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

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.

Tuscan villa with pool & hot tub, San Gimignano
The villa was simply stunning and we had a wonderful time. The indoor and outside spaces were very spacious and looked exactly as described, if not better! The villa was very clean and Giulia organised everything for us, including pool towels and towel sets. She welcomed us and gave us a tour of the villa when we arrived. I highly recommend Villa Francigena if you want to spend time immersed in the Tuscan beautiful landscape and in a peaceful and spacious typical villa, not far from wine tasting spots and the beautiful town of San Gimignano! Thank you Giulia for a wonderful stay from all of us.

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!

Beautiful tuscan country house
An incredible, beautiful house where you’ll feel right at home. The villa is spacious and welcoming, perfect for cooking and relaxing with friends. My only suggestions would be the need for fans in the bedrooms as without AC it gets quite warm during those hot evenings.

Podere La Casetta - 2 People - Private Pool
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.

Panoramic" Casa Gello" with private pool.
We've just arrived back in England after a lovely May half-term week at Monica's house - around 50 mins drive from Pisa airport. We are a family of four, so the kids shared the second bedroom and there was more than sufficient living space. The gardens are beautiful, pool clean and stylish and views amazing at the top of a hill. The air con was welcome as the weather hotted up and great selection of DVDs were very useful in the evenings. We were able to visit Florence, Siena and San Gimignano easily in our hire car. With local restaurants and supermarkets a short drive away, the house remained close enough to everything we needed yet far enough away from any town for it to give us the rest and peace we needed. Thank you Monica for sharing your home with us and the great recommendations and contact - we will definitely try to book again for any other trip to Tuscany.

"La Falterona" Villa 15 km Florence
We were a group of 10, 5 couples. I think I speak for everyone when I say our stay was the ultimate, authentic Tuscan experience. The Villa had plenty of areas to have the group all together to eat , drink and generally just enjoy life!. We were also blessed with perfect weather so we could take full advantage of the outdoor spaces as well. The highlight had to be our cooking class Domizio arranged with local chef Luciano Piacenza. He is a remarkable chef, incredibly knowledgeable and detail oriented with an amazing flair for teaching and making it so much fun for all. Lucian also created an amazing Tuscan meal on the evening of our arrival that will go down as the best chicken I have ever eaten. If you are looking for this experience, book it now and just count the days because it will be the trip of a lifetime.

Exclusive Tuscan Villa with private pool
Overall a very nice stay. Would recommend this to anyone wanting to be near San Gimignano yet peaceful.
Luxury villa rentals

Luxury Villa on Chianti Wine Estate
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.

Luxury villa with Pool, games room & Bocce court
My family and I -- six adults and a 9 month old -- spent two delightful weeks at Il Granaio. Before our arrival, Greg (the host) put me in touch with Ally, the property manager, who provided much useful information in advance and ensured we could find our way to the hidden gem that is Il Granaio. Once we arrived, Ally was available as needed, responsive to my queries as we settled in. We enjoyed the Villa and property immensely, using it as a base camp as we did day trips all around Tuscany and a longer visit to the Ligurian coast. The house was comfortable, attractive, and well-outfitted, with fantastic views from the second floor; the surrounding countryside was peaceful and beautiful; the pool was a perfect place to cool off and relax after being out and about; and the billiard table provided enjoyment for all! And having our own washer and dryer was incredibly convenient, especially when traveling with a baby. Wonderful memories were made for our family at Il Granaio!

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
Our stay felt like something out of a movie. Janine has decorated the home with love and attention to detail. We loved the pool and decided to spend a day doing nothing but lazing by the pool eating home cooked food in the amazing kitchen. Memories were made here and we will 100%. Return for a longer stay as you will not beat the view from Janine’s villa anywhere in Tuscany.

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.

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!

Private Villa with semi-Olympic pool and Tennis
absolutely amazing!! Francesca made us feel right at home. the place was amazing and we definitely want to come back. the property is beautiful and great if you want to play tennis , ping pong, or swim… super fun. Francesca was so sweet, gave us great recommendations, and helped us with all our questions. She even graciously helped our grandma get a doctor to see her when she sick. 10/10 amazing !

Farmhouse , pool, 13 px. Lucca 10km
We had an amazing stay at Juri's beautiful villa in Tuscany! The place is super spacious, easily accommodating our group of 11, and it was spotless and very well maintained. Juri and his mom were incredible hosts—always responsive and ready to help whenever we needed anything. The location is also perfect for day trips to Florence, Pisa, and Lucca. If you're looking for a charming, well-kept and very clean villa with top-notch hospitality, this is the place. Highly recommend! Let me know if you'd like any tweaks!
Villa rentals with a pool

Villa Gelsomino, your dream in Tuscany
The villa was perfection for the 5 of us, from the space to the amenities- football field, pool, gym, bbq pit, it was great for an adult family with varied interests. The service was so warm and non intrusive, its evident Jerose and Anita take such pride in maintaining a high standard and are always working, whilst keeping a professional distance. Thank you for making this trip so memorable and wonderful. We will be back!

Bellagatta, an Enchanting spot in Val d'Orcia
We had an amazing four weeks staying at Bellagatta, using it as a base to explore Tuscany & surrounds, and it met all our expectations and more. Bellagatta is a positioned on a hilltop with stunning 360 degree panoramic views, more beautiful than the photos. The annexe that we stayed in was exceptionally clean and comfortable and well fitted out. Air con was useful on the first few days of our stay which were very hot. The property is well situated, 10 minute drive into Buonconvento (not quite an easy return walk up the hill!) which was convenient for restaurants & shopping. Gaetano was a most delightful host, very welcoming, & always taking interest in which towns we were travelling to and providing useful tips for our visits. His property manager, Susil, was also readily available and looked after us with anything we needed , even providing fresh eggs, vegetables & olive oil from the property. Highly recommended!

Villa in Tuscany with pool, sauna, outdoor jacuzzi
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!

Lilium,delux farmhouse in the chianti hills
We had a fantastic stay at Concetta's beautiful home! The house itself is gorgeous and traditionally Tuscan. It is also in the most incredible scenery and sitting outside and taking in the view was an absolute joy. However, by far the best thing about our stay was Concetta and her husband Paolo. They could not have done more to make us feel more at home and it honestly felt like we were part of the family while we were there (including making us the most incredible meal, which I would strongly recommend you do if you stay!) Their hospitality, helpfulness and warmth made it feel like a true escape and I could not recommend it more.

Il Timignano
We had a family reunion with 11 people. Everyone was comfortable and had places to be together but also to have some time alone. We took day trips to Sienna, Florence, and Pisa. It was a lovely stay.

Terra Antica Suite & Ville - Montepulciano
Beautiful property. Staff were amazing, responsive and friendly. Location ideal for visiting other cities by car. Exactly as pictured. Breakfast which was added on a day to day basis was spectacular. Very relaxing sitting on patio and by the pool.

Chianti Villa at Mulino del Cerchiaio
Thank you!! We enjoyed our vacation with 9 friends! A little humid because of the weather, but the place is ideal in summer and comforting by the fire when the good weather is not present!

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!
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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
- Cavallino Matto
- Medici Chapels
- Spiaggia Libera
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Pinocchio Park