Some info has been automatically translated. Show original language

House holiday rentals in Tavarnelle Val di Pesa

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Tavarnelle Val di Pesa house rentals

House rentals with a pool

Superhost
Home in Barberino Tavarnelle
4.77 out of 5 average rating, 56 reviews

7 min Cantina Antinori | Pool | Casa Sala & Pepe

NinaRating, 5 stars5 days ago
We spent a week in Silvio and Margherita's house with our two small children (5 and 6 years old). The hosts were always good and quick to reach and very helpful and friendly. The house is surrounded by vineyards and you have a fantastic view. There are some very good restaurants nearby that can be reached quickly by car. The garden is sweetly designed, but you share it with two other neighbors. However, you have your own garden section and pool to yourself. The house was clean, but very noisy (which did not bother us). A few pieces of furniture could be renewed (but did not restrict us and looks a bit authentic ;-) We would definitely come back.
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.
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!
Guest favourite
Home in San Miniato
4.93 out of 5 average rating, 134 reviews

Private villa/swimming pool in Tuscany

MārcisRating, 5 stars3 weeks ago
Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!
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.
Top Guest favourite
Home in Barberino Tavarnelle
4.89 out of 5 average rating, 63 reviews

Farmhouse I CACHI - Chianti Tuscany, pool & ten

AbbyRating, 5 stars5 days ago
Absolutely beautiful property with the most charming country home! Our family loved picking fresh apricots, eating outside looking over the vineyard, playing tennis in the evenings, and taking a dip in the pool after a long day of exploring Tuscany! This home is peaceful and relaxing & a perfect location to get to many places in the Chianti region!
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 Barberino Tavarnelle
4.97 out of 5 average rating, 69 reviews

Chianti House Stunning view 20 min. from Florence

ThompsonRating, 5 stars4 days ago
Tommaso was very responsive and fantastic! Check in was a breeze. The pool was great. Overall, it was a great stay for our trip in Tuscany!

Weekly house rentals

Guest favourite
Home in Castelmuzio
4.93 out of 5 average rating, 42 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 weeks ago
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!
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 Colle di Val d'Elsa
4.94 out of 5 average rating, 65 reviews

Countryhometuscany - House with Garden -

GabrielleRating, 5 stars2 weeks ago
Beautiful property with warm, welcoming hosts. The bed was exceptionally comfortable, and everything is tastefully decorated The kitchen is fully equipped, perfect for cooking meals at home. The pool was a great temperature, immaculately clean, and came with stunning views of the surrounding countryside. The entire setting is peaceful and relaxing, yet only a 35-minute drive to Siena and 50 minutes to Florence. We especially loved watching the sunset at the nearby five-star Belmond hotel. We went for drinks at 7pm, enjoyed live music, and were surrounded by the heavenly scent of jasmine. There is no air conditioning but the fans were absolutely fine! Another highlight was La Speranza, a gorgeous deli serving excellent coffee, pastries, cheese, and wine. They kindly spoke English when we got stuck and made us feel so welcome.
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.
Top Guest favourite
Home in Monteroni d'Arbia
5 out of 5 average rating, 14 reviews

Golden View - Dream farmhouse in Tuscany

KshitijaRating, 5 stars6 days ago
This has to be one of the nicest Airbnbs we’ve stayed it. The accommodation was luxurious in an absolutely stunning area of Tuscany. The rolling fields and cypress tree made a spectacular setting for this beautiful house. We had hired a car and this place was a 20 minute drive from Siena. Our only regret was not staying here longer.
Guest favourite
Home in San Gimignano
4.98 out of 5 average rating, 46 reviews

La Moraiola - Characteristic Tuscan barn

LinasRating, 5 stars2 days ago
Egizia’s home was the ideal place for our family’s Tuscan getaway. It had everything we needed. Egizia was an excellent host, great communicator, great recommendations. We would stay here again.
Guest favourite
Home in Certaldo
4.9 out of 5 average rating, 52 reviews

