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

A two-story building with a tiled roof, a central entrance, and a small balcony.

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

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

1. Boccioleto Resort&Spa

13.2 km from Castle of Oliveto

robin

AED 292

AED 346 total

includes taxes & fees

13 Oct - 14 Oct

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

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

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

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

2. Villa I Barronci Resort & Spa

13.9 km from Castle of Oliveto

Haris

AED 301

AED 356 total

includes taxes & fees

4 Nov - 5 Nov

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

3. Il Defizio

15.4 km from Castle of Oliveto

Courtney

AED 457

AED 515 total

includes taxes & fees

8 Oct - 9 Oct

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 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.

4. Capanna 1826

8 km from Castle of Oliveto

Richa

AED 343

AED 421 total

includes taxes & fees

28 Oct - 29 Oct

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

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.

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

AED 518

AED 595 total

includes taxes & fees

25 Oct - 26 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

9.9 km from Castle of Oliveto

Danit

AED 437

AED 501 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

7. Tenuta Sant'Ilario

8.2 km from Castle of Oliveto

Sergio

AED 366

AED 415 total

includes taxes & fees

1 Nov - 2 Nov

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 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.

8. Tenuta di Sticciano

5 km from Castle of Oliveto

Myca

AED 528

AED 602 total

includes taxes & fees

11 Oct - 12 Oct

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

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.

9. Podere La Quercia

10.1 km from Castle of Oliveto

James

AED 665

AED 752 total

includes taxes & fees

1 Nov - 2 Nov

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 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.

10. Hotel Il Castello

5.6 km from Castle of Oliveto

Kenneth

AED 482

AED 551 total

includes taxes & fees

21 Oct - 22 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 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.

11. Hotel Borgo di Cortefreda Relais

13.1 km from Castle of Oliveto

Sergey

AED 484

AED 557 total

includes taxes & fees

24 Oct - 25 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 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.

12. Park Hotel Chianti

14.2 km from Castle of Oliveto

Manuel

AED 281

AED 333 total

includes taxes & fees

4 Nov - 5 Nov

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

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.

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

13. Podere dell'Anselmo

10.8 km from Castle of Oliveto

Sabrina

AED 337

AED 387 total

includes taxes & fees

18 Oct - 19 Oct

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.

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

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

14. Hotel Sovestro

15.5 km from Castle of Oliveto

Bob

AED 510

AED 585 total

includes taxes & fees

2 Nov - 3 Nov

A narrow street lined with stone buildings, outdoor seating, and a few people walking.

A yellow building with a wooden double door, potted plants, and a signboard with directional information.

A hotel room with a large bed, bedside lamps, a wooden ceiling beam, and a window with shutters.

A historic town with prominent medieval towers and a central building with arched windows.

15. La Casa di Ines

14.2 km from Castle of Oliveto

Chrystal

AED 186

AED 225 total

includes taxes & fees

19 Oct - 20 Oct

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

16. Locanda Il Pino

14.2 km from Castle of Oliveto

Thomas

AED 327

AED 381 total

includes taxes & fees

14 Oct - 15 Oct

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

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

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.

17. Relais Sassa al Sole

15.6 km from Castle of Oliveto

William Neill

AED 773

AED 850 total

includes taxes & fees

9 Oct - 10 Oct

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.

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

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

18. Country Hotel Borgo Sant'Ippolito

13.8 km from Castle of Oliveto

Evauna

AED 528

AED 602 total

includes taxes & fees

1 Nov - 2 Nov

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

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

19. Le Mammole

15.3 km from Castle of Oliveto

Yuriy

AED 357

AED 393 total

includes taxes & fees

6 Oct - 7 Oct

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

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

20. Villa San Filippo

14.2 km from Castle of Oliveto

Nadia

AED 260

AED 311 total

includes taxes & fees

18 Oct - 19 Oct

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Top Castle of Oliveto Hotel Reviews

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!"

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

10/10 Excellent

"Villa Belsole exceeds the listing. We were a big party of 18 made up of five families who have holidayed together several times previously and this property met our expectations 100%. We did make use of the option to have additional beds which provided further flexibility for the sleeping arrangements and meant parents could have separate rooms from the children in all cases. Communication with Enzo and Christina was perfect and although there was a small misunderstanding during check-in regarding the additional cost of electricity and water for the week this was quickly resolved. We took advantage of using the local cook on-site for one evening which was an excellent choice and we were able to adjust the menu to suit our party's tastes and dietary needs - the food was wonderful and plentiful. Indoor and outdoor dining tables, which could seat us all, were made good use of and the pool gave a welcome break from the high temperatures in August and has a view which never failed to look anything but spectacular. Aircon operates throughout the property in all the rooms and makes for a very comfortable nights sleep. The villa is perfectly positioned for day trips to Florence, Siena and Pisa with the local town of Certaldo having well stocked Supermarkets. A perfect holiday which both the parents and children thoroughly enjoyed - highly recommended. Thank you."

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"

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 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 AED 225

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Our top choices for Castle of Oliveto hotels

1. Boccioleto Resort&Spa

2. Villa I Barronci Resort & Spa

3. Il Defizio

4. Capanna 1826

5. LHP Certaldo Resort

6. Borgo Elissa

7. Tenuta Sant'Ilario

8. Tenuta di Sticciano

9. Podere La Quercia

10. Hotel Il Castello

11. Hotel Borgo di Cortefreda Relais

12. Park Hotel Chianti

13. Podere dell'Anselmo

14. Hotel Sovestro

15. La Casa di Ines

16. Locanda Il Pino

17. Relais Sassa al Sole

18. Country Hotel Borgo Sant'Ippolito

19. Le Mammole

20. Villa San Filippo

Top Castle of Oliveto Hotel Reviews

Tenuta Moriano

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

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

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