The Best Hotels Closest to Castle of Oliveto in Castelfiorentino for 2026

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Our top choices for Castle of Oliveto hotels

A stone building with a paved pathway leading to an arched entrance.

A kitchen with white cabinets, a wooden table, and a clock on the wall.

A stone structure with a metal pot on top, a red carriage, and a view of a town in the background.

A stone building with a tiled roof, a lattice window, and a paved patio with wooden chairs.

1. Capanna 1826

8 km from Castle of Oliveto

Richa

NT$2,975

NT$3,648 total

includes taxes & fees

Oct 28 - Oct 29

A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery.

A stone building with a tiled roof, a small attached structure, and a well-maintained garden with flowers and shrubs.

A cozy living room with a fireplace, a green sofa, a wooden coffee table, and a stone fireplace surround.

A cozy living room with a fireplace, a comfortable sofa, a wooden coffee table, and a bookshelf.

2. Il Defizio

15.4 km from Castle of Oliveto

Courtney

NT$3,961

NT$4,464 total

includes taxes & fees

Oct 15 - Oct 16

A person sitting by a swimming pool with a stone building in the background.

An indoor dining area with stone walls, tables set with tablecloths and chairs, and hanging pendant lights.

A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.

A sunset scene with a person holding a child, benches, and umbrellas in a park setting.

3. Hotel Borgo di Cortefreda Relais

13.1 km from Castle of Oliveto

Sergey

NT$4,198

NT$4,833 total

includes taxes & fees

Oct 24 - Oct 25

An outdoor café with tables and chairs, a whiteboard, and a door with a sign.

A restaurant with stone walls, framed artwork, and tables set for dining.

A cozy interior with a dining area, striped chairs, a rug, and a painting on the wall.

4. Locanda Il Pino

14.2 km from Castle of Oliveto

Thomas

NT$2,905

NT$3,374 total

includes taxes & fees

Oct 6 - Oct 7

A large building with a swimming pool, surrounded by greenery and outdoor lighting.

A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.

A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.

A courtyard with a lawn, seating area, and a weeping willow tree.

5. LHP Certaldo Resort

5.9 km from Castle of Oliveto

Arash

NT$4,065

NT$4,686 total

includes taxes & fees

Oct 18 - Oct 19

A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.

A stone building with a tower, a glass structure, and outdoor seating.

A bedroom with a bed, bedside tables, a rug, and a view of the outdoors.

A swimming pool with clear water, surrounded by lounge chairs and trees.

6. Salvadonica - Borgo del Chianti

16.5 km from Castle of Oliveto

Jonathan

NT$3,344

NT$3,822 total

includes taxes & fees

Nov 3 - Nov 4

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a stone building.

A stone wall with a metal railing, overlooking a valley with trees and distant hills.

An open dining area with a table set for breakfast, a view of the outdoors, and a rustic brick archway.

7. Villa San Filippo

14.2 km from Castle of Oliveto

Nadia

NT$2,054

NT$2,474 total

includes taxes & fees

Oct 31 - Nov 1

A swimming pool with lounge chairs and a view of a hill with buildings.

A cozy dining area with a wooden table and chairs, a sofa, and a fireplace.

An aerial view of a vineyard with rows of grapevines, a large building with a swimming pool, and a distant hilltop town.

A stone building with a terrace, outdoor seating, and a view of rolling hills.

8. Agriturismo Il Casolare di Bucciano

16.3 km from Castle of Oliveto

"The views and quality of this agriturismo is simply outstanding. Peaceful and surreal, the view of San Gimigano are amazing. We had a wonderful time. Breakfast options could have been more varied for vegetarians and the staff member who greeted us on arrival could have been a little more welcoming! All other members of staff were outstanding. Did their best to accommodate us, including cooking special egg free dishes! Gratzie!"

