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Villa holiday rentals in Poggio a Caiano

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Popular amenities for Poggio a Caiano villa rentals

Private villa rentals

Superhost
Villa in Pistoia
5 out of 5 average rating, 10 reviews

casa buriano - Giulia

MargauxRating, 5 stars10 months ago
Excellent stay in this magnificent Tuscan house where Elena welcomed us with good humor and great kindness. Thanks to her! The accommodation (an apartment in a house that has 2) is as described and well arranged for a family of 5 like ours (3 children from 10 to 5 years old). The pool (not too hot!) is a real plus because it was very hot during our stay! It is cleaned every morning discreetly. The kids loved playing with Primo the little cat and enjoying the large garden. We were afraid that the promiscuity with the other tenants was a problem (noises of children in the pool) but this was not the case. Luckily, we didn't have the same schedules and everything was done very naturally 😉 An important info: each room has its own, helpful fan. We also recommend leaving the windows and doors open at night, to enjoy the wind that blows very pleasantly in the evening. Grazie Mille!
Top Guest favourite
Villa in Panzano
4.96 out of 5 average rating, 115 reviews

Antica Dimora a Campana

JeffRating, 5 stars3 weeks ago
Our stay at Sonia’s place was like a week in a fairy tale. To stay in an 18th century home in Tuscany with the front door on the town square and the private rear terrace with a million dollar view was extraordinary. As for comforts & conveniences: There’s a parking space in the gated backyard, the beds are very comfortable, and the kitchen has lots of wine glasses. There’s also a well-stocked supermarket at the bottom of the backyard stairs. And if you see the food truck just below the center of town, be sure to stop for a sandwich. If you can get away from the terrace, Carolyn & Sonia recommended the restaurant Enoteca Baldi, and we do too.
Top Guest favourite
Villa in Gaiole in Chianti
4.93 out of 5 average rating, 27 reviews

Sestuccina

EmmaRating, 5 stars2 weeks ago
We had a lovely stay at this beautiful villa. The photos do not do it justice at all! From the infinity pool overlooking the vineyard to the hot tub with views of a castle, it was stunning and jaw dropping scenery. Brigittia made sure we were prepared to have a great trip - from helping us with reservations and arranging transportation for us with her husband (who was wonderful) she was a fantastic host. We would love to visit again sometime and would recommend for anyone wanting to spend time in the countryside.
Superhost
Villa in Gambassi Terme
4.85 out of 5 average rating, 152 reviews

Il Leccio - Tuscany home near San Gimignano

MilaRating, 5 stars2 weeks ago
The magnificent view can be enjoyed both as a couple and with friends. It is very quiet and everything has been thought of: outside there are very comfortable seating options, a grill and pool. The garden smells of jasmine everywhere. There is nothing missing inside either. The house is perfect and is in the perfect location. After a 20-minute drive, you can reach San Gimignano. Simply a dream and always worth a trip 😍
Top Guest favourite
Villa in Montecatini Terme
5 out of 5 average rating, 39 reviews

Villa Le Panteraie - located between Florence and Pisa

TomRating, 5 stars2 weeks ago
A beautiful villa with exceptional views to the hills and valley. Various oudoor areas. Private location however close to sights and amenities. Cafes and restaurants not far however not walking distance, best accessed by own car. Electric bikes were available for sightseeing. Fantastic host, always responsive and helpful. Can warmly recommend.
Top Guest favourite
Villa in Gaiole in Chianti
5 out of 5 average rating, 24 reviews

Montemarcoli

TorbjørnRating, 5 stars2 weeks ago
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.
Guest favourite
Villa in Monsummano Terme
4.95 out of 5 average rating, 42 reviews

Tuscan Sun

RikkeRating, 5 stars2 weeks ago
The biggest recommendation!!! We loved this place. The house is filled with various cozy areas, so there is plenty of shade, as we were travelling with small babies. We loved the outdoor seating area, and the pool area is more beautiful than the images shows. Only thing we would mention, is that there is a 10-15min drive uphill a very narrow road before you reach the house. It was not a problem for us, as we wanted to stay as much time as possible at the house. Other than that, Francesca was an amazing host and was easy to communicate with. We would definitely come back another time!
Guest favourite
Villa in San Gimignano
4.93 out of 5 average rating, 61 reviews

Fabulous 3Br Villa with 360° Views!

EileenRating, 5 stars8 months ago
Cristiana’s home is lovely and just as described. It would be a great house for a family with kids the set up is perfect for parents and children. The location is perfect for taking day trips through the province or just being lazy. The view of this house can only be described as breathtaking- morning, noon and night. During our stay we had some rain which was actually welcomed. We had a beautiful breakfast and sat with a fire in the lovely the house offers. There was not a thing to want for…Don’t hesitate to put this home on your list of must do’s in Tuscany.

