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Villa vacation rentals in Cavriglia
Find and book unique villas on Airbnb
Top-rated villa rentals in Cavriglia
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cavriglia villa rentals
Private villa rentals
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Villa in Firenze
4.88 out of 5 average rating, 16 reviewsVilla La Cingallegra
Fantastic all around experience. Thank you Elio and team 🙏🙏
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Villa in Cortona
5 out of 5 average rating, 6 reviewsVilla Pietrenta
This is a very comfortable house with beautiful views and a terrific pool. The house really consists of two apartments which works great when traveling with family. The living spaces are not large but work well- we spent most of our time outside anyway. About a 35-40 minute walk into the center of town. Parking in Cortona is tricky, so it’s nice to have the option to walk. Overall, a very good value, comfortable, well-maintained, and easy to use as a hub getting around the small villages of Tuscany and Umbria.
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Villa in Pian di SCO
5 out of 5 average rating, 26 reviewsVilla il Palagio in the Tuscan countryside
Stunning home in the middle of a lovely vineyard (Probably one of the best homes on AirBnB). It's even more beautiful in person - full of art, thoughtful design/luxury finishes, and Tuscan charm. Highly reccomend!!
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Villa in Montepulciano
5 out of 5 average rating, 3 reviewsTerra Antica Suite & Ville - Villa Vino - Private Jacuzzi
Our stay at Terra Antica was a dream. The location is perfect and the property and villa are exceptional. We were close enough to town to get to restaurants and shopping and then come back for some quiet relaxing time. There are numerous wineries to visit in the area. Day trips to other local towns are easy to do as well. The private jacuzzi was an extra bonus & we used it several times during our stay. We will be back again!
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Villa in Provincia di Arezzo
4.91 out of 5 average rating, 43 reviewsVilla 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.
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Villa in Florence
4.8 out of 5 average rating, 40 reviewsVilla with great view over Florence, pool, Wi-Fi
Lorenzo was a fantastic host. Any question we had he answered straight away. The villa was lovely, peaceful and the views were amazing. When we arrived at the villa Mario was there to meet us. He then drove us to the supermarket and helped us with our shopping, he couldn’t have been more helpful! The bus stop is just up the road so getting into Florence was easy. At the end of our holiday Mario drove us to the airport as we were having trouble getting a taxi. Nothing was too much trouble. This was a holiday to remember! Thank you Lorenzo & Mario
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Villa in Gaiole in Chianti
5 out of 5 average rating, 9 reviewsCasa Faraona, villa with private pool
A beautiful property in a stunning location with great views. The property was easy to find using Waze. Once inside everything was clean and all rooms were luxurious and clean.
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Villa in Lajatico
5 out of 5 average rating, 3 reviewsVilla Ludovica w. private pool, Borgo del Silenzio
Absolutely amazing place, peaceful and tranquil. Easily fitted two families (9 in total), super clean. Pool is amazing and the view is beyond words
Luxury villa rentals
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Villa in Montecucco
4.9 out of 5 average rating, 39 reviewsVilla 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!!!!
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Villa in Sodo
4.95 out of 5 average rating, 22 reviewsThe House of the Sodo Sun
We chose Il Sole del Sodo because it had 6 en-suite rooms, a pool, was close to a town and a train station and had a well- regarded host who could provide extras like breakfast, dinners, cooking classes and olive oil tastings e.g. Claudia! While rustic, the villa’s charm and peaceful spaces draw you right in and Claudia’s hospitality is unsurpassed. The villa fronts to the road to Cortona and backs to a field of sunflowers. Our family and friends dined on the private patio and found a back way to walk up to Cortona for exercise. A unique and wonderful experience!
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Villa in Casale
4.96 out of 5 average rating, 23 reviewsVilla with pool in chianti Rufina area 13 sleeps
Great stay in a lovely remote area. The pizza oven was a major highlight
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Villa in Radda in Chianti
5 out of 5 average rating, 5 reviewsVilla Montemaggio
Absolutely gorgeous and luxurious place. Beautifully decorated, beautiful views, clean and also had an incredible kitchen. We loved it!
