
Villa vacation rentals in Cavriglia
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Top-rated villa rentals in Cavriglia
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Popular amenities for Cavriglia villa rentals
Private villa rentals

Charming property, wi-fi, weddings ,cooking class
Our wedding at Villa Cini was truly magical. The venue’s blend of natural beauty and elegance provided the perfect backdrop for our stay during the week and our special day. The gardens and stunning views created a fairy tale atmosphere and allowed to us have both an Indian wedding and an Italian Civil one. The arches ballroom, offered a romantic and inviting ambiance. We are incredibly grateful to have a chosen a place which has passed down for generations and has such a heartfelt attention to detail. If you're looking for a dream wedding venue and a beautiful place to stay then look no further than Villa Cini.

Villa I Cipressini heated pool spa Tuscany
Even before arriving in Italy Thiago was responsive to our many questions. There were 5 in our group and we rented the entire villa for the week. Each bedroom was spacious with its own bathroom. The furnishings and decor of the very clean house made it feel as though we were immersed in true Tuscan style and the views were spectacular from every angle. The kitchen and entire home was super well appointed with everything needed to either cook or not and the location of the villa was walking distance (15-20 mins) from beautiful and historic Pienza with its many shops and eateries. Through Thiago’s suggestion we secured a Tuscan chef for an in-home cooking class and were able to enjoy the delicious fruits of our labor in the villa’s lovely dining room. We can’t say enough about our wonderful experience which was totally enhanced by our choice in Thiago’s Villa.

Villa with pool,tennis court,village walk distance
Superb spacious and well-located villa with a great view! Awesome pool and tennis class Big tables for eating out There are enough sunbeds for everyone We had a lovely time at this beautiful villa It is just missing a large oven (there is a mini oven that troubleshoot well) and be careful the washing machine is in a residence next door and for a fee (€4 laundry detergent)

Exclusive Villa with Private Pool and Air Cond.
Our stay at Villa Chiara was nothing short of delightful. Nestled in the hills it offered a picturesque view of the Tuscan countryside. The villa itself was spacious and well maintained. It felt like home away from home. The pool and back patio are surrounded by lovely flowers, herbs and olive trees. Offering a spectacular view of the evening sunsets. The location was perfect to take short day trips to Siena, Florence and Montepulciano. Highly recommend for a serene, peaceful and relaxing getaway.

Charming Villa -private swimming pool -16 people.
Beautiful house in a stunning location. Pool was great. Perfect for a large family. Owners were very helpful and available when needed. Rooms were hot overnight but this is expected in peak summer in Italy.

Poggio del Fattore-Villa with pool, hilltop, Chianti
A truly stunning place with incredibly welcoming hosts. The villa exceeded our expectations in every way. The interior is filled with beautiful historic furniture, details, paintings, and books. The cozy fireplace in the living room added a special charm. We loved making pizza in our very own wood-fired oven, using the outdoor BBQ, and dining al fresco surrounded by breathtaking views. Every moment at Poggio del Fattore felt special, offering the perfect blend of comfort and authenticity. Highly recommended for anyone looking to experience the beauty of the Tuscan countryside in style!

Villa "La Civetta" with swimming pool, sauna and jacuzzi
Lovely modern home in a beautiful, quiet town in southern Tuscany. We had a wonderful 8 days there with our 6 year old son.

Villa Montefalcone: Charm, Private Pool, and Chef
Wow. Best Airbnb I’ve ever stayed in. From booking to checkout everything was smooth and easy. The property was amazing , grounds were amazing, house was absolutely stunning. The communication from the team was perfect. We hired a sommelier for a night through the Airbnb and it was the best experience. You really need a car or hire a driver through the Airbnb. Lucce and Pisa are close. We loved montecarlo(nearby village) with all the various great vineyards. All in all a great experience. Hopefully will be back soon. Thank you to a great team.
Luxury villa rentals

Villa Rosa - Private Jacuzzi
Truly wonderful stay at Terra Antica for a group of five. The villa we stayed in, Villa Nobile, was modern and newly furnished with all of the amenities that guests could ask for. Each room was very comfortable. The overall property at Terra Antica was also great with a gym, pool and large areas to walk through. Highly recommend.

Villa Montemaggio
Valeria’s place was so beautiful. The most amazing view. The house was comfortable and pristine. So gorgeous and we loved doing the wine tour with llaria. She was so sweet and set up all dinners and an amazing driver we used every night. The house was amazing. Hasiba the housekeeper and cook left us a mulberry pie that was out of this world. The gym and sauna were also just a walk away and gorgeous. I high recommend staying here and bringing back lots of wine like my friend and I did.
Villa with exclusive pool
We (7 girlfriends) enjoyed the stay in the villa very much! The house, especially the front yard and pool, are wonderful. Maria is great! She has sent us a lot of tips about the area (also the necessary things, such as shopping). In addition, we were surprised with a very fine cake and if you needed anything, there was a very quick response. The villa is well equipped and the surroundings beautiful. Parking has enough. Only the potholes and the access to the villa are a bit challenging - but doable!

Villa Lualdi
Had a lovely week at the villa. Amazing place and beautiful views! Florence a short drive away, but we also enjoyed walking about 35 minutes to Fiesole for restaurants and views.

Modern villa with a view
We had a lovely stay in october, large spacious villa, with lots of space. Marvelous location with good restaurants reasonably close. Road up to villa not suitable for large cars, but can be solved with a bit of careful slow driving.

