Top 10 Hotels in Oliveto (from $55) 2026 - Competitive Prices

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Our top choices for Oliveto hotels

A stone building with multiple windows and a central entrance.

A terrace with a sofa and cushions, overlooking a cityscape and mountains.

A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.

A narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.

1. Fondaco del Moro

Civitella in Val di Chiana

Heather

$70 nightly

$77 total

Oct 6 - Oct 7

Total with taxes and fees

A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.

A spa area with a circular hot tub surrounded by mosaic tiles, a stone bench, and a small table with a bowl and a candle.

A hallway with a decorative archway leading to a door, a row of plants on the left, and a wall-mounted lamp on the right.

A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.

2. Il Gentiluomo Hotel & SPA

Arezzo

Luis Mauricio

$74 nightly

$88 total

Oct 5 - Oct 6

Total with taxes and fees

A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.

An outdoor dining area with tables set for breakfast, including pastries, fruit, and beverages.

A hotel lobby with a brick archway, a reception desk, and potted plants.

A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.

3. Hotel Le Capanne

Arezzo

Robert

$117 nightly

$135 total

Oct 13 - Oct 14

Total with taxes and fees

A restaurant with glass walls, tables set with white tablecloths, and chairs.

A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

A skylight with a view of a tree and a distant building.

A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.

4. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Ronald

$95 nightly

$111 total

Oct 12 - Oct 13

Total with taxes and fees

A stone building with outdoor seating and a pool in the background.

A bedroom with two beds, a chandelier, a leopard-print chair, and a small table with a vase.

A swimming pool with a breakfast tray of fruits and juice, surrounded by trees and a clear sky.

A stone house with a paved driveway and a lawn, surrounded by trees and a white car parked in front.

5. B&B Country House Poggio del Drago

Civitella in Val di Chiana

Kristen

$99 nightly

$109 total

Oct 11 - Oct 12

Total with taxes and fees

A spacious breakfast room with a modern design, featuring a herringbone floor pattern, comfortable seating, and a staircase leading to other areas.

A modern hotel room with a desk, chair, and a bed.

A bar area with a wooden counter, seating, and large windows.

A restaurant with multiple tables, chairs, and a patterned wall.

6. Hotel Minerva

Arezzo

John

$86 nightly

$102 total

Oct 25 - Oct 26

Total with taxes and fees

A modern interior with a piano, dining area, and a large decorative animal statue.

A modern hotel room with a dining area, seating, and a flat-screen TV.

A hotel gym with stationary bikes, a treadmill, and dumbbells.

A hotel room with a large bed, two bedside tables, a desk, a chair, and a window with curtains.

7. B&B Hotel Arezzo

Arezzo

Marco

$68 nightly

$81 total

Oct 16 - Oct 17

Total with taxes and fees

An outdoor patio area with wicker furniture, a table, and a lamp.

A hallway with a wooden floor, a small table with a vase, and a light fixture on the ceiling.

A room with a white counter, a bowl of fruit, a plant in a gold pot, and a mirror reflecting a plant and a window with curtains.

A bar area with a variety of liquor bottles, a pizza on a wooden board, and three martini glasses with straws.

8. Il Monte

Monte San Savino

Thomas

$91 nightly

$105 total

Oct 26 - Oct 27

Total with taxes and fees

A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.

An aerial view of a villa surrounded by lush greenery and rolling hills.

An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.

A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.

9. Il Verreno

Ambra

Minna

$223 nightly

$250 total

Oct 12 - Oct 13

Total with taxes and fees

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.

A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

10. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Dana

$134 nightly

$153 total

Sep 30 - Oct 1

Total with taxes and fees

A pool with lounge chairs and umbrellas, surrounded by a vineyard and mountains in the background.

A spacious living area with a high ceiling and exposed beams, featuring a sofa set, a coffee table, and a dining table.

A hotel room with a bed, a tray with pastries, and a view of a stone building through open doors.

A villa with a swimming pool, surrounded by olive groves and vineyards, set in a hilly landscape.

