
Villa holiday rentals in Montaione
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Top-rated villa rentals in Montaione
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Private villa rentals

Villa Barsocchini intera
Thankyou Brian (and family) for what was an unforgettable magical experience. The villa far surpassed all our expectations. The villa is beyond beautiful and oozes rustic charm, perfect for a large group. Rooms were clean and with beautiful views (on the top floor) to wake up to, so much so that it felt like a dream. Bathrooms were lovely and higher spec than expected for such an old building. swimming pool serves it's purpose, but it's in a gorgeous garden amongst olive groves....stunning. Brian and family were the perfect balance of keeping in touch and ensuring we had everything we needed whilst ensuring that we felt we had the place to ourselves, a perfectly ran operation. We arranged a dinner one evening in the house cooked by Brian's mother which was an amazing experience to enjoy such a wonderful setting with friends. thank you Brian! we already hope to return in future.

villa "La Fonticina"
The villa is beautiful and the host Cesare is incredible. And I mean incredible. We have had excellent hosts before but he is beyond belief. He even helped us when there was a train strike by picking us up in Florence. He is warm, responsive, friendly, funny. He answered every text in a minute. Family with kids went and the place is beautiful, spacious and the pool is large and fabulous. It was the best week of our vacation. We also had a wonderful cooking class at the villa that Cesare recommended. Gabriella was so much fun. Florence is 30 minute car or a train ride but we always took train. We hope we can return.

Luxury Tuscany Villa on the hill with private pool
We were very satisfied with our vacation home from Stefania. Great, spacious, secluded garden with many olive trees. Pergola with seating area invites you to linger. The cleanliness of the place was also extremely good. The beds or mattresses were very comfortable and the bedrooms nicely furnished. Stefania provided us with many tips and recommendations. She also booked a table for us twice at the nearby Osteria di Valgiano. Great food at a reasonable price with a great view of Lucca. Stefania responded quickly and kindly to questions. We would have liked to stay longer and will definitely come back!

Romantic Villa with private pool - "Il Pollaio"
A beautiful home to base ourselves in while exploring Tuscany. Lovely country surrounds. House has everything you need, spacious. Gorgeous terraces and pool. Enjoyed Volterra, San Gimignano and Siena but always great to come back to our Tuscan home! Silvia gave fantastic recommendations - pasta making at Ristorante de Beppino and in house chef Beppe highlights. Also loved Monterosola winery tasting. Very highly recommend. One of the best!

Exclusive Farmhouse Pool & View of San Gimignano
This property exceeded our expectations with spectacular views and peaceful, natural surroundings! The host was friendly and responsive. The proximity to San Gimignano and other Tuscan destinations was convenient. Each day felt magical! Just sitting on the patio was amazing! An unforgettable destination and experience!

Villa sii felice
We had an unforgettable stay at this villa for our bachelorette getaway! The host was incredibly responsive and made everything smooth from start to finish. The views were absolutely breathtaking — even better than in the pictures! The villa had everything we needed to set the perfect atmosphere: fully stocked kitchen with plates and glasses, plenty of towels, and thoughtful details throughout. We loved picking fresh lemons from the garden and finding peaceful spots around the property to read and relax. It’s incredibly private and serene — the perfect escape. While the drive-up can be a bit tricky at first, it quickly becomes second nature and is well worth it.This place exceeded all of our expectations. Highly, highly recommend — we'd come back in a heartbeat!

Villa Marì
We had an absolutely wonderful stay at this beautiful villa in Lucca! The property is stunning, with breathtaking views of the surrounding countryside that made every morning feel like a dream. The villa itself is spacious, clean, and tastefully decorated, striking the perfect balance between rustic charm and modern comfort. Our hosts were incredibly welcoming and attentive—they went above and beyond to make sure we had everything we needed and offered great tips for local spots to explore. It was clear they truly cared about creating a memorable experience for their guests. Most of all, the peaceful atmosphere made it the perfect place to relax and unwind. Whether enjoying a glass of wine on the terrace or simply soaking in the scenery, it was exactly the getaway we were hoping for. We can’t wait to come back!

La Dolce Vita - Tuscan experience
We had a wonderful stay, the house really felt like a home and was instantly relaxing. The whole booking and check in process was very straightforward and Giuseppe who met us to show us around the property and hand over the keys was very welcoming, kind and informative. The house has wonderfully peaceful location, with beautiful views. It has been furnished with excellent taste, and so adds to the feeling of being in a real home rather than a rental. The gardens and pool are delightful and evenings on the loggia will be remembered for a long time, we cant wait to return!
Luxury villa rentals

Valluccia 51
Thank you Tommaso, a fantastic view and pool, a wonderful villa and you’re proactive assistance at every turn, highly recommended. The drive down the track is worthwhile for the tranquility it affords. Can’t recommend Tommy & the villa enough & as for Tuscany, it’s incredible!

