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House vacation rentals in San Casciano In Val di Pesa

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Popular amenities for San Casciano In Val di Pesa house rentals

House rentals with a pool

Guest favorite
A large terracotta vase is positioned beside a stone building, partially shaded by a lush tree. Surrounding greenery complements the natural setting, with a clear blue sky visible overhead, featuring a few scattered clouds.
Home in Civitella in Val di Chiana
4.93 out of 5 average rating, 45 reviews

Casa Fattore - Tuscan countryside house

LunaRating, 5 stars7 months ago
The stay at the Capocontro estate was very satisfactory. The entire old village is a jewel set in the greenery, with spectacular views of the woods of the Val di Chiana. The place is tidy and clean, picturesque and elegantly retro. Piero and Lella are very available in communications and suggestions of places to visit and eat. We loved the peace and quiet of the place, as well as the pool with a view. We stopped little and the weather was a little capricious, otherwise we would have enjoyed the exteriors of the farm more. Only small mole: the dishes and the fridge were not really immaculate, but nothing that can't be resolved with a sponge shot. Highly recommended for both a short and long stay, so you can enjoy the quiet of the place and visit the surroundings.
Guest favorite
A private jacuzzi is featured in a cozy outdoor space, surrounded by wooden beams and landscaped greenery. Soft lighting enhances the serene atmosphere, inviting relaxation after a day of exploration. Steps lead up to the jacuzzi, providing easy access.
Home in Florence
5 out of 5 average rating, 5 reviews

New Florence "Afrodite" suite with pool

SarahRating, 5 stars2 weeks ago
Simone was great during our stay. Super responsive and helpful. The space was beautiful and comfortable for 2 people. Also, central to bus stops that get you into the city within 10 or so minutes. Would definitely recommend!
Superhost
Home in Montopoli
4.93 out of 5 average rating, 42 reviews

Villa Due Pini Marti with private pool

FreyaRating, 5 stars8 months ago
We had a wonderful week here. It was baking hot but the pool, the shady garden and the air conditioning made it the perfect peaceful place to relax between Rome and Florence.
Superhost
An entrance features an arched doorway with exposed wooden beams above, leading into a courtyard. The terracotta tiles are complemented by potted plants, while a small seating area is visible in the background, creating a welcoming outdoor space.
Home in Montespertoli
4.83 out of 5 average rating, 70 reviews

Vacation immersed in the Tuscan countryside 'Canaiolo'

WernerRating, 5 stars7 months ago
We reached the destination and immediately felt like being at home. Such a nice country-house, quiet surroundings and a most gorgeous and large pool. Gary, who looks after everything, is one of the nicest hosts we have ever met: charming, helpful and making you feel very comfortable. A highly recommendable place to stay! Anne and Werner from Austria
Guest favorite
A private pool area is surrounded by neatly maintained greenery and flowering plants. A wooden sun lounger is positioned near the pool, while a hammock is hung between two trees. Stone stepping stones lead towards the water's edge, creating a tranquil outdoor space.
Home in Florence
5 out of 5 average rating, 9 reviews

The Limonaia della Torretta

OksanaRating, 5 stars1 week ago
I had the most amazing experience staying at this beautiful villa in Florence. The location was perfect—peaceful, private, and surrounded by stunning views that took my breath away, especially from the parking area. The villa itself was incredibly cozy and charming—so well maintained and full of character. Honestly, I didn’t want to leave. I’d live there if I could! The pool was a dream—relaxing, and the perfect spot to unwind with the Tuscan countryside all around you. Our host, Leonardo, was absolutely fantastic—so friendly, welcoming, and helpful throughout our stay. You can tell he really cares about making guests feel at home. This place was everything I hoped for and more. I would 100% come back again. Highly recommend!
Top guest favorite
A well-maintained outdoor area features a private pool surrounded by a lush green lawn. A cozy villa can be seen in the background, complemented by tall trees and a relaxing ambiance. Lounge chairs are positioned near the pool, inviting leisure under the partly cloudy sky.
Home in Reggello
5 out of 5 average rating, 44 reviews

Villa in Tuscany - Reggello, with Swimming Pool and WiFi.

