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Villa holiday rentals in Castiglione del Lago

Find and book unique villas on Airbnb

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Popular amenities for villa rentals in Castiglione del Lago

Private villa rentals

Top guest favourite
Villa in Paciano
5 out of 5 average rating, 6 reviews

Fontanaro/Sangiovese – Pool & Steps to Village

ChristianRating, 5 stars10 months ago
Country slow living at its best combined with outstanding hospitality. Our vacation started right after we entered the apartment which was exactly as described and cleaned to perfection. We immediately got recommendations on possible activities in the region and were actively supported during support with any request we had. We highly recommend this place to anyone looking for some relaxation in a peaceful environment.
Guest favourite
Villa in Castiglion Fiorentino
4.98 out of 5 average rating, 66 reviews

Tuscany Villa Mammi

SebastianRating, 5 stars1 week ago
Absolutely brilliant place. Very charming, spacious and calm. Beautiful view, pool, and outdoor area. Simone is very kind and highly responsive. We stayed here 6 adults and had a wonderful time. Highly recommended for both friends and families.
Superhost
Villa in Canalicchio
4.88 out of 5 average rating, 26 reviews

Beautiful Villa with Private Pool & Panoramic View

RazaRating, 5 stars4 months ago
Immaculate views, especially if you're looking for isolation. Gorgeous pool, plenty of room, amazing balcony, wood burning fireplaces - what more could you ask for? I spent 3 weeks here and enjoyed every minute. Was an excellent retreat space, and would love to come back again
Guest favourite
Villa in Gaiole in Chianti
5 out of 5 average rating, 6 reviews

Casanova of Bricciano

PeterRating, 5 stars2 weeks ago
What a fabulous setting and location. Perfect to explore the Chianti region and beyond. It’s roomy, everything you need is there, beautiful pool and a view to cherish. Dining on the terrace is a wonderful experience and with a vinyard with lovely wines available right next door what more do you need from a Tuscan holiday. All hosted perfectly by Fabio and Andrea. Very highly recommended.
Top guest favourite
Villa in La Cima
4.94 out of 5 average rating, 32 reviews

- 20% Last Minute 21June-2July Lake View Villa

MariaRating, 5 stars3 days ago
Stunning location high up over the lake, beautiful views from the balcony, and the most peaceful and private place I have stayed. The villa has a rustic feel and is well equipped with everything you could need, but the outstanding features are the fabulous pool and picturesque garden, full of butterflies and bees! We would love to come back!
Guest favourite
Villa in Allerona
5 out of 5 average rating, 34 reviews

Vakantievilla Farmhouse Dolci Hills

JeffRating, 5 stars1 month ago
This was the finest AirBNB home that we've ever stayed in. Every room was immaculate, the views were incredible (private and among vineyards, you can see for miles), every appliance and fixture seemed new. Everything was anticipated to make the stay perfect.....a refrigerator, bathroom and shower at the beautiful pool, pool towels in each bedroom, etc. As soon as you walk into this house, you are going to go "wow", and for good reason. Francesca came and cooked us a delicious local dinner and did some light grocery shopping for us.....all for an unreasonably LOW fee. We had another chef team come in on another night. We also visited a local winery where we had a fantastic, private wine tasting tour and lunch (Tenuta Vitalonga) and followed that up with touring Orvieto and having dinner at a very unique restaurant (Le Grotte del Funaro). Make sure you have a car or are using a bus/limo service for your transportation, nothing is walkable from this beautiful private house.
Guest favourite
Villa in Passignano sul Trasimeno
4.9 out of 5 average rating, 31 reviews

Villa with panoramic pool • Lake Trasimeno

MelanieRating, 5 stars1 week ago
An amazing hideaway in the hills! Takes you into holiday mode & switching off in the beautiful setting surrounded by nature & incredible views. So glad we booked & would love to go back again. Paulo, and family, were so helpful, kind & responsive. The area whilst quiet is very welcoming to tourists & we met many friendly people who would always help us out on our way. The house itself is stunning & huge. The bathrooms are dated but they work fine & everything functions as it should so it really isn’t a problem so don’t be put off by that. The linens are incredible & the beds very comfortable. Air conditioning works well. Kitchen well equipped & house has an abundance of space and beautiful furniture to relax in, inside and out. Honestly the scenery outside was incredible & we spent every minute we could outside which is a shame only because the house was also beautiful. The pool was fabulous & it was hot enough that heating wasn’t needed.Didn’t use sauna or spa,needed longer! Miss it!
Top guest favourite
Villa in Monticchiello
4.97 out of 5 average rating, 73 reviews

Villa with garden. The Cardinal's Garden.

ShaneRating, 5 stars3 weeks ago
Great place to stay. Excellent communication, went above and being to ensure our stay was exceptional. Deborah even bought a pasta machine for us to use for our evening meal - which was really appreciated. It was a great week.

