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 structure with a metal pot on top, a red carriage, and a view of a town in the background.

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.

1. Capanna 1826

8 km from Castle of Oliveto

Richa

NT$3,422

NT$4,150 total

includes taxes & fees

Sep 14 - Sep 15

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

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

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.

2. Hotel Il Castello

5.6 km from Castle of Oliveto

Thomas

NT$4,282

NT$4,893 total

includes taxes & fees

Sep 14 - Sep 15

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

3. Tenuta Moriano

4.6 km from Castle of Oliveto

Cara

NT$2,252

NT$5,010 total

includes taxes & fees

Oct 12 - Oct 13

An outdoor café with tables and chairs, a whiteboard, and a door with a sign.

A restaurant with stone walls, framed artwork, and tables set for dining.

A cozy interior with a dining area, striped chairs, a rug, and a painting on the wall.

4. Locanda Il Pino

14.2 km from Castle of Oliveto

Thomas

NT$3,304

NT$3,817 total

includes taxes & fees

Sep 14 - Sep 15

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

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

5. Il Defizio

15.4 km from Castle of Oliveto

Courtney

NT$3,964

NT$4,471 total

includes taxes & fees

Sep 29 - Sep 30

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 sunlit outdoor seating area with a pergola and lounge chairs.

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

6. Le Mammole

15.3 km from Castle of Oliveto

Yuriy

NT$3,170

NT$3,487 total

includes taxes & fees

Sep 24 - Sep 25

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

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.

A large house with a terrace, surrounded by vineyards, and solar panels on the roof.

7. Podere La Quercia

10.1 km from Castle of Oliveto

Angie

NT$6,217

NT$7,022 total

includes taxes & fees

Oct 11 - Oct 12

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 clear blue pool with lounge chairs and a stone wall.

8. Podere dell'Anselmo

10.8 km from Castle of Oliveto

Sabrina

NT$3,554

NT$4,057 total

includes taxes & fees

Oct 2 - Oct 3

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

9. Boccioleto Resort&Spa

13.2 km from Castle of Oliveto

robin

NT$3,262

NT$3,808 total

includes taxes & fees

Sep 28 - Sep 29

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

A bedroom with a bed, a desk, a chair, and a window with a view of buildings.

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

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

10. Hotel Leon Bianco

14.4 km from Castle of Oliveto

Karen

NT$4,725

NT$5,418 total

includes taxes & fees

Sep 20 - Sep 21

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

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.

A swimming pool with clear water, surrounded by lounge chairs and trees.

11. Salvadonica - Borgo del Chianti

16.5 km from Castle of Oliveto

Jonathan

NT$6,833

NT$7,663 total

includes taxes & fees

Oct 11 - Oct 12

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

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

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

A gravel driveway leading to a stone building with a garden and tall trees.

12. Tenuta Sovestro - Agriturismo e Winery

15.5 km from Castle of Oliveto

Jeff

NT$6,182

NT$6,983 total

includes taxes & fees

Oct 12 - Oct 13

An outdoor patio with a table and chairs, a stone building with a balcony, and a sign that reads "Cucco".

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.

A buffet setup with various food items and a view of the outdoors through large windows.

13. Hotel le Macine

10 km from Castle of Oliveto

Amanda

NT$3,190

NT$3,655 total

includes taxes & fees

Oct 5 - Oct 6

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

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

A table set for dining with a view of a vineyard.

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

14. La Cisterna

14.5 km from Castle of Oliveto

john

NT$3,546

NT$4,121 total

includes taxes & fees

Oct 5 - Oct 6

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

A landscaped garden with a fountain, outdoor seating, and a stone building.

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

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

15. Tenuta Quadrifoglio

13.7 km from Castle of Oliveto

Geraldine

NT$4,705

NT$5,286 total

includes taxes & fees

Sep 14 - Sep 15

A swimming pool with a wooden deck, lounge chairs, and umbrellas in a landscaped garden.

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

A modern living room with a sofa, a lamp, and a view through an archway to a kitchen area.

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

16. Borgo Elissa

9.9 km from Castle of Oliveto

Danit

NT$4,077

NT$4,668 total

includes taxes & fees

Sep 20 - Sep 21

A bedroom with a bed, bedside table, lamp, and a desk with a chair.

A glass-top table with a decorative base, a vase with flowers, and a staircase in the background.

A modern walk-in closet with mirrored doors, built-in shelves, and a central mirror.

