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House holiday rentals in Cerreto Guidi

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Cerreto Guidi

House rentals with a pool

Superhost
Home in Montespertoli
4.83 out of 5 average rating, 120 reviews

I Limoni Apartment in Tuscany

WiktoriaRating, 5 stars1 month ago
Incredible home, with stunning views! I hosted a group of friends here before my wedding, and we all agreed it was the most beautiful Airbnb we have ever stayed in. The hosts (Francesco and his wife Illaria) were extremely responsive and kind. They recommended a local chef to us, which turned into one of the best nights of our trip. 100% recommend and will be re-booking next time I travel to Tuscany.
Guest favourite
Home in San Casciano In Val di Pesa
4.84 out of 5 average rating, 93 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

JanetRating, 5 stars2 months ago
This 500 year old house is ideally situated in Tuscany and the Chianti region. It is a perfect place for day trips to other towns, for wine, tasting excursions, and for visiting Florence. The idyllic setting gives you a sense of country life in Italy, and the views from the patio and house are stunning. There are spectacular wineries within 5 to 10 minutes of the house. We found the house very comfortable and enjoyed our stay very very much. Rose and Pier couldn’t have been more helpful in planning our stay and excursions. We found through them fabulous restaurants, and wineries that we would not have discovered on our own. They were also incredibly responsive when we had questions. Our only confusion about the house was that the listing showed three bathrooms, but one was in the laundry room in a separate building . Just something to know. Thank you to Rose for a lovely vacation ! It was the perfect place to explore Tuscany from!
Top guest favourite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars3 weeks ago
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!
Guest favourite
Home in Fornace-Torribina
4.9 out of 5 average rating, 10 reviews

La Torribina 2, casa a Cerreto G. 5 km da Vinci

MarieRating, 5 stars10 months ago
Ideally located for visiting Tuscany, equally close to all attractions. Excellent hosting, the apartment is in a very quiet garden. We had a lovely stay with family. Plus, a cute little kitten to keep us company in the garden. We recommend it from every point of view!
Superhost
Home in Figline Valdarno
4.96 out of 5 average rating, 108 reviews

The Owl: view, pool and garden

JasonRating, 5 stars1 month ago
What a great place to stay while visiting Tuscany. The home is a renovated medieval watchtower located up a dirt road, tucked on a hilltop overlooking the valley. Jacopo, the host, was so kind, hospitable and responsive during our 5-day visit. Would definitely recommend this place to explore Tuscana.
Top guest favourite
Home in Bagno A Ripoli
4.95 out of 5 average rating, 140 reviews

Casetta Melograno – Cozy farmhouse in Chianti

JacobRating, 5 stars1 week ago
I don’t have the words to describe how beautiful this apartment on the hillside is. The apartment itself is nice and cosy and spacious, and the kitchen contains a little bottle of olive oil produced from their own olives. But it is the location, the gardens and the little farm and the view across the valley which can take your breath away. Sonia is happy and welcoming and patient. She showed us around the wine and olive farm and was always approachable when we contacted her. There are two guest apartments side by side, but it is quite private nonetheless. Note that you can hear sounds from the other apartment quite easily. I cannot recommend this enough! Would love to come back.
Guest favourite
Home in San Miniato
4.92 out of 5 average rating, 104 reviews

Lovely house in a scenic and paiceful location

BiancaRating, 5 stars1 week ago
We enjoyed Maria's great house. We were kindly received by Maria and her family, where we were welcomed with a bottle of wine and delicious cake. We were with 6 adults. There's plenty of room. It's great that every bedroom has its own bathroom. It is a beautiful house in a beautiful setting with a lovely swimming pool among the olive trees and it is really equipped with all comforts. The charger for the electric car is also very nice. We picked up fresh bread every morning from the local baker in the village, 5 minutes away by car. Good base for the beautiful cities such as Lucca, Siena, Florence. The beach is also a great option. We felt very much at home. Maria and family, thank you for the wonderful time in your beautiful home.
Guest favourite
Home in Scandicci, Firenze
4.98 out of 5 average rating, 96 reviews

Villanuova Power

PatrickRating, 5 stars10 months ago
Great apartment hosted on a beautiful site with lovely gardens. Peaceful and quiet with a stunning view from the swimming pool area. The apartment had everything we needed and was very clean and homely. Good location to explore the surrounding towns and villages. Very pleasant and helpful host. It was a perfect break for a family with a 7 year old. Would highly recommend.

