
Vacation rentals with a pool in Grassina
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Top-rated rentals with a pool in Grassina
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House rentals with a pool

Scenic country house with large pool near Florence
Michael greeted us on arrival and was extremely welcoming and took time to show us around his beautiful home. This was a family holiday with 6 adults and the ample space both inside and out worked perfectly for us all, we felt at home and relaxed. The whole house is extremely luxuriously and well equipped, we used the BBQ and the pizza oven both of which worked perfectly. Michael was always available to help with any questions we had and the location is perfect for day trips to Firenze, Siena etc. We enjoyed a wonderful week and would thoroughly recommend Michael’s home.

New Florence "Afrodite" suite with pool
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!

Lovely apartment in Chianti region
What a lovely hidden gem, after a few days in busy Rome Giovanni places was exactly what we needed for a few days of relaxation. Closer to Pisa and Florence the apartment has everything we needed and the swimming pool was a bonus, so peaceful and clean. Giovanni very helpful and his home made bottle of wine was a lovely gesture. For certain one our favourite places we been this time in Italy.

Primaluce - luxury retreat, great view of Florence
Very nice apartment in a delightful suburb of Florence. Excellent starting point to explore Tuscany. Convenient hosts.

House with pool among olive trees plantation
The apartment is located in the picturesque surroundings. It takes quite a while to get there up the hill, but the views reward it! The place was clean and well-prepared for our stay. Good spot if you look for some peace and quiet and want to stay away from the noise!

Country Cottage with Pool "Il Melograno"
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

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.

Nada Home
We had a lovely holiday in Tuscany. The villa is surrounded by beautiful scenery with lots of day trip options nearby. We added on a cooking class with Raimondo and Viola (Nada's daughter) and learnt so much. We will definitely be making fresh pasta from now on! The villa is well equipped, and nicely furnished.
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.
Thanks for a fantastic few days Massimo! I don't think we could have picked a better place for our Tuscany holiday. The view of the valley was beautiful and the apartment was the perfect size for us two! The cooking class was amazing and we really loved the wine tasting at the local wineries as well.

Adalberto Apartment inside the Manor of Fulignano
Amazing. Giovanni was helpful when we couldn’t stay night one and went above and beyond to help us secure a refund. Highly recommend.

Casa Rebecca with a small private pool
A beautiful little home in the heart of the Tuscan countryside, I recommend it! Beautiful view, good hospitality, good nights! To get to Florence, the train seems more appropriate than the car :)

House between Firenze, Arezzo, chianti e Siena
What a hidden gem! It is exactly what you think of when it comes to an authentic Italian household! The pictures do not do it justice, the views are incredible! Every morning we were treated to a cloud inversion over the valley, it was jaw droppingly good! The food in the restaurant was top notch and reasonably priced also! The family are super friendly and would always greet us and go out of their way to have a conversation which made us feel really welcomed! The farm just down by the pool area is such a nice touch and the local dog Franchi is such a good boy too 😃 We would have loved to do the day trip with the family but we didn't have enough time as we were only there for 2 nigjt! We highly recommend staying here and would 100% go back in a heart beat!

Three-room apartment with 2 bedrooms and private garden, swimming pool
Wonderful place, very nice host. Thank you for your hospitality, Silvia

The house in Chianti - IlVillinoFarmhouse
Beautiful structure, everything clean and tidy. We warned that our dog would also come with us and we found a kennel and a bowl in the apartment. Daniela their collaborator in the area was very kind and collaborative. We'll definitely be back.

Luxury Views aircon Shared Pool parking cooking
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!

lovely farm- apartment (Fox)
My fiance and I loved our stay here. beautiful views and prestige grounds. there were also a few friendly cats which made my fiancé's day. You need a car when staying here. you can find good restaurants and a grocery store a few minutes away in San casciano. It's centrally located in tuscany. 30 minutes to florence, 45 mins to siena. With lots of historic towns and wineries close by. The apartment was well accommodated, clean, and we'll equipped for cooking. We did pick up a few extra necessities from the grocery store and found the shower a little small, but otherwise found the stay comfortable and relaxing. Would totally recommend to friends and come back.
Home rentals with a private pool

Stone House with Exclusive Pool Codilungo in Chianti
Incredible location and hosts! The house was immaculate and exactly as described. We really had the best time and made use of all of the recommended restaurants and towns to visit nearby. We had an incredible trip and could not be more thankful to such kind hosts that made sure we had everything we needed and more.

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.

The Nest by Interhome
"The Nest" in the Localitá Torri is a beautiful place. High-quality, absolutely complete and lovingly furnished. Penibel clean. There was nothing missing at all. There is a lot of passion in the apartment. This fits the owner who did the check in and check out himself. Such a pleasant, nice person. An ideal starting point for excursions to the well-known area with San Gimignano, Volterra, Siena, Florence, etc. Absolutely recommended

Casavecchia by Interhome
Great holiday typical Toscan atmosphere.I strongly recommend,

Charming villa in the Chianti hills
The place I stayed at this time was really artistic and beautiful. Thanks to the carefully placed objects and the unique interior, I felt like I was staying in a small gallery. From the natural light coming in through the window, to the colors that go well with it, to the quiet and cozy atmosphere — I was satisfied with everything. In particular, the details filled with the sensibility of the accommodation were impressive, so every moment felt special throughout my stay. This is a place I'd like to recommend to those who want to escape from everyday life and heal in an artistic atmosphere.

Villa il Palagio in the Tuscan countryside
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!!

Casa Luigi Suite with exclusive pool
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 !!

The Barn by Interhome
We where met by the owners , talked through the villa, got directions to and from our venue As we arrived late we needed to eat, they found us a local restaurant and booked our table. They gave us two other restaurant recommendations, both of which we used , one of them twice. Incredible value for great fresh food, pizza and pasta.
Quick stats about vacation rentals with a pool in Grassina
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ294 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Uffizi Gallery
- Piazzale Michelangelo
- Parco delle Cascine
- Piazza della Repubblica
- Stadio Artemio Franchi
- Mercato Centrale
- The Boboli Gardens
- Pitti Palace
- Teatro Tuscanyhall
- Teatro Verdi
- Palazzo Vecchio
- Pinocchio Park
- Basilica di Santa Croce
- Santa Maria della Scala
- Avignonesi Winery Fattoria Le Capezzine
- Casa Barthel