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Villa holiday rentals in Anghiari

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Popular amenities for Anghiari villa rentals

Private villa rentals

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!
Guest favourite
Villa in Pozzuolo
4.91 out of 5 average rating, 43 reviews

Fabulous Farmhouse with Pool & 360 Panoramic View

Kaidy FendyRating, 5 stars3 weeks ago
Caroline's villa was absolutely stunning. We visited as a family of 8 adults and it was even more beautiful in person. It's completely private with amazing views all around. It's also in a great location to visit other picturesque villages nearby with a car. The pool was a great addition to combat the Tuscan heat. As this is in the countryside, be aware that there will be insects and wildlife. We came across a snake and a scorpion, but that's not an issue with the house, but rather the natural environment. The property manager Bianca greeted us upon arrival. She was super friendly and helpful with tips. And Caroline left us super detailed recommendations for restaurants, itineraries, and wineries. She was always available and friendly. We had an amazing time and would definitely visit again!
Top Guest favourite
Villa in Poggibonsi
4.93 out of 5 average rating, 45 reviews

Villa with pool in Chianti Area

RickRating, 5 stars2 weeks ago
Our stay at Mariella's beautiful home was a highlight of our five week trip throughout Italy. Peacefully situated between Florence and Siena, this villa offers a welcoming respite from the hustle and bustle of the cities. It was also super convenient to the vineyards throughout Chianti. Waking up every morning to the sunrise views over the valley and enjoying a glass of wine in the evening were the perfect beginning and ending to each day. The pool was even larger than we imagined and provided days of entertainment sprinkled in during a week of sightseeing and wine tasting. I cannot recommend this home, location, or host enough. You will NOT be disappointed!
Guest favourite
Villa in Citta di Castello
4.96 out of 5 average rating, 24 reviews

"Casetta" Panoramic Lodge in Umbria, Italy

PierluigiRating, 5 stars5 months ago
Rosanna and her husband are two wonderful people. Their cottage is a real gem in the woods, perfect for those seeking peace and detachment from city life. The house has enormous potential that, in summer, can be fully exploited (there is a large swimming pool in the backyard). The main places to visit are quite close, you can travel by car between Umbria and Tuscany without problems. Services (bars and supermarkets) are 5 minutes away. We had a great time and our dog, Puck, immediately felt at home.
Top Guest favourite
Villa in Florence
5 out of 5 average rating, 40 reviews

Charming villa 15' walk to center stunning view

ChristineRating, 5 stars5 days ago
Wonderful villa with a beautiful outdoor area- fruit trees, roses, and flowers. We enjoyed the wine, snacks and fresh fruit the host had for us upon arrival. This was our last stop in Italy. Bedding, mattresses and AC has not been great in the places that we have stayed, and never was there a fan. This villa had a comfortable bed , great ac, and a ceiling fan in the bedroom. My husband said his best night sleep the entire trip. We were missing our dogs and cats and we loved having theirs visit us daily! The hosts were traveling so we didn’t get the chance to meet them. They regularly checked in on us to make sure everything was good and provided local recommendations. Given the reviews and accommodation, I’m sure they are amazing! If you’re ever in Florence, this place is worth the stay.
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 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 Colombella
5 out of 5 average rating, 95 reviews

Torre Villa Belvedere Luxury & Relax with pool

MaximilianRating, 5 stars3 weeks ago
We had a fantastic stay! The house was beautifully equipped with everything we needed — from the kitchen to the bedrooms, every detail was thoughtfully arranged. The garden was absolutely lovely, perfect for relaxing in the sun or enjoying a meal outdoors. The pool was a real highlight — clean, spacious, and a great way to cool off during the day. What truly made the stay special was the warm hospitality of our hosts. They were welcoming, helpful, and made us feel completely at home from the very first moment. Highly recommended — we would love to come back!

Luxury villa rentals

Superhost
Villa in Castiglion Fiorentino
4.82 out of 5 average rating, 11 reviews

Ortaglia Di Sopra Farm

SreckoRating, 5 stars1 month ago
We had a wonderful stay at Leonard's beautiful house. It was the perfect place for my friends, my family, and me to relax and enjoy our time together. The house is located in a stunning area with a breathtaking view of the valley below Castiglion Fiorentino. From there, we were able to visit nearby places such as Florence, Siena, Assisi, Cortona, and other charming local spots. The house is fully equipped with everything you could possibly need. Leonardo, who is an architect by profession, has put a lot of effort into creating and furnishing this incredible home. From our first contact to the entire stay, he was always available to provide us with useful information and recommendations on what to see and do in Tuscany. We all loved our time here, and we would definitely love to return to this house in the future!
Top Guest favourite
Villa in Modine
5 out of 5 average rating, 31 reviews

Agriturismo il Friscello, your natural pool

Laura And TravisRating, 5 stars1 week ago
If you are looking for a private, peaceful place - this is it. The home itself is spacious and has everything you will need. But, it is the outdoors that really make it special. My kids absolutely loved the river - we spent so much time down there playing in the (very cold) water. This was a lovely halfway point in our trip to reset, enjoy nature and have some quiet before continuing on to Rome.
Top Guest favourite
Villa in Panzano
4.93 out of 5 average rating, 75 reviews

Luxury Villa on Chianti Wine Estate

StevenRating, 5 stars1 month ago
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.
Top Guest favourite
Villa in Montepulciano
4.9 out of 5 average rating, 21 reviews