Romantic Villa with private pool and fabulous view
The views from Janine’s villa are breathtaking and pictures don’t do it justice. It was so quiet and peaceful, a little slice of heaven. We visited with our two boys (5 and 10) who loved the pool and the spaciousness of the home and the grounds. Being so close to Panzano was the best perk because we were within a 7 minute drive to town for great restaurants, simple groceries, and pastries (as opposed to other villas that require a longer drive to get anywhere to eat/visit). A great base for exploring the surrounding area as well, and an easy day trip to Florence. There are excellent wineries within a 3 minute drive! Janine was a lovely, kind, and helpful host and gave us tips for local restaurants as well as places for our trip to Florence. It was very hot during our stay but the fans were enough to keep cool at night and we didn’t turn on the A/C. We stumbled across this little gem and if you’re lucky enough to do so as well, you will be swept up by the magic of the views and villa.

The Lazy Oak
We (2 couples) had a wonderful time at the Lazy Oak Villa. The booklet in the house had great recommendations for dinner in Loro Ciuffenna. We did wine tastings at 2 family vineyards located very close to the villa- Morandi Organic Winery with Denis and Società Agricola Caspriano with Simona. Highly recommend both. One of our couples was celebrating an anniversary and Mario arranged for a chef to come to the villa and prepare a traditional Tuscan meal. It was beyond words! The pool was pristine and such a great bonus with the summer heat.

Tenuta del Podestà villa di charme in Firenze
David’s place embodies elegance and tranquility. Beautiful interior with intricate touches. The backyard was huge and our pup enjoyed running around on it. It’s as described in the pictures. David was also a very kind host. Responsive to our questions and insightful when it came down to recommendations. Highly recommend to anyone considering booking!

Poggio del Fattore-Villa with pool, hilltop, Chianti
We had a wonderful time in this beautiful house – everything was very clean, lovingly furnished and well equipped. We also felt completely comfortable with our dog, it was absolutely dog-friendly! The hosts were incredibly warm and helpful – they immediately felt welcome. A special highlight was the pizza evening offered - it was not only super cozy, but also a real culinary experience. Honestly, one of the best pizzas I've ever eaten! We would love to come back – absolute recommendation! 🌟

Florence best view villa Fiaccherella
We booked the place for myself and my wife, my 2 daughters with thei husbands and my 4 grandchildren (aged 2 to 13) and their nunny. We all enjoyed our stay, we all felt we had privacy when we needed, and common areas to be all together. Excellent place for large families or parties. The host ready to answer all questions.

Villa Isabella
Wow! Christina’s property is beautiful! The surrounding Tuscan hills make for a breathtaking setting, with wonderful views to the east and west for sunrise and sunset. We enjoyed drinking in the views from the terraces and while cooling off in the pool, which was a great size and bigger than we had imagined from the pictures. Watching the local swallows, who would soar overhead and drink from the pool, was a real treat. The villa itself was spacious, clean and thoughtfully decorated. Christina was a wonderful host, ready to greet us on arrival and to help us check-out, and responsive to all our messages. She even bought us a lilo for the pool when I asked if there was one! Christina had lots of suggestions of local things to do, from the best artisanal butcher from whom to purchase bistecca alla fiorentina, to where to buy the finest locally produced olive oil and Chianti. We hope to return, a real treat! Grazie mille, Christina!

Sestuccia
This was the most magical place so spend a week in Chianti! The villa is exceptionally beautiful, and has everything you could need for a comfortable stay. The grounds were spectacular, with many things to do and different areas to sit and enjoy. My toddler especially loved picking strawberries from the small garden and collecting eggs from the chickens for breakfast. The hosts were lovely and helpful with any questions we had, and took great care of us. The town of Gaiole in Chianti is very close and with great restaurants and things to do. A perfect spot I can’t recommend highly enough!
Villa rentals with a pool

Luxury villa with pool next historic walls Lucca
Can't say enough great things about this villa and Cristina as it's host! This was a family trip with 12 of us, and the villa provided more than enough space, bathrooms, amenities, and convenience for everyone. Sleeping arrangements were plenty and comfortable, bathrooms were larger than what you might expect for a European villa, several of them with dual sinks as well, and lots of modern upgrades that made things convenient but nothing to steal away from the absolute charm of the villa, especially the back yard by the pool. We loved spending most of our time there when we weren't exploring inside the city walls of Lucca (which are right outside the front door of the villa, an easy 5-10 minute walk away!) There were also coffee shops, markets, a pharmacy, a bank, etc., right around the corner from the villa for even more convenience. And Cristina herself? AMAZING. So proactive with communication, provided tons of information, and was very kind and welcoming when we arrived. THE BEST.

