The Best Hotels Closest to Castle of Oliveto in Castelfiorentino - 2026 Updated Prices

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Our top choices for Castle of Oliveto hotels

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

1. LHP Certaldo Resort

3.7 mi from Castle of Oliveto

Arash

£104

includes taxes & fees

29 Oct - 30 Oct

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

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

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.

2. Il Defizio

9.6 mi from Castle of Oliveto

Courtney

£107

includes taxes & fees

29 Sept - 30 Sept

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

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

3. Capanna 1826

5 mi from Castle of Oliveto

Richa

£97

includes taxes & fees

7 Oct - 8 Oct

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

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

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

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

4. Hotel Il Castello

3.5 mi from Castle of Oliveto

Kenneth

£115

includes taxes & fees

30 Sept - 1 Oct

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.

5. Locanda Il Pino

8.8 mi from Castle of Oliveto

Thomas

£71

includes taxes & fees

12 Oct - 13 Oct

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

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

6. Borgo Elissa

6.2 mi from Castle of Oliveto

Danit

£104

includes taxes & fees

5 Oct - 6 Oct

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

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

7. Boccioleto Resort&Spa

8.2 mi from Castle of Oliveto

robin

£63

includes taxes & fees

13 Oct - 14 Oct

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

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

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

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

8. Tenuta Moriano

2.9 mi from Castle of Oliveto

Cara

£116

includes taxes & fees

25 Oct - 26 Oct

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

A residential area with houses, a garden with flowers, and a tall tree.

9. Podere dell'Anselmo

6.7 mi from Castle of Oliveto

Sabrina

£95

includes taxes & fees

18 Oct - 19 Oct

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

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.

10. Tenuta di Sticciano

3.1 mi from Castle of Oliveto

Myca

£124

includes taxes & fees

13 Oct - 14 Oct

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

5.1 mi from Castle of Oliveto

Sergio

£89

includes taxes & fees

21 Oct - 22 Oct

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 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.

12. Park Hotel Chianti

8.9 mi from Castle of Oliveto

Manuel

£74

includes taxes & fees

29 Oct - 30 Oct

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

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.

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

13. Relais Sassa al Sole

9.7 mi from Castle of Oliveto

William Neill

£164

includes taxes & fees

7 Oct - 8 Oct

A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.

A historic square with stone buildings, a central fountain, and a tower.

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

A lobby with a reception desk, a staircase, and seating areas.

14. La Cisterna

9 mi from Castle of Oliveto

john

£77

includes taxes & fees

28 Oct - 29 Oct

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

A hotel room with a bathtub, a bed, a desk, and a window with curtains.

15. Hotel le Macine

6.2 mi from Castle of Oliveto

Amanda

£86

includes taxes & fees

4 Oct - 5 Oct

A stone building with a swimming pool, outdoor seating, and a waterfall feature.

A buffet setup with various food items and beverages, wooden crates, and a stone wall background.

A well-lit outdoor area with a stone building, tall trees, and a pathway leading to the entrance.

A rustic stone building with a wooden ceiling and a view of a vineyard.

16. Tenuta Sovestro - Agriturismo e Winery

9.6 mi from Castle of Oliveto

J MANUEL

£151

includes taxes & fees

22 Oct - 23 Oct

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.

17. Hotel Borgo di Cortefreda Relais

8.2 mi from Castle of Oliveto

Sergey

£116

includes taxes & fees

24 Oct - 25 Oct

An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.

A gym with treadmills, weight machines, and free weights.

A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.

18. Hotel Leon Bianco

9 mi from Castle of Oliveto

CINTHIA ELAINE DE

£112

includes taxes & fees

19 Oct - 20 Oct

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.

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

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

19. Hotel Sovestro

9.6 mi from Castle of Oliveto

Manuel

£133

includes taxes & fees

25 Oct - 26 Oct

A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

An outdoor patio with tables and chairs, a fountain, and a well-maintained garden.

A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a scenic view of hills and a cloudy sky.

A dining area with a wooden table, chairs, a floral centerpiece, and a kitchen in the background.

20. Tenuta Quadrifoglio

8.5 mi from Castle of Oliveto

Geraldine

£111

includes taxes & fees

19 Oct - 20 Oct

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Top Castle of Oliveto Hotel Reviews

LHP Certaldo Resort

10/10 Excellent

"For our Tuscany tour, we decided to stay at LHP Certaldo Resort as it was very near to railway station. I turned out to be best location as train station is 7-9 min walk and area is very safe even at late evening. It is quiet location away from all noises and very easy to go to Pisa, Florence, San Gimignano, Siena, Cirque Terre without having to worry about driving. Check Train time tables to make the most of your time. The resort is an excellent property with all amenities and even a swimming pool ! They have included breakfast that is so nice with so many varieties to enjoy with plenty of choices for vegetarians. The staff is superb, lady at the front desk is so courteous and helpful in case if you have questions. Other staffs are equally nice and servers you with smile."

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"

Spacious Tuscany Retreat

10/10 Excellent

"The bedrooms were spacious and provided a relaxing environment. Enjoyed morning coffee from the espresso machine, such a nice perk!"

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 get tickets for a performance at Teatro del Popolo on your trip to Castelfiorentino. Discover the beautiful countryside and wineries in this quaint area.

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Benozzo Gozzoli Museum

You can spend an afternoon browsing the exhibits at Benozzo Gozzoli Museum during your trip to 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 travels 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 beautiful countryside and selection of wineries. If you're looking for a convenient place to stay, take a look at the 32 hotels and other accommodation options 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 traveller 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 WIFI, pool, TV and pets allowed, close to San Gimignano.

How many hotels are there close to Castle of Oliveto?

Expedia has 32 hotels and other accommodation options 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! Most hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of your booking. Add dates, click "Search", then you can filter by "fully refundable" to view the best deals available near Castle of Oliveto.

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.

Search Hotels Near Castle of Oliveto, Castelfiorentino

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Our top choices for Castle of Oliveto hotels

1. LHP Certaldo Resort

2. Il Defizio

3. Capanna 1826

4. Hotel Il Castello

5. Locanda Il Pino

6. Borgo Elissa

7. Boccioleto Resort&Spa

8. Tenuta Moriano

9. Podere dell'Anselmo

10. Tenuta di Sticciano

11. Tenuta Sant'Ilario

12. Park Hotel Chianti

13. Relais Sassa al Sole

14. La Cisterna

15. Hotel le Macine

16. Tenuta Sovestro - Agriturismo e Winery

17. Hotel Borgo di Cortefreda Relais

18. Hotel Leon Bianco

19. Hotel Sovestro

20. Tenuta Quadrifoglio

Top Castle of Oliveto Hotel Reviews

LHP Certaldo Resort

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

Spacious Tuscany Retreat

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