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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Castellina Scalo holiday rentals

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

1. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ฿5,003
฿5,578 total
includes taxes & fees
27 Oct - 28 Oct
Palazzo Pacini
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

2. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (42 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is ฿5,806
฿6,462 total
includes taxes & fees
19 Oct - 20 Oct
Riserva di Fizzano Residence
A rustic stone building with a courtyard.

3. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (56 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is ฿3,565
฿4,071 total
includes taxes & fees
14 Oct - 15 Oct
Fullino Nero
A reception desk with the word "SPORTLAND" prominently displayed.

4. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is ฿1,492
฿1,716 total
includes taxes & fees
18 Oct - 19 Oct
Sportland
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.

5. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (32 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ฿2,218
฿2,553 total
includes taxes & fees
4 Nov - 5 Nov
Tuscasì Aparthotel
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

6. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.2 out of 10, Wonderful, (5 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is ฿3,675
฿4,268 total
includes taxes & fees
11 Nov - 12 Nov
Casa Vacanze Squarcialupi
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

7. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (56 reviews)
The price is ฿2,919
฿3,436 total
includes taxes & fees
26 Oct - 27 Oct
Villa San Filippo
A stone building with outdoor seating and a view of the countryside.

8. Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is ฿5,680
฿6,360 total
includes taxes & fees
14 Oct - 15 Oct
Antico Borgo Poggiarello
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

9. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (55 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
The price is ฿4,666
฿5,283 total
includes taxes & fees
1 Nov - 2 Nov
Guild Living Siena Senior Resort & Residence
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

10. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."
United States
Frank
The price is ฿2,917
฿3,358 total
includes taxes & fees
14 Oct - 15 Oct
Mariani Bed & Breakfast
A stone building with a garden in front.

11. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (28 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is ฿6,319
฿7,251 total
includes taxes & fees
26 Oct - 27 Oct
Borgo Argenina
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

12. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (354 reviews)
The price is ฿2,097
฿2,457 total
includes taxes & fees
5 Nov - 6 Nov
ApartHotel Anghel
A stone building with multiple windows and a chimney.

13. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is ฿4,294
฿4,873 total
includes taxes & fees
8 Nov - 9 Nov
Agriturismo La Ferrozzola
A garden with a stone pathway, wooden benches, and various potted plants.

14. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (87 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is ฿5,066
฿5,760 total
includes taxes & fees
14 Oct - 15 Oct
Antico Borgo il Cardino
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

15. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is ฿4,435
฿5,028 total
includes taxes & fees
14 Oct - 15 Oct
Residenzia del Sogno
An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

16. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
Ca' Bianca Tuscany Relais
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

17. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is ฿6,214
฿6,948 total
includes taxes & fees
16 Oct - 17 Oct
Villa Montecastello
A stone building with a sign reading "Reception Antica Fonte".

18. Antica Fonte Residenza di Siena

Antica Fonte Residenza di Siena
Siena
6.0 out of 10, (2 reviews)
"Not very good hosts. They don’t speak English and they don’t help accomodate guests for issues out of their control. I would stay away very poor customer service "
Australia
Geoffrey
The price is ฿3,241
฿3,715 total
includes taxes & fees
18 Oct - 19 Oct
Antica Fonte Residenza di Siena
A villa with a swimming pool, outdoor seating, and a tennis court.

19. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is ฿4,413
฿5,004 total
includes taxes & fees
23 Oct - 24 Oct
Villa Curina Resort
A table with breakfast items and a view of rolling hills.

20. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
The price is ฿2,843
฿3,203 total
includes taxes & fees
14 Oct - 15 Oct
Chianti Village Morrocco
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"A beautiful palazzo turned hotel! So charming and lovely and extremely walkable to town. Room was huge and so comfortable. The property has a beautiful garden with a lovely view too. We absolutely loved our stay here- already planning our trip back!"
Marcela 3-night trip
Posted 2 hours ago
Palazzo Ravizza

Find out more about Castellina Scalo

Search for holiday rentals in Castellina Scalo on Expedia! You can easily find your home rentals, villas, holiday apartments in Castellina Scalo using one of the methods below:

  • View our selection of featured holiday rentals in Castellina Scalo
  • Use the map to find apartments and other holiday homes in the Castellina Scalo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Castellina Scalo while they last

Look no further and take a look at our great range of rental properties in Castellina Scalo!

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.

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

Borgo Argiano: This holiday home rental outside of Castellina Scalo 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.

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 Val di Merse. Monteriggioni Castle and Museo del Cristallo di Colle di Val d'Elsa 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.