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Our top choices for Oliveto hotels

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (52 reviews)
"Beautiful setting, felt like we were staying in a castle! The beds were comfortable and the property was amazing. Highly recommend this place."
Canada
Heather
The price is CA $100
CA $110 total
includes taxes & fees
Jul 7 - Jul 8
Fondaco del Moro

Chapter Chianti a Member of Design Hotels

Chapter Chianti a Member of Design Hotels
5.0 star property
Cavriglia
The price is CA $472
CA $529 total
includes taxes & fees
Jul 13 - Jul 14
Chapter Chianti a Member of Design Hotels

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (100 reviews)
"Great property, only if you like a royal treatment..."
Canada
Vinesh
The price is CA $201
CA $234 total
includes taxes & fees
Jul 7 - Jul 8
Castello di Meleto

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (546 reviews)
"Amazing property, loved staying there. Huge rooms, AC worked well, beautiful setting. It’s well worth your time to stay there"
United States
Ken
The price is CA $202
CA $235 total
includes taxes & fees
Jul 7 - Jul 8
La Certosa di Pontignano

Sant'Anna in Camprena Agriturismo

Sant'Anna in Camprena Agriturismo
Pienza
10.0 out of 10, Exceptional, (6 reviews)
"We had a memorable stay at Sant'Anna Agriturismo. This is a truly unique property. We got to all access to the monastery including the Church, the lemon garden, the large dining halls. It is a very special place. Our hosts were very welcoming, they did everything to help us settle in. I would highly recommend the property to anyone who is visiting Tuscany. "
United Kingdom
Mayukh
The price is CA $236
CA $266 total
includes taxes & fees
Jul 19 - Jul 20
Sant'Anna in Camprena Agriturismo

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (97 reviews)
"This place is amazing. Wonderful drive to the hotel and the solitude is so great. The breakfast was amazing. Staff was very friendly for our stay. Definitely go back."
Canada
Shawn
The price is CA $197
CA $223 total
includes taxes & fees
Jul 16 - Jul 17
Agriturismo San Sano

Villa Svetoni Wine Resort

Villa Svetoni Wine Resort
Montepulciano
9.6 out of 10, Exceptional, (86 reviews)
"An absolutely perfect stay. The resort is intimate with beautiful rooms, a stunning pool where you can watch the sun set under the Tuscan hills. The gardens are fragrant and lovely. Our breakfast was the perfect start to the day. We also loved the wine tasting."
United States
Jennifer
The price is CA $434
CA $484 total
includes taxes & fees
Jul 19 - Jul 20
Villa Svetoni Wine Resort

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.6 out of 10, Exceptional, (119 reviews)
"The hotel is stunning! Beautiful sunset and sunrise time. The restaurant is superb. I really enjoyed our time here. Will come back."
United States
Lu
The price is CA $247
CA $276 total
includes taxes & fees
Jul 7 - Jul 8
Borgo Sant'Ambrogio Resort

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (30 reviews)
"Excellent room and food. Great location!"
United States
Saurabh
The price is CA $467
CA $522 total
includes taxes & fees
Aug 5 - Aug 6
Poggio Paradiso Resort & Spa

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast options, amazing views, peaceful atmosphere, great lunch and dinner, and of course amazing wine."
United States
Austin
The price is CA $326
CA $372 total
includes taxes & fees
Jul 7 - Jul 8
Castello di Tornano Wine Resort

B&B Borgolecchi

B&B Borgolecchi
Gaiole in Chianti
The price is CA $299
CA $342 total
includes taxes & fees
Jul 7 - Jul 8
B&B Borgolecchi

Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (46 reviews)
"I had a wonderful stay at this beautiful farmhouse in Tuscany. Everything about the property was excellent—from the peaceful atmosphere to the delicious food. I spent three nights here and truly enjoyed every moment. The setting is incredibly relaxing, surrounded by nature and animals, making it the perfect place to unwind. The sunsets were absolutely stunning and added a special touch to the experience. It’s a quiet, serene escape where you can truly disconnect and enjoy your time. I would...
United States
Liliana
The price is CA $320
CA $359 total
includes taxes & fees
Jul 13 - Jul 14
Podere Spedalone

Hotel More Di Cuna

Hotel More Di Cuna
3.0 star property
Monteroni d'Arbia
9.0 out of 10, Wonderful, (32 reviews)
"Wonderful property! Very attractive rooms, common areas and great restaurant! "
United States
Leigh
The price is CA $159
CA $184 total
includes taxes & fees
Jul 8 - Jul 9
Hotel More Di Cuna

