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Castellina Scalo Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Castellina Scalo vacation 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

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (104 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
$109 nightly
The price is $122
Dec 9 - Dec 10
Total with taxes and fees
Palazzo Pacini
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.

2. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (34 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
$72 nightly
The price is $82
Nov 20 - Nov 21
Total with taxes and fees
Tuscasì Aparthotel
A rustic stone building with a courtyard.

3. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (60 reviews)
"Very nice place close to"
Canada
Annie
$101 nightly
The price is $116
Nov 10 - Nov 11
Total with taxes and fees
Fullino Nero
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

4. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
$120 nightly
The price is $136
Nov 14 - Nov 15
Total with taxes and fees
Agriturismo La Ferrozzola
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

5. 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
$118 nightly
The price is $132
Nov 11 - Nov 12
Total with taxes and fees
Casa Vacanze Squarcialupi
A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

6. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
$48 nightly
The price is $55
Nov 10 - Nov 11
Total with taxes and fees
Sportland
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

7. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (61 reviews)
"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."
United States
Heidi
$97 nightly
The price is $111
Nov 12 - Nov 13
Total with taxes and fees
Guild Living Siena Senior Resort & Residence
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

8. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (356 reviews)
"The staff were very friendly and helpful. I would recommend this hotel to any traveler"
United States
clifford
$52 nightly
The price is $61
Dec 1 - Dec 2
Total with taxes and fees
ApartHotel Anghel
A table with breakfast items and a view of rolling hills.

9. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (122 reviews)
"Superb property. Nice and quiet atmosphere. We enjoyed a lot. Definitely will come again."
United States
Nirav
$67 nightly
The price is $76
Nov 10 - Nov 11
Total with taxes and fees
Chianti Village Morrocco
A stone courtyard with a bench, potted plants, and a building in the background.

10. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
$83 nightly
The price is $95
Nov 15 - Nov 16
Total with taxes and fees
Casa di Campagna in Toscana
A modern dining area with a glass table, clear chairs, and a flat-screen TV mounted on the wall.

11. La Coroncina Lodging

La Coroncina Lodging
Siena
9.8 out of 10, Exceptional, (44 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
$90 nightly
The price is $103
Nov 10 - Nov 11
Total with taxes and fees
La Coroncina Lodging
Outdoor pool

12. Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (10 reviews)
"The place is excellent! The owner and her daughter extremely friendly and kind! They helped us with everything we needed. I will definitely stay here again. I highly recommend this place!"
United States
Violeta
$132 nightly
The price is $149
Nov 10 - Nov 11
Total with taxes and fees
Residence Arianna
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

13. Antica Pieve B&B

Antica Pieve B&B
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (15 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
$106 nightly
The price is $121
Dec 1 - Dec 2
Total with taxes and fees
Antica Pieve B&B
A building with a sign reading 'Villa Le Camelie' and multiple flags.

14. 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
$76 nightly
The price is $88
Nov 10 - Nov 11
Total with taxes and fees
Villa le Camelie Siena
A stone building with a sign reading "Reception Antica Fonte".

15. 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
$90 nightly
The price is $103
Nov 14 - Nov 15
Total with taxes and fees
Antica Fonte Residenza di Siena
A table set with breakfast items on a balcony overlooking a historic town.

16. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (135 reviews)
"We had a great stay!"
United States
Suelina
$140 nightly
The price is $158
Nov 21 - Nov 22
Total with taxes and fees
Residenza d'Epoca Palazzo Borghesi
A stone building with a yellow sign reading "b&b erioico".

17. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
$127 nightly
The price is $149
Nov 14 - Nov 15
Total with taxes and fees
L' Eroico
An aerial view of a countryside estate with multiple buildings, a swimming pool, and surrounding green fields.

18. 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
$319 nightly
The price is $354
Nov 11 - Nov 12
Total with taxes and fees
Villa Montecastello
A bathroom with a window view of a historic building and a tiled roof.

19. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (496 reviews)
"Very friendly staff and great location close to the center of town. Breakfast was a nice touch and just what we needed to start the day. Would recommend!"
United States
Jacob
$100 nightly
The price is $114
Nov 10 - Nov 11
Total with taxes and fees
Siena Vip
A narrow hallway with a wooden bench, a radiator, and a wooden cabinet.

20. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (225 reviews)
"Very nice hotel with wonderful staff. Very accommodating. Would highly recommend."
United States
Anthony
$111 nightly
The price is $126
Nov 13 - Nov 14
Total with taxes and fees
Il Battistero Siena - Residenza d'Epoca
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

Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Great unique place. Great location, a touch uphill, but still excellent."
Michael 2-night trip
Posted 14 hours ago
Il Chiostro del Carmine

Find out more about Castellina Scalo

Everything you need to know about Castellina Scalo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castellina Scalo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castellina Scalo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castellina Scalo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castellina Scalo. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Castellina Scalo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $61 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Castellina Scalo rentals

At Expedia, we put the best Castellina Scalo vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Castellina Scalo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castellina Scalo vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castellina Scalo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Castellina Scalo?

Yes, we give you a choice of vacation rentals close to top points of interest in Castellina Scalo, or you can select a more secluded option if you're looking for relaxation.

What's the top vacation rental that Castellina Scalo has to offer?

Borgo Argiano: This vacation home rental outside of Castellina Scalo is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Castellina Scalo?

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

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 larger area.

What are vacation rentals like in Castellina Scalo?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Castellina Scalo. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips.