Vacation rentals in Chianciano Terme

4.98 out of 5 average rating, 51 reviews

Villa in Petrignano

Restored Farmhouse & Cottage with AC, Pool & WIFI

JeffreyRating, 5 stars8 months ago

For our family vacation, three couples and a 1-year old, the place was perfect. The ability to spend the heat of the day in the huge pool or inside the refreshing lodging made the stay excellent. The place is close to groceries, pharmaceuticals, restaurants, local sites, cities, etc. Ken was always responsive to whatever issue we brought up and his quick replies were greatly appreciated.

Villa in Figline Valdarno

4.98 out of 5 average rating, 44 reviews

The Castellaccio of Figline

JenniferRating, 5 stars6 months ago

There are not words for our wonderful stay at Daniele and Barbara's house. It's a whole family affair, with both parents taking care of us and the house. You can tell they all have the kindest souls and did their best to make us feel welcome and at home even with the language barrier! The house was very clean and had a beautiful view - I've never seen a more beautiful sunrise, honestly. The driveway is steep but we made it up just fine in our 9 passenger van. It is easy to find and it is very easy to access the downtown area. There are a lot of grocery options nearby and restaurants, as well. We tried to take the train one day but couldn't find parking - just a warning if you plan to do the same (though with a smaller car, you might be fine). The house is very close to some good wineries and easy to access Greve in Chianti, which was a nice visit. The house itself had very comfortable beds, clean bathrooms and nice water pressure in the showers. I would recommend this stay to anyone!

4.98 out of 5 average rating, 130 reviews

Home in Prato

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

CarterRating, 5 stars5 days ago

An incredible home, beautifully designed and restored. Rob and Illonka were both friendly, fun, and very caring for us. They came to help us when we had car trouble and always gave us fantastic recommendations for everything from parking lots to wonderful restaurants. The property is beautiful and so peaceful. There are plenty of towns and cities close by to visit, our favorites being Assisi, Gubbio, and Perugia. A car is a must, and this home has cylindrical stairs, so not good for anyone wobbly on their feet.

Home in Terranuova Bracciolini

4.96 out of 5 average rating, 24 reviews

Casa Canto alla Luna Pool WiFi Garden & Yard

AlbertoRating, 5 stars8 months ago

This place is simply amazing and Simona is probably the best host you can find, she makes you feel like a family friend and not just a guest. She made quite q few recommendations (even after leaving her place) that really made a difference. The house, the restaurant, the staff, the surrounding area, the swimming pool, everything is like coming out of one of those films that makes you want to go to Tuscany, so authentic and aesthetic. All the details are carefully looked after and this place makes you feel exactly as you expect when you choose Tuscany. Thanks a lot Simona, we really enjoyed these days and we expect to come back in the future.

5 out of 5 average rating, 32 reviews

Villa in Allerona

Vakantievilla Farmhouse Dolci Hills

StavRating, 5 stars1 week ago

Very nice and classic villa. Great for big family or group of friends who want to spend time together and also have privacy. The yard is amazing. The hot tub is great for cold days. The location is in the middle of the hills wineries which is beautiful but do take in mind every ride to any town is at least 20-30 minutes down and up the hills.

4.91 out of 5 average rating, 23 reviews

Villa in Loro Ciuffenna

Villa with pool & view near Florence and Arezzo

WilliamRating, 5 stars6 months ago

I’m a frequent Airbnb guest, in different locations around the world, and I don’t think I’ve had a better experience than here. Simone was spectacularly helpful and friendly , and the meal he made us all on one of our evenings was Michelin star standard. The villa itself was incredibly well equipped, with everything that you could ever wish for, especially in the kitchen which was so well equipped ( and I speak as someone who booked a villa in Sicily in June this year, where the kitchen was quite the opposite) The location was ideal, with a view of the Tuscan hills and the Arno valley to die for. I can’t recommend this villa, and especially Simone, more highly

4.8 out of 5 average rating, 166 reviews

Farm stay in Pienza

Vacation in Piandimaggio in Val d'Orcia.

