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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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 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.

1. Il Defizio

15.4 km from Castle of Oliveto

"This was the most beautiful, peaceful place. Such a dream to stay here. The staff were all lovely and the breakfast was perfect. Lots of options from fresh fruit to yogurt to croissants to eggs and delicious cheese and meats. View was gorgeous. We also had their dinner there one night and it was excellent food and such a lovely atmosphere. It was hard to leave and I would return in a heartbeat."

Lisa

₩166,264

₩187,406 total

includes taxes & fees

Oct 8 - Oct 9

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

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

2. Capanna 1826

8 km from Castle of Oliveto

Richa

₩120,819

₩148,723 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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

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

3. Hotel Il Castello

5.6 km from Castle of Oliveto

Kenneth

₩175,768

₩200,879 total

includes taxes & fees

Oct 21 - Oct 22

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

A restaurant interior with wooden furniture, wine bottles, and glasses on the table.

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

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

4. Hotel Sovestro

15.5 km from Castle of Oliveto

Bob

₩185,539

₩213,125 total

includes taxes & fees

Nov 3 - Nov 4

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

A woman sitting on a chair in a room with a staircase, a wall-mounted light, and a tiled floor.

A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

A pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.

5. Villa I Barronci Resort & Spa

13.9 km from Castle of Oliveto

Haris

₩103,806

₩123,228 total

includes taxes & fees

Nov 6 - Nov 7

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

6. Locanda Il Pino

14.2 km from Castle of Oliveto

Thomas

₩121,928

₩141,646 total

includes taxes & fees

Oct 15 - Oct 16

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

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

7. LHP Certaldo Resort

5.9 km from Castle of Oliveto

Arash

₩170,794

₩196,914 total

includes taxes & fees

Oct 19 - Oct 20

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 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.

8. Borgo Elissa

9.9 km from Castle of Oliveto

Danit

₩131,829

₩152,545 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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.

9. Podere dell'Anselmo

10.8 km from Castle of Oliveto

Tindra

₩124,291

₩142,747 total

includes taxes & fees

Nov 3 - Nov 4

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

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.

A bedroom with a checkered bedspread, two wooden chairs, a nightstand with a lamp, and a stone wall.

10. Tenuta Sant'Ilario

8.2 km from Castle of Oliveto

Sergio

₩141,845

₩160,549 total

includes taxes & fees

Nov 1 - Nov 2

A villa with a swimming pool, surrounded by well-maintained gardens and tall trees.

An outdoor dining area with a table set for breakfast, surrounded by chairs, overlooking a well-manicured garden and countryside.

A bedroom with a large bed, a desk, a chair, and a bathroom visible through an open door.

A two-story building with a warm facade, multiple windows with shutters, and a well-maintained garden with a bench.

11. Villa La Cappella

7.1 km from Castle of Oliveto

Vesna

₩225,203

₩293,530 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

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

12. Hotel le Macine

10 km from Castle of Oliveto

Amanda

₩123,252

₩141,601 total

includes taxes & fees

Oct 10 - Oct 11

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

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

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

13. Park Hotel Chianti

14.2 km from Castle of Oliveto

Manuel

₩90,192

₩108,253 total

includes taxes & fees

Nov 3 - Nov 4

A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.

A restaurant with brick arches, wooden ceiling beams, and tables set for dining.

A table set for dining outdoors with a view of the garden and trees.

A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.

14. Boccioleto Resort&Spa

13.2 km from Castle of Oliveto

robin

₩109,259

₩129,224 total

includes taxes & fees

Oct 20 - Oct 21

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

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

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

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

15. Podere La Quercia

10.1 km from Castle of Oliveto

James

₩242,439

₩274,217 total

includes taxes & fees

Nov 6 - Nov 7

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.

16. Tenuta Moriano

4.6 km from Castle of Oliveto

Cara

₩48,075

₩156,852 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 desk, and a chair. There are multiple windows with curtains, and a view of trees and mountains outside.

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

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.

17. Tenuta di Sticciano

5 km from Castle of Oliveto

Myca

₩204,665

₩232,658 total

includes taxes & fees

Oct 19 - Oct 20

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

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

18. Relais Sassa al Sole

15.6 km from Castle of Oliveto

Mackenzie

₩281,471

₩309,620 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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

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

19. Hotel Le Colline

15.5 km from Castle of Oliveto

Federico

₩125,954

₩147,592 total

includes taxes & fees

Oct 28 - Oct 29

A balcony with a view of the sunset, a pool, and a metal container with rocks.

A bedroom with a wooden bed, a desk with a chair, a window with curtains, and a wall-mounted lamp.

A breakfast table with tea, juice, sandwiches, and a vase of flowers.

A wooden interior with a curved ceiling and a view of a landscape through a window.

20. Hotel Torciano Vecchio Asilo

11.6 km from Castle of Oliveto

Devin Jordan

₩327,382

₩369,161 total

includes taxes & fees

Oct 20 - Oct 21

View all properties

Top Castle of Oliveto Hotel Reviews

LHP Certaldo Resort

10/10 Excellent

"The small town of Certaldo is really nice. We stayed at LHP Certaldo and did day trips to the more popular destinations like Florence. Worked out wonderfully. The walk to the town square and Funiculare to the medieval town is a short 10 minutes."

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 ."

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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 ₩108,253

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Castle of Oliveto hotels

1. Il Defizio

2. Capanna 1826

3. Hotel Il Castello

4. Hotel Sovestro

5. Villa I Barronci Resort & Spa

6. Locanda Il Pino

7. LHP Certaldo Resort

8. Borgo Elissa

9. Podere dell'Anselmo

10. Tenuta Sant'Ilario

11. Villa La Cappella

12. Hotel le Macine

13. Park Hotel Chianti

14. Boccioleto Resort&Spa

15. Podere La Quercia

16. Tenuta Moriano

17. Tenuta di Sticciano

18. Relais Sassa al Sole

19. Hotel Le Colline

20. Hotel Torciano Vecchio Asilo

Top Castle of Oliveto Hotel Reviews

LHP Certaldo Resort

Agriturismo Bio Fattoria Bacio

Poderi Arcangelo

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