
Holiday rentals with a pool in Cascina
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Top-rated rentals with a pool in Cascina
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House rentals with a pool

dependance in villa Toscana
My wife and I stayed at Marco’s for a week for our honeymoon. We both loved it. Pool was beautiful and peaceful. The property is fantastic the pictures don’t do it justice. As amazing as it looks in the photos it is 1000 times better in person. The front gate made everything feel so secure. Walking up the steps to the guest house we were hit with a nice floral smell with all the daisies growing everywhere. Such a peaceful and beautiful property. The view was stunning looking over the mountains. The place was perfect. The kitchen was everything we needed and more, the pull out couch allowed us to relax and watch tv at the end of the night. The patios were perfect for coffees and meals. And the bed was nice and comfortable. Marco left a flower pedal heart on the bed for us which was a nice personal touch. We met his parents (who stay in the main house) they were very kind and gave us our privacy. There was lots of information about the area and things to do. Wish we stayed longer

Hilltop Views From a Historic Tuscan Home
We had an absolutely wonderful stay with Bryan and Sara! Reaching the accommodation requires a short hike, but you’re rewarded with stunning views – and the luggage is conveniently brought up by a small tractor. From the very beginning, everything was perfect. The house, garden, and pool are absolutely beautiful – a true little paradise. Everything was clean and lovingly maintained. Bryan and Sara are incredibly warm and welcoming hosts who do everything they can to make your stay special. Since we arrived late, Sara kindly offered to prepare a lovely dinner for us, and Bryan gave us a little pizza-making class – such a great experience! Their helpfulness and kindness, combined with the magical charm of the accommodation, made our stay truly unique and unforgettable. Thanks a lot :)

Cercis - La Palmierina
We had an absolutely amazing time at Daniela’s place - it was clean, had stunning views and was quick access to Pisa, Florence & Siena. Beautiful pool and lovely terrace with amazing views and sunsets. The kitchen also had everything we needed, including local olive oil and pasta & local wine as a welcoming gift. Daniela went above and beyond providing us with lilos and a pump for the pool too. Overall, 10/10 stay!
Tuscan Villa Featured Conde Nast Best Villas Italy
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!

beautifull detached former country
A real little paradise. A warm welcome from Manuela. I highly recommend it!!! We just left and dream of going back!

Paluffo Tower House
Perfect location - could not select a more beautiful setting. Il Paluffo manages to feel luxurious and green as well as rustic with modern comforts all at the same time. The location is stunning - pictures do not do it justice. Il Paluffo is tastefully decorated, intimate with lots of amenities, and unique offerings. There was a cooking class offered while we were there! This is a truly unique and magical place, the perfect Tuscany experience.

Countryhometuscany - House with Garden -
Beautiful property with warm, welcoming hosts. The bed was exceptionally comfortable, and everything is tastefully decorated The kitchen is fully equipped, perfect for cooking meals at home. The pool was a great temperature, immaculately clean, and came with stunning views of the surrounding countryside. The entire setting is peaceful and relaxing, yet only a 35-minute drive to Siena and 50 minutes to Florence. We especially loved watching the sunset at the nearby five-star Belmond hotel. We went for drinks at 7pm, enjoyed live music, and were surrounded by the heavenly scent of jasmine. There is no air conditioning but the fans were absolutely fine! Another highlight was La Speranza, a gorgeous deli serving excellent coffee, pastries, cheese, and wine. They kindly spoke English when we got stuck and made us feel so welcome.

Antico Borgo Ripostena – n. 8 Old House
This place is something else! The views, the pool, the houses, the interior - it’s something else. We stayed with our 18 month old and had such a happy time - surrounded by nature in such gorgeous accommodation and a kiddy kitchen / toys which were perfect for Otis. It’s simply beautiful and Martina is so helpful - highly recommend with a family or groups of friends for a zen and unique time. Close to lots of gorgeous places and Martina has wonderful recommendations. Only watch out is the 2km dirt track road to get to the location but it’s 100% worth it and quite fun! Enjoy - we can’t wait to come back :)
Condo rentals with a pool

Poggio al Casone - Colle
We stayed here for 10 days with 4 people and we had a fantastic time here. It was like we ended up in a movie. With all our questions, we were able to contact the reception and were well helped. If possible, definitely join the wine tour on Friday, which was very fun and educational. We really recommend Poggio al Casone even if you have to make a stop in between.

Adalberto Apartment inside the Manor of Fulignano
A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.

Belvedere
Marcello’s place felt serene and relaxing and our time here was just delightful. We absolutely loved the lemon garden we had all to ourselves, the grounds of the property are picturesque with a joyful companion of Tommy, Alina and Pistacchio. All is beautifully maintained and the apartment is elegant and cosy. We did appreciate proper mosquito nets, stable and fast internet for working, a proper dedicated workspace, sparkling clean apartment, great kitchen equipment, a garden table with a parasol offering plenty of shade, sun loungers by the swimming pool and a that the pool was kept very clean for us to be able to refresh in it during the hot days. Marcello is so friendly, warm and communicative. He spoilt us with his kind generosity and hospitality that you understand immediately why he is a super host, he really cares about his guests. Thank you so much dear Marcello for making our stay so enjoyable. We hope to be back one day.

