Find hotels in Oliveto from ￥8,313

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Dec 22 - Dec 23
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Dec 23 - Dec 24
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Dec 26 - Dec 28
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Our top choices for Oliveto hotels

Breakfast area
Fondaco del Moro

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (34)
Embrace tranquility at this charming Civitella in Val di Chiana retreat where free WiFi and parking await. Explore nearby hiking trails before warming up by the lobby fireplace. Sienese Gate and Virgin Mary with Child attractions are just minutes away.
"Excellent breakfast, clean, quiet room. "
United States
Sheily
The price is ￥11,939
￥13,133 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Fondaco del Moro
Sauna, hot tub, steam room, massages
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (255)
Immerse in this sophisticated sanctuary with an indoor pool, spa, hot tub, and sauna. Located near Signorelli Theatre and Etruscan Academy Museum, this Cortona hotel offers free breakfast and WiFi. Train access is 15 minutes away.
"Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. "
Canada
Florence and Robert
The price is ￥47,607
￥53,107 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Monastero di Cortona Hotel & Spa
Garden
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
Immerse yourself in rural luxury at this farm stay with helpful staff. Enjoy Italian dining at Borgo Sant'Ambrogio R restaurant, unwind by the seasonal pool, or explore nearby Monastery of Sant'Anna in Camprena. Free breakfast, WiFi and parking enhance your Tuscan retreat.
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is ￥28,428
￥31,824 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Borgo Sant'Ambrogio Resort
Lobby lounge
Villa Cassia di Baccano

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
Escape to this charming Italian affittacamere featuring a seasonal outdoor pool, poolside bar, and full-service spa. Located near La Salceta Winery and Il Borro Wines, guests enjoy free breakfast, WiFi, and parking. Children's pool adds family appeal.
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ￥20,703
￥22,773 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Villa Cassia di Baccano
Junior Suite | Terrace/patio
Podere La Rocca

Podere La Rocca

Podere La Rocca
Montepulciano
9.8 out of 10, Exceptional, (93)
"Clean room, great food and amazingly helpful staff!"
United States
Ronald
Podere La Rocca
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Agriturismo Cuprena

Agriturismo Cuprena

Agriturismo Cuprena
Arezzo
9.6 out of 10, Exceptional, (20)
Immerse in Tuscan tranquility at this Arezzo agriturismo featuring indoor and seasonal outdoor pools. After savoring the complimentary breakfast, unwind in the sauna, work out at the fitness center, or enjoy drinks at the bar. Free parking and WiFi available.
"Extra friendly staff, personalized service, and a beautiful house with amazing accommodations. "
United States
Michelle
The price is ￥44,668
￥50,243 total
includes taxes & fees
Dec 23 - Dec 24
Agriturismo Cuprena
Exterior
Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
9.2 out of 10, Wonderful, (99)
Nestled in Loro Ciuffenna, this luxurious Relais & Châteaux farmhouse offers rejuvenating spa treatments and Tuscan cuisine. Enjoy the poolside bar, fitness center, and complimentary WiFi while exploring nearby Il Borro Wines.
"A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia"
Canada
Ian
The price is ￥83,124
￥91,437 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Il Borro - Relais & Châteaux
Interior detail
Agriturismo Antica Corte

Agriturismo Antica Corte

Agriturismo Antica Corte
Montepulciano
9.8 out of 10, Exceptional, (33)
Immerse yourself in Italian countryside at this Montepulciano farm stay. Enjoy relaxing massages, explore the garden, and visit the onsite snack bar. With free WiFi and proximity to Fattoria Le Capezzine and La Braccesca Winery, it's an authentic Tuscan retreat.
"Such an amazing and unique experience. Lovely property, exceeded our expectations and will definitely be one we recommend to all our friends and family!"
United Kingdom
Farah
The price is ￥19,384
￥22,430 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Agriturismo Antica Corte
Exterior
B&B Country House Poggio del Drago

