Holiday rentals in Acquaviva

4.95 out of 5 average rating, 219 reviews

Villa in Montepulciano

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Apartment in Montepulciano

4.92 out of 5 average rating, 127 reviews

"Dimora Valinda" Montepulciano Piazza Grande +A/C

🏠 Ideal location: within walking distance of stores, restaurants and attractions in the historic center. ❄️ Air conditioning for maximum comfort during hot days. 🛁 Washing machine for extended stays or simply for traveling light. 🌅 Private terrace for relaxing moments outdoors. 🍴 Full kitchen with dishwasher, perfect for those who love to cook even on vacation. 🌐 Ultra-fast 150 Mb/s Wi-Fi, ideal for smart working ☕ Well-stocked coffee station for a perfect start to the day.

4.97 out of 5 average rating, 392 reviews

A view from the top, Montepulciano

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2025 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

Guest house in Montefollonico

4.97 out of 5 average rating, 103 reviews

Casale Santa Barbara - Exclusive Apartment

At a glance: • Location: perfect entry door to the Val d’Orcia between Pienza (8,5 km) and Montepulciano (8,5 km). • Charming warm old stones Tuscan house – completely restored in 2016 • Big apartment (100m2), designed for 2 persons, completely independent, fully furnished, Tuscan style with modern equipment. • Exclusivity: we are living on the 1st floor; the ground floor is yours. You are our only guests. • Spacious private garden (+ 300m2) • Stunning view on the Tuscan hills.

5 out of 5 average rating, 457 reviews

Loft in Montepulciano

La Piazzetta - Cozy open space in the historic center of Montepulciano

Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

4.95 out of 5 average rating, 141 reviews

Flat in Laviano

Farmhouse with swimming pool with wonderful view

Farmhouse Santa Margherita is a splendidly restored 18th century house that sits on a hilltop on the Tuscan-Umbrian border in sight of Montepulciano.The farmhouse has been recently renovated in order to offer to its guests eight vacation apartments. The rooms are very spacious and comfortable. The furnishings are luxurious and include wooden furniture, wrought iron beds and elegant lamps. The kitchens are well equipped so that all your culinary skills can be exercised.

4.99 out of 5 average rating, 275 reviews

Flat in Sinalunga

Resort Panoramic view - Free parking

Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Sala da tea ad uso gratuito . Vista panoramica mozzafiato . Tra le Crete Senesi e la Val D’Orcia , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Posto strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano .

4.97 out of 5 average rating, 153 reviews

Flat in Monticchiello

Casa Bonari - a paradise for the eyes

Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on all sides by a large garden, so that all rooms boast a beautiful view of the countryside.

4.99 out of 5 average rating, 123 reviews

Guest house in Perugia

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

4.99 out of 5 average rating, 263 reviews

Montepulciano Downtown Storico

Nice apartment of 60 sqm located in the main street of the village. It is on the second and top floor of a historic palace. The entrance is located on the main street of the town while the windows face the outside of the walls offering breathtaking views. The apartment consists of: entrance hall, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. Microwave, large oven, dishwasher, washing machine, and wi-fi.

Apartment in Castelnuovo dell’Abate

4.91 out of 5 average rating, 288 reviews

La Casetta di Brunello, very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

4.97 out of 5 average rating, 176 reviews

Flat in Mugnanesi

Podere Mainò Romantic Accommodation

Podere Mainò overlooks the Umbrian shore of Lake Montepulciano. The house, recently renovated, will offer you all the comforts for a vacation in close contact with nature and is the ideal starting point to explore Tuscany and Umbria. The unit is located on the first floor and consists of a large double bedroom, a single bedroom, a bathroom and a living room with kitchenette, fridge, television, sofa and every other comfort.

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Popular amenities for Acquaviva holiday rentals

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Other great holiday rentals in Acquaviva

4.93 out of 5 average rating, 42 reviews

Home in Castelmuzio

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 weeks ago

first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!

Farm stay in Montepulciano

5 out of 5 average rating, 17 reviews

Terra Antica Tuscany Living - Merlot Suite

DavidRating, 5 stars2 months ago

Book your stay here. This was one of the nicest Air bnb's we have stayed in, it was immaculate inside. The united we stayed in (Merlot appartment) appeared brand new, it was spotless, and the grounds were amazing. Thew views of the Tuscan countryside from the property was the best you can find. The location was close to things we did (White Wale hot springs, Montepuciano, private cooking class...), but extremely peaceful and quiet. The property has a pool, hot tub, and barrel sauna. The sauna has glass wall looking over the countryside. You will not be disappointed.

4.95 out of 5 average rating, 86 reviews

Casa Crociani - Amazing Pool & Free Parking

CathyRating, 5 stars4 days ago

We loved our stay at Marco’s. The cottage, pool, location were wonderful and the views amazing. Perfect way to end our vacation. Very thoughtful with snacks and drinks provided. .

Superhost

4.77 out of 5 average rating, 26 reviews

Little Eramo for two, View of Tuscany Hills

SophieRating, 5 stars1 day ago

This was a perfect place to stay as a couple, would highly recommend. Great location & very cute. Not a negative but something worth knowing, it did get very hot in the bedroom at night but seems air con is rare to get around this town so just prepare for that when visiting in the hottest month 😊

Apartment in Figline Valdarno

4.87 out of 5 average rating, 54 reviews

Agriturismo Casavecchia, l'Olivo

AnthonyRating, 5 stars3 weeks ago

We absolutely loved our stay and it exceeded our expectations. The staff were friendly and very helpful, the food was delicious and the apartment was a great size with all the amenities we needed. It was family friendly and our children loved the pool. It’s a beautiful location and very relaxing. We would love to come again. Thank you for making our holiday so lovely.

5 out of 5 average rating, 59 reviews

Luxury Attic in Tuscany+Incredible view and A/C

EugenioRating, 5 stars3 weeks ago

Staying at this apartment was truly magical. Every time I looked out the window or stepped onto the balcony, I was left in awe. The views were absolutely breathtaking, and the town of Montepulciano was every bit as beautiful—charming, historic, and full of character. Leaving was the hardest part, and I’m already counting down the days until I can return. From the incredible local restaurants to the stunning wineries nestled in the Tuscan hills, every moment felt like a dream. Photos simply can’t capture the beauty—you have to experience it for yourself.

Barn in Castellina in Chianti

5 out of 5 average rating, 26 reviews

Cipressini 2 - pool and amazing views

BrandonRating, 5 stars3 weeks ago

We cannot say enough about how fantastic our stay was. Maybe the most gorgeous property we’ve ever seen - even better than the pictures! Pia was incredibly helpful, sent us a whole printout of recommendations for different restaurants, wineries, and things to do. She is incredibly kind, responsive, and proactive - she thought of everything you may need during your stay and gave us a tour of our home. Waking up in the Tuscan countryside and watching the sun rise over the vineyards was relaxing and beautiful. The sunsets were breathtaking to see over the rolling hills in Chianti. Castellina was a cute little town with fantastic places to eat and panoramic views of the valley. And on top of all that, we made a new friend in the Public Relations Manager, Teo - you can be sure you’ll be greeted with a wagging tail and a happy little smile. Couldn’t recommend this place highly enough!