Converted barn in Tuscan olive grove

DeborahRating, 5 stars1 week ago
We had an absolutely perfect time here. So peaceful and just what we needed after a busy few days at our son and daughter in laws wedding The pool was wonderful and just the right size as was the a accommodation We met Charly on our first day and communication was great throughout our stay Would definitely recommend this wonderful accommodation- such beautiful views and so peaceful
Top Guest favourite
Home in Montespertoli
4.96 out of 5 average rating, 76 reviews

CASA DI CARLA spacious apartment in Chianti

DrazanRating, 5 stars1 week ago
Great stay. Paola’s place is very clean, perfect size and layout of the rooms on different levels. Great garden to relax in the evening. Paola is very friendly and responsive at any time, same the neighbours, so nice, warm and authentic people. Location is fantastic, quite a few villages are worthy visiting and within 30-45 minutes away. Siena and Florence are not far at all, but of course you need a car. View is like in movies, property is surrounded by endless wines and olive trees. Simply unforgettable vacation.

Private house rentals

Superhost
Home in Castellina in Chianti
4.77 out of 5 average rating, 13 reviews

Calcinaia Power

HollyRating, 5 stars9 months ago
We had a beautiful stay at Alessandro’s property. The property is in the middle of the Tuscan hills with gorgeous views on all sides and feels very undisturbed and untouched. We were super lucky to have the place to ourselves the whole time and felt totally at peace. The apartment was beautiful and incredibly spacious with everything we needed, with lots of space in the grounds to go for walks and sit outside and enjoy the views and weather. Panzano is only a 7 minute drive away for supermarkets (small Co-op and village shop etc) and restaurants, and Alessandro was very responsive when we had any questions or if we needed anything. We couldn’t have been happier and will definitely be back next year!
Guest favourite
Home in Certaldo
4.94 out of 5 average rating, 33 reviews

Tognazzi Casa Vacanze - Panoramic Villa

CarlieRating, 5 stars3 weeks ago
Wonderful home for our family of four including a one year old and three year old. Authentic, private, clean and in an amazing location with a beautiful view. This was our favourite Airbnb of all time.
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
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.
Top Guest favourite
Home in San Casciano In Val di Pesa
5 out of 5 average rating, 47 reviews

Charming villa in the Chianti hills

JessicaRating, 5 stars2 weeks ago
We stayed in the villa for 3 weeks with my family (2 young kids) and it was absolutely perfect!!! Francesca was an incredible host, fantastic communication. The house itself was beautiful, clean and the pool was just magic. Close to Florence and all the wonderful towns nearby, we can’t recommend this place enough. Would stay again without hesitation.
Top Guest favourite
Home in Radda in Chianti
5 out of 5 average rating, 20 reviews

Villa le Scope 5*

ColeRating, 5 stars3 weeks ago
Beautiful home. Extremely clean. Riccardo was extremely responsive and made our check in process very easy. Definitely would stay again!
Top Guest favourite
Home in Gambassi Terme
5 out of 5 average rating, 56 reviews

La Cipressina Relax in Tuscany

MaxRating, 5 stars3 weeks ago
This place was magical, if you are going to be in the area I highly recommend staying here. It’s just as beautiful as the pictures if not more so. Paola and Luigi were so friendly and kind. We are recommending this place to everyone we know.
Top Guest favourite
Home in Bagno A Ripoli
4.97 out of 5 average rating, 61 reviews

Chiantishire Cottage

StephanieRating, 5 stars2 weeks ago
We had a wonderful stay at Chiantishire Cottage. A very beautiful house with an even more beautiful view close to Florence. Highly recommended for anyone who likes peace and quiet, but close enough that you can easily visit a town by car. The daily visits of the sweetest dog Camillo made our vacation even more memorable. I would recommend Chiantishire Cottage to everyone.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Tavarnelle Val di Pesa
  5. House rentals