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House vacation rentals in Gracciano dell'Elsa

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Popular amenities for Gracciano dell'Elsa house rentals

House rentals with a pool

Guest favorite
A shaded outdoor dining area features a large table surrounded by several chairs, nestled under a pergola with lush greenery. The shared swimming pool glistens in the background, framed by terracotta tiles and scenic views of the Tuscan landscape.
Home in San Miniato
4.92 out of 5 average rating, 133 reviews

Private villa/swimming pool in Tuscany

MārcisRating, 5 stars2 weeks ago
Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!
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 stars1 week 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 stars2 weeks 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!
Superhost
A charming stone farmhouse is set against a backdrop of green hills. The exterior showcases rustic features, including wooden shutters and a tiled roof. A pathway leads to the entrance, bordered by lush greenery and flowering plants, creating a serene environment.
Home in Figline Valdarno
4.96 out of 5 average rating, 107 reviews

The Owl: view, pool and garden

StephenRating, 5 stars1 month ago
We stayed 5 amazing days at Il Gufo and loved every minute. Jacopo is an amazing host and went out of his way throughout to make our stay great. Even meeting us locally and showing us the way to the house. We highly recommend staying at The Owl. The location, high in a valley provides spectacular views and is perfect to relax and unwind. We do not know what was better. The location, accommodations or the fact that we met Jacopo and became immediate friends. That combination made for the greatest memories. Also Luba, their beautiful dog, immediately loved us and greeted us ever time we returned. A little secret, he is an amazing chef and if you get a chance to go to his restaurant do it. Also his dinner recommendations were great. We had dinner at Corte Dei Frati 2 times. Thank you Jacopo for making our 30th Anniversary trip so amazing. We feel privileged to have met you and we will return on our next trip to Italy. You are an amazing person and host. Love Steve & Vicki
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 stars3 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!
Guest favorite
A private pool is surrounded by sun loungers, set on a wooden deck. The pool area features natural stone paving and is enclosed by a child-proof fence. Lush greenery and olive trees outline the space, providing a serene environment for relaxation.
Home in Lecchi in Chianti
4.96 out of 5 average rating, 137 reviews

Casa di Lyndall - Entire house with exclusive pool

LiannaRating, 5 stars5 days ago
Yet another fabulous stay! Thank you Lyndall for sharing your special space. Getting in on the village pizza night was a surprise bonus and so fantastic to enjoy the local community. Until next time :)
Guest favorite
Home in Rigomagno
4.96 out of 5 average rating, 100 reviews

House Rigomagno Siena

Marco JustusRating, 5 stars1 week ago
We had a wonderful time in this absolutely cute house, which is surrounded by breathtaking nature. The tranquility is unique – you can only hear the chirping of the birds, and every now and then deer appear at the edge of the forest. Simply magical! The pool was well maintained and you had real peace. A real highlight for us was the kitchen: so lovingly decorated and exceptionally well equipped – we have never experienced this before! The gas stove and the high-quality oven made cooking a pleasure. Host Diego was incredibly friendly, attentive and warm. You immediately feel welcome and well cared for. A perfect retreat for those who appreciate nature, tranquility and loving details.
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!

Weekly house rentals

Guest favorite
An outdoor terrace is framed by stone walls and a leafy trellis, offering views of the surrounding green hills. A rectangular table is set with a white tablecloth and accompanied by two plastic chairs. A potted plant and a wooden crate add a welcoming touch.
Home in Colle di Val d'Elsa
4.94 out of 5 average rating, 49 reviews

Your home with a terrace in the vineyard

ÖmerRating, 5 stars2 weeks ago
Since it was our first time visiting Tuscany, we preferred to use public transportation. When we mentioned this to Natasha, she kindly offered to pick us up from a certain point with her own car — a very thoughtful gesture. Throughout our stay, Nikko was incredibly helpful. He even took us to the market with his car and gave us advice on what we could buy. The pool was beautiful, and the overall atmosphere was fantastic. However, we strongly recommend not visiting without a car. Since we didn’t have one, Nikko kindly dropped us off at the bus stop of our choice in the morning, which was another generous and considerate act. We are truly grateful to him. This is a great place that we would recommend especially to our fellow Turkish travelers. See u later 💐 Esra & Ömer
Guest favorite
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, 104 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 bright living area showcases large glass doors leading to an outdoor terrace with scenic views. A colorful area rug lies on the wooden floor, complemented by a modern sofa and decorative artwork on the wall. Natural light fills the space, enhancing its openness.
Home in Vaiano
5 out of 5 average rating, 242 reviews

