Holiday rentals with a pool in Tuscany

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!

Antonio is a very nice host who always takes care of the house and his guests. The 4 apartments were very good and also convenient for our group vacation. Parking is more than enough on the property as cars are also mandatory to get to the house. Furthermore, the pool is very good and also very large. Enough space to have fun. Antonio came several times to clean the pool, which was very good. Other shade options such as umbrellas or another pavilion would be good, otherwise you have to take them with you beforehand.

Everyone was wonderful, the accommodation was as described and the pool completely to ourselves. Giovanni was always super friendly and his family very accommodating. We would definitely recommend this location.

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.

Our time at Casa Torrento will always be unforgettable: The beautiful location, hidden between olive and fig trees, the wonderful pools, the cool evenings and great starry skies. Plus the warm and helpful manner of host Loris, whose tiramisu was absolutely world class.

Super nice area. Beautiful pool and super lovely hosts. The arrival was no problem, even the somewhat arduous road was no longer an issue after the 2 driveway. I would just not recommend it with a deep car😉. The hosts were already on site and the check-in was a dream and can also be reached at any time. Will definitely come back. Absolutely recommended. 🫶

We hade a nice stay, the is house fully equipped and the location in the middle of the forest is very beautiful.

We really loved our stay, the beautiful surroundings and the place was even better than the pictures. Alfredo was very responsive and friendly. Would really recommend if you’d like a peaceful stay with close proximity to local Tuscan villages to explore.

We had a wonderful time in the apartment Mirto. Everything was thought of, we were warmly welcomed, there was a huge fruit bowl and wine. The amenities were especially great for families. Even a laundry basket was there. The outdoor area was indescribably beautiful. So much space. So much nature. This tranquility. Heavenly. We slept wonderfully. Beds are very comfortable. There are plenty of cabinets. The furnishings of all rooms are incredibly tasteful. We felt incredibly comfortable. Thank you for the wonderful time ♥️ We recommend a trip to the magical mountain village of Pitigliano, about 1 hour away.

This was a beautiful country side house amidst olive gardens. It was clean, well furnished and convenient. Tony and Joanne went above and beyond to make us feel at home. Would stay here again in a heart beat if I’m in the area!

Tuscan retreat = THIS. Set in a lovely, quiet area with gorgeous views of the landscape. Easy to get to Arezzo and only 1 hour from Florence. So many amazing local restaurants and Vineyards. The property itself has a traditional vibe to it. The kitchen is not well equipped, so just bare that in mind! minimal pots, pans etc. But otherwise looks exactly like the photos.

Brilliant host. Lovely apartment and nice area. Never bored.

We stayed in the Melissa apartment and it was great, very spacious and bigger than expected. The apartment is self-catering and has all that you need to cook and have a great time. There is no terrace for this apartment, but they are many areas around the property that allow for some outdoor time. The location was beautiful, amazing views, great swimming pool and an overall very relaxed place. The property is 15 mins away from San Gimignano and very close to the bigger towns/villages to visit. Having a car is a must. The staff, the welcome and overall communication was lovely and easy, I would definitely recommend staying here.

Very nice place to stay! Kind hosts!

Staying at the Valentini farm is like a family experience. Chiara, Luca and Giovanni immediately made us feel at home, with a warm welcome received upon our arrival and with so much availability, friendliness, affability and attention throughout the holiday, but without any intrusion. The estate is a place to regenerate, immersed in nature and in the endless expanses of vineyards and olive trees, which the Valentini family takes care of with so much love. The apartment is equipped with all comforts and an intimate outdoor space to fully enjoy the stay, with shared areas where vacationers have the utmost mutual respect. In addition to the naturalistic experience, the pool is one of the highlights to enjoy on hot days. Finally, the farm is in a strategic position that gives access to the main local attractions (from the sea to the hill, from the crystal clear waters to the medieval towns) just a few kilometers by car. It was the experience we were looking for and what we recommend.

We had a lovely stay here - there were 8 of us in total across 4 spacious bedrooms and 3 bathrooms. It is a beautiful old villa with a big garden and a cute pool and barbecue area. It is possible to walk into the city of Florence (30 - 40 minute stroll) but we found a car was necessary to ensure that we could get around and eg buy groceries. There is a cash deposit required for check in, so it’s useful to withdraw that before you arrive. Our host was very responsive and helpful throughout our stay. Overall, we had a lovely time!

The Stone House was gorgeous - beautifully and thoughtfully decorated, with amazing views. It was private yet easy to get to many amenities/tuscany towns/wineries nearby. Emanuela and Giovanni were very responsive to our questions and requests. We requested for help to buy a bouquet of flowers to surprise our friend for her birthday on the day we arrive - not only did they take the time to help us buy it, they refused to let us pay for it! it was too cold for us to use the pool but I can imagine how wonderful it would have been if we could have used it. all in all, it was a great place to enjoy a dreamy tuscan holiday.

Based on the previous wonderful reviews of Antiqua degli D’ulivi, a year ago we booked a three week stay in the outskirts of Cortona in Pergo. We had our kids, grandkids and dear friends with us and as we drove through the gates into the Villa, we entered a magical place filled with generosity, laughter, relaxation, wonderful food, a refreshing pool and golden light. Massi was always there to help us with any questions we had and refill our olive oil bottle with the amazing green liquid made from his olives. We enjoyed the most delicious lunch with his family and they also were such giving, lovely people. We learned so much about Italy and Tuscany from them: porcini mushrooms, Perugia soccer teams, local markets, hot springs near Montepulciano, nearby restaurants, vineyards, hikes and more. We highly recommend an extended stay at this Tuscan home—we were so fortunate to experience it for three glorious weeks. The memories will be long lasting and always treasured. Mille Grazie to Massi

Beautiful place with amazing views! 100% recommend to stay at Rita’s place, definitely recommend!

We (7 friends) enjoyed staying at the villa very much! The house, especially the front yard and pool, are wonderful. Maria is great! She sent us a lot of tips about the area (including the necessary things, such as shopping). In addition, we were surprised with a very fine cake and if you needed something, an answer came very quickly. The villa is well equipped and the surroundings are beautiful. There is plenty of parking space. Only the potholes and the access to the villa are a bit challenging - but doable!

A paradise! Difficult access that is rewarded. A fantastic villa with spectacular views of the Tuscan hills. Greatly restored with modern and classic parts, plus an absolute calm, all around beautiful nature. A highlight: The spacious indoor Jacuzzi, we had a wonderful week, thank you!!

The place we stayed this time was really artistic and beautiful. Thoughtfully arranged objects and unique touches throughout the space made me feel like I was in a small gallery. The colors combined with the natural light coming in through the window, and the quiet and cozy atmosphere — I was satisfied without missing anything. In particular, I was impressed by the details filled with the unique sensibility of the accommodation, so I felt special every moment throughout my stay. It is a place I would definitely recommend to those who want to get away from daily life and heal in an artistic atmosphere.

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!!

Giovanna was such a wonderful host. It felt like a home away from home, with special touches added such as some food and wine in the apartment on arrival, and even a farewell drink before we left. The cottage is in breathtaking surroundings and in a perfect location to get around and explore different parts of Tuscany (with a car). I would highly recommend to anyone visiting the area ! We hope we can go back again one day!! Thank you Giovanna and Luigi !!