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, (57)
Wake up to vineyard views at this charming B&B featuring a seasonal outdoor pool and complimentary breakfast. Just a 3-minute drive from Ponticino Station, this tranquil retreat offers easy access to the Buriano Bridge and Penna Natural Reserve.
"Staff were friendly and helpful. Breakfast was just right - some fresh fruit would be nice to have. B&B was clean and tidy. Good signage so place was reasonably easy to find."
United States
Ludwig
B&B Country House Poggio del Drago
Seasonal outdoor pool, sun loungers
Castello di Meleto

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (91)
Immerse yourself in authentic Tuscany at this historic castle estate. Enjoy wine tastings at the on-site winery, cool off in the seasonal outdoor pool, and dine at La Fornace di Meleto restaurant. Free WiFi and parking complement the beautiful garden and terrace settings.
"This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying."
United States
Karem
Castello di Meleto
Local cuisine
Agriturismo La Forra

Agriturismo La Forra

Agriturismo La Forra
Cavriglia
9.4 out of 10, Exceptional, (13)
Immerse yourself in Tuscany at this family-friendly farm stay featuring 2 outdoor pools and local cuisine at La Cucina de La Forra. Explore nearby attractions while enjoying free breakfast and parking, plus fitness center and terrace amenities.
"Loved it! Super helpful at check-in telling us about everything that was available. We wrote horses for two hours at a very affordable price. The restaurant on site was was good and breakfast was wonderful. Hiking trails and views were amazing. Would definitely stay again. Nearest grocery and shopping were only about 15 minutes away in montevechi."
United States
Joshua or Stephani
Agriturismo La Forra
Exterior detail
La Certosa di Pontignano

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (503)
Soak in Tuscany from the rooftop terrace at this charming Castelnuovo Berardenga retreat. The on-site restaurant serves Italian cuisine throughout the day, while the garden setting creates a peaceful atmosphere. Terra di Seta and free perks like WiFi, parking, and breakfast add value.
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is ￥12,997
￥15,036 total
includes taxes & fees
Dec 23 - Dec 24
La Certosa di Pontignano
View from room
Abbadia Sicille Relais

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
Immerse in rural charm at this Tuscan relais featuring an outdoor pool and hot tub. Enjoy dinner at Fondo restaurant, explore nearby Monastery of Sant'Anna in Camprena, and take advantage of free WiFi and parking during your Italian retreat.
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ￥12,314
￥14,099 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Abbadia Sicille Relais
Front of property
LaChiusa Tuscany

LaChiusa Tuscany

LaChiusa Tuscany
3.0 star property
Torrita di Siena
9.2 out of 10, Wonderful, (66)
Situated in picturesque Torrita di Siena, this welcoming hotel offers a seasonal outdoor pool with poolside bar. Enjoy free breakfast, parking, and WiFi while exploring nearby Via Ricci and Triacca Winery. The helpful staff ensures a memorable Italian escape.
"This is such a cute fun traditional Tuscan place to stay! Everywhere you look is an amazing view. The dinner was fantastic. The breakfast was delicious. The bed was super comfortable. The room, while rustic and vintage, was very nice. It was so peaceful and quiet! We thoroughly enjoyed our stay and the drive through Tuscany to get there. Bonus that it’s near Maximus’s house from the gladiator movie sights!"
United States
Brent
The price is ￥40,640
￥44,704 total
includes taxes & fees
Jan 1 - Jan 2, 2026
LaChiusa Tuscany
Terrace/patio
Cento Passi Dal Duomo

Cento Passi Dal Duomo

Cento Passi Dal Duomo
Arezzo Centro Storico
9.2 out of 10, Wonderful, (37)
Set in the heart of Arezzo, this cozy B&B is just a brief walk from Fraternita dei Laici and Museum of Means of Communication. Enjoy room service and easy access to Arezzo Station.
"Very well located to visit the town"
United States
Miguel
Cento Passi Dal Duomo
Front of property
Hotel Italia

Hotel Italia

Hotel Italia
3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (287)
"The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! "
United Kingdom
Neha
Hotel Italia
Exterior
Borgo Casa al Vento

