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

1. Il Defizio

15.4 km from Castle of Oliveto

Courtney

₩166,625

₩187,813 total

includes taxes & fees

Oct 8 - Oct 9

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

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

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

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

2. Capanna 1826

8 km from Castle of Oliveto

Richa

₩125,133

₩153,486 total

includes taxes & fees

Oct 28 - Oct 29

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

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.

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

3. LHP Certaldo Resort

5.9 km from Castle of Oliveto

Arash

₩170,991

₩197,141 total

includes taxes & fees

Oct 18 - Oct 19

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

A stone building with a wooden door and an arched window.

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.

4. 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

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

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

A modern living room with a sofa, a lamp, and a view through an archway to a kitchen area.

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

5. Borgo Elissa

9.9 km from Castle of Oliveto

Danit

₩159,508

₩183,002 total

includes taxes & fees

Oct 18 - Oct 19

A table with three wine glasses and a bottle, set against a backdrop of a vineyard and rolling hills.

A clear blue pool with lounge chairs and a stone wall.

A traditional villa with a garden, a patio with outdoor furniture, and a white tent.

A restaurant with multiple tables set for dining, featuring a rustic wooden ceiling and large windows.

6. Podere dell'Anselmo

10.8 km from Castle of Oliveto

Sabrina

₩124,434

₩142,911 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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

7. Locanda Il Pino

14.2 km from Castle of Oliveto

Thomas

₩122,192

₩141,954 total

includes taxes & fees

Oct 5 - Oct 6

A table with breakfast items and drinks, set against a vineyard backdrop.

A reception area with a wooden counter, a sofa, and a wine display.

A row of bicycles parked on grass with a view of a distant landscape and mountains.

A spacious living area with wooden furniture, wine barrels, and a stone wall.

8. Podere La Quercia

10.1 km from Castle of Oliveto

James

₩242,717

₩274,532 total

includes taxes & fees

Nov 1 - Nov 2

A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

A stone villa surrounded by lush greenery and rolling hills.

A room with a glass door leading to an outdoor seating area with two chairs and a table.

A stone building with a gravel path leading to a staircase.

9. Tenuta Sant'Ilario

8.2 km from Castle of Oliveto

Sergio

₩142,009

₩160,736 total

includes taxes & fees

Nov 1 - Nov 2

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

A table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.

A man and a woman in a restaurant with a stone wall and a wooden table.

An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.

10. Hotel Sovestro

15.5 km from Castle of Oliveto

Bob

₩185,941

₩213,586 total

includes taxes & fees

Nov 2 - Nov 3

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

A well-maintained garden with a stone pathway leading to a house with a tiled roof and a porch.

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

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

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

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

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

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

12. Tenuta Moriano

4.6 km from Castle of Oliveto

Cara

₩48,130

₩157,033 total

includes taxes & fees

Oct 30 - Oct 31

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.

13. Tenuta di Sticciano

5 km from Castle of Oliveto

Myca

₩205,110

₩233,164 total

includes taxes & fees

Oct 11 - Oct 12

A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

A cozy dining area with a round table set for breakfast, surrounded by wooden chairs.

A view through a window of a well-maintained garden with a pathway, two tall trees, and a stone wall.

A spa room with a large bathtub, two wicker lounge chairs, a small table with candles, and a stone wall.

14. Borgo San Giusto

12.8 km from Castle of Oliveto

Lucy

₩133,295

₩151,157 total

includes taxes & fees

Oct 11 - Oct 12

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 living room with a sofa, armchairs, a coffee table, and a painting on the wall.

15. Hotel Il Castello

5.6 km from Castle of Oliveto

Kenneth

₩175,970

₩201,110 total

includes taxes & fees

Oct 21 - Oct 22

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

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

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

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

16. Villa San Filippo

14.2 km from Castle of Oliveto

Nadia

₩86,398

₩104,089 total

includes taxes & fees

Oct 31 - Nov 1

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

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

17. Le Mammole

15.3 km from Castle of Oliveto

Yuriy

₩130,283

₩143,311 total

includes taxes & fees

Oct 6 - Oct 7

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

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.

18. Park Hotel Chianti

14.2 km from Castle of Oliveto

Manuel

₩102,366

₩121,654 total

includes taxes & fees

Nov 4 - Nov 5

An outdoor patio with a table and chairs, a stone building with a balcony, and a sign that reads "Cucco".

A buffet setup with various food items and a view of the outdoors through large windows.

A stone building with a paved entrance and a decorative archway with red flowers.

A hallway with a large painting of a rural scene, a cushioned bench, and a view of the outdoors through a glass door.

19. Hotel le Macine

10 km from Castle of Oliveto

Amanda

₩123,519

₩141,908 total

includes taxes & fees

Oct 8 - Oct 9

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

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

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.

20. Country Hotel Borgo Sant'Ippolito

13.8 km from Castle of Oliveto

Evauna

₩192,820

₩219,645 total

includes taxes & fees

Nov 1 - Nov 2

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Top Castle of Oliveto Hotel Reviews

Agriturismo Bio Fattoria Bacio

10/10 Excellent

"This is such beautiful property with amazing views, comfortable lodging, and friendly staff. This is a great place to stay and I would definitely stay here again."

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! "

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 ₩104,089

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Our top choices for Castle of Oliveto hotels

1. Il Defizio

2. Capanna 1826

3. LHP Certaldo Resort

4. Hotel Borgo di Cortefreda Relais

5. Borgo Elissa

6. Podere dell'Anselmo

7. Locanda Il Pino

8. Podere La Quercia

9. Tenuta Sant'Ilario

10. Hotel Sovestro

11. Relais Sassa al Sole

12. Tenuta Moriano

13. Tenuta di Sticciano

14. Borgo San Giusto

15. Hotel Il Castello

16. Villa San Filippo

17. Le Mammole

18. Park Hotel Chianti

19. Hotel le Macine

20. Country Hotel Borgo Sant'Ippolito

Top Castle of Oliveto Hotel Reviews

Agriturismo Bio Fattoria Bacio

Poderi Arcangelo

LHP Certaldo Resort

L'Una Dimora

Hotel Il Castello

Tenuta di Sticciano

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