A vineyard with rows of grapevines, a road, and a hill with trees in the background.

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Q: What are some of the best holiday rentals that Castelnuovo Berardenga has to offer?

Borgo Argiano : This highly rated holiday home rental in Castelnuovo Berardenga 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. Our travellers also rate Private villa with swimming pool and spectacular views of Siena as a favourite home for rent in Castelnuovo Berardenga.

Dates

November 2026

December 2026

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Our top choices for Castelnuovo Berardenga holiday rentals

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

1. Castello di Gargonza

Monte San Savino

Iain

includes taxes & fees

12 Nov - 13 Nov

A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

2. La Murata

Rapolano Terme

Elizabeth

includes taxes & fees

11 Nov - 12 Nov

A stone building with a sloped roof, a small porch, and a gravel driveway.

3. Podere La Chiusella

Rapolano Terme

"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...

Kevin

includes taxes & fees

11 Nov - 12 Nov

A table set with breakfast items on a balcony overlooking a historic town.

4. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

includes taxes & fees

26 Nov - 27 Nov

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

5. Villa Fontis Rapolano

Rapolano Terme

Barbara

includes taxes & fees

11 Nov - 12 Nov

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

6. Guild Living Siena Senior Resort & Residence

Scacciapensieri

"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."

Heidi

includes taxes & fees

12 Nov - 13 Nov

A narrow hallway with a wooden bench, a radiator, and a wooden cabinet.

7. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Anthony

includes taxes & fees

29 Nov - 30 Nov

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

8. Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

13 Nov - 14 Nov

A white table with a bowl of snacks, two glasses of orange drink, and a small potted plant on a balcony.

9. RESIDENCE LECCIO

Asciano

Corey

includes taxes & fees

18 Nov - 19 Nov

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

10. ApartHotel Anghel

Siena

clifford

includes taxes & fees

1 Dec - 2 Dec

A narrow street with buildings on either side, featuring arched windows and a pedestrian walkway.

11. B&B Il Corso

Siena City Centre

Heather

includes taxes & fees

15 Nov - 16 Nov

A bathroom with a window view of a historic building and a tiled roof.

12. Siena Vip

Siena City Centre

John

includes taxes & fees

11 Nov - 12 Nov

A room with a white wardrobe, a glass-top table, a chair, and a large ornate mirror.

13. B&B Palazzo del Magnifico

Siena City Centre

Leslie

includes taxes & fees

12 Nov - 13 Nov

A bedroom with a bed, bedside table, and a window with a view of greenery.

14. La Coroncina Lodging

Siena

Hassan

includes taxes & fees

23 Nov - 24 Nov

A table with two wine glasses, a bottle, and a book.

15. Domus il Palio B&B

Ravacciano

Leo

includes taxes & fees

18 Nov - 19 Nov

A stone building with a yellow sign reading "b&b erioico".

16. L' Eroico

Gaiole in Chianti

Angela

includes taxes & fees

12 Nov - 13 Nov

A historic building with a clock tower, arched windows, and a shop selling souvenirs.

17. PALAZZO DEL PAPA

Siena City Centre

Charles

includes taxes & fees

12 Nov - 13 Nov

A historic building with arched windows and a prominent entrance.

18. Casa Ciseri

Siena City Centre

Tania

includes taxes & fees

10 Dec - 11 Dec

A hotel room with a large bed, a fireplace, and a brick ceiling.

19. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

includes taxes & fees

23 Nov - 24 Nov

A bottle of wine, two glasses, and a decorative tray on a table by a window with a view of buildings.

20. Regis Condo

Siena City Centre

Jessica

includes taxes & fees

11 Nov - 12 Nov

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Find holiday rentals that suit your style

Top Castelnuovo Berardenga Hotel Reviews

A hotel room with a large bed, a vanity with a mirror, and a green archway.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Lizzy

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

The Club House

Castelnuovo Berardenga

10/10 Excellent

A wonderful stay at The Club House. This is a gorgeous place in a beautiful setting in the heart of Chianti. The property is immaculate, the staff friendly and the food delicious. We have been to wonderful hotels all over the world but this place is really special. It was our second visit (we stayed in August 2025). Everything was great but if I had to be picky I would say the gym is insanely hot in the morning (despite asking for the air con to be put on the evening before). Also, having...

Elizabeth

A motorcycle parked in front of a brick building with arched doorways and a street lamp.

Torre del Fuggisole

Siena City Centre

10/10 Excellent

An absolute little gem in Siena! ⭐⭐⭐⭐⭐ Sara and Carolina were fantastic from start to finish. They couldn’t do enough for us. They let us know exactly where to park, which was really helpful as Siena has traffic restrictions for visitors, helped us book a winery tour and gave us some great recommendations for sightseeing and restaurants. The communication was brilliant and they made everything so easy for us. The hotel itself is lovely, in a perfect location, beautifully restored and...