Luxury villa rentals

Top Guest favourite
Villa in Panzano
4.93 out of 5 average rating, 75 reviews

Luxury Villa on Chianti Wine Estate

StevenRating, 5 stars1 month ago
Wonderful stay at the Villa among the vineyards in Panzano. Vicky, the host, is the owner of Le Fonti winery with the villa surrounded by their vineyards and olive groves. The view from the villa is absolutely stunning. The town of Panzano is very cute. We bought groceries at the Coop and made breakfast each morning, gathering in the cozy well equipped kitchen. There is a courtyard immediately outside the doors of the villa with a large table, and again amazing views. Our time in the villa was so relaxing! Though we went to several wineries, a highlight was a very personal tour of the winery, wine making process and wines by Vicky at Le Fonti. She spent time discussing/pouring the different wines, even bringing over the same wine from different years to show us the difference the weather/grape stress influences the final taste. Overall exactly what we wanted from a Tuscan experience and really enriched by an extremely friendly and knowledgeable host.
Guest favourite
Villa in Greve in Chianti
4.91 out of 5 average rating, 22 reviews

Il Castellaccio Villa

MelissaRating, 5 stars2 weeks ago
We were a group of 8 staying at Villa Il Castellaccio and it was the most amazing experience. Leonardo was very helpful leading up to our stay helping plan a night with a private chef dinner. The food was some of the best we had! The Villa was private, more than enough space for our group and the grounds around the pool was always pristine. We highly recommend staying at this wonderful place. Our group already discussed coming back again and staying longer. Thank you Leonardo!
Superhost
Villa in Vicchio
4.88 out of 5 average rating, 52 reviews

Villa in Tuscany with pool, sauna, outdoor jacuzzi

PaulRating, 5 stars1 week ago
Cristiana and Mauro were the most friendly hosts. They made us feel immediately comfortable and set us up for a great stay at their wonderful home, offering some fabulous nearby dinner recommendations, as well as directing us to local grocery stores, and train stations for easy day trips into Florence, etc. The farmhouse is beautiful and brimming with character throughout, offering spectacular views over Vicchio. The private swimming pool is bigger than the photos suggest, and not too deep - the kids loved it. The hot tub allows you to sit back and drink in the peaceful Tuscan views. The sauna was a great touch, which we enjoyed throughout our stay, along with the pool table/games room. The outdoor terrace is large and great for a BBQ. The road leading up to the house is a fun drive - we rented a 4x4 (highly recommended if you are planning to stay here) that made it relatively comfortable. We loved our stay and would definitely like to return as there is so much more to explore there!
Superhost
Villa in Galluzzo
4.73 out of 5 average rating, 11 reviews

Tenuta del Podestà villa di charme in Firenze

BrianRating, 5 stars8 months ago
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!
Guest favourite
Villa in Buti
4.95 out of 5 average rating, 44 reviews

Villa sii felice

OliverRating, 5 stars2 weeks ago
Stunningly beautiful location and property! Great location to access Pisa, Florence, Lucca and the other surrounding area’s. We couldn’t have asked for more from Serena and the team during our stay. Nothing was too much! It is safe to say that we have never stayed in a home and setting as perfect as this one!
Superhost
Villa in Volterra
4.95 out of 5 average rating, 22 reviews

Podere La Casetta - 2 People - Private Pool

ShemaiahRating, 5 stars10 months ago
My husband and I stayed here to celebrate our anniversary. This was our first experience in Tuscany and it did not disappoint. The house is very private, there is only 1 house behind it however from most viewpoints you cannot see it and we never saw anyone. Volterra is a beautiful medieval place that will make you feel like you are in a movie. An hour from Pisa, drivable to many many wineries in the surrounding regions, this air bnb is a perfect place to stay and we hope to return again.
Guest favourite
Villa in Tignano
4.95 out of 5 average rating, 171 reviews

Villa Isabella

DouglasRating, 5 stars3 weeks ago
The home was located about 1/2 mile from several quaint small towns. Many great restaurants and tours through the beautiful hills and wine country. Very relaxing for family, friends or just to see you unwind by yourself. I highly recommend this location. Take advantage of tours arranged by Nicollo'and his family. We had a ball! Thank you.
Top Guest favourite
Villa in Cavriglia
4.99 out of 5 average rating, 132 reviews

Villa Poggio in Mandria in Chianti

KarenRating, 5 stars3 weeks ago
A Tuscan Dream Come True! Claudia and Leonardo’s villa was everything we hoped for—and more! The house is absolutely beautiful, with stunning views and a warm, inviting atmosphere that made us feel instantly at home. We stayed as an extended family of 9 & found it to be the perfect base for exploring the Tuscany region. The location is ideal—peaceful and picturesque, yet within easy driving distance of charming towns & wineries. We especially loved hanging out by the pool and enjoying long, leisurely meals outside in the evening. The outdoor spaces are just as lovely as the interior—perfect for relaxing, gathering, and soaking up the Tuscan sunshine. They are incredible hosts. Claudia surprised us with a homemade apple cake that was absolutely delicious, and they both offered wonderful recommendations that made our stay even more memorable. The wine tours they suggested were excellent, and hiring Chef Lorenzo for in-home dinners was amazing! Thank you! We hope to return again!