11. Borgo Iesolana Country Retreat

Bucine

MvE

$182 nightly

$205 total

Oct 18 - Oct 19

Total with taxes and fees

A kitchen with a brick archway, a wooden table with pies, and a clock on the wall.

A breakfast table with a variety of food items, including pastries, cereal, and juice, along with cups and a spoon.

A modern kitchen with a wooden countertop, white appliances, and a backsplash of blue tiles.

A potted plant in a doorway with a balcony above.

12. A Casa di BiaGio B&B

Rapolano Terme

Juan Diego

$104 nightly

$119 total

Sep 30 - Oct 1

Total with taxes and fees

A bar area with a polished granite countertop, a metal bucket, and a vase with flowers.

A chef in a professional kitchen with stainless steel appliances, a variety of fresh produce, and hanging utensils.

A wicker outdoor seating area with a tray of champagne, glasses, and snacks.

A lobby with leather sofas, a checkered floor, framed pictures on the wall, and a chandelier.

13. Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western

Arezzo

aly

$94 nightly

$110 total

Oct 11 - Oct 12

Total with taxes and fees

A modern hotel lobby with a reception desk, seating area, and a large plant.

A modern bar area with a counter, bar stools, and a seating area with chairs.

A modern library with leather sofas, bookshelves, and a large window.

A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

14. Hotel Park

Castiglion Fiorentino

Karen

$107 nightly

$122 total

Oct 1 - Oct 2

Total with taxes and fees

An outdoor event with people seated at tables, surrounded by stone buildings and greenery.

A couple in a bathtub with candles, suggesting a romantic setting.

A modern interior with a stone wall, a wooden bench, and a glass door leading to a dark room.

A stone building with a grassy courtyard, a staircase, and a small garden area.

15. San Michele al Castello

Castiglion Fiorentino

Alejandro

$99 nightly

$113 total

Oct 14 - Oct 15

Total with taxes and fees

A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.

A hotel room with a bed, a TV, a desk, and a mirror.

A modern kitchen with a built-in microwave, sink, and stove. There is a dining area with a table and chairs, and a window with blinds.

A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.

16. Delta Hotel

Montevarchi

weixing

$109 nightly

$120 total

Oct 26 - Oct 27

Total with taxes and fees

A spacious lobby with a reception desk, seating area, and a large vase.

A hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.

A modern hotel lobby with a curved reception desk, seating area, and a bar.

A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.

17. Hotel Valdarno

Montevarchi

Emmanuel

$115 nightly

$127 total

Oct 8 - Oct 9

Total with taxes and fees

A yellow building with stone walls and multiple windows with shutters.

A dining table set with various dishes, glasses of wine, and a vase of flowers.

A yellow building with a stone wall and a swimming pool reflecting the building and trees.

18. Palazzo Tiglio - A Small Luxury Hotels of the World

Bucine

David

$232 nightly

$260 total

Sep 30 - Oct 1

Total with taxes and fees

An outdoor dining area with tables and chairs under canopies, surrounded by greenery and a building with a tiled roof.

A conference room with a long table, black chairs, a red curtain backdrop, and wall-mounted lighting.

A room with a wooden desk, a laptop, a chair, a sofa, and a small table with a bowl of fruit and flowers.

A large outdoor swimming pool with multiple lanes and a surrounding deck area.

19. Hotel Apogeo

Sinalunga

Jason

$100 nightly

$113 total

Oct 9 - Oct 10

Total with taxes and fees

A kitchen with stainless steel appliances, a large rolling pin on a wooden board, and a person rolling dough.

A multi-story building with balconies, a restaurant on the ground floor, and potted plants outside.

A bedroom with a bed, a dresser, a radiator, and a chandelier.

A dining area with tables set for a meal, featuring a television on the wall and a potted plant.