A walk-in closet with hanging space and shelves, featuring a mirror and a blue object on the upper shelf.

17. Duccio Nacci Rooms - guest house

14.4 km from Castle of Oliveto

Tessa

NT$4,325

NT$4,941 total

includes taxes & fees

Sep 14 - Sep 15

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

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

18. Hotel Torciano Vecchio Asilo

11.6 km from Castle of Oliveto

Devin Jordan

NT$10,181

NT$11,419 total

includes taxes & fees

Oct 4 - Oct 5

A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.

A living room with a sofa, coffee table, and framed pictures on the wall.

A living room with a sofa, a coffee table, and a television.

A small outdoor seating area with a round table and chairs, surrounded by metal railings.

19. Palazzo Mari

14.2 km from Castle of Oliveto

Stan

NT$2,324

NT$2,740 total

includes taxes & fees

Oct 3 - Oct 4

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

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

20. Park Hotel Chianti

14.2 km from Castle of Oliveto

Shereen

NT$3,086

NT$3,615 total

includes taxes & fees

Sep 28 - Sep 29

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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!"

LHP Certaldo Resort

10/10 Excellent

"Hotel was excellent in every way! The staff was amazing attending to our every need. Pool was a big plus in the hot summer weather! Breakfast buffet was also amazing. The location was a little disappointing being a little farther from the old Certaldo than expected. Also disappointing was the size of the shower in our room, make sure to get a bathroom with a good sized shower. Definitely would return without hesitation!"

Hotel Il Castello

10/10 Excellent

"Staying at Hotel Il Castello was a step back into history - a beautiful appointed historic building that had been sympathetically made over into a hotel/bar/restaurant, with panoramic views over Lower Certaldo. The bedrooms very clean, with rustic charm and furnishings. Modern functioning shower, TV, and AIRCON unit which was very welcome in the intensive 30+ degree heat of the day and night. The background music in the restaurant/bar always playing Jazz music - which, whilst not my favourite type of music, was actually very pleasant. Not surprising since the owner is a Jazz musician and either was OR is still heavily involved in the Jazz music industry. The only downside (and maybe only to British travellers?) was the absence of Tea/Coffee making facilities in your hotel room. From start to finish, hotel staff always helpful, always smiling and eager to assist in any way. Continental breakfast every morning with the options of cereals was marvellous. Certalo Alto (Upper Certaldo) where the hotel is positioned is in a fortified town and is very rustic and sympathetically restored without making everything look new, you KNOW without doubt that the area is set deep in history. Absolutely beautiful place. Dare I say it, younger people, or people without a car might find the lack of local amenities a bit of a challenge, but if you are looking for a sleepy, relaxing atmosphere, then this is the place for you. If the owner and staff see this, I really do want to thank them."

Poderi Arcangelo

8/10 Good

"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."

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! "

L'Una Dimora

8/10 Good

"The location was excellent with convenient distances from the funicular, the train, restaurants and the square. Very safe and pleasant."

Agriturismo Bio Fattoria Bacio

10/10 Excellent

"Wonderful staff here. Simona! Natalia! Good breakfast. Spacious rooms. Lovely area. It is remote but remote can be a wonderful thing. Only suggestion is the shower leaks because the shower door is not sealed. So a rethink there. But otherwise fabulous and highly recommended. "

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 Villa Panconesi.

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 Agricola Tamburini Emanuela, Castello Sonnino, and Tenuta Maiano.

Find hotels near Castle of Oliveto, Castelfiorentino from NT$2,740

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Our top choices for Castle of Oliveto hotels

1. Capanna 1826

2. Hotel Il Castello

3. Tenuta Moriano

4. Locanda Il Pino

5. Il Defizio

6. Le Mammole

7. Podere La Quercia

8. Podere dell'Anselmo

9. Boccioleto Resort&Spa

10. Hotel Leon Bianco

11. Salvadonica - Borgo del Chianti

12. Tenuta Sovestro - Agriturismo e Winery

13. Hotel le Macine

14. La Cisterna

15. Tenuta Quadrifoglio

16. Borgo Elissa

17. Duccio Nacci Rooms - guest house

18. Hotel Torciano Vecchio Asilo

19. Palazzo Mari

20. Park Hotel Chianti

Top Castle of Oliveto Hotel Reviews

Tenuta Moriano

LHP Certaldo Resort

Hotel Il Castello

Poderi Arcangelo

Tenuta di Sticciano

L'Una Dimora

Agriturismo Bio Fattoria Bacio

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