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Our top choices for Oliveto hotels

1. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (46 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 £62
includes taxes & fees
7 Jun - 8 Jun
Fondaco del Moro

2. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (199 reviews)
"Amazing hotel"
United Kingdom
Bogdan
The price is £438
includes taxes & fees
1 Jul - 2 Jul
Borgo Scopeto Wine & Country Relais

3. Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (92 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 £100
includes taxes & fees
5 Jun - 6 Jun
Agriturismo San Sano

4. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (537 reviews)
"Amazing place just get inside was a pleasure really really q beautiful place to stay Greta views"
United States
Juan
The price is £130
includes taxes & fees
10 Jun - 11 Jun
La Certosa di Pontignano

5. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.6 out of 10, Exceptional, (111 reviews)
"The location is sublime and the facility is AMAZING"
United States
Steven
The price is £125
includes taxes & fees
2 Jul - 3 Jul
Borgo Sant'Ambrogio Resort

6. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (192 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is £302
includes taxes & fees
2 Jul - 3 Jul
Dievole Wine Resort

7. HOTEL PLANET INTERNATIONAL

HOTEL PLANET INTERNATIONAL
Arezzo
The price is £60
includes taxes & fees
21 Jun - 22 Jun
HOTEL PLANET INTERNATIONAL

8. Hotel More Di Cuna

Hotel More Di Cuna
3.0 star property
Monteroni d'Arbia
9.0 out of 10, Wonderful, (32 reviews)
"Sound of traffic could be heard all night. If one booked a room that was not facing the road it may have been a total different experience. Adjoining restaurant was very good, would recommend."
United States
Timothy
The price is £98
includes taxes & fees
3 Jul - 4 Jul
Hotel More Di Cuna

9. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (108 reviews)
"Great breakfast options, amazing views, peaceful atmosphere, great lunch and dinner, and of course amazing wine."
United States
Austin
The price is £217
includes taxes & fees
23 Jun - 24 Jun
Castello di Tornano Wine Resort

10. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (22 reviews)
"Excellent room and food. Great location!"
United States
Saurabh
The price is £258
includes taxes & fees
17 Jun - 18 Jun
Poggio Paradiso Resort & Spa

11. Villa Svetoni Wine Resort

Villa Svetoni Wine Resort
Montepulciano
9.6 out of 10, Exceptional, (81 reviews)
"This resort is amazing, the rooms are large and it’s in such a peaceful relaxing location while still close to surrounding towns. We had dinner at The restaurant Osmosi, Michelin star rated, was the most amazing meal. The staff make you feel so welcome. Can’t wait to go back. "
Canada
Sherrie
The price is £236
includes taxes & fees
9 Jun - 10 Jun
Villa Svetoni Wine Resort

12. Hotel Villa Marsili

Hotel Villa Marsili
4.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (329 reviews)
"Great hotel "
United States
fares
The price is £141
includes taxes & fees
30 Jun - 1 Jul
Hotel Villa Marsili

13. Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.2 out of 10, Wonderful, (57 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 £129
includes taxes & fees
8 Jun - 9 Jun
Locanda Vesuna

14. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
9.8 out of 10, Exceptional, (61 reviews)
"Great stay - everything was perfect. Super friendly host and really calm atmosphere."
Germany
Yannick
The price is £94
includes taxes & fees
9 Jun - 10 Jun
B&B Country House Poggio del Drago

15. Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (164 reviews)
"Our girls loved having the upstairs to themselves, the staff was friendly and helpful, and the breakfast was *delicious!*"
United States
Michelle
The price is £94
includes taxes & fees
28 Jun - 29 Jun
Hotel Il Viandante

16. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (32 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is £130
includes taxes & fees
4 Jun - 5 Jun
Villa di Sotto

17. Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (99 reviews)
"This was one of the most beautiful properties we have ever stayed! The staff was very informative and inviting. The room was extremely clean. Breakfast was much better than advertised with one of the most beautiful views we had while in Italy. Can’t wait to come back. Highly recommend"
United States
Shawn
The price is £367
includes taxes & fees
2 Jul - 3 Jul
Hotel Le Fontanelle

18. Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (98 reviews)
"Absolutely perfect. Everything about this property is perfect."
United States
Steven
The price is £185
includes taxes & fees
9 Jun - 10 Jun
Castello di Meleto

19. Villa San Sanino - Relais in Tuscany

Villa San Sanino - Relais in Tuscany
Torrita di Siena
The price is £585
includes taxes & fees
6 Jun - 7 Jun
Villa San Sanino - Relais in Tuscany

20. Borgo San Felice Resort

Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (84 reviews)
"Absolutely wonderful!"
Canada
Cynthia
The price is £800
includes taxes & fees
3 Jul - 4 Jul
Borgo San Felice Resort
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 £39 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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