20. Hotel Chenno

Subbiano

moreno

$47 nightly

$55 total

Oct 1 - Oct 2

Total with taxes and fees

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Top Oliveto Hotel Reviews

La Certosa di Pontignano

10/10 Excellent

"good to stay"

Villa Tiberini Wine Relais

10/10 Excellent

"It's great place for the large family."

Borgo Scopeto Wine & Country Relais

8/10 Good

"Staff are nice!"

Agriturismo Borgo Sette Tigli

10/10 Excellent

"The room was as advertised. Clean one bedroom apartment. If you stay here there are several room options. Ours didn't have a best view or patio (number 7) so maybe there is a way to request that. The pool was nice and relaxing to be at during the hot afternoons. The property was very quiet. We could sleep with the windows open. The access to the stay is by a dirt road, but you don't need Four wheel drive. Any car will work. The location was great as we were close to small towns for traveling. We needed a crib and that was set up for us on arrival. A highchair was also provided. The hosts were responsive with any issues brought up. I would stay here again."

Castello di Leonina Relais

10/10 Excellent

"Amazing"

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Il Falconiere - Relais e Chateaux

10/10 Excellent

"Amazing stay for our 25th anniversary. The property is breathtaking and every corner was like a Tuscan postcard! The room was beautiful, the pools were great and the food was exceptional. Would highly recommend and would go back in a second!"

Castello di Tornano Wine Resort

8/10 Good

"We really like this place. Pool was very nice and staff were mostly helpful. Its a pretty good location to visit multiple areas as well. Room air conditioner did an ok job upstairs in bedroom loft but struggled to keep it cool in the sitting area on main level. The view from the tower is awesome but its a climb"

More cheap stays in Oliveto

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR

$47 nightly

$55 total

Oct 1 - Oct 2

Total with taxes and fees

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

$154 nightly

$175 total

Oct 20 - Oct 21

Total with taxes and fees

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI

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8.6/10 Excellent! (44 reviews)

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR

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Tenuta La Pieve Casale La Valle

Via Giovanni XXII Pergine Valdarno AR

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Tenuta La Pieve Casale Il Giglio

Via Della Ghiacciaia Pergine Valdarno AR

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Hotels in Oliveto with star-rating

Frequently asked questions

Where is the best place for a stay in Oliveto?

La Certosa di Pontignano, located 18.8 mi (30.2 km) from the heart of Oliveto, is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are Villa di Piazzano - Small Luxury Hotel of the World 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: Visitors like this Oliveto vacation home rental. It 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 kitchenware. 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?

Villa di Piazzano - Small Luxury Hotel of the World: Offers a snack bar/deli, an outdoor pool, and free self parking. 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 12 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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Find hotels in Oliveto from $55

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Oliveto

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Oliveto hotels

1. Fondaco del Moro

2. Il Gentiluomo Hotel & SPA

3. Hotel Le Capanne

4. La Cantina Relais - Fattoria Il Cipresso

5. B&B Country House Poggio del Drago

6. Hotel Minerva

7. B&B Hotel Arezzo

8. Il Monte

9. Il Verreno

10. Cortona Resort - Le Terre Dei Cavalieri

11. Borgo Iesolana Country Retreat

12. A Casa di BiaGio B&B

13. Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western

14. Hotel Park

15. San Michele al Castello

16. Delta Hotel

17. Hotel Valdarno

18. Palazzo Tiglio - A Small Luxury Hotels of the World

19. Hotel Apogeo

20. Hotel Chenno

Top Oliveto Hotel Reviews

La Certosa di Pontignano

Villa Tiberini Wine Relais

Borgo Scopeto Wine & Country Relais

Agriturismo Borgo Sette Tigli

Castello di Leonina Relais

Villa di Piazzano - Small Luxury Hotel of the World

Il Falconiere - Relais e Chateaux

Castello di Tornano Wine Resort

More cheap stays in Oliveto

Hotel Chenno

Castello di Bossi

La Locanda di Casalmustia

Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale La Valle

Tenuta La Pieve Casale Il Giglio

Hotels in Oliveto with star-rating

Frequently asked questions

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