LeonieRating, 5 stars1 month ago

Nice old farm house! Paolo was very friendly, even though our Italian is not too good. Note that Google knows "Agriturismo Pian di Maggio", so navigate there! The house has no house number, so searching for the listed address gets you to the correct (but long and mostly uninhibited) road ;)

5 out of 5 average rating, 5 reviews

Apartment in Scrofiano

Historic Tuscany Oasis 2BR, 2BA, Garden, A/C

KataRating, 5 stars8 months ago

This small old house in the 12th-13th century medieval village is tastefully furnished and excellently equipped. We think the two bathrooms are a big bonus, it was very useful for us. In addition, we would highlight the equipment of the kitchen and the quality of the bed mattresses.The host lady lives right next to the accomodation, a few steps away, which gives security. She was very flexible and patient with our late arrival. You can only park a little further from the house, but it seemed safe and a short walk would not hurt.Overall, we recommend this place to anyone looking for a quiet, romantic stay.

4.96 out of 5 average rating, 138 reviews

Apartment in Siena

Emily's home

MarciaRating, 5 stars1 month ago

Such an amazing place. On the top floor with beautiful views over Siena. Lucia stocked up the refrigerator with water, juice boxes & beer and the cupboards with some light breakfast toasts, jam & Nutella. It was quiet and peaceful, no need for the earplugs we always carry. There are 4 flights of stairs to climb to get to the unit.

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What guests are saying

Casa Ora d"Oro - Panoramic Views

4.97 out of 5 average rating, 37 reviews1 week ago

Words cannot really express the beauty of this place, we stayed at Rocky's home for a few nights at the end of our 2 week trip to Italy. It was the perfect wind down to a busy pace in Rome and Florence. We were lucky enough to catch the gorgeous sunset on our first night and enjoy a lovely bottle of wine left for us as a welcome gift. Rocky stayed in communication with us for our stay ensuring we had a successful arrival and check out, gave recommendations for local spots and had arranged for a private chef to prepare a gourmet meal for us at the villa, which was a highlight of our stay here. Even with rain coming in this place is magical, so serene and peaceful. Highly recommend, Thank you Rocky!

Home in Castelmuzio

What guests are saying

Dolce far Niente Umbria: Luxury Townhouse with Spa

4.96 out of 5 average rating, 27 reviews6 days ago

We delighted in our stay at Marcelo's place. His and Donna's renovation of a medieval, in-town house is impeccable. A substantial degree of professional interior design is evident in the minimalism, yet all works flow historically. The lower-level spa and sauna are hedonistic yet blend beautifully with the rustic ambiance. The technology underlying the works is largely absent from view - yet functional. The first floor features a kitchen which will not disappoint an avid chef. The sitting area is minimalist but softened by clever, "soft" upholstery choices, cushions and comforting throws. Selective sculpture and objects d'art complete the picture. The surface treatment of walls is superb, as if revealing centuries of habitation in layers, each agreeing with one another in terms of tone and pallet. The rendering and paint work is first rate. For the aesthete and practical traveller alike, Marcelo's place offers a considered, curated view into the past embraced by the present.

Townhouse in Città della Pieve

What guests are saying

3bdr deLux Villa in Montepulciano Tuscany,Top View

5 out of 5 average rating, 10 reviews21 months ago

When you stay with Fulvia you feel like you are a long lost relative coming for a visit! The surroundings are calming and picturesque and the home has a wonderful history as a restaurant. The house is very warm and inviting and spacious but maybe not good for those who crave minimalism. The AC works well and although there is no pool, the hot tub became a nice cool soak at night. She gave us a cooking class which was a wonderful experience and she arranged the menu around our likes and dislikes. She also had great recommendations for towns to visit and places to eat and also organized a wine tour close by. She and her family live on the ground floor, but it still feels private in the outdoor areas. We stayed there after a few days in Florence on our way to Rome and it was half way in between, so it was great location to visit towns on the way in and on the way out.