Weekly house rentals

Top guest favourite
Home in Lucca
5 out of 5 average rating, 15 reviews

Elegant ancient villa Lucca

LeahRating, 5 stars1 month ago
From the moment we were greeted by Isabella, Massimo and their son, to the moment we said goodbye we felt right at home. The house is well located. It was nice to leave the hustle of the old city and retreat to the expansive peaceful terrace of the house for an “aperitivo” before dinner. The beds were comfortable and we all slept well after long days of touring. One of our favorite things was collecting water from the town spring, which was just a few doors away.
Top guest favourite
Home in Montecatini Alto
5 out of 5 average rating, 33 reviews

Montecatini Alto Art View

GarethRating, 5 stars6 days ago
We loved staying in Carolina’s house in Montecatini Alto. It was a lovely welcoming place to wake up in and return to at the end of the day. The view from the windows and the patio is extraordinary and sitting out enjoying it was one of the best parts of the holiday. The house had all we needed. Carolina was a wonderful host; friendly, quick to reply and extremely helpful. The village is a lovely quiet place to stay and we wouldn’t look anywhere else if we return to the area.
Guest favourite
Home in Cavriglia
4.93 out of 5 average rating, 80 reviews

Wonderful country house

MichaelRating, 5 stars1 week ago
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.
Top guest favourite
Home in Vinci
4.98 out of 5 average rating, 50 reviews

Leonardo's Cottage

MichaelRating, 5 stars2 days ago
Rarely had such a nice hostess. As a welcome, there was a Tuscan specialty prepared by Domenica herself In the 2nd week, a homemade pizza and homemade jam as a farewell gift 👍 I can only recommend all of this 100% And what is particularly worth mentioning: the PEACE
Top guest favourite
Home in Vinci
5 out of 5 average rating, 81 reviews

Villa Vestra in Vinci holiday home

Laura And ArnRating, 5 stars1 day ago
My husband and I had the great pleasure of spending 8 days at this beautiful Airbnb. Truly, this is the best Airbnb we've ever stayed in, and we travel a lot! With big intentions to explore the Tuscan area we essentially did nothing and stayed put. Why? It's just that beautiful. The view is spectacular, and the accommodations are very comfortable. The hosts have provided everything you need for a deep relaxing holiday. Of course if you choose to explore, there is much to see and do in the local area. We'll save all of our exploring for next time! Thank you Sylvia and Julio for a magic vacation.
Top guest favourite
Home in Pontassieve
4.96 out of 5 average rating, 83 reviews

The charming cottage in Tuscany with breathtaking views

PoojaRating, 5 stars2 days ago
Stella is a beautiful person and a perfect host. Everything immediately felt like home. She explained everything very nicely. The location was serene and she gave a lot of information on things to do in that area. Would love to come again for sure.
Guest favourite
Home in Vinci
4.95 out of 5 average rating, 21 reviews

Casa Marcello

QinRating, 5 stars1 month ago
Great experience, splendid house and still a very hom
Superhost
Home in San Casciano In Val di Pesa
4.95 out of 5 average rating, 42 reviews

[Villa San Jacopo Florence] Pool | Vineyards

MichaelRating, 5 stars1 month ago
We were a group of 10 staying Friday to Sunday at the villa. It is nestled in the beautiful Tuscan countryside. The rooms are spacious and the common areas perfect for a large group. It was very clean throughout. The kitchen is well designed and easy to use for a crowd. We deployed the large BBQ for a meal at home on the first evening. A cocktail, a steak and a view of the rolling hills - how charming! I would strongly recommend renting a car or cars because the village is some walk away. There is a large and well stocked Co-op about 10 minutes’ drive from the property. Giulia on behalf of the host was simply brilliant. She was very responsive and helpful, and full of good recommendations. I would not hesitate to endorse this property and its management - we had a brilliant stay and would happily come back again.

Private house rentals

Guest favourite
Home in San Miniato
4.94 out of 5 average rating, 87 reviews

Volare

RozanneRating, 5 stars4 weeks ago
We had a beautiful stay in Alessandro’s home for one week in May 2025. The location was perfect to visit Pisa, Lucca and Florence as day trips. We were in the outskirts of old San Miniato - walking distance to restaurants and cafes, a short drive to the supermarket yet remote enough to be peaceful. We enjoyed the well appointed apartment which had everything we needed for our stay. We loved having dinner in our private garden amongst the olive trees and relaxing by the pool. We travelled with our bicycles and the areas surrounding San Miniato is just about the most beautiful riding I’ve ever found in Europe. Alessandro is clearly a very kind and welcoming gentleman, who enjoys hosting his guests, and we were grateful for his tips on what to visit and where to eat. We are sure we will be back again.
Guest favourite
Home in Fiesole
4.97 out of 5 average rating, 32 reviews

