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 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.

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

1. Capanna 1826

8 km from Castle of Oliveto

Richa

￥14,217

￥17,502 total

includes taxes & fees

Oct 13 - Oct 14

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 comfortable sofa, a wooden coffee table, and a bookshelf.

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

2. 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

￥19,586

￥22,077 total

includes taxes & fees

Oct 15 - Oct 16

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

A table with breakfast items, a clear view of the countryside, and a white umbrella.

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

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

3. Villa I Barronci Resort & Spa

13.9 km from Castle of Oliveto

Haris

￥11,891

￥14,144 total

includes taxes & fees

Nov 12 - Nov 13

A compact kitchen with a refrigerator, microwave, kettle, and a sink with a faucet.

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

4. Boccioleto Resort&Spa - Place of Charme

13.2 km from Castle of Oliveto

robin

￥11,986

￥14,249 total

includes taxes & fees

Oct 20 - Oct 21

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

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

5. LHP Certaldo Resort

5.9 km from Castle of Oliveto

Arash

￥17,596

￥20,419 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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

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

6. Hotel Sovestro

15.5 km from Castle of Oliveto

Farzad

￥21,129

￥24,306 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 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.

7. Hotel Il Castello

5.6 km from Castle of Oliveto

Kenneth

￥19,213

￥22,021 total

includes taxes & fees

Nov 10 - Nov 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 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.

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

8. Park Hotel Chianti

14.2 km from Castle of Oliveto

Manuel

￥10,505

￥12,620 total

includes taxes & fees

Nov 6 - Nov 7

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

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

A spacious living room with a high arched brick ceiling, a fireplace, and a view through an open doorway.

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

9. Villa La Cappella

7.1 km from Castle of Oliveto

Vesna

￥27,537

￥35,681 total

includes taxes & fees

Nov 12 - Nov 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 traditional villa with a garden, a patio with outdoor furniture, and a white tent.

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

10. Podere dell'Anselmo

10.8 km from Castle of Oliveto

Tindra

￥11,254

￥13,088 total

includes taxes & fees

Nov 11 - Nov 12

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

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

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

A stone villa surrounded by lush greenery and rolling hills.

11. Tenuta Sant'Ilario

8.2 km from Castle of Oliveto

Sergio

￥15,357

￥17,425 total

includes taxes & fees

Nov 2 - Nov 3

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.

12. Locanda Il Pino

14.2 km from Castle of Oliveto

Thomas

￥14,363

￥16,686 total

includes taxes & fees

Oct 13 - Oct 14

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

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

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

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

13. Tenuta Moriano

4.6 km from Castle of Oliveto

Cara

￥4,356

￥17,027 total

includes taxes & fees

Nov 11 - Nov 12

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 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.

14. Hotel Borgo di Cortefreda Relais - Place of Charme

13.1 km from Castle of Oliveto

Sergey

￥20,567

￥23,688 total

includes taxes & fees

Nov 12 - Nov 13

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 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.

15. Borgo Elissa

9.9 km from Castle of Oliveto

Danit

￥17,058

￥19,651 total

includes taxes & fees

Oct 19 - Oct 20

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.

16. Tenuta di Sticciano

5 km from Castle of Oliveto

Myca

￥22,662

￥25,815 total

includes taxes & fees

Oct 13 - Oct 14

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

A two-story building with a rustic facade, arched windows, and a tiled roof.

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

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

17. Hotel Torciano Vecchio Asilo

11.6 km from Castle of Oliveto

Devin Jordan

￥35,058

￥39,628 total

includes taxes & fees

Oct 21 - Oct 22

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

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

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

A bedroom with a bed, a desk, and a chair. There are windows with curtains, a television on the wall, and a view of the outdoors.

18. Podere La Quercia

10.1 km from Castle of Oliveto

James

￥28,530

￥32,270 total

includes taxes & fees

Nov 6 - Nov 7

A stone building with an arched entrance, ivy-covered walls, and potted plants.

A cozy room with a glass door leading to a pool area, a wooden bench, and a table with glasses and a bottle.

A kitchen with a herringbone tile floor, a breakfast bar with fruit and bread, and a view of a garden through a glass door.

A room with a stone floor, a sofa, a chair, and a bookshelf.

19. Mormoraia

10.8 km from Castle of Oliveto

Kathleen

￥43,716

￥48,974 total

includes taxes & fees

Oct 20 - Oct 21

A covered outdoor area with columns, potted plants, and a view of the sea.

A poolside area with a pool, lounge chairs, and a building in the background.

A courtyard with a building featuring arched windows and a tiled roof.

A traditional room with a sofa, chairs, a desk, and a window with curtains.

20. Villa il Poggiale - Dimora Storica

13.9 km from Castle of Oliveto

Amber

￥18,774

￥20,828 total

includes taxes & fees

Oct 25 - Oct 26

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Top Castle of Oliveto Hotel Reviews

VILLA BELSOLE -in Chianti in Tuscany, with heated pool and car charging.

10/10 Excellent

"Beautiful views and location. Pool was great"

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!"

Casa Farsetti - Exclusive villa with private pool between Siena and Florence

10/10 Excellent

"Idyllisch gelegene Villa mit viel toskanischem Charme und liebevoller Einrichtung. Die Anlage ist perfekt, Poolbereich sehr groß und eine wunderschöne Aussicht. Ohne Klimaanlage ist es in den Schlafbereichen sehr warm, aber es werden genügend Ventilatoren zur Verfügung gestellt."

Villa in Chianti with private pool, walking to a restaurant Electric car charger

10/10 Excellent

"Villa idéalement située pour découvrir les beautés de la Toscane.Grande gentillesse et disponibilité des propriétaires.Magnifiques jardin et piscine avec vue imprenable de la terrasse.En famille (14) nous avons passé une merveilleuse semaine dans cette belle villa."

"A CASA DI FRANCA" PRIVATE VILLA IN CHIANTI A RURAL REFUGE FOR FAMILIES

10/10 Excellent

"Gambassi Terme was an incredible home with amazing views of the nearby vineyard. The rooms were chic with plenty of space for our large family. The outdoor spaces were elevated and relaxing and plenty of toys for the kids to play at the pool. And the wine from the vineyard was delicious. Would love to stay here again when visiting Tuscany. 10 out of 10.Christina"

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 Beautiful apartment for 6 people with pool, WIFI, TV and pets allowed, close to San Gimignano.

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 ￥12,620

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Our top choices for Castle of Oliveto hotels

1. Capanna 1826

2. Il Defizio

3. Villa I Barronci Resort & Spa

4. Boccioleto Resort&Spa - Place of Charme

5. LHP Certaldo Resort

6. Hotel Sovestro

7. Hotel Il Castello

8. Park Hotel Chianti

9. Villa La Cappella

10. Podere dell'Anselmo

11. Tenuta Sant'Ilario

12. Locanda Il Pino

13. Tenuta Moriano

14. Hotel Borgo di Cortefreda Relais - Place of Charme

15. Borgo Elissa

16. Tenuta di Sticciano

17. Hotel Torciano Vecchio Asilo

18. Podere La Quercia

19. Mormoraia

20. Villa il Poggiale - Dimora Storica

Top Castle of Oliveto Hotel Reviews

VILLA BELSOLE -in Chianti in Tuscany, with heated pool and car charging.

Tenuta Moriano

Casa Farsetti - Exclusive villa with private pool between Siena and Florence

Villa in Chianti with private pool, walking to a restaurant Electric car charger

"A CASA DI FRANCA" PRIVATE VILLA IN CHIANTI A RURAL REFUGE FOR FAMILIES

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