Villa in Chianciano Terme

What guests are saying

Geraneo apartment in Valdorcia

5 out of 5 average rating, 10 reviews6 months ago

Poggio al Vento is absolutely stunning. The accommodation is set within a working vineyard and olive farm on the Tuscan hillside. It doesn’t get more picturesque than that! The accommodation has everything you’d need to be self-sustainable, while keeping the Tuscan feel (beams, tiled floor etc). Roberto is an excellent host - he made us feel part of the family from the moment we arrived. Nothing was too much trouble. We’d highly recommend a vineyard tour and tasting - great value and the perfect insight into how his wine is produced. Short journeys to Pienza, Montalcino & Montepulciano, among others, will keep you busy in the day, then settle down to a bottle of wine, overlooking the vines it came from - heaven!

Apartment in Castiglione d'Orcia

What guests are saying

Orchid apartment with terrace

5 out of 5 average rating, 4 reviews6 months ago

I had the pleasure of staying in a really great apartment. From the entrance, the atmosphere is welcoming and attention to detail. The modern decor blends perfectly with stylish design touches, creating a comfortable and relaxing environment. The cleanliness is impeccable, and the kitchen is fully equipped with high quality appliances, perfect for those who love to cook even on vacation. The rooms are spacious, with comfortable beds that guarantee a refreshing sleep. The bathroom is also modern and equipped with all the necessary amenities, with a spacious shower and soft towels. One of the highlights is the location: the apartment is located in a quiet area but at the same time close to the main points of interest, with supermarkets, restaurants and public transport easily accessible on foot. The owner was extremely helpful, ready to respond to our every request and to provide useful tips about the area.

Vacation home in Torrenieri

What guests are saying

il Nido - Your cozy nest

4.88 out of 5 average rating, 8 reviews1 month ago

I would give more than 5 stars if I could!! We had such a wonderful stay at Tom & Colleen’s place. Their renovation of an historic property is fantastic—lovely rooms with incredible views of the surrounding countryside. Everything was clean and comfortable. We had everything we needed, and then some. We really appreciated being able to do a bit of laundry, and also having olive oil and basic spices in the cabinet too! Tom and Colleen also have so much helpful information about the local area—history, day tours, restaurant recommendations, everything. I do recommend having a rental car, but the company they recommended was very affordable and we had a great experience. Truly cannot recommend them enough. We would definitely stay here again and recommend it to friends and family.

Apartment in Piegaro

What guests are saying

San Savino Townhouse AC - Free Wi-Fi

5 out of 5 average rating, 46 reviews1 month ago

David and his wife were the Best!! Their place was better than described! The walking trails to Faleiro restaurant and in town were perfect for us! Food in the area amazing. Fruit and Grechetto wine was provided in the apartment. 3 stories with 3 separate balconies to enjoy Lake Trasimeno and Mountains! If we return to Umbria IT it will be with David without question!! The best airbnb in Italy so far out of 5... Had a farewell beer and wine with David last night! Perfecto!!! Thanks so much. Jim and Jennifer

Townhouse in San Savino

What guests are saying

“Bellavista” your romantic getaway on Lake Trasimeno

5 out of 5 average rating, 9 reviews1 month ago

The experience in Castiglione del Lago, thanks above all to the nice apartment, was beautiful. Antonella is a delight. You immediately feel that hosting is a great passion for you. In addition to providing us with a wealth of useful information, we had the pleasure of having a chat. He is always helpful and kind. Two words about the apartment: in addition to being on the main street of Castiglione, it has a beautiful view of the lake and a fantastic garden, which unfortunately we could not fully take advantage of because of the weather, but you can eat outdoors in total tranquility. We will definitely be back!