MicheleRating, 5 stars6 days ago
Very nice place to stay in the hills of Tuscany. A little remote but we appreciated that. Many restaurants nearby with really very good food and absolutely good prices. Accommodation with large garden, pool, air conditioning and heating. Well-kept and clean. Chickens whose eggs we were allowed to collect. Magena was always available, very friendly and helpful. Many wineries in the area where you can eat and drink. We will be back. Thanks Magena and Eduardo
Top guest favorite
Home in Pistoia
5 out of 5 average rating, 8 reviews

Country Cottage with Pool "Il Melograno"

FedericaRating, 5 stars7 months ago
Charming villa in total relaxation. Lots of green space and a beautiful pool... all just for us. Giovanni was super welcoming and kind. An experience to repeat, highly recommended! Greetings from Fede and Kevin
Guest favorite
Home in Montecastelli Pisano
4.92 out of 5 average rating, 38 reviews

Deal 2019 Tuscany Villa le Capanne with pool

PeterRating, 5 stars6 months ago
Gina’s place is absolutely phenomenal. Stunning, out of this world location and a very comfortable villa. Gina was an amazing host who welcomed us personally and showed us around. We had a good basket and freshly cooked food as a welcome gift!! I cannot recommend Le Capanne highly enough. It was awesome.

Weekly house rentals

Guest favorite
The living area features wooden beams across the ceiling and a cozy seating arrangement with a sofa and a bench. Large glass doors open to a garden, allowing natural light to fill the space. Decorative items are displayed on the shelves nearby.
Home in Figline e Incisa Valdarno
4.91 out of 5 average rating, 44 reviews

POMEGRANATE CAMPOPINETA

AmandaRating, 5 stars6 months ago
Alessandra’s place was an absolute dream. It’s picturesque with the most gorgeous view of Tuscany hills in a rustic styled rental. She was extremely helpful and attentive during our stay! Would definitely come back here next time we visit!
Superhost
A spacious dining area is illuminated by natural light filtering through open doors. A large wooden table is surrounded by several chairs, and a matching sideboard displays glassware. Soft curtains frame the doorways, enhancing the charming countryside feel.
Home in Lucignano
4.78 out of 5 average rating, 9 reviews

Beautiful property between Siena and Arezzo

TimRating, 5 stars20 months ago
we had a very nice stay. The entire accommodation was very clean. Highly recommend taking something against the mosquitoes. the only criticism was the chairs on the terrace, as 2 have shackled heavily, there should be a replacement here.
Top guest favorite
An appealing stone villa is framed by lush greenery and manicured hedges. A circular stone fountain is centered in a gravel area, surrounded by shrubs and trees. The sky is partly cloudy, providing a gentle light that enhances the natural beauty of the setting.
Home in Castelfranco Piandiscò
4.96 out of 5 average rating, 82 reviews

Villa close to Florence amazing view private pool

Ane ElineRating, 5 stars7 months ago
Had a week here with good friends. Enjoyed the beautiful house and the area. Great for a slow, calm getaway!
Superhost
A rustic stone house is shown, featuring a terracotta roof and wooden accents. A pathway leads to the entrance, surrounded by potted plants. Expansive views of rolling hills and a clear sky are visible in the background.
Home in Matraia
4.82 out of 5 average rating, 11 reviews

The stone dwelling

CarlyRating, 5 stars5 months ago
A beautiful place! A lovely spacious, clean house. Wonderful local surroundings with lots to do in the area.
Guest favorite
A spacious living room features a vaulted ceiling with terracotta tiles. Glass doors open to a scenic outdoor area, inviting natural light. Comfortable seating includes a light-colored sofa with decorative pillows and woven chairs, complemented by framed botanical art on the walls.
Home in Asciano
4.96 out of 5 average rating, 45 reviews

