Castellina in Chianti Short-Term Rentals from S$101: Search Holiday Rentals

Q: What are some of the best holiday rentals that Castellina in Chianti has to offer?

Villa La Stella - Casa per Ferie : This holiday home rental outside of Castellina in Chianti is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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Our top choices for Castellina in Chianti holiday rentals

1. Mariani Bed & Breakfast

Castellina in Chianti

Chie

includes taxes & fees

15 Aug - 16 Aug

2. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

includes taxes & fees

30 Aug - 31 Aug

Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers

3. Residenzia del Sogno

Castellina in Chianti

Katherine

includes taxes & fees

23 Aug - 24 Aug

4. Riserva di Fizzano Residence

Castellina in Chianti

Janet

includes taxes & fees

8 Sept - 9 Sept

5. Terre di Baccio

Greve in Chianti

"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"

Julia

includes taxes & fees

13 Aug - 14 Aug

6. Borgo Argenina

Gaiole in Chianti

Sabatino

includes taxes & fees

20 Aug - 21 Aug

7. B&B Il Corso

Siena City Centre

Katherine

includes taxes & fees

21 Aug - 22 Aug

Premium bedding, Select Comfort beds, minibar, in-room safe

8. La Terrazza Sul Campo Rooming House

Siena City Centre

Margaret

includes taxes & fees

10 Sept - 11 Sept

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Top Castellina in Chianti Hotel Reviews

Maxim Axial

8/10 Good

"The hotel is in a great spot if you want to be in the city center. The room was very clean, the staff was very helpful, and overall it was a great space. I wish they had conditioner but I noticed that some of the hotels in Europe just don’t have conditioner. Some do and some don’t so if they did that would have been a bonus. I will say our bathroom was weird and I forgot to take a pic of it. It was different than what you see in the pictures for the comfort room that we picked. It was a small closet sized room that had the shower in the corner with a drain so even with towels surrounding the shower the floor would get wet and it was easy to slip. Other than that the room was perfect for what we needed it to be for our trip."

Bernini Palace

10/10 Excellent

"Hotel Bernini Palace is truly a hidden gem in the heart of Florence’s historic city centre. The staff feel like family — anticipating your needs even before you ask. Breakfast was excellent, room service was great, and every visit has been memorable. The secret to their hospitality is simple: everyone, from the door assistant to the concierge, breakfast team, and cleaning staff, greets you with a genuine smile and real care. I’ve stayed here every time I’ve visited Florence, and I wouldn’t choose anywhere else. Truly outstanding hospitality, time and time again.”"

The Social Hub Florence Lavagnini

10/10 Excellent

"I booked this place specifically for the pool & it was such a good idea! It is a short walk into the main attractions, and there is a tram stop right out front which will take you in or to the airport. As someone who finds public transport stressful I found it so easy. The walk is also nice for seeing different things along the way or stopping for an spritz ;) I booked a standard room as a solo traveller & it was one of the biggest rooms I had in Italy. Would be fine for 2 people."

Frequently asked questions

Are there holiday rentals in Castellina in Chianti?

Yes, there are holiday rentals close to the most popular sights in Castellina in Chianti, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Castellina in Chianti speak positively about the countryside and wineries in this destination. Make sure you have time to check out the forests while you're in the area.

What are some of the best holiday rentals that Castellina in Chianti has to offer?

Villa La Stella - Casa per Ferie: This holiday home rental outside of Castellina in Chianti is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Castellina in Chianti?

With 27 Expedia holiday rentals, you're guaranteed to find just the right place for your Castellina in Chianti stay.

What’s there to see and do in Castellina in Chianti?

While exploring the area, visit family-friendly sights like Chianti Observatory, or get outside and enjoy nature at Alta Val d'Elsa River Park. While here, Buondonno Winery and City Hall Castellina In Chianti are other places worth a visit.

What’s a holiday rental in Castellina in Chianti like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Castellina in Chianti. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for families.

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