Villa Nobile - Private Jacuzzi

MicheleRating, 5 stars3 months ago
Our stay at Villa Nobile was exceptional. The villa provided the perfect balance of privacy, surrounded by olive trees and vineyards, while offering the comforts and services of a resort. From the seamless transfer arrangements coordinated by Mario to the attentive staff who ensured every detail was taken care of, the hospitality was outstanding. The wine tasting upon arrival was a wonderful introduction to the region, and the fresh, thoughtfully prepared breakfasts each morning were a delight. Having dinners prepared for us and placed in the refrigerator after days spent exploring the town and local wineries was an added convenience we truly appreciated. The breathtaking sunrises and sunsets made our time here even more memorable. We are grateful for such a wonderful experience and look forward to returning.
Guest favourite
Villa in Montepulciano
4.91 out of 5 average rating, 126 reviews

Villa in Montepulciano with a Pool

SantiagoRating, 5 stars1 week ago
We just checked out of this wonderful villa today, and it has truly been one of the most special places we’ve ever stayed. We arrived with my husband’s parents, my husband, and our toddler, and from the moment we got there, everything exceeded our expectations. Alex greeted us warmly, gave us a tour of the villa and the property, and provided detailed printed information about nearby restaurants, supermarkets, cafés, bakeries, and wine tours. The property also produces its own wine, which was available for purchase and could be conveniently delivered to our villa during our stay. Alex shared his contact number and made himself available in case we needed anything—which we really appreciated. One of the highlights of the property was the stunning infinity pool overlooking the vineyard and offering breathtaking views. It was the perfect setting to disconnect and truly live in the moment. The air conditioning and hot water worked perfectly. Thank you Alex!
Superhost
Villa in Campogialli
4.68 out of 5 average rating, 25 reviews

CHARMING VILLA IN CHIANTI

LlucRating, 5 stars1 month ago
When you think of a quiet siitio, bonito, where to rest and with all the comforts… this place fits perfectly!! Great breakfast and all made at home! Finally, highlight their kindness and know-how… a 10!!
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.
Guest favourite
Villa in Magione
5 out of 5 average rating, 5 reviews

Villa Polvese Luxury Lake side Villa

YvetteRating, 5 stars9 months ago
The villa is the most beautiful place we stayed at during our 20 day trip through Europe. It’s a bit on a splurge in price but very much worth it. The views from the villa of the pool and the lake are breathtaking. The house is very beautiful, everything was functioning properly and the kitchen is great to cook in. We stayed in and cooked dinner one night and it was great. We also took advantage of the Complimentary olive oil tasting that is included with the stay and that was also of fun. Our guide said was so knowledgeable! I can’t say enough good things about this place. It was a much needed break during our busy vacation.

Villa rentals with a pool

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 Montecucco
4.91 out of 5 average rating, 43 reviews

Villa Angiolina

PamelaRating, 5 stars1 week ago
Laura was an amazing host and made sure we knew all the details of the house and was very responsive if we had a question. The house itself is gorgeous and so are the surroundings. Highly recommend staying here as a home base in the Tuscany area! We visited many surrounding cities as well as a winery 40 minutes south. We would also recommend the restaurant Nuevo Ranch right done the street! Wonderful!
Guest favourite
Villa in Umbertide
4.93 out of 5 average rating, 14 reviews

Villa Comunaglia - Design Villa with Private Pool

RobinRating, 5 stars1 week ago
Andrea's property tucked into the beautiful hills on the Umbria countryside was truly incredible. The property had every amenity and many areas to soak up the sun and the views. It was probably the best BBQ view I've ever seen. The property was a bit further than we thought it was initially and you definitely need a car to get up the steep roads, but the quality of the host and the home made our stay unforgettable. Thank you Andrea & Giovanni
Guest favourite
Villa in Civitella in Val di Chiana
4.91 out of 5 average rating, 77 reviews

Villa with Pool Casa la Quiete

HannahRating, 5 stars2 days ago
Was a beautiful home to celebrate a 40th with friends and family. Highly recommend
Top Guest favourite
Villa in Montone
4.95 out of 5 average rating, 19 reviews

Villa San Lorenzo | Private Pool, AC & Jacuzzi

Ólafía Svandís GrétarsdóttirRating, 5 stars2 weeks ago
Beautiful house in beutiful country side with spectacular view. My family couldn't get enough of it and we started all mornings sitting on the veranda with our morning coffee looking at this beutiful view. We loved the pool and our grandchildren too. We will be back.
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!
Superhost
Villa in Vicchio
4.89 out of 5 average rating, 53 reviews

Villa in Tuscany with pool, sauna, outdoor jacuzzi

PaulRating, 5 stars2 weeks ago
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!
Top Guest favourite
Villa in Ortignano Raggiolo
4.94 out of 5 average rating, 71 reviews

Private Villa with swimming pool in Tuscany

CarrieRating, 5 stars1 month ago
Lacopo was very responsive each time I needed to contact him. The place was very nice but remote. it was about 1 1/2 hours to drive to some of the other medieval cities. It rained a lot but also was beautiful because of the rain. Lacopo and his family were fantastic. The homemade meal his parents prepared for us was absolutely delicious! One of the best meals we had while in Tuscany! It was nice to see how active his parents were and how well they took care of the place. We were surprised to be charged if we used the pool towels. There was nothing mentioned in the description. We would recommend this place. There were 4 adults and we had plenty of room.

Quick stats about villa rentals in Anghiari

  • Total rentals

    60 properties

  • Nightly prices starting at

    $84 NZD before taxes and fees

  • Total number of reviews

    420 reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    60 properties have a pool

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Anghiari
  6. Villa rentals