Agriturismo Poggio Bonelli

Agriturismo Poggio Bonelli
Castelnuovo Berardenga
9.2 out of 10, Wonderful, (10 reviews)
"Beautiful, clean apartments in tiny Castelnuovo Berardenga. Perfect for day trips throughout Tuscany with a drive of an hour or less to just about anywhere. Guiliani was an absolute gem and she took wonderful care of us. In addition to the excellent wines of Poggio Bonelli, there are a couple excellent restaurants in Castelnuovo Berardenga with Bengodi Enoteca Ristorante being absolutely superb."
United States
Stephen
The price is CA $156
CA $185 total
includes taxes & fees
Jul 28 - Jul 29
Agriturismo Poggio Bonelli

Casa Bellavista

Casa Bellavista
Cortona
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful villa and property in the Tuscan hills. Gorgeous view of Cortona. Simonetta was a wonderful host and had wonderful breakfast each morning and cooking classes in afternoon. We really enjoyed our stay. "
United States
Gina
The price is CA $300
CA $337 total
includes taxes & fees
Jul 8 - Jul 9
Casa Bellavista

Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.2 out of 10, Wonderful, (59 reviews)
"A wonderful place to stay! So peaceful and relaxing, the property is beautiful! Oscar & Teresa are the greatest - so welcoming and made our trip special, they went above and beyond. The food was delicious, the room was great and I would highly recommend staying at this amazing inn if you are visiting the area!"
United States
Daryl
The price is CA $194
CA $218 total
includes taxes & fees
Jul 19 - Jul 20
Locanda Vesuna

Hotel Forum

Hotel Forum
4.0 star property
Foiano della Chiana
8.2 out of 10, Very good, (75 reviews)
"Great pool"
United States
Hassan
The price is CA $162
CA $183 total
includes taxes & fees
Jul 8 - Jul 9
Hotel Forum

Villa Schiatti

Villa Schiatti
4.0 star property
Castiglion Fiorentino
9.0 out of 10, Wonderful, (49 reviews)
"It was a great location with fabulous views. I wish they had more options for liquors and food. The road getting into the property was not easy access due to narrow roads."
United States
Soudabeh
The price is CA $194
CA $220 total
includes taxes & fees
Jul 16 - Jul 17
Villa Schiatti

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (133 reviews)
"Really enjoyed our stay, clean room and property. Very quiet place with a nice pool."
Canada
Meghan
The price is CA $290
CA $328 total
includes taxes & fees
Jul 8 - Jul 9
Castello di Leonina Relais

Monacianello -Fontebelvedere wine estate

Monacianello -Fontebelvedere wine estate
Ponte A Bozzone
The price is CA $236
CA $259 total
includes taxes & fees
Jul 8 - Jul 9
Monacianello -Fontebelvedere wine estate
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oliveto Hotel Reviews

More cheap stays in Oliveto

Frequently asked questions

What is the best area to stay in Oliveto?
The best area to stay in Oliveto is within the historic town centre, particularly around the Piazza del Duomo, for a truly immersive experience.

This area is the heart of Oliveto, characterised by its narrow, cobbled streets and mediaeval architecture. You'll find many independent shops, trattorias, and cafes tucked away in its lanes. The Piazza del Duomo, with its impressive cathedral, is the central point, often hosting local markets and evening gatherings. It's a very walkable area, allowing you to easily explore on foot.

For couples seeking a romantic and convenient stay, the historic centre is an excellent choice. You'll be within easy reach of Oliveto's main attractions, such as the Palazzo Comunale and the ancient city walls, and can enjoy leisurely strolls to dinner or an evening aperitivo. Many accommodations here are boutique hotels or restored historic homes, offering a unique and personal touch.

Families will also find the historic centre appealing due to its pedestrian-friendly nature and the abundance of eateries suiting all tastes. The proximity to local parks and the main square means children can enjoy open spaces, and parents can easily access everything they need without relying on a car.
When is the best time to go to Oliveto?
The best time to visit Oliveto is typically from late April to early June or from September to October, when the weather is pleasantly warm and the countryside is at its most appealing.

During these shoulder seasons, the temperatures are ideal for exploring the rolling hills and vineyards of Tuscany. You'll find fewer crowds compared to the peak summer months, allowing for a more relaxed experience at popular attractions and local restaurants. The spring months bring blooming wildflowers, while autumn offers the beauty of harvest season and vibrant foliage.

Couples looking for a romantic escape will particularly appreciate these times. You can enjoy al fresco dining, leisurely walks through olive groves, and wine-tasting tours without the intense summer heat or the chill of winter. The evenings are mild, great for enjoying a glass of local wine on a terrace overlooking the landscape.

For those interested in outdoor activities like hiking or cycling, these periods provide comfortable conditions. The pathways through the Tuscan countryside are easily navigable, and the gentle climate makes for enjoyable excursions.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Oliveto.
How can I save on a Oliveto hotel booking with Expedia?
Members always get our best prices. Find our best Oliveto hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Oliveto hotel?
Prices for hotels in Oliveto often vary, but you can find a great deal from CA $73 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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