farmhouse stands in the background against a clear blue sky, providing an inviting outdoor space for relaxation.
Villa in Baco
4.86 out of 5 average rating, 83 reviews

Tuscan Villa

DeeRating, 5 stars7 months ago
Five friends made to feel very welcome to this beautiful spacious villa with a lovely pool set amongst olive groves. The scenery that surrounded us was beautiful. Invited to Mark's villa who shared his knowledge and history of the olive groves which was very interesting and the hospitality received was first class (vino and yummy bruschetta's). This was the perfect place to stay and would highly recommend.
Guest favorite
Villa in Casale
4.96 out of 5 average rating, 23 reviews

Villa with pool in chianti Rufina area 13 sleeps

NilsRating, 5 stars7 months ago
Great stay in a lovely remote area. The pizza oven was a major highlight
Superhost
The spacious living room features a decorative ceiling with ornate detailing. Various art pieces adorn the walls, while elegant furnishings are arranged throughout. Natural light streams in through several windows, creating a bright and welcoming environment accented by carefully curated decor.
Villa in Florence
4.88 out of 5 average rating, 16 reviews

Villa La Cingallegra

MiltonRating, 5 stars6 months ago
Fantastic all around experience. Thank you Elio and team 🙏🙏
Guest favorite
A well-kept garden area is visible, featuring a stone table surrounded by lush greenery. The structure is framed by mature trees, providing shade and a sense of tranquility. Arched windows of the villa can be seen in the background, offering glimpses of the interior.
Villa in Pian di SCO
5 out of 5 average rating, 26 reviews

Villa il Palagio in the Tuscan countryside

LizRating, 5 stars7 months ago
Stunning home in the middle of a lovely vineyard (Probably one of the best homes on AirBnB). It's even more beautiful in person - full of art, thoughtful design/luxury finishes, and Tuscan charm. Highly reccomend!!
Superhost
A two-story villa is surrounded by a lush green lawn and tall trees. Two lounge chairs are positioned on the grass, inviting relaxation. The building is made of stone and wood, featuring balconies that overlook the landscape of vineyards and Tuscan hills.
Villa in Montepulciano
5 out of 5 average rating, 3 reviews

Terra Antica Suites & Villas - Villa Vino - Private Jacuzzi

HeatherRating, 5 stars4 months ago
Our stay at Terra Antica was a dream. The location is perfect and the property and villa are exceptional. We were close enough to town to get to restaurants and shopping and then come back for some quiet relaxing time. There are numerous wineries to visit in the area. Day trips to other local towns are easy to do as well. The private jacuzzi was an extra bonus & we used it several times during our stay. We will be back again!
Superhost
A charming stone farmhouse is set against a clear blue sky, framed by lush greenery. In the foreground, a private saltwater pool reflects the vibrant flowers in planters on the wooden deck, creating a serene outdoor scene ideal for relaxation.
Villa in Provincia di Arezzo
4.91 out of 5 average rating, 43 reviews

Villa near Florence: Pool, AC, Vast natural garden

JackRating, 5 stars8 months ago
Stunning villa in a beautiful setting. Francesco gave excellent directions & the peace & tranquility out in the Tuscan countryside was wonderful. Francesco was exceptionally responsive & gave great local advice. We loved the little towns nearby and can’t wait to return soon. Highly recommended. Jack.

Luxury villa rentals

Top guest favorite
A welcoming living area is characterized by elegant furniture, including a pair of intricately designed chairs and a spacious couch. A decorative coffee table sits in the center, surrounded by soft natural light from the windows, and a vintage chandelier hangs above.
Villa in Rignano sull'Arno
5 out of 5 average rating, 9 reviews

villa "La Fonticina"

Maria ElenaRating, 5 stars6 days ago
This house is a jewel and I feel so lucky Cesare shared it with us. Highly recommend to anyone looking for a comfortable and beautiful place!
Superhost
Villa in Greve in Chianti
4.82 out of 5 average rating, 28 reviews

Romantic Villa with private pool and fabulous view

MenkoRating, 5 stars7 months ago
This an absolutely wonderful house with so many qualities inside as well as outside. Extremely well decorated and dreamy wonderful house inside, superb and beautiful views outside in a big and calming garden. Janine is fantastic, super friendly and extremely helpful. We forgot our passport and it was brought to Florence. This is just one example. Nothing to add, amazing to stay here.
Superhost
A spacious living area features a classic design with elegant seating arrangements, a round coffee table, and a decorative rug. Large windows allow natural light to illuminate the room, while offering views of the terrace and garden beyond.
Villa in Fiesole
4.86 out of 5 average rating, 22 reviews

Villa Lualdi

SallyRating, 5 stars7 months ago
Had a lovely week at the villa. Amazing place and beautiful views! Florence a short drive away, but we also enjoyed walking about 35 minutes to Fiesole for restaurants and views.
Guest favorite
Villa in Toscana
4.88 out of 5 average rating, 60 reviews