Scenic country house with large pool near Florence

ChristopherRating, 5 stars1 month ago
Absolute Perfection in Fiesole!** Michael’s villa in Fiesole is nothing short of spectacular. From the moment we arrived, we were mesmerized by the breathtaking views of the Tuscan countryside and Florence in the distance. The location is ideal—peaceful, romantic, and just a short drive from the heart of Florence, making it the perfect blend of serenity and convenience. The villa itself is stunning—spacious, elegantly decorated, and equipped with every amenity you could need. The outdoor terrace was our favorite spot, where we enjoyed morning coffee with panoramic views and evening wine under the stars. The lush gardens and private pool added an extra touch of luxury to our stay. Michael was an exceptional host—attentive, welcoming, and full of great local recommendations. His hospitality truly made our experience unforgettable. If you’re looking for a dreamy Tuscan escape with world-class scenery, impeccable style, and top-notch service, this is the place. We can’t wait to
Superhost
Home in Larciano
5 out of 5 average rating, 3 reviews

Wisteria for 5 people

RaduRating, 5 stars10 months ago
Beautiful house, with the charm of the old and a breathtaking view. The garden and pool are very well maintained and it feels good. Other people may also be on site, as the house is separated into several parts. On our side, we had no issues with the neighbors, and the place is big enough to have its own space. Communication with Barbara was great, she provided us with all the information we needed and responded promptly. Arriving by car is not that complicated, just make sure the GPS avoids a closed road. We followed Barbara's instructions and everything went well. All in all, this house allowed us to have a good time, to relax during our holidays, and its authentic charm caused a few touches of nostalgia.
Top guest favourite
Home in Palaia
4.98 out of 5 average rating, 45 reviews

Conte Martini House

BoydRating, 5 stars3 days ago
Andrea en Simone, Are very welcoming, the location is a smal walk but with good directions easy to find. Palaia and the accommodation has amazed us, with a amazing home away from home. Great facilities, terrace, jacuzzi, pool, and not to forget amazing views. As a base to explore there is alot of interesting places to go to witin a hour drive. big cities, smaller towns, wineries, and with a tiny bit extra travelling time the sea. We had a great stay with our friends and made some great memories. would recommend the accommodation, as well as the hosts, and would definitely stay again. Kind Regards, Boyd and Naomi
Top guest favourite
Home in San Gimignano
4.98 out of 5 average rating, 41 reviews

Tuscany:Stone house, private pool and garden

MarceloRating, 5 stars1 week ago
This house is the perfect place for two families traveling together. It’s incredibly cozy, thoughtfully designed, and fully equipped with amenities that let you truly enjoy the beauty of the Tuscan countryside. From the moment we arrived, we felt at home. The hosts went above and beyond — welcoming us with fresh fruit, traditional sweets, bottled water, coffee, milk, and a selection of Tuscan wines, which we truly appreciated. They also provided high-quality Italian hygiene products, which added a thoughtful and luxurious touch to our stay. One of the highlights for us was the host’s responsiveness. Communication was always fast, helpful, and friendly — a detail that made a big difference. We didn’t get a chance to use the private pool due to our tight schedule, but the property still gave us a real sense of independence, comfort, and safety. I 100% recommend this property. It’s a peaceful, beautiful place — perfect for relaxing, connecting with nature, and creating memories
Guest favourite
Home in Castellina in Chianti
4.98 out of 5 average rating, 99 reviews

Explore Chianti from a Charming Stone House

ShelbyRating, 5 stars1 week ago
Best part of our Italy trip! We loved our stay at Casa Marinella, and Monica has thought of every detail to make for a wonderful and peaceful vacation! Relax by the pool and enjoy breathtaking views. Be sure to stop by Gelateria di Castellina for a scoop of cremino gelato and try the fiorentina steak at Osteria La Sosta di Pio VII.
Guest favourite
Home in Greve in Chianti
5 out of 5 average rating, 61 reviews

La Loggia – Casine al Sole

PeterRating, 5 stars1 month ago
Spontaneously booked. And can easily arrange everything necessary at short notice. Federico is calmly communicative and can refine the stay with good recommendations. The location is special. The place has a good effect on the body and mind. WeiläuAbout but not far for shopping or restaurants. A beautiful pool. Tasteful spaces. Wifi junckies could sometimes hate something with the net, but the overall picture is not diminished. Everything else necessary is on site or will be promptly provided by Federico. A wonderful starting point for Visit in Florence or Chianti. Lots of rustic trattorias,winemakers and olive farmers nearby.
Guest favourite
Home in Vinci
5 out of 5 average rating, 11 reviews

Il Palagio

MohammadRating, 5 stars1 month ago
Outstanding accommodation. Pristine, spacious yet very cozy. Very helpful host. 10/10 would come again

Destinations to explore