Borgo Casa al Vento

Borgo Casa al Vento
Gaiole in Chianti
8.6 out of 10, Excellent, (38)
Escape to this Chianti countryside farm stay featuring 2 outdoor pools and a rooftop terrace. Indulge in local cuisine at the restaurant after exploring the on-site winery. Cantalici Winery and Medieval Tower of Barbischio await nearby.
"Cute secluded property l!"
United States
Courtney
The price is ￥24,480
￥28,406 total
includes taxes & fees
Dec 23 - Dec 24
Borgo Casa al Vento
Garden view
Hotel More Di Cuna

Hotel More Di Cuna

Hotel More Di Cuna
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (22)
"Nice place with excellent breakfast "
Australia
Vanessa
The price is ￥12,091
￥13,854 total
includes taxes & fees
Dec 23 - Dec 24
Hotel More Di Cuna
Terrace/patio
Tuscany Living - Terra Antica

Tuscany Living - Terra Antica

Tuscany Living - Terra Antica
Montepulciano
10.0 out of 10, Exceptional, (6)
Escape to this charming farmstay in Montepulciano with a seasonal outdoor pool and on-site winery. Free WiFi and parking add convenience while Tenuta Valdipiatta and Val di Chiana attractions await nearby.
"This property is a gem! "
United Kingdom
Joy
The price is ￥23,723
￥51,217 total
includes taxes & fees
Dec 25 - Dec 26
Tuscany Living - Terra Antica
Exterior
Casale l'Antico Carro

Casale l'Antico Carro

Casale l'Antico Carro
Cortona
8.8 out of 10, Excellent, (46)
Savor the Tuscan experience at this charming B&B near Lake Trasimeno. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Parterre Garden and Santa Maria delle Grazie. Unwind with a drink at the bar after a day of sightseeing.
"Just fine … a bit pricey for quality offered Monday restaurant closed."
United States
Alberto
The price is ￥20,151
￥22,535 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Casale l'Antico Carro
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

Fondaco del Moro

Fondaco del Moro

10/10 Excellent
"Thank you :)"
Marco 2-night trip
Posted 2 days ago
Fondaco del Moro

More cheap stays in Oliveto

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
The price is ￥7,557 per night from Dec 23 to Dec 24
￥7,557
￥8,313 total
Dec 23 - Dec 24
includes taxes & fees
7.8/10 Good! (25 reviews)

Frequently asked questions

Where is the best place for a stay in Oliveto?
Based on our traveler data, Fondaco del Moro is one of the top choices for your stay. This guesthouse offers free parking and free WiFi. Other good choices for your stay in the area are A Point Arezzo Park Hotel and Monastero di Cortona Hotel & Spa. See all available top hotels, or vacation rentals in Oliveto.
What's the top vacation rental that Oliveto has to offer?
Borgo Argiano: You might want to consider this vacation home rental near Oliveto, which is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. You can relax into your vacation with a garden and a library. See all vacation rentals in Oliveto.
If I need to cancel my hotel reservation in Oliveto, will I receive a refund?
Yes, most hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Oliveto.
Where can I learn more about changing or cancelling my trip to Oliveto?
To access more information about updating your trip to Oliveto or cancelling it, click here.
What's the best pet-friendly hotel in Oliveto?
Il Fondaco del Moro is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Oliveto.
What are some hotels with pools in Oliveto?
A Point Arezzo Park Hotel: Offers 2 restaurants, a seasonal outdoor pool, and a full-service spa. Monastero di Cortona Hotel & Spa and Castello di Spaltenna- Small Luxury Hotels of the World are a couple of other choices with an onsite pool. View all hotels with pools in Oliveto.
What's the best hotel for staying near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What is staying in Oliveto like?
Travelers to Oliveto will find plenty to explore and enjoy. In Oliveto, there are 13 hotels and other accommodations to choose from. Find out more about Oliveto.
What is there to see in Oliveto?
Places to visit in the wider area include Arezzo Equestrian Centre, Villa a Sesta Polo Club, and National Archaeological Museum Gaio Cilnio Patron. You'll also find Piazza Guido Monaco and Terme Antica Querciolaia in the area. Check out what more to see and do in Expedia's Oliveto guide.
What's the weather like in Oliveto?
The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Oliveto is 36 inches.

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