Holiday houses in Castiglioncello del Trinoro

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.

4.98 out of 5 average rating, 130 reviews

Home in Prato

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

CarterRating, 5 stars6 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.

5 out of 5 average rating, 54 reviews

Home in Bolsena

Bolsena House

SophiaRating, 5 stars7 months ago

We had a lovely stay in Bolsena. The house is in a great location with excellent views from the multiple balconies and roof terrace. It was very clean and check-in/check-out experience was very simple. Communication with Oystein was very good and plenty of useful information provided. Would highly recommend staying here!

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.

4.88 out of 5 average rating, 26 reviews

Villa in Canalicchio

Beautiful Villa with Private Pool & Panoramic View

RazaRating, 5 stars2 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

4.98 out of 5 average rating, 106 reviews

Apartment in Perugia

Frankly welcoming for a fantastic stay

AnitaRating, 5 stars4 days ago

We stayed with Vinci and her daughter during the Easter holidays. We had a great time, convenient location for visiting Perugia and Assisi. The welcome was warm, they even offered us two homemade cakes during our stay. The two hosts were also very helpful in giving us tips for typical restaurants to dine in. The apartment is new, bright, clean and reflects the photos well. When we left, we were also given a very good homemade jam. Highly recommended stay

4.91 out of 5 average rating, 69 reviews

Apartment in Perugia

The Enchanted Valley

JaniceRating, 5 stars3 months ago

If you want to stay near the city and at the same time close to nature, Meinolf's place is for you! Amidst the olive trees, with a breathtaking view, this beautiful typical residence is the perfect base for visiting the area. In addition, Meinolf is particularly kind and welcoming, as is her son.

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.

Farm stay in Roccatederighi

4.92 out of 5 average rating, 129 reviews

Holiday in antique farm, Belvedere

JessicaRating, 5 stars3 weeks ago

This place is an absolute gem! It was so breathtakingly beautiful, that we tried to delay our flights and stay longer! Every single family member was lovely! It truly did feel like home. My husband and I cannot wait to come back and bring family with us too. There simply aren't any words to describe how much we loved our time at Peruzzo!

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, 28 reviews1 week 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

The Loft, waterfront penthouse, Monte del Lago

4.97 out of 5 average rating, 68 reviews6 months ago

The Loft is a wonderful place to stay, and really matches the beautiful pictures which Ingrid is sharing. It is spacious, modern, cosy and we only wished we had had more sunny days to enjoy the splendid terrace with its direct view on the lake. We stayed there a full week and recommend it as a starting point to visit (by car) beautiful places like Sienna, Arezzo, Perruggia, Pienza and the wine areas of Montalcino and Montepulciano.

Loft in Monte del Lago

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.

Holiday home in Torrenieri

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

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Other great holiday rentals in Castiglioncello del Trinoro

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.

Villa in Ripalvella

5 out of 5 average rating, 4 reviews

Villadagio

AngelaRating, 5 stars8 months ago

The place was a dream everything was perfect, the only thing was the way there very narrow and steep dirt road, but otherwise everything was great otherwise 😍👍🏻

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 Castiglion Fiorentino

4.74 out of 5 average rating, 31 reviews

Borgo San Pietro in Polvano (Rectory)

LorenzoRating, 5 stars20 months ago

The accommodation is spacious, with 3 double bedrooms and a sofa bed, and each bedroom has a private bathroom (very large). The kitchen is well equipped with all the necessary utensils including dishes, cutlery, glasses, wine glasses, dishwasher, moka and Krups machine with pods, which make the stay even more comfortable. Laura is a very helpful person and prepared to offer information about the points of interest around the property. I highly recommend this property and we do not exclude the possibility of returning in the future!

Home in Tavarnelle Val di Pesa

4.93 out of 5 average rating, 138 reviews

Nada Home

JamesRating, 5 stars3 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!