Villa rentals with a pool

Top Guest favourite
Villa in Barberino Tavarnelle
4.94 out of 5 average rating, 53 reviews

Villa Spoianello, amazing holiday in Chianti.

CashRating, 5 stars6 days ago
We had the most unforgettable stay at this stunning villa in the heart of Tuscany! From the moment we arrived, Anna was the most welcoming and attentive host – she went above and beyond to ensure our stay was seamless and special. The villa itself is picture-perfect, nestled among rolling hills and olive trees, offering a true escape into the Tuscan countryside. One of the absolute highlights of our trip was the incredible private cooking class with Vilma, our chef for the evening. She brought so much warmth, expertise, and joy to the experience – we learned how to make traditional Italian dishes from scratch, and the meal we shared afterward on the terrace was unforgettable. The pool area was a dream – peaceful, beautifully maintained, and the perfect spot to relax after a day of exploring nearby towns like Siena and San Gimignano. We spent hours lounging in the sun, soaking in the views, and enjoying the quiet tranquility of the countryside.
Guest favourite
Villa in Gambassi Terme
4.96 out of 5 average rating, 54 reviews

Villa Via Francigena

BettyRating, 5 starstoday
Beautiful surroundings, peaceful, beautiful pool! Extremely well-appointed kitchen. Hosts responded immediately if we had any questions.
Guest favourite
Villa in Lucca
4.97 out of 5 average rating, 75 reviews

Villa Barsocchini intera

LouiseRating, 5 stars2 weeks ago
We had a wonderful stay with family and friends, including young children, in Brian's lovely villa. The property has fantastic views and is enormous. Brian was very helpful throughout our stay. He arranged a delicious meal for us one evening. We were particularly grateful that they came up with a special vegan menu for two of our friends, who really appreciated the effort and the food! I would definitely go back.
Superhost
Villa in Montopoli
4.82 out of 5 average rating, 56 reviews

Villa Belvedere beautiful view surrounded by greenery

FelixRating, 5 stars1 month ago
Beautiful house in the Tuscan countryside, about 5-10 min walk to the nearest village with a few restaurants. A perfect place to spend a holiday to relax and enjoy the beautiful surroundings. Genka was very hospitable, responded quickly to our messages and was not the least intrusive and let us enjoy our stay.
Superhost
Villa in Savignano di Prato
4.7 out of 5 average rating, 169 reviews

Antica Villa near Florence - F Villa Migliorati

MarkRating, 5 stars1 week ago
We had a wonderful stay at Antica Villa vicino Firenze. The villa is full of charm and character, with beautifully maintained grounds and a peaceful atmosphere that made it easy to relax. The rooms were spacious, clean, and tastefully decorated with authentic Tuscan touches. Our hosts were warm and welcoming, always ready to help with recommendations or anything we needed. The location was ideal—just a short drive to Florence, but far enough to enjoy the tranquility of the countryside. One of the highlights was the pool—the view from there is absolutely amazing, overlooking the rolling Tuscan hills. It was the perfect spot to unwind after a day of exploring. We especially loved the garden, the views, and the feeling of stepping back in time while still enjoying all the modern comforts. Highly recommend this place to anyone looking for a quiet and authentic Tuscan experience close to Florence.
Top Guest favourite
Villa in Certaldo
4.89 out of 5 average rating, 147 reviews

Tuscan farmhouse with private pool and views

BurakRating, 5 stars6 days ago
Absolutely amazing place. No question that all visitors will love it. Decidedly special view of the valley with San Gimignano in the background. Good hub to visit toscana (San Gim. 25 min, siena 35min, florence 50min etc). The garden is distinctively beautiful. We had a week to remember.
Guest favourite
Villa in Radda in Chianti
4.96 out of 5 average rating, 93 reviews

la Balza

AlexRating, 5 stars1 week ago
Wonderful farmhouse and experience! Very peaceful! Alessandro invited us to a dinner/wine tasting at his family vineyard. Great and delicious experience! Thanks Alessandro!
Guest favourite
Villa in Pietrabuona
4.93 out of 5 average rating, 68 reviews

Villa laying on Tuscany hill

ClaraRating, 5 stars1 week ago
Absolutely fantastic! We couldn’t have wished for a better place. The accommodation was both charming and comfortable, with incredible attention to detail. The view, the surroundings, and the overall atmosphere were simply magical – a true dream spot for relaxing. Everything was clean, well-organized, and inviting, and the hosts were warm and helpful from start to finish. We’re already dreaming of coming back!

Destinations to explore

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  4. Province of Prato
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