Satnam

NT$3,711

NT$4,262 total

includes taxes & fees

Nov 1 - Nov 2

A garden with tall cypress trees, a variety of flowering plants, and a clear sky.

A wedding reception table set outdoors with floral arrangements and candles.

A spa room with a hot tub, wooden flooring, and a decorative window.

A villa with a swimming pool, surrounded by lush greenery and hills.

9. Relais Sassa al Sole

15.6 km from Castle of Oliveto

William Neill

NT$6,705

NT$7,376 total

includes taxes & fees

Oct 9 - Oct 10

A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.

A vineyard estate with terraced fields, a central building with a swimming pool, and a road leading through the property.

A table set for two with a floral centerpiece, surrounded by chairs, in a garden setting.

A dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.

10. Hotel Le Colline

15.5 km from Castle of Oliveto

Federico

NT$3,082

NT$3,606 total

includes taxes & fees

Oct 13 - Oct 14

An outdoor patio area with brick walls, stone flooring, and tables with red tablecloths.

An outdoor dining area with tables and chairs under umbrellas, a potted plant, and a red mat leading to the entrance.

A small building with a tiled roof, a covered outdoor seating area with chairs and umbrellas, and a gravel courtyard with potted plants.

A cozy outdoor seating area with wicker furniture, a large umbrella, and stone flooring.

11. Country Hotel Borgo Sant'Ippolito

13.8 km from Castle of Oliveto

Evauna

NT$4,305

NT$4,915 total

includes taxes & fees

Oct 4 - Oct 5

A dining area with wooden tables and chairs, brick arches, and large windows.

A bedroom with a large bed, a wooden desk, and a view of a vineyard through large arched windows.

A couple walking down a gravel path flanked by tall trees and a building in the background.

A building with a white facade, a tiled roof, and a balcony with a railing. There is a door with an arch and a window with shutters.

12. Tenuta di Sticciano

5 km from Castle of Oliveto

Myca

NT$4,876

NT$5,542 total

includes taxes & fees

Oct 19 - Oct 20

A bakery display with scones and a covered cake, a coffee machine, and shelves with various bottles in the background.

A hotel room with a wooden floor, a white lamp, a small table, a magazine, and a door with a frosted glass panel.

A hotel entrance with a wooden door, a glass window, and a red doormat.

A neatly made bed with a striped bedspread, a bedside table with a lamp, and a view of a window with curtains.

13. Hotel Il Sole

14.5 km from Castle of Oliveto

Giorgio

NT$2,913

NT$4,136 total

includes taxes & fees

Oct 4 - Oct 5

A pool area with a sunset view, surrounded by trees and a distant mountain range.

A modern bedroom with a geometric-patterned headboard, a large bed, and a view of the outdoors through sheer curtains.

A sunlit outdoor seating area with a pergola and lounge chairs.

A rural landscape with a small shed, trees, and a field.

14. Le Mammole

15.3 km from Castle of Oliveto

Yuriy

NT$3,097

NT$3,407 total

includes taxes & fees

Oct 6 - Oct 7

A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.

A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.

An outdoor patio area with tables and chairs, a reception desk, and potted plants.

15. Hotel Villa San Giorgio

16.1 km from Castle of Oliveto

Arik

NT$2,086

NT$2,295 total

includes taxes & fees

Nov 1 - Nov 2

A dining area with a table set for four, overlooking a scenic landscape.

A buffet setup with various food items and a seating area with wicker chairs and tables.

A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.

A pool with a view of rolling hills and distant buildings.

16. Poderi Arcangelo

8 km from Castle of Oliveto

Hector

NT$3,598

NT$4,138 total

includes taxes & fees

Nov 2 - Nov 3

A narrow cobblestone street lined with traditional brick buildings, outdoor seating with wicker chairs and tables, and hanging lanterns.

A rustic room with a stone ceiling, a bench, white tables, and a window with red curtains.

A staircase with a wooden handrail and black balusters, leading to an upper floor.