Jane

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

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Excellent

Yoke yin

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

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Excellent

This place is surreal. We felt like we were on the set of the Name of the Rose. Sleeping in a real XIV century monastery, with its own church (with amazing frescoes), on a hill overlooking the grapes and olive trees dotted countryside...just unbelievable. We stay in one the celle, which is a 3 bedroom apartment on 2 floors, with your own private garden...yes, that's correct. Simply unheard of. The location is great too (Siena is a short drive away). The only setbacks were breakfast, very...

Ivo

An aerial view of a vineyard with rows of grapevines, a building with a blue roof, and a swimming pool.

Fattoria di Corsignano

Castelnuovo Berardenga

10/10 Excellent

Helen

A pool area with lounge chairs and umbrellas, surrounded by greenery and a historic building in the background.

Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

10/10 Excellent

A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

La Dimora Dei Monaci

Siena City Centre

10/10 Excellent

Katharine

A villa with a swimming pool, surrounded by trees and hills.

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Excellent

Abigail

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

Villa del Sole Siena

Siena City Centre

10/10 Excellent

Seasoned travel

A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

Villa Le Prata - Residenza del Vescovo

Montalcino

10/10 Excellent

Nadia

A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.

Lupaia

Torrita di Siena

10/10 Excellent

Alana

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

Relais degli Angeli

Siena City Centre

10/10 Excellent

Olivia

A brick building with two arched windows, one with a metal grill and the other with a decorative glass design.

Hotel Palazzetto Rosso

Siena City Centre

10/10 Excellent

Gary

Find out more about Castelnuovo Berardenga

Everything you need to know about Castelnuovo Berardenga holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castelnuovo Berardenga holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castelnuovo Berardenga holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castelnuovo Berardenga holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castelnuovo Berardenga. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castelnuovo Berardenga holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castelnuovo Berardenga holiday rentals we have selected for you start as low as £54 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castelnuovo Berardenga rentals

At Expedia, we put the best Castelnuovo Berardenga holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Castelnuovo Berardenga rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castelnuovo Berardenga holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castelnuovo Berardenga. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in Castelnuovo Berardenga?

Yes, there are holiday rentals in Castelnuovo Berardenga close to Siena Circuit, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Castelnuovo Berardenga is known for its spas and countryside. While you're here, grab a bite or have a drink at the wineries.

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

Borgo Argiano: This highly rated holiday home rental in Castelnuovo Berardenga 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. Our travellers also rate Private villa with swimming pool and spectacular views of Siena as a favourite home for rent in Castelnuovo Berardenga.

How many holiday rentals will I find in Castelnuovo Berardenga?

Expedia has 24 holiday rentals for your stay in Castelnuovo Berardenga.

What can I see and do in Castelnuovo Berardenga?

Siena Circuit and Berardenga Riding Centre are a couple of the family-friendly sights, whereas cultural attractions include Chianti Sculpture Park and Vittorio Alfieri Theater. Piazza Marconi and Felsina are other places to visit while you're in town.

What are holiday rentals like in Castelnuovo Berardenga?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castelnuovo Berardenga. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family gatherings.

Search Holiday Rentals in Castelnuovo Berardenga

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castelnuovo Berardenga holiday rentals

1. Castello di Gargonza

2. La Murata

3. Podere La Chiusella

4. Residenza d'Epoca Palazzo Borghesi

5. Villa Fontis Rapolano

6. Guild Living Siena Senior Resort & Residence

7. Il Battistero Siena - Residenza d'Epoca

8. Tuscasì Aparthotel

9. RESIDENCE LECCIO

10. ApartHotel Anghel

11. B&B Il Corso

12. Siena Vip

13. B&B Palazzo del Magnifico

14. La Coroncina Lodging

15. Domus il Palio B&B

16. L' Eroico

17. PALAZZO DEL PAPA

18. Casa Ciseri

19. DormiVeglia B&B

20. Regis Condo

Find holiday rentals that suit your style

Top Castelnuovo Berardenga Hotel Reviews

Hotel Certosa Di Maggiano

10/10 Excellent

Find out more about Castelnuovo Berardenga

Castelnuovo Berardenga holiday rentals: An excellent choice for every season

How to find incredible deals on Castelnuovo Berardenga rentals

Frequently Asked Questions

Can I find holiday rentals in Castelnuovo Berardenga?

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

How many holiday rentals will I find in Castelnuovo Berardenga?

What can I see and do in Castelnuovo Berardenga?

What are holiday rentals like in Castelnuovo Berardenga?

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