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Villa in Rignano sull'Arno
5 out of 5 average rating, 8 reviewsvilla "La Fonticina"
We had an amazing time staying at La Fonticina. Such a beautiful house and location, which came with everything that we needed. Cesare was a fantastic host and made our stay even better. He couldn't have been more responsive, accomodating and friendly. Highly recommend and wouldn't hesitate to return!
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Villa in Fiesole
4.86 out of 5 average rating, 22 reviewsVilla 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.
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Villa in Arezzo
4.94 out of 5 average rating, 18 reviewsVilla Leopoldina in the heart of Tuscany
Our family had an amazing stay. Beautiful location in the hills with an easy drive to the center of the city. The property is optimally set up for a large family gathering, and the pool area was perfect . We took advantage of the tasting and the cooking class , and both were executed perfectly . A completely memorable trip with great wine, food and views. Marta from the property management was incredibly responsive and friendly .
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Villa in Colle di Val D'Elsa
4.95 out of 5 average rating, 19 reviewsVilla L 'elsa - Villa L 'elsa
Our family enjoyed our stay at the villa very much. Our only regret is not building in more time to simply enjoy the beautiful surroundings and amenities the villa provided. Our favorite day was the vineyard tour, personally coordinated and led by Francesca. We visited two local vineyards in the Chianti region, received wonderful tours and explanations of the wine-making process, tasted fabulous wines, and enjoyed a spectacular meal prepared by Elena, with almost all ingredients sourced from her farm and vineyard. Francesca provided excellent guidance and advice as we planned our trip, arranged for drivers when needed, and was very responsive to all of our requests. One note of caution - the mosquitos in the evenings at the villa are pesky, so bring your bug spray.
Villa rentals with a pool
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Villa in Palaia
5 out of 5 average rating, 8 reviewsVilla 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!
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Villa in Baco
4.86 out of 5 average rating, 83 reviewsTuscan Villa
Five friends made to feel very welcome to this beautiful spacious villa with a lovely pool set amongst olive groves. The scenery that surrounded us was beautiful. Invited to Mark's villa who shared his knowledge and history of the olive groves which was very interesting and the hospitality received was first class (vino and yummy bruschetta's). This was the perfect place to stay and would highly recommend.
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Villa in Montepulciano
4.91 out of 5 average rating, 119 reviewsVilla in Montepulciano with Pool
Alex, u show such hospitality to our family!! We love how well u maintained the place. The view from our hotel brings smile to my face every morning! It’s spectacular. I’ll definitely come back! Hope the price is reasonable the next time 🥰
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Villa in Petrognano
4.86 out of 5 average rating, 7 reviewsVilla 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!
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Villa in San Gimignano
4.79 out of 5 average rating, 24 reviewsElisa Villa
Beautiful house in the vines surrounded by sumptuous hillsides in an incredible postcard setting. Perfect for gatherings for families or with friends. The location is ideal to radiate between Siena, Florence and Chianti or resting while enjoying the pool. Elisa, always attentive, is very responsive and will respond almost without delay.
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Villa in La Poggerina
4.97 out of 5 average rating, 37 reviewsVilla 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!
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Villa in Volterra
4.98 out of 5 average rating, 50 reviewsVilla Casa al Povero
We had a great time. Everything is taken care of in the smallest details. Great for spending a weekend with friends. Looking forward to coming back in the summer to enjoy more of the outdoor spaces!!
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Villa in Lastra a Signa
4.97 out of 5 average rating, 92 reviewsCasa Vacanze Il Noce - Villa with private pool
Wonderful place to surround yourself with nature & getting away from the crowds. Quiet. Peaceful. Warm. Beautiful. Comfortably fit all of us. 5 including two young adults. Will definitely book again and be better prepare bringing all essentials to my stay as the town is like 15 min drive through small roads. Thanks for such a beautiful place for our Tuscany experience.
Quick stats about villa rentals in Cavriglia
Total rentals
50 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
660 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
40 properties have a pool
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