The MOONLIT & SUNNY COTTAGE near Florence

Jan-JaapRating, 5 stars1 week ago
We really enjoyed our stay at Alessandro’s place 🇮🇹✨ The house was clean, nicely decorated and had everything we needed 🏡 The area was peaceful, yet well located to explore the region 🚗 Alessandro was responsive, thoughtful and easy to communicate with 🙌🏼 BEST AIRBNB 5/5 ⭐️⭐️⭐️⭐️⭐️
Top guest favorite
A charming stone exterior reveals a rustic villa surrounded by greenery. The entrance features a wooden door and terracotta roof tiles. Potted plants add color, while seating areas are positioned on a patio, inviting relaxation in the scenic surroundings under a clear blue sky.
Home in Radda in Chianti
4.93 out of 5 average rating, 138 reviews

Casa Dante

SarahRating, 5 stars1 week ago
A wonderful peaceful place in Tuscany. Spent most of our evenings out on the balcony, admiring the beautiful view. Home was well appointed and comfortable inside, and the host was very responsive to any questions or issues. Radda was also lovely, with good food, wine and a local tap room with interesting options! Would strongly recommend a stay here.
Top guest favorite
The image showcases the exterior of an ancient stone building within the historical walls of San Gimignano. Sunlight illuminates the textured facade, highlighting the charming architectural details, including windows and balconies. A quiet pathway leads to the entrance, surrounded by greenery.
Home in San Gimignano
4.97 out of 5 average rating, 79 reviews

Casa Maurino

LoriRating, 5 stars1 week ago
Such a wonderful gem of a place to stay. Views were top notch and all within walking to our favorite dinner restaurants and town center. Just an amazing experience and location. Rossana was a great host- very communicative. She decorated her place with really nice special touches. We will return!
Guest favorite
A bright kitchen features a large wooden window overlooking a leafy garden. Fresh flowers are arranged in a vase on the countertop, accompanied by a bowl of eggs. Natural light enhances the space, highlighting the white cabinetry and sink area.
Home in Colle di Val d'Elsa
4.94 out of 5 average rating, 63 reviews

Countryhometuscany - House with Garden -

MarcinRating, 5 stars1 month ago
We had a wonderful stay in this beautiful accommodation in Tuscany. The views are stunning, and the property includes a small, fenced garden, which was perfect for our dog. There's also a large pool available to all guests, which was a huge plus. Having a car is a must. The location is ideal for visiting local spots like Siena, San Gimignano, and Val d’Orcia. The host provides a fantastic guidebook with recommendations, and we were never disappointed by any of the places he suggested. The fully equipped kitchen made it easy to prepare meals, and we enjoyed relaxing dinners in the garden under the lights. Overall, it's a cozy and comfortable place, perfect for a Tuscan vacation
Guest favorite
A serene garden path is lined with lush greenery and gravel, leading to a modern entrance. A vine-covered trellis provides partial shade, while the surrounding foliage creates a tranquil atmosphere. The nearby architecture adds character to the outdoor space.
Home in Siena
4.91 out of 5 average rating, 332 reviews

Amazing Cott. in the heart of Siena

GrahamRating, 5 stars3 days ago
Great location only 2 minutes walk from the Cathedral. Accommodation is airy and well equipped with its own lovely garden giving you a great place to relax so close to the centre. Francesca was always available and made us feel very welcome. Have already recommended this property to our friends.
Guest favorite
A living space features a ceiling with wooden beams and exposed brickwork, creating a rustic ambiance. A blue sofa is positioned against the wall, complemented by simple decorative shelves. Soft lighting is provided by a modern fixture above, while warm wooden flooring enhances the inviting atmosphere.
Home in Colle di Val d'Elsa
4.87 out of 5 average rating, 38 reviews

La Casina - Tuscany House * Hospitality and Relaxation *

GeneRating, 5 stars1 day ago
Alessio's takes good pride in the restoration of this gem and it shows. Tasteful restoration and great attention to details. Great way to fit modern comforts into historic building. if you want to live a walking distance away from Piazza, in impeccably clean setting and responsive host, I recommend this one for you.