A rustic room with exposed brick walls, a piano, and a dining table set with white tableware.

17. Hotel Il Castello

5.6 km from Castle of Oliveto

Kenneth

NT$4,183

NT$4,781 total

includes taxes & fees

Oct 27 - Oct 28

A rural property with a swimming pool, a small house, and surrounding greenery.

An arched doorway leading to a garden with terracotta pots and red flowers.

A swimming pool at dusk with surrounding lounge chairs and umbrellas.

A kitchen with wooden cabinets, a stove, and a dining table with chairs.

18. Tenuta Moriano

4.6 km from Castle of Oliveto

Cara

NT$1,144

NT$3,733 total

includes taxes & fees

Oct 30 - Oct 31

A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

A modern bar area with purple seating, a laptop on a shelf, and a wine display.

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

A modern living room with leather furniture, a glass coffee table, and a white brick wall.

19. Park Hotel Chianti

14.2 km from Castle of Oliveto

Manuel

NT$2,610

NT$3,086 total

includes taxes & fees

Nov 3 - Nov 4

A swimming pool with a wooden deck, lounge chairs, and umbrellas in a landscaped garden.

A table set for a meal with various cheeses, meats, and a bottle of wine, outdoors with a house in the background.

A bedroom with a large bed, a bathtub, a window with curtains, and a TV on the wall.

A dining area with a chandelier, tables, chairs, and a buffet table with food and drinks.

20. Borgo Elissa

9.9 km from Castle of Oliveto

Danit

NT$3,792

NT$4,350 total

includes taxes & fees

Oct 28 - Oct 29

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Top Castle of Oliveto Hotel Reviews

Poderi Arcangelo

10/10 Excellent

"Beautiful property, nice and helping staff. We enjoy our stay ."

LHP Certaldo Resort

8/10 Good

"A special thank you to Manuela and Samuel who made our stay extra special!"

L'Una Dimora

8/10 Good

"Spotless room/bathroom and recently decorated, had everything we needed. Pleasant breakfast. Accommodated our early check in request. Would recommend."

Hotel Il Castello

10/10 Excellent

"Such a beautiful location and Alfred the owner/manager could not have been more helpful. We loved our stay and wish we could’ve heard him play some jazz. Food was top notch!!! Views to die for!!! Hits all the senses!!!! Breakfast and cappuccinos where wonderful also."

Tenuta Moriano

10/10 Excellent

"Amazing stay! The staff were absolutely fantastic, Natalia was so helpful and so kind. We were sad we didn’t stay longer! Would highly recommend for your stay in Tuscany!"

Tenuta di Sticciano

10/10 Excellent

"Beautiful property and staff! They were sincere and kind and helpful. We really loved our stay there! Would definitely come again, and recommend them. Made for a memorable trip. Thank you! "

Agriturismo Bio Fattoria Bacio

10/10 Excellent

"Wonderful staff here. Simona! Natalia! Good breakfast. Spacious rooms. Lovely area. It is remote but remote can be a wonderful thing. Only suggestion is the shower leaks because the shower door is not sealed. So a rethink there. But otherwise fabulous and highly recommended. "

Other attractions near Castle of Oliveto

Teatro del Popolo

You can make plans for a show at Teatro del Popolo during your stay in Castelfiorentino. Discover the beautiful countryside and wineries in this quaint area.

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Benozzo Gozzoli Museum

You can spend an afternoon studying the exhibits at Benozzo Gozzoli Museum in Castelfiorentino. Discover the beautiful countryside and wineries in this quaint area.

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Tenuta Maiano

You can enjoy a tasting or tour at Tenuta Maiano during your travels to Montespertoli. Discover the beautiful countryside and wineries in this quaint area.

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Agricola Tamburini Emanuela

You can enjoy a tasting or tour at Agricola Tamburini Emanuela during your travels to Gambassi Terme. Discover the beautiful countryside and wineries in this quaint area.

