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 spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.

A bedroom with a bed, bedside tables, a rug, and a view of the outdoors.

A kitchen area with a marble countertop, a stone wall, and a sign reading "Cooking Class".

A stone building with a tower, a glass structure, and outdoor seating.

1. Salvadonica - Borgo del Chianti

16.5 km from Castle of Oliveto

Belinda

AED 254

AED 296 total

includes taxes & fees

9 Nov - 10 Nov

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

2. Villa I Barronci Resort & Spa

13.9 km from Castle of Oliveto

Haris

AED 270

AED 322 total

includes taxes & fees

25 Nov - 26 Nov

A two-story building with a tiled roof, surrounded by trees and a well-maintained lawn.

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.

3. Boccioleto Resort&Spa - Place of Charme

13.2 km from Castle of Oliveto

Josie

AED 268

AED 319 total

includes taxes & fees

10 Nov - 11 Nov

An outdoor dining area with tables and chairs, a brick wall, and a view of the landscape.

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

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

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

4. Hotel Il Castello

5.6 km from Castle of Oliveto

Kenneth

AED 480

AED 549 total

includes taxes & fees

26 Oct - 27 Oct

A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.

A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.

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

5. Hotel Villa San Giorgio

16.1 km from Castle of Oliveto

Arik

AED 221

AED 243 total

includes taxes & fees

15 Nov - 16 Nov

A yellow building with stone pillars, multiple windows, and a statue in the garden.

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

A room with a sofa, a desk, a bunk bed, and a patterned floor.

6. Villa San Lucchese

18.8 km from Castle of Oliveto

James

AED 382

AED 445 total

includes taxes & fees

28 Oct - 29 Oct

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.

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

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

7. Tenuta Moriano

4.6 km from Castle of Oliveto

Cara

AED 101

AED 395 total

includes taxes & fees

11 Nov - 12 Nov

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

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

8. Capanna 1826

8 km from Castle of Oliveto

Richa

AED 341

AED 419 total

includes taxes & fees

28 Oct - 29 Oct

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.

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

9. Podere dell'Anselmo

10.8 km from Castle of Oliveto

Drew

AED 261

AED 304 total

includes taxes & fees

11 Nov - 12 Nov

A cozy living room with large windows, a dining area, and a kitchen.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with tall trees in the background.

An arched doorway leading to a courtyard with stone flooring, potted plants, and a building with a tiled roof.

A cozy bar area with a curved wooden counter, wine glasses, and a potted plant.

10. Torraccia di Chiusi

18.3 km from Castle of Oliveto

James

AED 606

AED 687 total

includes taxes & fees

30 Oct - 31 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.

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.

11. Hotel Sovestro

15.5 km from Castle of Oliveto

Farzad

AED 490

AED 564 total

includes taxes & fees

1 Nov - 2 Nov

A hot tub on a deck with a view of vineyards and hills.

A dining area with wooden tables and chairs, a buffet with food and drinks, and large windows with a view.

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

A house with a solar panel roof, surrounded by vineyards and a hilly landscape.

12. Podere La Quercia

10.1 km from Castle of Oliveto

James

AED 662

AED 749 total

includes taxes & fees

6 Nov - 7 Nov

A person sitting by a swimming pool with a stone building in the background.

A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.

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.

13. Hotel Borgo di Cortefreda Relais - Place of Charme

13.1 km from Castle of Oliveto

Sergey

AED 425

AED 492 total

includes taxes & fees

25 Nov - 26 Nov

A building with a courtyard, arched entrance, and surrounding trees.

An outdoor dining area with tables and chairs, a striped canopy, and a view of the landscape.

A corridor with a red sofa, a wooden door, and a framed portrait on the wall.

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

14. Villa il Poggiale - Dimora Storica

13.9 km from Castle of Oliveto

Amber

AED 375

AED 416 total

includes taxes & fees

3 Nov - 4 Nov

A swimming pool with lounge chairs and a view of a hill with buildings.

A view from a window overlooking a rural landscape with rolling hills and vineyards.

An aerial view of a vineyard with rows of grapevines, a large building with a swimming pool, and a distant hilltop town.

A cozy dining area with a wooden table and chairs, a sofa, and a fireplace.

15. Agriturismo Il Casolare di Bucciano

16.3 km from Castle of Oliveto

"The views and quality of this agriturismo is simply outstanding. Peaceful and surreal, the view of San Gimigano are amazing. We had a wonderful time. Breakfast options could have been more varied for vegetarians and the staff member who greeted us on arrival could have been a little more welcoming! All other members of staff were outstanding. Did their best to accommodate us, including cooking special egg free dishes! Gratzie!"

Satnam

AED 426

AED 489 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

16. Villa La Cappella

7.1 km from Castle of Oliveto

Vesna

AED 674

AED 866 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

17. Mormoraia

10.8 km from Castle of Oliveto

Kathleen

AED 890

AED 1,000 total

includes taxes & fees

21 Nov - 22 Nov

A nighttime view of a hotel with a swimming pool, a flamingo float, and a starry sky.

An aerial view of a large, multi-story building with a swimming pool surrounded by sun loungers and a well-maintained lawn.

A spacious dining area with a high wooden ceiling, a stone floor, and a buffet setup.

A pool area with lounge chairs and umbrellas, surrounded by well-maintained lawns and a stone wall.

18. Molino di Foci

17.4 km from Castle of Oliveto

Oscar

AED 477

AED 541 total

includes taxes & fees

26 Oct - 27 Oct

A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

A view through a window of a well-maintained garden with a pathway, two tall trees, and a stone wall.

A swimming pool with a curved edge, surrounded by lush greenery and tall trees.

A spa room with a large bathtub, two wicker lounge chairs, a small table with candles, and a stone wall.

19. Borgo San Giusto

12.8 km from Castle of Oliveto

Lucy

AED 364

AED 412 total

includes taxes & fees

1 Nov - 2 Nov

A pathway leading to a swimming pool surrounded by lush greenery and tall trees.

A cobblestone pathway leading to a building with a brick facade and a large tree on the right.

A row of four oval-shaped sinks with numbers, a brick wall, and a red floor.

An outdoor dining area with tables and umbrellas, surrounded by a large tree and a view of the landscape.

20. Borgo Bucciano

17.7 km from Castle of Oliveto

Paul

AED 649

AED 751 total

includes taxes & fees

25 Nov - 26 Nov

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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 243

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Our top choices for Castle of Oliveto hotels

1. Salvadonica - Borgo del Chianti

2. Villa I Barronci Resort & Spa

3. Boccioleto Resort&Spa - Place of Charme

4. Hotel Il Castello

5. Hotel Villa San Giorgio

6. Villa San Lucchese

7. Tenuta Moriano

8. Capanna 1826

9. Podere dell'Anselmo

10. Torraccia di Chiusi

11. Hotel Sovestro

12. Podere La Quercia

13. Hotel Borgo di Cortefreda Relais - Place of Charme

14. Villa il Poggiale - Dimora Storica

15. Agriturismo Il Casolare di Bucciano

16. Villa La Cappella

17. Mormoraia

18. Molino di Foci

19. Borgo San Giusto

20. Borgo Bucciano

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