Luxury villa rentals

Top guest favourite
Villa in Marsciano
5 out of 5 average rating, 14 reviews

Luxury Villa in Umbria with Private Pool

SandraRating, 5 stars8 months ago
We very much enjoyed our stay here!! So beautiful, very peaceful! Super clean, fantastic host that gave us great recommendations!! Really made our Umbria stay very special!
Superhost
Villa in Umbertide
5 out of 5 average rating, 3 reviews

Il Posto Umbria - full property with large pool

RyanRating, 5 stars4 months ago
We had a great stay! The place was beautiful and Rachel was a wonderful host. She was super responsive, met all of our needs, and even made us a last-minute, 13 person reservation at a local restaurant (it was a hit). Highly recommend this place.
Top guest favourite
Villa in Colombella
5 out of 5 average rating, 94 reviews

Torre Villa Belvedere Luxury & Relax with pool

VinceRating, 5 stars1 month ago
We’ve traveled frequently using sites like AirBNB. This was by far our favorite First the grounds-wow. Gorgeous, peaceful, beautifully maintained. Multiple places to lounge in sun or shade at the pool and on the covered veranda. Lots of great outdoor game sets available-bocci ball & badminton. The house was spotless. Large rooms, beautifully furnished. Loved the massive eat in kitchen. Had every amenity you could imagine-even power adapters. Beds were firm & comfortable. Bathrooms were modern, clean & had plenty of hot water. The pool table was fun to use on a rainy afternoon. Location was quiet and serene, and perfectly positioned for visiting many of the hill towns. We tried 2 local restaurants recommended by Lavinia and both were very good. Lavinia was warm & welcoming and always very responsive. She and her son met us, gave us the tour, and offered many suggestions. She was wonderfully kind to our parents and made us feel at home. Would stay again in a heartbeat
Guest favourite
Villa in Collazzone
4.94 out of 5 average rating, 51 reviews

VILLA ROSETO-TODI

JeremyRating, 5 stars2 days ago
Amazing property! Better than the photos. 5 bedrooms each with their own bathroom. Beautiful property amongst the olive trees. Enjoyed relaxing days by the pool, Floriana’s own Prosecco and the private pasta cooking class! Amazing stay!
Superhost
Villa in Chiusi
4.89 out of 5 average rating, 9 reviews

Villa Febea - Villa Febea 16

HelenaRating, 5 stars1 month ago
Villa Febea is the most magical place, perfect for a large family gathering and celebration. It is gorgeous, comfortable, practical and in a great location. We were given first-class treatment and felt at home and well taken care of. We were given guidance and advice on the planning of our stay over the course of many months, so when we arrived at the villa, everything fell into place perfectly. The owners offer a large selection of services and excursions and can help with just about anything. We had fantastic dinners organized for us at the villa, and we highly recommend the pasta making class followed by dinner, which was one of many highlights. We loved the place, the staff and our whole experience. A holiday and celebration to remember forever!
Superhost
Villa in San Casciano dei Bagni
5 out of 5 average rating, 4 reviews

Podere la Piscina Termale - RestArt

GloriaRating, 5 stars1 month ago
Perfect stay from start to finish. The villa was immaculate and the staff who checked us in were fast, considerate and friendly. They informed us of extra services that we ended up using in the end like we organised a dinner with their private chef on our last night and it was amazing. The thermal pool and sauna were TOP! Highly recommend and will book again!
Guest favourite
Villa in Pergine Valdarno
4.95 out of 5 average rating, 87 reviews

La Vignaccia (Farmhouse) - villa w/private pool

DominicRating, 5 stars1 month ago
La Vignaccia is wonderful. We were a family of 6 adults plus a baby, and the set up was great for spending time together but also having plenty of space. The kitchen is well equipped for cooking for a large group and the many private spaces were very relaxing. Working remotely was possible with the wifi but not super strong for calls. However there is 5G around the house, so hot spotting from a window worked fine.
Top guest favourite
Villa in Asciano
4.95 out of 5 average rating, 79 reviews

Podere on the Crete Senesi

NahkitaRating, 5 stars3 weeks ago
We could not have asked for a more beautiful setting to celebrate my partner’s 40th birthday. Our week was perfectly balanced between visiting nearby Montalcino wineries & surrounding villages, a day trip to Siena, and lazing about the pool & villa. Monica was kind, generous & helpful from the time of booking. She accommodated all requests and even left a gift for my partner to celebrate his birthday! Will be back! Would rate this 6 stars if we could.