Chianti Villa at Mulino del Cerchiaio

MathildeRating, 5 stars6 months ago
Thank you!! We enjoyed our vacation with 9 friends! A little humid because of the weather, but the place is ideal in summer and comforting by the fire when the good weather is not present!
Superhost
Villa in Pratovecchio
4.79 out of 5 average rating, 24 reviews

Villa Casalino Tuscany, up 32 guests pool, wedding

BerndRating, 5 stars20 months ago
We were a group of 32 with young to older childern. What a wonderfull stay. The Hostess was very friendly and helpful. She was always reachable and was always ready to help with questions or recommendations, writing often about interesting events, markets and towns to visit. She also gifted us 2 Evening meals which were both very tasty. The House was amazing, had everything we needed, was clean and had a lot of space. One could see that a lot of love and thought went into this house. The Location is beautiful, in a very small town in the hills of Toscany, 10 min from Pratovecchio which has a large grocery, petrolstation and smaller cafès. If you want to relax, enjoy the food, wine and countryside Toscany has to offer, this is the place for you. There is really nothing negative we can say about our stay there. The House and Hostess were amazing.
Guest favorite
The outdoor area showcases a uniquely shaped swimming pool surrounded by verdant grass and olive trees. Sun loungers are positioned for relaxation, while natural stone elements add a rustic charm. A gentle slope leading to the villa is visible in the background under a clear blue sky.
Villa in Colle di Val d'Elsa
4.95 out of 5 average rating, 21 reviews

Villa L 'elsa

MarcelaRating, 5 stars4 days ago
The house is amazing and the exterior is beautiful
Superhost
The expansive garden features well-maintained grass and elegant trees casting shadows on the ground. In the background, the villa's rustic brick facade complements the natural surroundings, while additional greenery and an open sky create a serene atmosphere.
Villa in Torrita di Siena
5 out of 5 average rating, 4 reviews

Villa Scianellone

NickRating, 5 stars35 months ago
We had an excellent time staying at this family home with an amazing view of Torrita di Siena. Great access to many popular hill towns (Cortona, Montepulciano, Pienza, Montalcino, etc). The house and property are beautiful, very private and populated with song birds and olive trees. The hosts are charming and very welcoming. They provided us with all the recommendations we needed and were readily available whenever we wanted to communicate with them. The house is well appointed and has multiple ways to cook from gas range to pizza oven and wood fired grill. I really liked using the giant pinecones as fire starter. We would definitely return and hope to. Such a precious slice of paradise.
Top guest favorite
A shaded seating area is positioned adjacent to a sparkling pool, surrounded by lush gardens and olive trees. Comfortable wicker sofas with soft green cushions invite relaxation, while sun loungers positioned under umbrellas enhance the outdoor leisure experience. Scenic views of the countryside are visible in the distance.
Villa in Cavriglia
4.99 out of 5 average rating, 128 reviews

Villa Poggio in Mandria in Chianti

EmilyRating, 5 stars6 months ago
We spent a week at Villa Poggio a Mandria as part of a group of six adults and had the most incredible and magical time. The photos do not do justice to how extraordinary the villa and surrounding area are — it’s nestled in an olive grove near the top of a hill just a short walk from a medieval village (Montegonzi), with utterly spectacular views in every direction. It could not be more peaceful or breathtaking. The villa was spotless, gorgeous and fully equipped, with tons of space for everyone. We had an unforgettable day with Lorenzo (contact available through Claudia and Leonardo), a local tour guide and chef who took us on an amazing wine tour and then cooked us the best meal ever that evening. And Claudia and Leonardo are the kindest, most responsive hosts, always available to answer any questions we had and even baking us a beautiful cake one evening! We can’t recommend Villa Poggio a Mandria enough. We had an unforgettable trip that truly felt like a dream. Thank you!

Villa rentals with a pool

Superhost
Villa in San Casciano In Val di Pesa
4.83 out of 5 average rating, 30 reviews

Poggio degli Ulivi, charming Chianti with pool

MicaelaRating, 5 stars8 months ago
The stay was beautiful. The view is fantastic, the pool very clean, surrounded by a beautiful, huge garden. Breakfast on the terrace is fantastic as the kitchen goes right to the terrace. The house is beautifully decorated and very clean. the air conditioning works perfectly, the nearest supermarket can be reached by car in less than 15 minutes, as well as there are various restaurants that can be reached in less than 20 minutes by car. Like that of The Sor Paolo or the Barrachina.
Guest favorite
A private swimming pool is framed by lush greenery, with a gentle slope leading to the water's edge. Sunlight reflects off the clear water, creating a serene atmosphere. A tiled deck surrounds the pool, enhancing the tranquil setting.
Villa in Monte San Savino
4.99 out of 5 average rating, 69 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