Villa Angiolina
Laura was an amazing host and made sure we knew all the details of the house and was very responsive if we had a question. The house itself is gorgeous and so are the surroundings. Highly recommend staying here as a home base in the Tuscany area! We visited many surrounding cities as well as a winery 40 minutes south. We would also recommend the restaurant Nuevo Ranch right done the street! Wonderful!

Dream in Tuscany, Villa with pool
Six of us spent a wonderful week at Vicky's villa to celebrate my husband's 60th birthday. The beautifully appointed house, the stunning views, and the swimming pool were all we had hoped for and more. Vicky is a five-star host. She welcomed us and even arranged to have a meal served upon our arrival. She generously helped us coordinate a catered birthday dinner at the villa. She shared interesting stories and lore from the area and made us feel very much at home. Before we left, she even took us on a tour of the magnificent Medici building under restoration on her property. From the villa, we headed out to Livorno, Pisa, Siena, and Florence, each a manageable day trip through the rolling Tuscan countryside. (Note: The final approach to the villa is over unpaved road; we were happy to have chosen an SUV for our rental.) We are left with great memories and many beautiful photographs of our stay in Peccioli. Thank you, Vicky!

Montemarcoli
We had an amazing stay at the villa. A modern house in a quiet environment with beautiful views. Brigitta was very helpful and responded quickly to our inquiries both before and during the stay.

Luxury Villa w/Tennis Court, Pool, Jacuzzi & Gym
Wonderful stay at Villa Vittoria, surrounded by greenery at the gates of Lucca, a wonderful city. We really enjoyed the tennis court and the gym area with hot tub, perfect for relaxing. The soccer field and pool we didn't use them, but the latter is really beautiful and well-maintained. Maximum privacy and tranquility: ideal for unplugging. The villa is thoughtfully styled and the outdoor spaces are spacious and quiet. A perfect place to regenerate, which we recommend without hesitation.

Villa l'elsa beautiful country home with view - vi
Incredible Tuscan villa with the best owners and rental group. We had a family of 9 including a baby and the house was exactly what we needed - very spacious, accommodating owners, beautiful views, and a perfect location for visits to wineries and other tourist attraction cities. Irida was very responsive if we had any issues, and Francesca catered to our every need throughout our week stay. Upon arrival, Irida was there to give us a tour of the house and get us all set up with everything we would need for the baby etc. It was a level of service we hadn’t ever experienced with Airbnb! The house itself is beautiful as well, we loved sitting on the patio and greatly enjoyed the pool. Best of Mas set up many experiences for our group - welcome dinner & cooking class, private tours & transfers, wine tastings, lunch/dinner reservations, you name it they took care of it. Our group had the vacation of a lifetime thanks to Best of Mas with this rental property and the experiences they provided

Put down your luggage, this is just the beggining!
The villa is situated on the outskirts of Greve in Chianti. For us it was a perfect location - enjoy country views yet walkable to the town centre for restaurants and shops. Four double rooms, each with an ensuite/shower. Everything you need for a great time - swimming pool, terrace with built in BBQ. Kitchen is well equipped with dishwasher, large fridge freezer and large range cooker. Kitchen table was ideal as we could all fit round and it made the kitchen the social hub as we used the comfy lounge for those quieter moments. Definitely recommend. We would be happy to go back.

Villa Tontenano Capannole Chianti private pool 12
This place is fabulous. Margherita was responsive so quickly. We had a 11 people six adults and five kids. Loved the pool and hot tub. Margherita made reservations for us and suggested day trips. She even got a wheelchair for me for the Hill towns. Take advantage of their cooking. they did meals for us, which were fantastic. And even organized a birthday dinner for the three young girls. They did the birthday cake and even gave them a gift. It was fabulous. Don’t hesitate to book. We did day trips to Sienna, pisa,Luca, panzano, pienza and multipulciano. And two trips to the luxury mall.!Her parents are so helpful too. Olive oil and their wine is fantastic. The only regret I have is that we didn’t have extra days and spend the time right around villa. I think we would have really enjoyed the wine tasting and olive tastings. I would’ve stayed easily another week. Do take advantage of her massages too. My kids thoroughly enjoyed our visit. It exceeded my expectations!!!!! Ten stars!!!!!!
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- Santa Maria Novella
- Duomo di Firenze
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Gulf of Baratti
- Mugello Circuit
- Ponte Vecchio
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Lago di Isola Santa
- Cavallino Matto
- Medici Chapels
- Spiaggia Libera
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens