Holiday rentals with a pool in Grassina
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Top-rated rentals with a pool in Grassina
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Grassina rentals with a pool
House rentals with a pool
Home in Fiesole
4.97 out of 5 average rating, 30 reviewsScenic 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.
Home in Certaldo
4.77 out of 5 average rating, 124 reviewsLovely 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.
Home in Figline e Incisa Valdarno
5 out of 5 average rating, 26 reviewsVilla Siveri - private swimming pool - air con
Great stay. The host is amazing do thoughtful responsive and kind. Gave my kids presents and a cooked for us. Just the most thoughtful can’t describe her as a host in any other ways. The only problems we encountered was the air conditioning in two of the rooms and a hard time getting to the house. Ask her to send you her exact location bc we got super lost.
Home in Reggello
4.8 out of 5 average rating, 81 reviewsHouse 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!
Home in Pistoia
5 out of 5 average rating, 8 reviewsCountryside Cottage with Pool "Il Melograno"
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.
Home in Cipressino
5 out of 5 average rating, 7 reviewsCountryside house with private pool and garden
Such an amazing place! I would recommend EVERYONE to go there! Violante and her husband are such nice hosts. We had a wonderful time there and will not hesitate to come back next year. Thanks a lot.
Home in Firenze
4.79 out of 5 average rating, 67 reviewsLittle Italy Planet : sweet house with Jacuzzi
Very serious and responsive host, apartment equipped with all comforts. Ideal location to reach the center of Florence by bus in about 25 minutes. Easy to find parking on white stripes. Highly recommended.
Home in Certaldo (Fi)
4.87 out of 5 average rating, 60 reviewsPaluffo Torre House
My family of 5 including an infant, toddler and teen, had the best time at il Paluffo. It is a stunning property, the natural pool is unique and refreshing, they offer a ton of activities, local recommendations, and communication was always easy. Claudia, the manager, simply the best! She recommended us an amazing public pool in the hills of Tuscany, great for kids, and suggested some of the best places to eat nearby. It felt like she always had our best interest at heart. We would absolutely stay here again and will recommend to everyone we know!
Condo rentals with a pool
Condo in Cavriglia
4.88 out of 5 average rating, 146 reviewsChianti 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.
Condo in San Gimignano
4.95 out of 5 average rating, 123 reviewsAdalberto Apartment inside the Manor of Fulignano
10/10 and we couldn't recommend it highly enough! Stunning location with the most picturesque view. The accommodation was well equipped, with everything we needed for our stay. Giovanni provided wonderful local recommendations from nearby towns - we will absolutely be coming back next time we are in Tuscany!
Condo in Castelfranco di Sopra
4.83 out of 5 average rating, 232 reviewsHouse between Firenze, Arezzo, chianti e Siena
Splendid location and excellent food! Perfect getaway in my opinion — I saw the prettiest sunset of my life surrounded by cats and ducks.
Condo in Volterra
4.95 out of 5 average rating, 21 reviewsThree-room apartment with 2 bedrooms and private garden, pool
Wonderful place, very nice host. Thank you for your hospitality, Silvia
Condo in Poggibonsi
4.73 out of 5 average rating, 253 reviewsPODERE VAL DI GALLO CHIANTI SIENA
Loved our stay here. The property is beautiful and Silvia is a wonderful helpful host. We had everything we needed for us and our baby for a peaceful cozy stay.
Condo in Castellina in Chianti
4.77 out of 5 average rating, 235 reviewsThe Chianti House - IlVillinoFarmhouse
We loved our stay here. It took us a couple of attempts to find it - but we were driving in pouring rain and fog (which was actually very picturesque!). Liza’s instructions were very clear and she was patient and helpful with me as I navigated our way there. The space was lovely - my daughter slept on the pull out sofa bed and the configuration of the living room meant that it became a separate bedroom for her which she loved. Nearby Castellina in Chianti is an absolute delight of a town - just a few minutes away - and another 30 or so minutes further and you have all the jewels of the Tuscan region within easy reach. Thanks so much Liza and Daniela for looking after us. Bec and Maxine
Condo in Gavinana
5 out of 5 average rating, 25 reviewsLuxury 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!
Condo in San Casciano in Val di Pesa
4.83 out of 5 average rating, 215 reviewslovely 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
Home in San Casciano V.Pesa (FI)
4.83 out of 5 average rating, 23 reviewsAmbrogetta by Interhome
Very beautiful house and a dreamy view of Tuscany! Perfect home for us adults and children. But you need a car to get to the bakery. Nice restaurants close by.
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 186 reviewsStone House with Exclusive Pool Codilungo in Chianti
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.
Home in Poggibonsi
4.5 out of 5 average rating, 4 reviewsThe 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. For excursions to the well-known area with San Gimignano, Volterra, Siena, Florence, etc., an ideal starting point. Highly recommended
Villa in San Miniato
4.88 out of 5 average rating, 40 reviewsVilla with exclusive pool
We (7 girlfriends) enjoyed the stay in the villa very much! The house, especially the front yard and pool, are wonderful. Maria is great! She has sent us a lot of tips about the area (also the necessary things, such as shopping). In addition, we were surprised with a very fine cake and if you needed anything, there was a very quick response. The villa is well equipped and the surroundings beautiful. Parking has enough. Only the potholes and the access to the villa are a bit challenging - but doable!
Home in Pieve a Presciano
5 out of 5 average rating, 3 reviewsCasavecchia by Interhome
Great holiday typical Toscan atmosphere.I strongly recommend,
Home in San Casciano in Val di pesa
5 out of 5 average rating, 41 reviewsCharming villa in the Chianti hills
We spent some nice autumn days at Francesca's place. It's much nicer than it's pictured. The house is fantastically and quietly located on a hill. The amenities are high quality and Francesca was always available at short notice. We would definitely go on vacation there again.
Villa in Pian di SCO
5 out of 5 average rating, 26 reviewsVilla 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!!
Home in Tavarnelle Val di Pesa
4.93 out of 5 average rating, 92 reviewsSuite Casa Luigi 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 !!
Quick stats about holiday rentals with a pool in Grassina
Total rentals
50 properties
Nightly prices starting at
$113 AUD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
20 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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