Tsz Kwan CarrieRating, 5 stars6 months ago
Francesco is nice:) He brought us welcome pizzas and dessert. His response is instant. The place is quiet which provide you completely private place. Just a bit far from town if you cannot drive yourselves. If you have cars, it is not a problem, just few minutes drive from town. The place looks exactly the same as the pictures, clean and tidy. Definitely enough space for 8 adults. Recommend.
Top guest favorite
An outdoor space features a rectangular swimming pool surrounded by a stone patio. Sun loungers and a dining table with chairs are positioned under a large umbrella. Lush greenery and flowering plants enhance the scenic view of the hillside in the background.
Villa in Ortignano Raggiolo
4.94 out of 5 average rating, 69 reviews

Private Villa with swimming pool in Tuscany

TomášRating, 5 stars6 months ago
We had a wonderful stay at the villa in Tuscany and felt at home right away. The hosts, Silvana, Iacoppo, and Bruno, took excellent care of us and were always attentive to our needs. The villa itself is spacious and well-equipped with everything one could ask for. The beautiful pool with its stunning views and the cozy fireplace area were definite highlights. It was the perfect place to unwind and enjoy the Tuscan countryside. Thank you again for an unforgettable stay!
Superhost
The image showcases an ancient stone villa surrounded by a spacious lawn, with a private swimming pool in the foreground. The pool is characterized by a rounded shape, complemented by white lounge chairs positioned nearby. Lush greenery and rolling hills are visible in the background under a partly cloudy sky.
Villa in San Gimignano
4.79 out of 5 average rating, 24 reviews

Elisa Villa

DominiqueRating, 5 stars5 months ago
Beautiful house in the vines surrounded by sumptuous hillsides in an incredible postcard setting. Perfect for gatherings for families or with friends. The location is ideal to radiate between Siena, Florence and Chianti or resting while enjoying the pool. Elisa, always attentive, is very responsive and will respond almost without delay.
Superhost
Lounge chairs are arranged on a sunny patio, offering a relaxing spot to take in panoramic views of rolling hills and lush greenery. The sky is clear, enhancing the natural beauty of the landscape. The surrounding trees provide a serene backdrop.
Villa in Gambassi Terme
5 out of 5 average rating, 4 reviews

Near San Gimignano and Volterra-villa with pool

LorrisRating, 5 stars8 months ago
Beautiful villa! We had a great time with friends, idleness and dolce vita assured, Positive points: Very good welcome from our host, in a secure estate the house is isolated from others. The view is even more beautiful than the photos. You can see Volterra and the surroundings. Exceptional. Good services, superb pool, evening lighting, quality outdoor furniture, Things to improve: the lack of air conditioning inside even if there were fans in each room. Ageless electricity Anyway, we'll be happy to come back.
Guest favorite
Villa in Volterra
4.98 out of 5 average rating, 51 reviews

Villa Casa al Povero

AnthonyRating, 5 stars1 week ago
I don’t even know where to begin describing this place. It was the most amazing place I have ever stayed. If you are looking for a peaceful and private villa with incredible views, then stop looking. This is it !! All of the reviews we read before we arrived talked about how amazing the views are and that you must take up the offer if Paola and Alessandro offer to cook a meal for you. Both recommendations are spot on. The sliced beef was one of the best meals I have ever had, and I often found myself wandering around outside the villa looking at the 360 degree views in all directions. We all felt so sad to leave this magic place. Paola and Alessandro were perfect hosts. Always friendly and with a smile on their faces. It’s a long way from Australia but I really hope we get an opportunity one day to return to this majestic place.
Top guest favorite
An aerial view of the private villa is shown, surrounded by lush greenery and rolling Tuscan hills. The semi-Olympic pool is prominently featured, alongside the pool house, providing a serene backdrop for relaxation and recreation.
Villa in Montaione
4.95 out of 5 average rating, 22 reviews

Private Villa with semi-Olympic pool and Tennis

SuzanneRating, 5 stars6 months ago
Francesca’s home was beautiful and in a breathtaking, peaceful location. There is a short, beautiful walk with Mountain View’s and olive groves to an incredible pool and pool house. She was incredibly helpful in helping us not only access the home, but also in providing us local recommendations. The meal that Ettore prepared for us was one of the highlights of our trip.
Guest favorite
An outdoor dining area is featured under a wooden pergola, with a large table surrounded by several chairs. A decorative bowl with fruit sits at the center of the table. Scenic views of the surrounding hills are visible in the background.
Villa in Volterra
5 out of 5 average rating, 28 reviews

Detached villa with private pool

GünterRating, 5 stars6 months ago
Communication was hassle-free and quick. Curio and the owner were very helpful. Tips for local restaurants and excursions were very good. Accommodation easy to find. Good restaurant within walking distance. Location with great views, winery just opposite and accessible by car or on foot. Room tidy and clean. Property very well maintained and beautiful. Facilities very good. Pool and surroundings were cleaned daily… We were completely satisfied

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