Castellina in Chianti Holiday Rentals - Holiday Homes in Castellina in Chianti

Q: What are some of the best vacation home rentals in Castellina in Chianti?

Villa La Stella - Casa per Ferie : This vacation home rental outside 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 vacation rental also comes with free parking to give you added peace of mind.

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Our top choices for Castellina in Chianti vacation rentals

A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

1. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

P9,238 total

includes taxes & fees

Nov 27 - Nov 28

A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

2. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

P8,464 total

includes taxes & fees

Nov 17 - Nov 18

A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

3. Residenzia del Sogno

Castellina in Chianti

Katherine

A stone building with a wooden door, a grill outside, and a stone wall.

4. Teranga in Chianti - Parking & Garden 3 BR

Tavarnelle Val di Pesa

P24,892 total

includes taxes & fees

Nov 6 - Nov 7

A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

5. Terre di Baccio

Greve in Chianti

Gage

P19,234 total

includes taxes & fees

Nov 15 - Nov 16

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

P7,096 total

includes taxes & fees

Nov 8 - Nov 9

A bakery display with pastries and a coffee station.

7. B&B Il Corso

Siena City Centre

Heather

P5,427 total

includes taxes & fees

Nov 8 - Nov 9

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

8. Domus il Palio B&B

Ravacciano

Leo

P4,841 total

includes taxes & fees

Nov 18 - Nov 19

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

9. ApartHotel Anghel

Siena

clifford

P4,218 total

includes taxes & fees

Dec 1 - Dec 2

A spacious indoor area with arched windows, wooden furniture, and hanging plants.

10. Relais Villa Olmo - Place of Charme

Impruneta

Michael

P6,563 total

includes taxes & fees

Nov 23 - Nov 24

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

11. Siena Vip

Siena City Centre

Jacob

P7,285 total

includes taxes & fees

Nov 4 - Nov 5

A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

12. PALAZZO DEL PAPA

Siena City Centre

Charles

P11,050 total

includes taxes & fees

Nov 8 - Nov 9

A courtyard with a stone statue, a round table, and chairs.

13. Regis Condo

Siena City Centre

Jessica

P5,584 total

includes taxes & fees

Nov 10 - Nov 11

An arched entrance with a lantern above, flanked by two potted plants.

14. Villa il Fedino

San Casciano in Val di Pesa

Justyna

P11,448 total

includes taxes & fees

Nov 23 - Nov 24

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Top Castellina in Chianti Hotel Reviews

Hotel Albani Firenze

8/10 Good

"A lovely old hotel. We were upgraded to a large suite. As the seasons were changing, the cooling system was no longer functioning and it was very stuffy. Its location close to the main train station meant that it was very noisy all night and our window was very close to the street with loud talking and loud cars all night long. Other than that, I would say that the accommodations were superior. The breakfast was very good with high quality offerings and a variety of items from which to choose."

Bernini Palace

10/10 Excellent

"When we arrived it was evening the the Hotel Bernini Palace was twinkling! Such a beautiful lobby. Such a warm welcome by the staff. After a long journey we relaxed into their care and hospitality and our accommodations. Breakfast and the beautiful historical breakfast room was a treat. Service just perfect. Don't miss having a wonderful meal in the restaurant one evening. Delicious!"

Hu Firenze Camping In Town

10/10 Excellent

"Great convenient stay! We stayed with 3 kids. Perfect stay if you plan on spending most of your days sightseeing. Bus into town located directly across the road. Beds comfy enough..prob the easiest check in we have experienced so far.. definitely recommend. Super popular with many campers in vans and tents. The restaurant is super popular - American style fair - go into town for pasta - the pizzas and burgers were super popular. There are washing machines that work great. The dryers are hit and miss. The units are very clean. All in all woukd recommend for a family stay."

Find out more about Castellina in Chianti

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Frequently asked questions

Are there vacation rentals in Castellina in Chianti?

Yes, you can find vacation rentals near the most popular attractions in Castellina in Chianti, or you can go with a more remote option if you're looking for relaxation. 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 vacation home rentals in Castellina in Chianti?

Villa La Stella - Casa per Ferie: This vacation home rental outside 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 vacation rental also comes with free parking to give you added peace of mind.

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

With 31 Expedia vacation rentals, you're sure 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 Chianti Sculpture Park. While here, City Hall Castellina In Chianti and Castellina Fortress are other places worth a visit.

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

A vacation rental is a private property you can stay in for several days or longer in Castellina in Chianti. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for family gatherings.

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