Search Holiday Rentals in Castellina Scalo

Q: 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.

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Dates

November 2026

December 2026

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Our top choices for Castellina Scalo holiday rentals

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

1. Palazzo Pacini

Colle di Val d'Elsa

John

Rp2.347.498 total

includes taxes & fees

11 Dec - 12 Dec

A rustic stone building with a courtyard.

2. Fullino Nero

Siena

Annie

Rp2.297.911 total

includes taxes & fees

11 Nov - 12 Nov

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

3. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

Rp2.617.810 total

includes taxes & fees

11 Nov - 12 Nov

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

4. Casa Vacanze Squarcialupi

Castellina in Chianti

Jeffrey

Rp2.395.876 total

includes taxes & fees

11 Nov - 12 Nov

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

Sovicille

Sergey

Rp1.564.824 total

includes taxes & fees

13 Nov - 14 Nov

6. Sportland

Colle di Val d'Elsa

Giorgio

Rp995.460 total

includes taxes & fees

15 Nov - 16 Nov

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

7. 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

Rp2.010.818 total

includes taxes & fees

12 Nov - 13 Nov

An aerial view of a countryside estate with multiple buildings, a swimming pool, and surrounding green fields.

8. Villa Montecastello

Monteriggioni

Alvaro

Rp7.139.863 total

includes taxes & fees

23 Nov - 24 Nov

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

9. ApartHotel Anghel

Siena

clifford

Rp1.319.867 total

includes taxes & fees

30 Nov - 1 Dec

A stone building with a sign reading "Reception Antica Fonte".

10. Antica Fonte Residenza di Siena

Siena

Geoffrey

Rp1.995.555 total

includes taxes & fees

14 Nov - 15 Nov

A stone courtyard with a bench, potted plants, and a building in the background.

11. Casa di Campagna in Toscana

Sovicille

Sally

Rp1.724.518 total

includes taxes & fees

15 Nov - 16 Nov

A table with breakfast items and a view of rolling hills.

12. Chianti Village Morrocco

Tavarnelle Val di Pesa

Nirav

Rp1.387.142 total

includes taxes & fees

11 Nov - 12 Nov

A bedroom with a bed, bedside table, and a window with a view of greenery.

13. La Coroncina Lodging

Siena

Hassan

Rp1.847.843 total

includes taxes & fees

23 Nov - 24 Nov

A table set with breakfast items on a balcony overlooking a historic town.

14. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

Rp3.125.452 total

includes taxes & fees

26 Nov - 27 Nov

A building with a sign reading 'Villa Le Camelie' and multiple flags.

15. Villa le Camelie Siena

Petriccio

Mark

Rp1.592.413 total

includes taxes & fees

11 Nov - 12 Nov

16. Residence Arianna

Sovicille

Violeta

Rp2.690.975 total

includes taxes & fees

22 Nov - 23 Nov

A narrow hallway with a wooden bench, a radiator, and a wooden cabinet.

17. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Anthony

Rp2.648.414 total

includes taxes & fees

29 Nov - 30 Nov

A narrow street with buildings on either side, featuring arched windows and a pedestrian walkway.

18. B&B Il Corso

Siena City Centre

Heather

Rp1.548.399 total

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a stone wall, a large mirror, a bed with white linens, a potted plant, and a view through a window with curtains.

19. Terre di Baccio

Greve in Chianti

Gage

Rp5.226.629 total

includes taxes & fees

14 Nov - 15 Nov

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

20. Domus il Palio B&B

Ravacciano

Leo

Rp1.399.960 total

includes taxes & fees

18 Nov - 19 Nov

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Find holiday rentals that suit your style

Top Castellina Scalo Hotel Reviews

A swimming pool, steps, and a grassy area with umbrellas.

Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

10/10 Excellent

Charles

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

Villa San Lucchese

Poggibonsi

10/10 Excellent

Anonymous traveller

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

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Jess

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.

Hotel Ristorante La Dama nella Vigna

Monteriggioni

10/10 Excellent

Ryan

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

Hotel Il Piccolo Castello

Monteriggioni

10/10 Excellent

Vinay

A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

Relais Castel Bigozzi

Monteriggioni

10/10 Excellent

Bob

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

Castello di Fonterutoli Wine Resort

Castellina in Chianti

10/10 Excellent

Claire

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

Sangallo Park Hotel

Vico Alto

10/10 Excellent

I was one of a party of four adults who have just returned from a wonderful and relaxing seven day holiday at the Sangallo Park Hotel which is in close proximity to Siena ( less than 10 minutes in a Car). On arrival we were greeted by a very friendly gentleman on reception who give us an overview of the hotel and provided us with details of a local restaurant as it was late at night, he even rang the restaurant straight away and booked us a table. Every morning we were greeted by...

Brian, Julie

A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

Hotel La Vecchia Cartiera

Colle di Val d'Elsa

10/10 Excellent

We had a great holiday based at "the old paper mill", whizzing around Tuscany in Florence (our hired Fiat 500 who did sterling work up and down and around the hills and winding roads). Colle is a good base if you prefer to stay in "real" Italy, and is close enough to the touristy bits (Siena, San Gimignano, Volterra etc) for days out. The hotel staff are great - friendly and helpful, and they didn't laugh at my amateur Italiano! Our room was clean and comfy with a lovely view of the old town.

Rachael

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

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Excellent

This place is surreal. We felt like we were on the set of the Name of the Rose. Sleeping in a real XIV century monastery, with its own church (with amazing frescoes), on a hill overlooking the grapes and olive trees dotted countryside...just unbelievable. We stay in one the celle, which is a 3 bedroom apartment on 2 floors, with your own private garden...yes, that's correct. Simply unheard of. The location is great too (Siena is a short drive away). The only setbacks were breakfast, very...

Ivo

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

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Excellent

Yoke yin

A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.

Hotel Sovestro

San Gimignano

10/10 Excellent

Hotel Sovestro is a friendly, relaxing place with two swimming pools and an indoor and outdoor breakfast area. Linked to the hotel next door is a lovely restaurant. Our stay was perfect at the hotel. The room was spacious and comfortable with a balcony overlooking the Tuscan countryside. The continental breakfast choice is outstanding and the entire hotel is kept very clean and up together. The walk to San Gimignano was a little further than we anticipated but it can be done in a leisurely 30...

Ruth

Find out more about Castellina Scalo

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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.

Search Holiday Rentals in Castellina Scalo

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castellina Scalo holiday rentals

1. Palazzo Pacini

2. Fullino Nero

3. Agriturismo La Ferrozzola

4. Casa Vacanze Squarcialupi

5. Tuscasì Aparthotel

6. Sportland

7. Guild Living Siena Senior Resort & Residence

8. Villa Montecastello

9. ApartHotel Anghel

10. Antica Fonte Residenza di Siena

11. Casa di Campagna in Toscana

12. Chianti Village Morrocco

13. La Coroncina Lodging

14. Residenza d'Epoca Palazzo Borghesi

15. Villa le Camelie Siena

16. Residence Arianna

17. Il Battistero Siena - Residenza d'Epoca

18. B&B Il Corso

19. Terre di Baccio

20. Domus il Palio B&B

Find holiday rentals that suit your style

Top Castellina Scalo Hotel Reviews

Hotel Palazzo San Lorenzo & SPA

10/10 Excellent

Find out more about Castellina Scalo

Frequently Asked Questions

Can I find holiday rentals in Castellina Scalo?

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

How many holiday rentals are there in Castellina Scalo?

What can I see and do in Castellina Scalo?

What are holiday rentals like in Castellina Scalo?