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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Castellina Scalo holiday rentals

A bakery display with pastries and a coffee station.

1. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (207 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is 6.013.357 ₫
6.735.785 ₫ total
includes taxes & fees
14 Sept - 15 Sept
B&B Il Corso
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

2. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is 2.348.988 ₫
2.704.771 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Mariani Bed & Breakfast
A bathroom with a window view of a historic building and a tiled roof.

3. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (478 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is 3.004.233 ₫
3.425.540 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Siena Vip
A view from a window overlooking a rural landscape with fields and a distant mountain range.

4. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is 4.130.914 ₫
4.695.372 ₫ total
includes taxes & fees
15 Sept - 16 Sept
B&B Palazzo Tortoli
A rustic stone building with a courtyard.

5. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (54 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is 2.624.080 ₫
3.007.642 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Fullino Nero
A view from a window overlooking a cityscape with terracotta rooftops and a prominent dome structure in the distance.

6. A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
7.8 out of 10, Good, (29 reviews)
"Christiana was the perfect hostess. Accommodations were quaint. Rooms and common areas were spotless. Breakfast and cafe were amazing. A true gem located in the heart of Siena. Close to shops, restaurants, and enotecas. I highly recommend you stay. "
United States
Christina
The price is 3.422.847 ₫
3.886.016 ₫ total
includes taxes & fees
10 Sept - 11 Sept
A Casa Mastacchi
A reception desk with the word "SPORTLAND" prominently displayed.

7. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is 1.203.773 ₫
1.384.697 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Sportland
A courtyard with a stone statue, a round table, and chairs.

8. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (79 reviews)
"Great location!!! Clean and well equipped. Easy online check process. Comfortable beds and linens. Would highly recommend this property."
United States
kay
The price is 3.716.065 ₫
4.208.765 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Regis Condo
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

9. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is 4.190.787 ₫
4.609.866 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Villa di Sotto
A table with two wine glasses, a bottle, and a book.

10. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is 1.785.766 ₫
2.085.227 ₫ total
includes taxes & fees
10 Oct - 11 Oct
Domus il Palio B&B
A room with a bed, a leather sofa, and a window with a view of a building outside.

11. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (102 reviews)
"Great location."
Canada
Marie-Christine
The price is 2.418.483 ₫
3.047.829 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Al Mercato B&B
A traditional stone building with a courtyard, a staircase, and potted plants.

12. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is 2.755.686 ₫
3.152.347 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Il Pozzo di Sant'Andrea
A building with a sign reading 'Villa Le Camelie' and multiple flags.

13. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is 2.201.769 ₫
2.542.948 ₫ total
includes taxes & fees
10 Sept - 11 Sept
Villa le Camelie Siena
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

14. Antica Pieve B&B

Antica Pieve B&B
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (14 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is 3.296.798 ₫
4.351.810 ₫ total
includes taxes & fees
10 Oct - 11 Oct
Antica Pieve B&B
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

15. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (37 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is 5.851.670 ₫
6.497.383 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Riserva di Fizzano Residence
A view of a traditional European town with stone buildings, a church with a bell tower, and a tiled roof.

16. Birbo Bike Hospitality

Birbo Bike Hospitality
Siena City Centre
8.0 out of 10, Very good, (17 reviews)
"Beautiful view from our room at the top"
United States
ralph
The price is 3.963.036 ₫
4.480.433 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Birbo Bike Hospitality
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

17. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (49 reviews)
"New facilities, its great, nice, friendly"
United Kingdom
tomaz
The price is 4.038.571 ₫
4.563.312 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Guild Living Siena Senior Resort & Residence
A table with breakfast items and a view of rolling hills.

18. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is 2.085.543 ₫
2.354.539 ₫ total
includes taxes & fees
9 Oct - 10 Oct
Chianti Village Morrocco
An arched entrance with a lantern above, flanked by two potted plants.

19. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (103 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is 6.547.183 ₫
7.323.085 ₫ total
includes taxes & fees
3 Oct - 4 Oct
Villa il Fedino
A bedroom with a bed, bedside table, and a window with a view of greenery.

20. La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is 4.845.527 ₫
5.451.294 ₫ total
includes taxes & fees
21 Sept - 22 Sept
La Coroncina Lodging
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castellina Scalo Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The staff were very friendly and helpful. The bar service is the best."
Harley 1-night trip
Posted 8 hours ago
Villa Scacciapensieri Boutique Hotel

Frequently asked questions

Can I find holiday rentals in Castellina Scalo?

Yes, there are holiday rentals close to the most popular sights in Castellina Scalo, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Castellina Scalo?

Choose from 3 Expedia holiday rentals in Castellina Scalo for a memorable holiday.

What can I see and do in Castellina Scalo?

While exploring the area, visit family-friendly sights like Chianti Observatory, or get outside and enjoy nature at Alta Val d'Elsa River Park. Monteriggioni Castle and Colle di Val d'Elsa Cathedral are a couple of places you'll find in the wider area.

What are holiday rentals like in Castellina Scalo?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castellina Scalo. Holiday rentals offer extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.