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

A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery, with a view of distant hills.

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

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

1. Il Defizio

15.4 km from Castle of Oliveto

Courtney

₩166,625

₩187,813 total

includes taxes & fees

Oct 4 - Oct 5

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 buffet table with various food items, including pastries, bread, and fruits.

2. Capanna 1826

8 km from Castle of Oliveto

Richa

₩125,133

₩153,486 total

includes taxes & fees

Oct 28 - Oct 29

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

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

3. Hotel Borgo di Cortefreda Relais

13.1 km from Castle of Oliveto

Sergey

₩176,623

₩203,336 total

includes taxes & fees

Oct 24 - Oct 25

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

A warmly lit street with a building featuring arched doorways and a sign above the entrance.

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

4. Locanda Il Pino

14.2 km from Castle of Oliveto

Thomas

₩122,192

₩141,954 total

includes taxes & fees

Oct 4 - Oct 5

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

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

A dining area with tables and chairs, a kitchen in the background, and a patterned wall.

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

5. LHP Certaldo Resort

5.9 km from Castle of Oliveto

Arash

₩170,991

₩197,141 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 swimming pool with clear water, surrounded by lounge chairs and trees.

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

A kitchen area with a marble countertop, a stone wall, and a sign reading "Cooking Class".

6. Salvadonica - Borgo del Chianti

16.5 km from Castle of Oliveto

Jonathan

₩140,693

₩160,796 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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

A view from a window overlooking a rural landscape with rolling hills and vineyards.

7. 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

₩156,134

₩179,290 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

A stone building with a balcony, a stone wall, and a pathway leading to a fountain.

8. Villa San Filippo

14.2 km from Castle of Oliveto

Nadia

₩86,398

₩104,089 total

includes taxes & fees

Oct 31 - Nov 1

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

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

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

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

9. Relais Sassa al Sole

15.6 km from Castle of Oliveto

William Neill

₩282,082

₩310,292 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 dining table set with plates, cutlery, and glasses, surrounded by potted plants and a view of trees.

A bedroom with a bed, a nightstand, a vase with dried plants, and a wall mural of a landscape.

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

10. Hotel Le Colline

15.5 km from Castle of Oliveto

Federico

₩129,672

₩151,690 total

includes taxes & fees

Oct 12 - Oct 13

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

A building with a tiled roof and a window, surrounded by greenery and a field of yellow flowers.

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

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

11. Country Hotel Borgo Sant'Ippolito

13.8 km from Castle of Oliveto

Evauna

₩181,094

₩206,747 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

12. Hotel Villa San Giorgio

16.1 km from Castle of Oliveto

Arik

₩87,767

₩96,547 total

includes taxes & fees

Nov 1 - Nov 2

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

A dining table set with plates, a candle, and a vase with flowers.

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

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

13. Le Mammole

15.3 km from Castle of Oliveto

Yuriy

₩130,283

₩143,311 total

includes taxes & fees

Oct 6 - Oct 7

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

A bedroom with a large bed, a desk, and a chair. There are multiple windows with curtains, and a view of trees and mountains outside.

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

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

14. Tenuta di Sticciano

5 km from Castle of Oliveto

Myca

₩205,110

₩233,164 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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

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

15. Hotel Il Sole

14.5 km from Castle of Oliveto

Giorgio

₩122,531

₩174,006 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

A stone building with a reception area, a gravel driveway, and potted plants.

16. Poderi Arcangelo

8 km from Castle of Oliveto

Hector

₩151,382

₩174,071 total

includes taxes & fees

Nov 2 - Nov 3

An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

A stone building with arched windows and a balcony overlooking a garden with lavender plants.

A dining area with tables set for meals, a bar area with shelves of bottles, and a wooden cabinet.

An aerial view of a large, two-story house with a swimming pool, surrounded by lush greenery and fields.

17. B&B La Fonte del Machiavelli

16.9 km from Castle of Oliveto

James

₩156,340

₩178,008 total

includes taxes & fees

Oct 4 - Oct 5

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.

18. Hotel Il Castello

5.6 km from Castle of Oliveto

Kenneth

₩175,970

₩201,110 total

includes taxes & fees

Oct 4 - Oct 5

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

A rectangular swimming pool with lounge chairs and umbrellas, surrounded by trees and greenery.

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

19. Park Hotel Chianti

14.2 km from Castle of Oliveto

Manuel

₩109,795

₩129,825 total

includes taxes & fees

Nov 3 - Nov 4

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

A cozy kitchen with wooden beams, a dining table with chairs, a TV, and a stove.

20. Tenuta Moriano

4.6 km from Castle of Oliveto

Cara

₩48,130

₩157,033 total

includes taxes & fees

Oct 30 - Oct 31

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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 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 ₩96,547

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Our top choices for Castle of Oliveto hotels

1. Il Defizio

2. Capanna 1826

3. Hotel Borgo di Cortefreda Relais

4. Locanda Il Pino

5. LHP Certaldo Resort

6. Salvadonica - Borgo del Chianti

7. Agriturismo Il Casolare di Bucciano

8. Villa San Filippo

9. Relais Sassa al Sole

10. Hotel Le Colline

11. Country Hotel Borgo Sant'Ippolito

12. Hotel Villa San Giorgio

13. Le Mammole

14. Tenuta di Sticciano

15. Hotel Il Sole

16. Poderi Arcangelo

17. B&B La Fonte del Machiavelli

18. Hotel Il Castello

19. Park Hotel Chianti

20. Tenuta Moriano

Top Castle of Oliveto Hotel Reviews

Poderi Arcangelo

LHP Certaldo Resort

L'Una Dimora

Hotel Il Castello

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