Limonaia in a 16th century villa
We love our stay, it was the perfect place to relax in the middle of a hectic trip

La Casetta
We can absolutely recommend it! Everything is as described in the text and as shown in the photos. Located about 2 km outside the totally cute village of Casole de Elsa. Andrea + Barbara provided all the necessary information for the journey and many great tips on site, always with the corresponding links. For example, our arrival was delayed to about 10:15 pm due to traffic. Was no problem, we were in contact and when we arrived, Andrea personally received us. And if we had a question during our stay, an answer always came very quickly. (Where is the best place to park in Siena, how do you best get to Florence, ...)

Bohème: Apartment with frescos at Borgo Studiati
An absolutely stunning place! Despite all the glowing reviews, they can’t fully capture the experience of staying here. From the moment you arrive, it feels like stepping into a luxurious estate. The grounds and pool are breathtaking, offering a serene and relaxing escape. If you're looking for peace and tranquility away from the hustle and bustle of Lucca and Pisa, this is the perfect place to unwind. The hosts were exceptional, with great communication throughout our stay. Do not hesitate to stay here, can't wait to return soon! Thanks Viola!

Entire house for couple with exclusive pool
We had a wonderful week. The view is breathtaking and a large private pool is the icing on the cake. Matteo is very eager to make your stay unforgettable and is helpful with everything. It respects your privacy and is practically "invisible". The apartment itself is spacious and modern with all the amenities. Air conditioning is great. For me as a woman, a large dressing room was also a big plus. Outside, we could help ourselves to the vegetable garden. Super practical and healthy. We cooked little, but visited many great restaurants in the nearby area. On the first evening, Matteo reserved a table for us in a restaurant of his friend and the food was incredibly delicious. Nearby, we would also recommend La Sosta di Pio VII and Ristorante Triocco. Visit Volterra, Siena, Monterrigioni, Panzano, Castellina and Radda in Chianti and enjoy the views and the food.

Casa Luna-Splendida overlooking the pool and Tuscan nature
A little paradise in Tuscany with the most breathtaking view. We spend alot of the days at the house, swimming in the pool, cooking and generally feeling at home! They surprised us with fresh cherries 🍒 a few times and were happy to explain the beautiful routes you can walk around. We will def be back! ❤️
Home rentals with a private pool

Casa Bensa by Interhome
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.

Nicoletta by Interhome
Nicoletta greeted us at check in and gave us a tour of the property. She was always responsive and timely. The listing quite frankly undersold the size, space, and beauty of the entire package. The house kept its historical charm while offering the modern amenities including large updated bathrooms, pool, gardens, lounging areas, and a full kitchen. Staying here was truly and escape to the country side where the private pool overlooked an amazing and secluded view of the area. This house is ideal for those seeking an authentic Italian villa. It was really an amazing experience.

Casale L'Uliveta by Interhome
Beautiful clean house. The views are incredible and the kids loved the pool!

Historic home with exclusive pool
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!

Villa Alba by Interhome
Pierluigi and his wife have built a beautiful home in the San Gimignano hills. We had a perfect week with our family there. The house and gardens have gorgeous views over the vineyards and olive groves, and we woke to bird song every morning. The place is spotlessly clean and felt like a home away from home, with all the amenities you could need. The town is a short drive away and is stunning, with great restaurants and things to see and do. The road leading to the villa is rough and steep, however it is worth it for the peace, quiet, privacy and views. Pierluigi and his wife welcomed us in person and they are the loveliest people. He was helpful and responsive throughout our stay via text. We will return!

Aurora by Interhome
We had a lovely week at this place. The outdoor area in particular was fantastic! Thank you and happy to come back!

Villa I Cipressi by Interhome
We stayed in this beautiful Tuscan villa, completely in authentic Italian style. The house is in a brilliant location with views over Montecatini – in the evening a sea of lights! Due to delays on the way, we didn't arrive until 11 p.m., but that was no problem for Cristina. She kindly waited for us and took plenty of time to show us everything. Cristina is an excellent host and communication went smoothly and pleasantly in English. The villa is very private, with a large enclosed property and a fence all around. Parking is available on site. A little tip for future guests: Don't blindly follow your route planner. It will send you via a narrow winding path that you can hardly cross with one car. Preferably take the route through the other side. The swimming pool is tastefully lit in the evening and the surroundings offer plenty of beautiful trips to towns such as Lucca, Florence, Pistoia and Siena. We'd love to come back!

Farmhouse , pool, 13 px. Lucca 10km
We had an amazing stay at Juri's beautiful villa in Tuscany! The place is super spacious, easily accommodating our group of 11, and it was spotless and very well maintained. Juri and his mom were incredible hosts—always responsive and ready to help whenever we needed anything. The location is also perfect for day trips to Florence, Pisa, and Lucca. If you're looking for a charming, well-kept and very clean villa with top-notch hospitality, this is the place. Highly recommend! Let me know if you'd like any tweaks!
Quick stats about holiday rentals with a pool in Cascina
Total rentals
10 properties
Nightly prices starting at
$116 NZD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Santa Maria Novella
- Duomo di Firenze
- Cinque Terre national park
- Piazza del Duomo (Pisa)
- Gorgona
- Basilica of Santa Maria Novella
- Gulf of Baratti
- Mugello Circuit
- Ponte Vecchio
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Spiaggia della Marinella di San Terenzo
- Lago di Isola Santa
- Cavallino Matto
- Medici Chapels
- Spiaggia Libera
- The Boboli Gardens