
House vacation rentals in Rocca San Casciano
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Top-rated house rentals in Rocca San Casciano
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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!

The Limonaia della Torretta
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!

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.

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!

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

BOBO SUITE Relax in the Chianti Classico Gallo Nero
Licio has been one of the best hosts I've had on Airbnb. Everything was great. I also fell in love with his house, the passage and all of Chianti. I hope to return!

Il Melograno, Florence hills & pool & olive oil
Lovely countryside place to stay. Host was extremely flexible for when we had a really late check-in as our train got cancelled. Would recommend.
Weekly house rentals

CASA DORIANA IN THE HILLS A STONE'S THROW FROM THE CITY
The house is easy to find and is very quiet in a relaxed atmosphere. The surroundings are spectacular in the middle of nature. Even so, one can easily reach the town and the shopping areas. Piero was very welcoming and discrete and gave us very good points about Bologna and the surroundings. We are taking into account coming back.

POMEGRANATE CAMPOPINETA
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!

Casa Belvedere with Pool
The photos do not capture beauty and character of this place. Very comfortable and high spec renovation of the historic farmhouse ... spacious, relaxing, huge pool, bedrooms stayed cool even as temperature reached 30+ degrees. Great restaurant just round the corner, and top wineries nearby. Fantastic weekend was had, thank you Maurizio!

Chianti House Tuscany Florence 10min
Location was fantastic! We spent 5 nights at the apartment, and did day trips everyday. We went to Siena, Florence, Pisa, San Gimignano, and a day at wineries. We went to Castello winery for a tour and 4 course meal and wine pairing. It was my highlight. I am from US and was so surprised the wine was very affordable to ship. It takes over a month, but well worth the wait.

Tuscany .Countryhouse on the Florence's hills
Staying at Flora's was nothing short of magical! We spent a week at Flora's with our kids (3.5 and 6.5) during April and had a lovely time. The unit is comfortable, well kept and cosy. The surroundings are quiet and picturesque. The location makes it easy to travel around northern Tuscany in a rental car, and you can also park at the town nearby (2 mins drive) and take the bus to Florence (which takes about 30 minutes). Flora herself is a kind and attentive host and made us feel so welcome. Our kids loved playing with Goofy the dog and watching the chickens from across the fence. The fresh eggs, olive oil, cookies and sweet wine were a nice and welcoming touch. We feel lucky to have had the opportunity to say at Flora's and would wholeheartedly recommend it!

Villa close to Florence amazing view private pool
Had a week here with good friends. Enjoyed the beautiful house and the area. Great for a slow, calm getaway!

Independent house with private pool and garden
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!

' Casa Adriana ' into the city center with garage
Very nice apartment located within walking distance of train station which was great for day trips to Parma and Verona. Downstairs layout is living room, kitchen, laundry room (separate washer and dryer), and bathroom. Upstairs are both bedrooms and bathroom with tub/shower combo. Bedrooms are almost identical and have closets with plenty of hangers, vanity space, a chair, end tables, and their own heat/ac system. Beautifully decorated with touches important to travelers - hooks, easily accessible outlets, soap, extra blankets and pillows. Didn’t try public busses but looked easy enough. Can also walk to city center or uber.
Private house rentals

Taking a break amongst nature and culture
Wow. What a peaceful haven! This unfortunately too short stay was magical. The place is sublime, absolute calm with kittens and a dog, chickens… The accommodation is amazing, extremely well-equipped, clean with fresh flowers, it feels like home! And Prem is an exceptional host, a basket with Italian specialties, a bottle of wine and vegetables from her garden and she is sweet and kind! This place is magical if you want to recharge your batteries, be in harmony with nature and animals. Sublime

Reggine by Interhome
Beautiful villa surrounded by vineyards and countryside. The nearby village of Panzano is so picturesque with lovely restaurants. I can also recommend visiting other Chianti towns and especially the market on a Saturday in Greve. The hosts Filippo and his father Carlo couldn't do enough for us and the communication was superb. The villa is so spacious and makes you feel right at home with comfortable beds, well equipped kitchen and a garden with a pool that's just the icing on the cake. It was very warm during our visit and the fans provided were very welcomed. Every room is also equipped with mosquito nets on the windows. We made use of the large BBQ a few nights and also had a lovely wine tasting one evening which I can highly recommend. We were very sad to leave Villa Reggine and hope to return one day. Grazie!

“SPArisio Country House” with pool and tennis
Excellent location for peace and quiet and relaxation. we were well accommodated and friendly host only added to the great experience.

The house by the sea. Private garden, Cesenatico
We stayed at the apartment for four nights with two children. We enjoyed it very much. Really lots of space - two bathrooms and great location. Quiet and yet in the middle of it. Gloria was very quick to help with any questions. Grazie mille!

The other house
The house is large new and clean, large living room, two bedrooms, good bathroom and practically furnished kitchen. Actually better than description. Host is helpful and kind. Thera are many attractions around, within 10-30 mins drive. Not walking friendly place but quiet and peaceful. Has large garden and terrace.

The Court by Interhome
This house has so much charm, and really captures the beauty of nature and its surroundings. It had everything we needed, and was perfect for our family. We recommend this to anyone looking to unwind and relax in the beautiful Le Mura-Lanca!

La Casina, nice living on Florentine hills
What a beautiful and special place in Tuscany! You can sit and imagine living here hundreds of years ago as you enjoy all of the details Angela has provided to make it comfortable and abundant. The pictures don't do it justice...the place is larger and more embracing than the photos. Angela cared a lot and when a few little things were not quite right, she made them right. This is a beautiful and top place to stay to enjoy the Tuscany countryside, not far from Florence and all it offers. The town is charming and the folks were kind to us. We did, as one reviewer suggested, enjoy wine at the community center late one night and great sandwiches in the day! Make sure to explore the town in the day and take time to be a part of it.

VILLA MARINA, Large Private Villa w/ pool
Friendly host, and the villa looks better in reality than the pictures give impression of.
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Stadio Renato Dall'Ara
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fiera Di Rimini
- Valdarno
- Mugello Circuit
- Malatestiano Temple
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Mirabilandia
- Misano World Circuit
- Uffizi Gallery
- Piazzale Michelangelo
- Parco delle Cascine
- Piazza della Repubblica
- Stadio Artemio Franchi
- Italia in Miniatura
- Pitti Palace
- Palacongressi Della Riviera Di Rimini
- Mercato Centrale
- The Boboli Gardens
- Teatro Tuscanyhall