Cavallari Holiday Rentals, Castellina in Chianti: Private House Rentals

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Our top choices for Cavallari hotels

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

1. Dievole Wine Resort

Castelnuovo Berardenga

Magdalena

Rp5.594.746 total

includes taxes & fees

16 Nov - 17 Nov

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

2. Hotel Villa Campomaggio

Radda in Chianti

Dario

Rp3.419.119 total

includes taxes & fees

5 Nov - 6 Nov

A spa area with stone walls, a white massage chair, and a potted plant.

3. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

Rp2.195.913 total

includes taxes & fees

23 Nov - 24 Nov

A spa area with a stone ceiling, a pool, and two sun loungers.

4. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

Rp1.576.365 total

includes taxes & fees

1 Dec - 2 Dec

An aerial view of a historic estate with multiple buildings, a swimming pool, and terraced vineyards.

5. COMO Castello Del Nero

Tavarnelle Val di Pesa

Nawaf

Rp14.611.780 total

includes taxes & fees

13 Nov - 14 Nov

A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

6. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Micaela

Rp3.440.575 total

includes taxes & fees

8 Nov - 9 Nov

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

7. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

Rp8.080.781 total

includes taxes & fees

5 Nov - 6 Nov

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

8. Belvedere di San Leonino

Castellina in Chianti

Kevork

Rp2.263.675 total

includes taxes & fees

11 Nov - 12 Nov

A rustic stone wall with a window, a potted plant, a bust sculpture, and a table with a magazine.

9. Tenuta CorteDomina

Radda in Chianti

Edgar

Rp4.355.692 total

includes taxes & fees

10 Nov - 11 Nov

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

10. Castello La Leccia

Castellina in Chianti

Susan

Rp3.511.043 total

includes taxes & fees

11 Nov - 12 Nov

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

11. Hotel Il Piccolo Castello

Monteriggioni

Frank

Rp2.372.839 total

includes taxes & fees

6 Nov - 7 Nov

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

12. Villa San Lucchese

Poggibonsi

James

Rp1.910.587 total

includes taxes & fees

29 Nov - 30 Nov

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

13. Hotel Villa San Giorgio

Poggibonsi

Arik

Rp1.199.019 total

includes taxes & fees

15 Nov - 16 Nov

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

14. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

Rp1.625.789 total

includes taxes & fees

9 Nov - 10 Nov

An aerial view of a rustic village with stone buildings, a central courtyard with string lights, and a swimming pool.

15. Borgo Vescine

Radda in Chianti

Natalie

Rp9.380.804 total

includes taxes & fees

5 Nov - 6 Nov

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

16. Hotel Casafrassi

Castellina in Chianti

Stuart

Rp1.526.392 total

includes taxes & fees

14 Nov - 15 Nov

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

17. Chapter Chianti, a Member of Design Hotels

Cavriglia

Carolina

Rp5.487.038 total

includes taxes & fees

10 Nov - 11 Nov

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

18. Hotel Ristorante La Dama nella Vigna

Monteriggioni

Amanda

Rp2.201.683 total

includes taxes & fees

22 Nov - 23 Nov

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

19. Hotel Toscana Ambassador

Poggibonsi

Marian

Rp1.382.734 total

includes taxes & fees

8 Nov - 9 Nov

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

20. Agriturismo San Sano

Gaiole in Chianti

Glen

Rp1.534.839 total

includes taxes & fees

5 Nov - 6 Nov

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Top Cavallari Hotel Reviews

Radisson Blu Hotel, Florence

10/10 Excellent

"Excelente hotel , desayuno muy completo , habitaciones muy cómodas."

Il Chiostro del Carmine

8/10 Good

"The location was excellent, within walking distance to all the sights but far enough that it was quiet. Breakfast was excellent and if you can get window seating, it will make a perfect start of the day. The staff was helpful but remains in the background unless you need something. The room was clean, only caveat is the shower is rather small for such a big bathroom. We will stay here again."

hu Firenze Certosa camping in town

8/10 Good

"Great location, superior tent was really nice with the en-suite and balcony. Easy check in. Staff friendly and helpful. Downsides were no designated parking space for us despite not all tents being occupied. Also bread given out at dinner were not free despite us not asking for them and at €6 a bag it was not great value. The bread was pretty hard and tasteless! Regardless I would recommend a stay here in the heart of Tuscany and within half an hour bus ride into Florence ♥️🇮🇹"

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."

Fattoria il Milione Agriturismo

10/10 Excellent

"We stayed for 14 days and our experience was very nice. Friendly staff, beautiful surroundings, Our apartment was nice and cozy, The one thing I would recommend is to state in advertising that it is located 2 miles from town and no public transportation. One must rent a car to get down to town or pay Taxi fees of $50.00+ to get back and forth."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

More cheap stays in Cavallari

Cannon d'Oro

Via Montanini 28 Siena SI

Rp811.856

Rp954.097 total

29 Nov - 30 Nov

includes taxes & fees

7.8/10 Good! (259 reviews)

Frequently asked questions

Where is the best place to stay in Cavallari?

Located 18.1 mi (29.1 km) from the heart of Cavallari, Radisson Blu Hotel, Florence is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are La Certosa di Pontignano and Hotel Athena. See all available top hotels, or vacation rentals in Cavallari.

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

Borgo Argiano: This holiday home rental outside of Cavallari 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 Cavallari.

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

Yes, the majority of hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Cavallari.

What are some hotels with pools in Cavallari?

Radisson Blu Hotel, Florence: Hotel located near Ponte Vecchio. Features free self parking, an outdoor pool and a 24-hour fitness centre. Poderi Arcangelo and Fattoria di Vegi are a couple of other choices that feature an on-site pool. View all hotels with pools in Cavallari.

What is staying in Cavallari like?

Those travelling to Cavallari will definitely enjoy the sights to see and things to do. In Cavallari, there are 6 hotels and other accommodation options to choose from. Find out more about Cavallari.

What are the top places to visit in Cavallari?

Places to visit in the wider area include City Hall Castellina In Chianti, Il Molino di Grace Winery and Borgo di Vescine - Tenute di Castelvecchi. You'll also find Castello di Radda Winery and Isole e Olena Winery in the area. Take a look at what more there is to see and do in Expedia's Cavallari guide.

What's the seasonal weather in Cavallari?

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 Cavallari is 946 mm.

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Our top choices for Cavallari hotels

1. Dievole Wine Resort

2. Hotel Villa Campomaggio

3. Palazzo Leopoldo Dimora Storica & Spa

4. Hotel Palazzo San niccolò & Spa

5. COMO Castello Del Nero

6. Castello di Fonterutoli Wine Resort

7. Borgo Scopeto Wine & Country Relais

8. Belvedere di San Leonino

9. Tenuta CorteDomina

10. Castello La Leccia

11. Hotel Il Piccolo Castello

12. Villa San Lucchese

13. Hotel Villa San Giorgio

14. La Certosa di Pontignano - Place of Charme

15. Borgo Vescine

16. Hotel Casafrassi

17. Chapter Chianti, a Member of Design Hotels

18. Hotel Ristorante La Dama nella Vigna

19. Hotel Toscana Ambassador

20. Agriturismo San Sano

Top Cavallari Hotel Reviews

Radisson Blu Hotel, Florence

More cheap stays in Cavallari

Cannon d'Oro

Frequently asked questions

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