Tuscan farmhouse near Siena + Cortona, heated pool

RobRating, 5 stars6 months ago
We absolutely loved the home and location! There were nine of us and everyone had their own space and bathroom. The home was very clean and decorated beautifully. Amanda was a fabulous host. She was very responsive with all communication and helpful with places to see in the region. The location was excellent for traveling all around Tuscany and it was very peaceful. We can't wait to go back!
Guest favorite
Home in Montebenichi
4.88 out of 5 average rating, 17 reviews

The Montebenichi Dovecote

StephenRating, 5 stars4 days ago
We had an incredible stay at this beautiful villa in the rolling hills of Tuscany. Perched on a mountain, the property offers stunning views over the countryside, with gorgeous gardens and an authentic Tuscan feel throughout. The villa itself was spacious, comfortable, and full of charm. The location was perfect — peaceful and private, yet central to many of the places we wanted to visit, including Florence, Montepulciano, Siena, and San Gimignano. Christina, our contact person, was a great communicator. She was also on time, very helpful and pleasant to be around. She provided us with great insights about the area and the property. The location was excellent for us to use the e-bikes that we rented. We had breathtaking rides around the area. There was an excellent grocery store, Conrad’s in Bucine with a very tasty restaurant in the same Plaza. It was the perfect rustic home base with lots of charm the Tuscan experience for exploring the region, and we would absolutely stay again
Superhost
The exterior of a charming Tuscan barn is visible, featuring stone walls and arched windows. A gravel courtyard is shown, with outdoor seating areas and a dining table. Olive trees and garden elements enhance the rustic ambiance of the property.
Home in San Gimignano
4.92 out of 5 average rating, 12 reviews

Authentic tuscan barn 3 bedrooms 3 bathrooms

OliverRating, 5 stars8 months ago
The complex is in a larger clearing in the middle of the forest. Completely remote and quiet day or night. Pure relaxation. Well-maintained complex. Good kitchen equipment. Tastefully furnished apartment. Great pool. 14x7m. Perfect for a few laps or to romp. Location is perfect for excursions. Florence, Pisa, Siena each about 60 minutes away by car. In and around San Gimignano there are many restaurants with good Tuscan dishes. A reservation is often required if you like to move away from the tourist centers. Shopping facilities can be reached in 15 minutes. External garbage disposal at nearby collection points is a bit annoying. Laura took care of the personal key handover with us and speaks perfect German! All in all 5 stars! We will be happy to come back.
Superhost
A bright workspace is positioned in a cozy room featuring wooden beams. Multiple windows allow natural light to illuminate the wooden desk and chair. A lamp stands on the desk, while views of the surrounding landscape are framed by the windows.
Home in Impruneta
4.84 out of 5 average rating, 68 reviews

Independent house with private pool and garden

JulianeRating, 5 stars6 months ago
We had a wonderful time in Vittoria's house in this fantastic location. Although we had so many difficulties getting there and only arrived at night (flight delayed and highway closed), her husband greeted us very kindly and showed us around the house. Vittoria was always super quick to respond and always helped us (e.g. turned on the heating when it suddenly got cold). Highly recommended!

Private house rentals

Superhost
A two-story stone house is surrounded by lush greenery, featuring flowering shrubs and trees. Large windows are framed by wooden shutters, allowing natural light to brighten the interior. The tranquil garden provides a serene outdoor space for relaxation.
Home in Monte San Savino
4.83 out of 5 average rating, 200 reviews

In Tuscany between Siena Arezzo, near Chianti

FrancesRating, 5 starstoday
We had a perfect break in Lorenza’s lovely house. It was extremely spacious and exceptionally clean. The garden is beautiful and well maintained with lots of areas to sit in and enjoy the peaceful environment. Our dogs loved their walks in the woods nearby and they enjoyed meeting all the feline residents! Lorenza and her husband are a lovely friendly couple who have put a lot of thought into ensuring their guests have a great holiday.
Guest favorite
A beautifully restored stone building features a sloped roof and large windows that offer expansive views of the surrounding landscape. A well-maintained garden, framed by potted plants, leads to a patio area with outdoor seating set against a backdrop of rolling hills.
Home in San Martino
4.95 out of 5 average rating, 207 reviews

