Lilliano Holiday Rentals, Castellina in Chianti: Private House Rentals

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Our top choices for Lilliano hotels

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

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

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

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

1. Villa San Lucchese

Poggibonsi

James

Rp2.037.024

Rp2.362.125 total

includes taxes & fees

21 Oct - 22 Oct

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

A modern interior with a bar area, seating, and a staircase.

2. Locanda le Piazze

Castellina in Chianti

Colleen

Rp6.621.778

Rp7.405.355 total

includes taxes & fees

27 Oct - 28 Oct

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A room with a view of a forest through a window, a table with a lamp, and a chair.

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

3. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

Rp4.916.670

Rp5.570.203 total

includes taxes & fees

9 Nov - 10 Nov

A person sitting in a hot tub with a waterfall feature in the background.

A dining area with tables and chairs, a chandelier, and wall-mounted lighting.

A hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.

A tiled shower area with a square light fixture above the showerhead.

4. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

Maria

Rp2.085.860

Rp2.375.379 total

includes taxes & fees

8 Nov - 9 Nov

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

5. Castello La Leccia

Castellina in Chianti

Samuel

Rp3.622.463

Rp4.065.642 total

includes taxes & fees

4 Nov - 5 Nov

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

A rustic stone building with a garden in front.

A person relaxing in a hot tub with a view of a building and trees in the background.

6. Belvedere di San Leonino

Castellina in Chianti

Kevork

Rp1.941.024

Rp2.256.685 total

includes taxes & fees

27 Oct - 28 Oct

A person sitting in a corner of a room with tiled walls and a bench.

A fountain in a park with tall trees and a clear sky.

A poolside area with lounge chairs, umbrellas, and a swimming pool.

A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

7. Hotel Il Piccolo Castello

Monteriggioni

Frank

Rp1.880.879

Rp2.210.681 total

includes taxes & fees

13 Nov - 14 Nov

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

A clear blue pool with lounge chairs and a stone building in the background.

A stone building with a wooden bench outside.

8. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

Rp1.765.532

Rp2.002.785 total

includes taxes & fees

21 Oct - 22 Oct

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A well-decorated living room with a sofa, a coffee table, and a vase with flowers.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

A restaurant with stone walls, wooden furniture, and a wine cellar.

9. Fattoria di Vegi

Castellina in Chianti

Robin

Rp5.090.422

Rp5.720.863 total

includes taxes & fees

22 Oct - 23 Oct

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

10. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Leslie

Rp1.713.385

Rp2.046.590 total

includes taxes & fees

16 Nov - 17 Nov

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

An outdoor patio with stone flooring, a table with chairs, and potted plants.

11. Hotel Borgo San Luigi

Monteriggioni

yekta

Rp2.259.681

Rp2.627.282 total

includes taxes & fees

15 Nov - 16 Nov

A rock garden with various succulents and plants.

A modern bedroom with a large bed, a nightstand, a chair, and a TV.

A modern building with the sign "Toscana Ambassador Hotel".

A modern hotel lobby with a curved reception desk, seating areas, and large windows.

12. Hotel Toscana Ambassador

Poggibonsi

Marian

Rp1.251.516

Rp1.376.667 total

includes taxes & fees

1 Nov - 2 Nov

A courtyard with a statue, stone walls, and a reception sign.

A spacious room with a high ceiling, wooden beams, and a chandelier. There are tables and chairs arranged for dining, and a wine rack filled with bottles.

An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.

A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.

13. Relais Della Rovere

Colle di Val d'Elsa

Megan

Rp2.532.830

Rp2.867.046 total

includes taxes & fees

30 Oct - 31 Oct

An outdoor dining area with a pool, potted plants, and umbrellas.

A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

A villa with a swimming pool, outdoor seating, and a garden.

An outdoor dining area with a table set for two, overlooking a pool and vineyard.

14. Relais Vignale & Spa

Radda in Chianti

Ali

Rp3.119.377

Rp4.052.475 total

includes taxes & fees

28 Oct - 29 Oct

A large building with multiple rooms, surrounded by a field of lavender.

An arched brick corridor leading to a dining area with tables set for a meal.

A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.

A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

15. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

Rp6.631.929

Rp7.497.454 total

includes taxes & fees

5 Nov - 6 Nov

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.

A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.

An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.

16. Hotel Villa Campomaggio

Radda in Chianti

Dario

Rp2.979.800

Rp3.399.179 total

includes taxes & fees

3 Nov - 4 Nov

A spacious interior with high arched ceilings, stone walls, and a central round mirror reflecting the room. Tables and chairs are arranged for dining or socializing.

An outdoor dining area with a long table set for a meal, surrounded by chairs, and string lights overhead.

A garden with tall cypress trees, a variety of shrubs, and a stone pathway.

An outdoor dining area with tables and chairs, a chef preparing food, and a scenic view in the background.

17. COMO Castello Del Nero

Tavarnelle Val di Pesa

Lauren

Rp13.078.011

Rp14.547.678 total

includes taxes & fees

13 Nov - 14 Nov

A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

A room with a woven basket on a round table, a wooden chair, and a wooden floor.

A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

18. Relais Castel Bigozzi

Monteriggioni

Nissan

Rp1.787.880

Rp2.108.300 total

includes taxes & fees

3 Nov - 4 Nov

A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.

A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.

An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.

19. Borgo Vescine

Radda in Chianti

Natalie

Rp8.343.440

Rp9.339.650 total

includes taxes & fees

21 Oct - 22 Oct

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

A breakfast buffet with various pastries, fruits, and beverages.

