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 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 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.

1. Villa I Barronci Resort & Spa

13.9 km from Castle of Oliveto

Haris

AED 267

AED 318 total

includes taxes & fees

15 Nov - 16 Nov

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

2. LHP Certaldo Resort

5.9 km from Castle of Oliveto

Arash

AED 407

AED 473 total

includes taxes & fees

29 Oct - 30 Oct

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

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.

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

3. Boccioleto Resort&Spa - Place of Charme

13.2 km from Castle of Oliveto

robin

AED 267

AED 318 total

includes taxes & fees

8 Nov - 9 Nov

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

4. Capanna 1826

8 km from Castle of Oliveto

Richa

AED 329

AED 405 total

includes taxes & fees

5 Nov - 6 Nov

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

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

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

5. Park Hotel Chianti

14.2 km from Castle of Oliveto

Manuel

AED 243

AED 292 total

includes taxes & fees

15 Nov - 16 Nov

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 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.

6. Hotel Il Castello

5.6 km from Castle of Oliveto

Kenneth

AED 479

AED 547 total

includes taxes & fees

20 Oct - 21 Oct

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.

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.

7. Hotel Sovestro

15.5 km from Castle of Oliveto

Farzad

AED 489

AED 563 total

includes taxes & fees

1 Nov - 2 Nov

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 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.

8. Tenuta Sant'Ilario

8.2 km from Castle of Oliveto

Sergio

AED 359

AED 408 total

includes taxes & fees

2 Nov - 3 Nov

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

A stone wall with a metal staircase and a black arched door.

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.

9. Villa il Poggiale - Dimora Storica

13.9 km from Castle of Oliveto

Amber

AED 323

AED 359 total

includes taxes & fees

15 Nov - 16 Nov

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 couple walking down a gravel path flanked by tall trees and a building in the background.

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

10. Tenuta di Sticciano

5 km from Castle of Oliveto

Myca

AED 519

AED 591 total

includes taxes & fees

19 Oct - 20 Oct

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.

11. Borgo Elissa

9.9 km from Castle of Oliveto

Danit

AED 397

AED 458 total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

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

12. Villa La Cappella

7.1 km from Castle of Oliveto

Vesna

AED 632

AED 820 total

includes taxes & fees

13 Nov - 14 Nov

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

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

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.

13. Podere dell'Anselmo

10.8 km from Castle of Oliveto

Tindra

AED 260

AED 303 total

includes taxes & fees

11 Nov - 12 Nov

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

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

14. Tenuta Moriano

4.6 km from Castle of Oliveto

Cara

AED 101

AED 394 total

includes taxes & fees

11 Nov - 12 Nov

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

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

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

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

15. Hotel Torciano Vecchio Asilo

11.6 km from Castle of Oliveto

Devin Jordan

AED 820

AED 927 total

includes taxes & fees

21 Oct - 22 Oct

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 villa with a swimming pool, surrounded by lush greenery and hills.

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

16. Relais Sassa al Sole

15.6 km from Castle of Oliveto

Mackenzie

AED 767

AED 844 total

includes taxes & fees

22 Oct - 23 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.

17. Locanda Il Pino

14.2 km from Castle of Oliveto

Thomas

AED 332

AED 386 total

includes taxes & fees

16 Oct - 17 Oct

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 sunlit outdoor seating area with a pergola and lounge chairs.

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

18. Le Mammole

15.3 km from Castle of Oliveto

Yuriy

AED 354

AED 390 total

includes taxes & fees

17 Oct - 18 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.

19. Hotel Borgo di Cortefreda Relais - Place of Charme

13.1 km from Castle of Oliveto

Sergey

AED 431

AED 499 total

includes taxes & fees

15 Nov - 16 Nov

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

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

A small building with a tiled roof, a covered outdoor seating area with chairs and umbrellas, and a gravel courtyard with potted plants.

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

20. Country Hotel Borgo Sant'Ippolito

13.8 km from Castle of Oliveto

Evauna

AED 458

AED 525 total

includes taxes & fees

16 Oct - 17 Oct

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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"

Farmhouse in Castelfiorentino with Pool

10/10 Excellent

"There are not enough positive things that I can say about this experience. The view, Patricia is amazing, the pool the olive trees the vineyards so close to head out to the small towns of Tuscany amazing delicious restaurants everywhere we can’t wait to return what a treat this was. If you’re looking for a rustic authentic villa this is your pic if you’re looking for bells and whistles this is not your pick this is true Tuscany."

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 AED 292

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Our top choices for Castle of Oliveto hotels

1. Villa I Barronci Resort & Spa

2. LHP Certaldo Resort

3. Boccioleto Resort&Spa - Place of Charme

4. Capanna 1826

5. Park Hotel Chianti

6. Hotel Il Castello

7. Hotel Sovestro

8. Tenuta Sant'Ilario

9. Villa il Poggiale - Dimora Storica

10. Tenuta di Sticciano

11. Borgo Elissa

12. Villa La Cappella

13. Podere dell'Anselmo

14. Tenuta Moriano

15. Hotel Torciano Vecchio Asilo

16. Relais Sassa al Sole

17. Locanda Il Pino

18. Le Mammole

19. Hotel Borgo di Cortefreda Relais - Place of Charme

20. Country Hotel Borgo Sant'Ippolito

Top Castle of Oliveto Hotel Reviews

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

Farmhouse in Castelfiorentino with Pool

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