Apartment in Castiglione del Lago

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Popular amenities for Chianciano Terme vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

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Stay near Chianciano Terme's top sights

Coop25 locals recommend

Piscine Termali Theia25 locals recommend

Terme Sensoriali20 locals recommend

Museo Archeologico12 locals recommend

Terme di Montepulciano8 locals recommend

Ristorante hostaria il buco7 locals recommend

Other great vacation rentals in Chianciano Terme

Apartment in Mercatale Valdarno

4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

ClaireRating, 5 stars6 months ago

While looking for a place to stay it’s often difficult to choose. If we had known how fabulous this place was it would have been a no brainer! We all agreed that this is the best Airbnb we have ever stayed in on all of our travels. Massimiliano was a delight and so personable. He made excellent suggestions one being having a cooking lesson. If you have a chance ask for Francesca! The BEST! One last thing…we left with amazing recommendations for the next part of our trip. Thank you so much for a wonderful stay! Good luck with the harvest!

5 out of 5 average rating, 7 reviews

Farm stay in Camucia

The Garden of Olives | Casa Ippocastano

ViktorijaRating, 5 stars7 months ago

Everything was perfect! Nice place to rest with a wonderful chill lounge and a pool. Federica and Enrica were responsive and helpful hosts. Thanks for the time and all the recomendations.

4.95 out of 5 average rating, 75 reviews

Villa in Asciano

Podere on the Crete Senesi

ChulaRating, 5 stars6 months ago

We spent a glorious and relaxing week at Sarchianello and could not recommend it more. The location was perfect for day trips to local places like Siena and Montalcino, and it was the ideal place to return to for an evening of eating and drinking. We loved our stay and were sorry to leave! It truly felt like a home away from home.

Villa in Terranuova Bracciolini

4.8 out of 5 average rating, 5 reviews

Casa al Fiume - Villa with exclusive pool

MarcRating, 5 stars104 months ago

We thoroughly enjoyed our stay and highly recommend. Barbara was gracious and great to work with. The house was charming and just as great as it looks on the listing. The property and grounds are amazing. The town nearby was fun to visit with everything you need and lots to see. You are also in easy driving range of the other main Tuscany towns. Overall an excellent experience. Thank you Barbara!

Home in Tavarnelle Val di Pesa

4.93 out of 5 average rating, 138 reviews

Nada Home

JamesRating, 5 stars2 days ago

We had a lovely holiday in Tuscany. The villa is surrounded by beautiful scenery with lots of day trip options nearby. We added on a cooking class with Raimondo and Viola (Nada's daughter) and learnt so much. We will definitely be making fresh pasta from now on! The villa is well equipped, and nicely furnished.

5 out of 5 average rating, 7 reviews

Home in Campagnatico

Beautiful bright villa with view - Casa Luca

RafiRating, 5 stars1 month ago

We stayed at Mel's Casa Luca in March 2025 for over a week. Tucked away yet near medieval Campagnatico, it’s 5 minutes from the E78 to Grosseto/Siena, 15-20 minutes to Grosseto, and 30 minutes to the sea. Casa Luca, one of three stone farmhouses on what is essentially an olive farm, offers resort-like amenities which are shared with the guests of the other 2 houses: a trampoline, large pool, and ample walking space. Casa Luca is a single-storey house with two bedrooms with plenty of storage, comfy beds, an open-plan kitchen/dining/living area with Netflix, a big bathroom, and a well-equipped kitchen. Outside, there’s a private garden, terrace, BBQ. There is also a shared bakehouse with a pizza oven and huge dining table. We loved it and highly recommend it!

4.5 out of 5 average rating, 4 reviews

Apartment in Arezzo

Pozzale Apartment 2+2 | 50m

KatrienRating, 5 stars9 months ago

We loved this place. The grandmother welcomed us and she was such a nice lady! There is a lot of space for the kids to play and the view from the swimming pool with the sunsets is amazing! It’s an ideal place to visit some villages in the neighborhood during the day and to relax at the end of the day at the pool. We would love to come back a bit longer!