Villa rentals with a pool

Top guest favourite
Villa in Località Poggio Olivo
4.98 out of 5 average rating, 62 reviews

Beautiful villa with swimming pool in Tuscany

KimberlyRating, 5 stars3 weeks ago
The villa, grounds and hosts were fabulous! The views were amazing, the villa extremely clean and well appointed, the pool absolutely delightful, and the surrounding towns and wineries fantastic to explore. Supermarket very close.
Guest favourite
Villa in Buonconvento
4.95 out of 5 average rating, 57 reviews

Bellagatta, an Enchanting spot in Val d'Orcia

MartinRating, 5 stars8 months ago
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!
Superhost
Villa in Castiglione d'Orcia
5 out of 5 average rating, 11 reviews

#1 Luxe Farmhouse, Hilltop Views, Saltwater Pool

MiaRating, 5 stars1 month ago
We were looking for a villa that had plenty of space for my husband and I with our 3 adult kids and this villa was perfect! We all had our own bedrooms and private bathrooms. The villa was in the idyllic peaceful Tuscan countryside surrounded by rolling hills, wine vineyards and olive trees with distant views of castles. It is absolutely gorgeous! Alessandro, the owner of the villa met us upon check in. The property has been in his family for hundreds if years. He was incredibly kind and generous, leaving an abundant amount of fruit, several bottles of wine from his vineyard and beautiful fresh flowers in every room. He was always available to answer any questions and make recommendations. Anke, the property manager, was excellent and responsive. Promptly answering my questions prior to the trip and proactively giving us wonderful recommendations. Highlights were truffle hunting Il Podere Castle, Umbria Olive oil tour and Banfi Castle wine tasting. Memories to last a lifetime! ❤️
Top guest favourite
Villa in Marciano della Chiana
4.95 out of 5 average rating, 78 reviews

La Bacaia

JorgeRating, 5 stars2 weeks ago
We thoroughly enjoyed our stay. The house is conveniently located in the heart of the Valdichiana with easy and clear access to the surrounding towns. The grounds were beautifully landscaped with a combination of olive trees, grapevines, flowers and even herbs like rosemary, basil and mint that we used in our cooking. The rooms were spacious and very private. Our group of 6 were more than comfortably accommodated, each with its own bathroom and AC units that worked well. The two kitchens served us well. We mainly utilized the outside kitchen as the weather throughout our stay was perfect. The kitchens were well stocked with all of the necessary cooking items. There were some items that we needed to purchase at the local supermarket, including shower gel, paper towels, napkins, etc. For a one week stay we would recommend extra towels, especially for the pool. Overall, I would highly recommend La Bacaia as a base to fully enjoy your Tuscan vacation.
Top guest favourite
Villa in Monte San Savino
4.99 out of 5 average rating, 76 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

TheresaRating, 5 stars3 days ago
Our group of 4 women stayed for 5 nights and the top reason we booked it was all of the glowing reviews. I was a little skeptical, because I've been a host and I've stayed at many Airbnb's. Could it really be the best experience ever? We'll, I'm here to tell you to believe the hype. Our stay at Francesco's was the absolute best. Beautiful location, spotless, and each of us had our own bedroom with en suite bathroom. You definitely need a car to get around, but we knew that and wanted a remote location. Still, it was only a quick drive to towns with restaurants and things to do. Francesco brought us fresh pastries every day and even a cake for our one guest's birthday. It was incredible and we would all stay again if we ever come back to Tuscany.
Top guest favourite
Villa in Gaiole in Chianti
5 out of 5 average rating, 24 reviews

Montemarcoli

TorbjørnRating, 5 stars3 weeks ago
We had an amazing stay at the villa. A modern house in a quiet environment with beautiful views. Brigitta was very helpful and responded quickly to our inquiries both before and during the stay.
Guest favourite
Villa in Cortona
5 out of 5 average rating, 11 reviews

Country house in Cortona with swimming pool

ArminderRating, 5 stars3 weeks ago
We stayed at Claudia’s for my 40th and we had the best time. The home is absolutely beautiful and has a sweet charm. The most quaint outdoor space and garden with pool. The home had a fully equipped kitchen and bathrooms in each bedroom. She was so very kind and always responsive anytime I messaged her before the trip and during. She made us a delicious dinner and desert. My group also requested for her to make a cake for my birthday and we enjoyed the best tiramisu. We loved our stay here and would come again!
Top guest favourite
Villa in San Venanzo
4.91 out of 5 average rating, 125 reviews

Casa Boschetto, villa with private pool

StephanieRating, 5 stars1 week ago
Was a beautiful respite for our family while travelling between Rome and Florence. It comfortably fit eight of us including the grandparents and younger children. We enjoyed a day trip to Assisi and spent time by the pool. Quiet but about an eight minute drive to a nearby town. Just a tip, use Apple maps instead of Google Maps. Google wanted to send us down an overgrown path.

Destinations to explore