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Church of Saint Jacob and Saint Philip

8.8/10 (3 reviews)

Church of Saint Jacob and Saint Philip is just one of the places to see in Certaldo, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and wineries in this culturally rich area.

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Museum of Sacred Art

6.0/10 (1 review)

You can study the exhibits at Museum of Sacred Art, a museum with a storied past, during your trip to Certaldo. Discover the beautiful countryside and wineries in this relaxing area.

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Casa del Boccaccio

8.6/10 (7 reviews)

You can browse the exhibits at Casa del Boccaccio, a museum with a storied past, during your trip to Certaldo. Discover the beautiful countryside and wineries in this relaxing area.

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Palazzo Pretorio

7.2/10 (5 reviews)

Find out about the history of Certaldo when you spend time at Palazzo Pretorio. Discover the beautiful countryside and wineries in this relaxing area.

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Frequently asked questions

What's the area like around Castle of Oliveto?

Castle of Oliveto is located in a historic area of Castelfiorentino known for its its beautiful countryside and selection of wineries. If you're looking for a convenient place to stay, check out the 32 hotels and other accommodations you'll find within a mile.

What's the best place to stay close to Castle of Oliveto?

Torre Rasa Agriturismo Apartments is one of the top choices for your stay based on our traveler data, and this apartment offers free parking and a seasonal outdoor pool. It's located 2.9 mi (4.7 km) from Castle of Oliveto. Other good choices within a few miles include Agriturismo Rebarco and Tenuta Moriano.

How many hotels should I expect to find close to Castle of Oliveto?

Expedia has 32 hotels and other accommodations within a mile from Castle of Oliveto.

If I need to cancel the hotel reservation for my stay near Castle of Oliveto, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to get the best deals available near Castle of Oliveto.

Where can I learn more about changing or cancelling my trip in the area near Castle of Oliveto?

For more information about picking new dates or cancelling your stay near Castle of Oliveto, go to https://www.expedia.com/service/.

What can I see and do near Castle of Oliveto?

You might want to spend some time browsing the exhibits at Benozzo Gozzoli Museum, Museum of Sacred Art, or Vine and Wine Museum. Casa del Boccaccio, Palazzo Pretorio, and Chiesa dei Santi Tommaso e Prospero are monuments to see when you're exploring the area around Castle of Oliveto. If you've got some time to explore the area around Castle of Oliveto, you may want to make a stop by Castello Sonnino, Tenuta Maiano, and Agricola Tamburini Emanuela.

Find hotels near Castle of Oliveto, Castelfiorentino from NT$2,295

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Our top choices for Castle of Oliveto hotels

1. Capanna 1826

2. Il Defizio

3. Hotel Borgo di Cortefreda Relais

4. Locanda Il Pino

5. LHP Certaldo Resort

6. Salvadonica - Borgo del Chianti

7. Villa San Filippo

8. Agriturismo Il Casolare di Bucciano

9. Relais Sassa al Sole

10. Hotel Le Colline

11. Country Hotel Borgo Sant'Ippolito

12. Tenuta di Sticciano

13. Hotel Il Sole

14. Le Mammole

15. Hotel Villa San Giorgio

16. Poderi Arcangelo

17. Hotel Il Castello

18. Tenuta Moriano

19. Park Hotel Chianti

20. Borgo Elissa

Top Castle of Oliveto Hotel Reviews

Poderi Arcangelo

LHP Certaldo Resort

L'Una Dimora

Hotel Il Castello

Tenuta Moriano

Tenuta di Sticciano

Agriturismo Bio Fattoria Bacio

Other attractions near Castle of Oliveto

Teatro del Popolo

Benozzo Gozzoli Museum

Tenuta Maiano

Agricola Tamburini Emanuela

Church of Saint Jacob and Saint Philip

Museum of Sacred Art

Casa del Boccaccio

Palazzo Pretorio

Frequently asked questions