Villa with swimming pool, park, air conditioning, and Wi-Fi
We had a lovely stay. Fantastic house. Easy and fast communication. Elena recommended two restaurants which were all absolutely fantastic.

Villa Lidia, la Dolce Vita at its Best!
From the beginning, Marlene was an excellent host and Stijn, a most excellent property mgr. The house is even more beautiful in person. This is a magical place for tranquility and relaxation. The house is pristine and has all the amenities , we immediately felt right at home. We asked and they recommended farm to table cooking classes, and nearby towns to visit. All excellent experiences. Wonderful memories were made cooking and grilling, picking herbs from the garden. We enjoyed this truly spectacular home. The views from the hilltop where the house is located are breathtaking. There is a beautiful infinity pool and a great barbecue area. Watching sunsets and star gazing . We had just celebrated our daughter’s wedding and traveled from Rome and the serenity and Zen of the house and surroundings were just what we needed. Stijn took great care of us. We will return to this slice of heaven on earth. Thank you Marlene for sharing your beautiful home with us. It exceeded our expectation

Villa Scianellone
We had an excellent time staying at this family home with an amazing view of Torrita di Siena. Great access to many popular hill towns (Cortona, Montepulciano, Pienza, Montalcino, etc). The house and property are beautiful, very private and populated with song birds and olive trees. The hosts are charming and very welcoming. They provided us with all the recommendations we needed and were readily available whenever we wanted to communicate with them. The house is well appointed and has multiple ways to cook from gas range to pizza oven and wood fired grill. I really liked using the giant pinecones as fire starter. We would definitely return and hope to. Such a precious slice of paradise.
Villa rentals with a pool

Villa La Gemma
The stay was beautiful! The villa was amazing, the view, the furniture, the rooms and the pool. We felt so lucky to be there. Rooms were new and clean. Every detail has been taken care of. Christina was incredibly helpful and always available. We'd be stuck without them. Unfortunately, we had more private problems and every time she helped us and brought us solutions. We, me and my friends, this stay was memorable!

Villa Angiolina
Villa Angiolina is truly beautiful!!! The view is incredible and everything was spotless and beautifully decorated. Our host was lovely and gracious and responded very quickly to all communications. She even arranged for an amazing pizza party with a private chef that was just one or the memorable moments from our time at the Villa. If this Villa is available…just book it!!! You will be glad that you did!!!!

Cliffside villa with pool
The place is an absolute place to yearn. The view of the sea priceless. We were lucky enough to stay alone on the property almost the entire time. The amenities are functional and you have everything you need. Everything was clean and tidy, there is nothing to complain about. The decor is familiar with personal things of the family but that's exactly what I love about AirBnB. I was very reminded of my former family weekend house. We certainly weren't here last time and I thank Fabio&Valentina for sharing this wonderful place with others.

Villa Iris with Swimming Pool
I have so much positive to say about this place! Despite what some reviews mention about the drive, it's absolutely worth it. There's a small restaurant just 2-3 minutes away, easy access to the city, and you're only about an hour from Pisa and some beaches. The house was perfect—everything well thought out and worth every penny. The pool was amazing, and the host was very responsive. If you're visiting in autumn or spring, bring warm clothes for the chilly evenings. We were sad to leave, and I can't wait to come back to this dreamy property!

Villa La Poggerina, private pool and amazing view
A rare circumstance where both property and hosts exceeded our expectations. The house is spacious with lovely views and a patio and pool for exclusive use by guests. It is well stocked and appointed, including a pool table and multi-game arcade machine. Much appears recently renovated. For those wanting to cook traditional wood-fired pizzas, there are two outdoor ovens, plenty of wood, and a host at the ready to provide assistance as needed. Emanuele and his wife are excellent hosts - gracious and welcoming yet non-intrusive. They had a fantastic charcuterie board and wine ready on our arrival and helped us with guidance and reservations multiple times throughout the week. They live in the house next door, but you wouldn't know it. All in all, one of our best AirBnB experiences in nearly a decade of stays - very highly recommended!

Private Villa with semi-Olympic pool and Tennis
Francesca’s home was beautiful and in a breathtaking, peaceful location. There is a short, beautiful walk with Mountain View’s and olive groves to an incredible pool and pool house. She was incredibly helpful in helping us not only access the home, but also in providing us local recommendations. The meal that Ettore prepared for us was one of the highlights of our trip.

Villa near Florence: Pool, AC, Vast natural garden
Stunning villa in a beautiful setting. Francesco gave excellent directions & the peace & tranquility out in the Tuscan countryside was wonderful. Francesco was exceptionally responsive & gave great local advice. We loved the little towns nearby and can’t wait to return soon. Highly recommended. Jack.

Panoramic" Casa Gello" with private pool.
Casa Gello is a fantastic holiday home. It is beautifully situated in the hills overlooking the surrounding valleys, with a great view of San Gimignano. Walks or just chilling; everything is possible. Certaldo & Castelfiorentino with shopping options and supermarkets is not far; There are numerous restaurants - from pizza to traditional Tuscan dishes. Excursions to the surrounding cities, for example Siena, San Gimignano, Florence, Volterra, Pisa etc. are no problem by car or using the local train station in Certaldo with easy parking facilities. The landlord Monica is very nice and gave me plenty of information beforehand and during the stay. The house is a clear recommendation if you like to experience the true Tuscan holiday feeling.
Quick stats about villa rentals in Cavriglia
Total rentals
40 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
620 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
40 properties have a pool
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