Casa Bada - Barn

JessicaRating, 5 stars1 month ago
Absolutely stunning views and a beautiful, well appointed home! We loved our stay here and found Suzy to be incredibly friendly and helpful! We would love to stay again and highly recommend.
Guest favorite
The exterior of the stone house presents a spacious patio area, featuring a tile floor and bordered by a lush green lawn. Double wooden doors provide an inviting entrance, while large windows allow natural light to flow inside. Vibrant flowers add color to the outdoor setting.
Home in Capraia e Limite (FI)
5 out of 5 average rating, 10 reviews

Casa Bensa by Interhome

AnnieRating, 5 stars7 months ago
An excellent and peaceful place to stay. The view is absolutely stunning, pool was lovely, and there rooms are more than spacious. The kitchen had all the amenities you could ask for. Unless you are planning on staying only there, you do need a car. With a car, the shops were 10 mins drive away and the train station < 10 mins with free parking.
Superhost
A cozy living area features wooden beams and a tiled floor. A dining table with chairs is positioned near a brick wall. A vintage cabinet and a lamp with a floral design are also visible, contributing to the warm ambiance of the space.
Home in Pistoia
5 out of 5 average rating, 5 reviews

Romantic farmhouse between forest and countryside

PaoloRating, 5 stars57 months ago
Romantic Alcova a stone's throw from the city center but with the qualities of the country house, quiet and retired. Beautiful property where we spent a week relaxing and which we used as a base to visit Pistoia and the Apennines. Mrs. Gianna is an impeccable host. I recommend it.
A rustic stone farmhouse is framed by a gravel courtyard, punctuated with potted plants and vibrant flowers. The structure features an arched entrance, wooden doors, and a tile roof. A shaded area is provided by nearby trees, enhancing the serene setting.
Home in Radda in Chianti
5 out of 5 average rating, 9 reviews

Le Bonatte by Interhome

CarlRating, 5 stars7 months ago
Joy (the owner) is a joy! She is one of the best hosts we’ve had on this platform. Flexible checking, due to delayed flight. Rooms were bigger than anticipated and beautiful. Lovely rustic Tuscan charm of a property. Plenary of recommendations at the property for local restaurants and activities. Can’t recommend this property enough!
The living and dining area is characterized by rustic wooden beams and terracotta flooring. A wooden dining table is set for meals, while a comfortable seating arrangement faces a fireplace. Natural light enters through a large arched window, complemented by a television in the corner.
Home in Castellina Chianti SI
5 out of 5 average rating, 4 reviews

Capanna di Sotto by Interhome.

AntjeRating, 5 stars8 months ago
we immediately felt comfortable 7 d enjoyed the stay very much. A ideal starting point for excursions.
Guest favorite
A charming yellow house is framed by lush greenery and decorative planters. The entrance features a gated pathway leading to a warm, inviting front door, flanked by wooden shutters. Surrounding olive trees add to the tranquil environment, enhancing the property's rustic appeal.
Home in Montecatini Terme
4.9 out of 5 average rating, 10 reviews

Villa I Cipressi by Interhome

SusanneRating, 5 stars11 months ago
Very nice, well-maintained villa with beautiful garden. A car is urgently needed, as you still have to drive up the mountain for about 15 minutes from Montecatini Terme to get to the accommodation. But it is rewarded with a stunning view. Cristina is very friendly, helpful and easy to reach. We would recommend the villa at any time.
Home in Balconevisi/S.Miniato(PI)
5 out of 5 average rating, 3 reviews

Lisena by Interhome

Sarah CĂŚcilieRating, 5 stars8 months ago
A lovely authentic house in beautiful and private soroundings.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Metropolitan City of Florence
  5. San Casciano In Val di Pesa
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