Private house rentals

Guest favorite
The image captures a tranquil outdoor area featuring a swimming pool surrounded by well-maintained grass and foliage. A shaded structure offers seating beside the pool, with steps leading into the water visible. Rolling hills and clear blue skies are seen in the background.
Home in Sovicille
4.94 out of 5 average rating, 77 reviews

Cozy country house Podere Scorno with pool

PaoloRating, 5 stars6 days ago
Staying with Virginia and her family was a wonderful experience that I will carry in my heart. The accommodation is immersed in the beautiful Sienese countryside. The house is cared for in every detail, very clean, cozy and equipped with everything you need to feel at home, with that rustic and authentic touch that makes the atmosphere truly special. Kind, helpful, and always ready to offer advice on places to visit, typical restaurants, and activities in the surrounding area. The silence and tranquility of the place allow you to relax completely, but at the same time the location is strategic for visiting Siena, the Val d'Orcia and many other enchanting villages of Tuscany. Highly recommended for those looking for an authentic stay, in contact with nature and true Tuscan hospitality.
Guest favorite
The image depicts a tranquil swimming pool with sparkling turquoise water, reflecting the surrounding greenery and a distant stone building. Tall cypress trees line the area, enhancing the serene landscape, while sun loungers are arranged neatly near the pool's edge.
Home in Asciano
4.97 out of 5 average rating, 34 reviews

Family Forest - Pool in the Crete Senesi

SylviaRating, 5 stars1 week ago
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!
Guest favorite
A serene lake is depicted, surrounded by lush greenery and trees. The calm water reflects the sky with soft shades of blue and hints of pink. A wooden bench is positioned at the edge, inviting quiet moments by the water.
Home in Casole d'Elsa
4.95 out of 5 average rating, 19 reviews

Lake Brulli House

ToniRating, 5 stars5 days ago
I was looking for a quiet place to visit the surroundings and rest in the evening, the place is exceptional and offers a wonderful view. The owners are very friendly and nice and made the stay something special, thank you for everything.
Guest favorite
The stone exterior of the house features a wooden front door and multiple windows with dark shutters. A small potted plant is positioned by the entrance, adding a touch of greenery to the rustic facade. The surrounding area includes a paved path and a quiet street.
Home in Castelnuovo Berardenga
4.97 out of 5 average rating, 91 reviews

Countryside house near Siena

JasonRating, 5 stars1 week ago
Place was as described. The house was in pristine condition when we check in. Nested in a quite and peaceful countryside, it was exactly what we wanted. Parking was just a few meters from the main door. Host Patrizia was very friendly and responded to my questions promptly. Her check in instructions were clear and we found the place easily. A short drive from local attractions and wineries, it is a good launch point to tour the region.
Top guest favorite
Home in Pontassieve
4.96 out of 5 average rating, 82 reviews

The charming cottage in Tuscany with breathtaking views

SamiRating, 5 stars6 days ago
So Beautyful location and views. House is charming and clean. we recommend.
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 stars2 weeks ago
Beautiful home. Extremely clean. Riccardo was extremely responsive and made our check in process very easy. Definitely would stay again!
Top guest favorite
The bedroom features a spacious bed with a patterned bedspread. A wooden headboard adds warmth, complemented by two small bedside lamps. Large windows allow natural light to fill the space, with views of the surrounding landscape. Two paintings adorn the walls, enhancing the room's charm.
Home in Poggibonsi
4.92 out of 5 average rating, 59 reviews

Agriturismo Podere San Martino (apartment for two)

LukasRating, 5 stars3 weeks ago
Everything was just like in the pictures. We had a great time. The view was amazing and Maddalena was really helpful. Thank you!
Superhost
A private terrace features a wooden deck overlooking a panoramic view of the valley, with a steaming Jacuzzi positioned nearby. Sunlight filters through the trees, illuminating the area, while a cozy blanket and a few fruits are placed on the edge of the deck.
Home in Castelnuovo di Val di Cecina
4.93 out of 5 average rating, 67 reviews

L'Uva Fragolina. House, Garden, Panoramic View

DavidRating, 5 stars2 weeks ago
A Tuscan dream. Some days I had to pinch myself to understand that I was not in a movie. My girlfriend and I had a wonderful time in the area and also in the house. It was clean and tidy. The kitchen was unique and we also enjoyed grilling outside. We simply enjoyed it and felt at home. Finally, relaxation and tranquility, which you rarely experience. Thank you for your trust in this wonderful piece of Tuscany. For all those seeking peace or people who really want to experience what Tuscan flair means, a must-see. We will be happy to come back!

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Gracciano dell'Elsa
  6. House rentals