A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

20. Villa Sabolini

Colle di Val d'Elsa

Patricia

Rp1.448.710

Rp1.674.514 total

includes taxes & fees

3 Nov - 4 Nov

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Stay near popular Lilliano attractions

Lilliano Estate Winery

You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano.

See properties

Top Lilliano Hotel Reviews

La Certosa di Pontignano

10/10 Excellent

"Great location amazing place"

Il Chiostro del Carmine

8/10 Good

"We really enjoyed our stay at Il Chiostro del Carmine. The hotel is definitely a little older, but that was part of the charm for us. Staying inside a former monastery gave the property so much character and made it feel completely different from a typical hotel. The location was also excellent. It sits just outside the busiest part of Siena, but we were still within about a 10-minute walk of pretty much everything we wanted to see or do. The atmosphere was peaceful, the setting was unique, and it fit Siena perfectly. If you prefer hotels with history and character over ultra-modern ones, this is a great place to stay."

Poderi Arcangelo

10/10 Excellent

"Personnels très gentils, dégustation de vins super bon et intéressant, souper excellent, très bonne qualité nourriture, vin, huile d’olive. Je recommande cet endroit fortement"

Salvadonica - Borgo del Chianti

10/10 Excellent

"Beautiful property, clean and spacious room, great service. We are so thankful for our stay at this property. We had a patio outside our room, and this was a highlight for me. The restaurant had a bar with local wines and snacks; we could then sit outside and relax in peace. We did one of the wine tastings with the hotel, which was fabulous. We ate at the restaurant; my teenage children each found something they enjoyed. It is located outside of Florence, so we did have a bit of a drive each day to see different sites, but the property made the stay very well worth it. Breakfast each day was also really wonderful,"

Hotel Chiusarelli

8/10 Good

"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."

Hotel Italia

10/10 Excellent

"Staff and hotel was great."

Four Points by Sheraton Siena

8/10 Good

"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."

Hu Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."

More cheap stays in Lilliano

Cannon d'Oro

Via Montanini 28 Siena SI

Rp1.034.653

Rp1.198.819 total

14 Nov - 15 Nov

includes taxes & fees

7.8/10 Good! (259 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

Rp1.370.708

Rp1.568.479 total

8 Nov - 9 Nov

includes taxes & fees

7.8/10 Good! (453 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

Rp1.564.395

Rp1.781.535 total

1 Nov - 2 Nov

includes taxes & fees

8.8/10 Excellent! (114 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

Rp1.646.339

Rp1.871.673 total

4 Nov - 5 Nov

includes taxes & fees

10/10 Exceptional! (52 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

Rp1.297.614

Rp3.106.731 total

3 Nov - 4 Nov

includes taxes & fees

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

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Frequently asked questions

What's the best place to stay in Lilliano?

Hotel Athena, located 9.1 mi (14.6 km) from the heart of Lilliano, is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are La Certosa di Pontignano and NH Siena. See all available top hotels, or vacation rentals in Lilliano.

What are some of the best holiday rentals that Lilliano has to offer?

Borgo Argiano: This holiday home rental outside of Lilliano is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library. See all vacation rentals in Lilliano.

If I need to cancel my hotel reservation in Lilliano, will I receive a refund?

Yes! You'll find that most hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Lilliano.

What are some accommodation options with pools in Lilliano?

Poderi Arcangelo: Offers a snack bar/deli, 3 outdoor swimming pools and free self parking. Another option that offers an on-site pool is Fattoria di Vegi. View all hotels with pools in Lilliano.

What's it like staying in Lilliano?

Visitors will definitely enjoy all that Lilliano has to offer. In Lilliano, there are 26 hotels and other accommodation options to choose from. Find out more about Lilliano.

What are the top places to visit in Lilliano?

A favourite place to visit is Lilliano Estate Winery. You'll also find City Hall Castellina In Chianti and Isole e Olena Winery in the area. Take a look at what more there is to see and do in Expedia's Lilliano guide.

What's the seasonal weather in Lilliano?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Lilliano is 946 mm.

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Find hotels in Lilliano from Rp1.198.819

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Lilliano

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Lilliano hotels

1. Villa San Lucchese

2. Locanda le Piazze

3. Dievole Wine Resort

4. Hotel Palazzo San Lorenzo & SPA

5. Castello La Leccia

6. Belvedere di San Leonino

7. Hotel Il Piccolo Castello

8. Hotel Colle Etrusco Salivolpi

9. Fattoria di Vegi

10. La Certosa di Pontignano - Place of Charme

11. Hotel Borgo San Luigi

12. Hotel Toscana Ambassador

13. Relais Della Rovere

14. Relais Vignale & Spa

15. Borgo Scopeto Wine & Country Relais

16. Hotel Villa Campomaggio

17. COMO Castello Del Nero

18. Relais Castel Bigozzi

19. Borgo Vescine

20. Villa Sabolini

Stay near popular Lilliano attractions

Lilliano Estate Winery

Top Lilliano Hotel Reviews

La Certosa di Pontignano

Il Chiostro del Carmine

Poderi Arcangelo

Salvadonica - Borgo del Chianti

Hotel Chiusarelli

Hotel Casolare Le Terre Rosse

Hotel Italia

Four Points by Sheraton Siena

Hu Norcenni Girasole Village

More cheap stays in Lilliano

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Castello di Bossi

Porta Pispini Residence

Frequently asked questions

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