Castellina Scalo Holiday Rentals

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Castellina Scalo

Il Battistero Siena - Residenza d'Epoca
Bar (on property)

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (143)
"The service at this hotel was impeccable. We were running late for our wine tasting but they were still SO accommodating! The rooms were beautiful and the view from the hotel are amazing. It was super accessible to everything. Also, the parking options were great - highly recommend. They're so responsive through texting and it was great to have this level of service. Highly rec! "
The price is AU$202
includes taxes & fees
3 Dec - 4 Dec
Il Battistero Siena - Residenza d'Epoca
Bosco della Spina
Exterior

Bosco della Spina

9.4 out of 10, Exceptional, (141)
"We were met by the property owner who was pleasant and informative. The room was exactly as depicted in the photos and property was in excellent condition. We would recommend to anyone staying the area at any time of year/ "
Bosco della Spina
panoramica casa con piscina privata
Pool

panoramica casa con piscina privata

7.6 out of 10, Good, (8)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
panoramica casa con piscina privata
agriturismo la roggiola
Point of interest

agriturismo la roggiola

9.6 out of 10, Exceptional, (96)
"Mieliśmy bardzo udany listopadowy pobyt w cichym, czystym i cieplym miejscu , pośród toskańskiej przyrody,, z dala od miejskiego hałasu który mamy na codzień mieszkając w dużym mieście. Jedyne czego się obawialiśmy tylko że będzie trudno znaleźć domek, jako że przejeżdżaliśmy późno wieczorem ale mapy prowadziły doskonale a sama posiadłość była oświetlona i nie było w związku z tym żadnych problemów z trafieniem tam"
agriturismo la roggiola
ApartHotel Anghel
Lobby lounge

ApartHotel Anghel

8.2 out of 10, Very good, (305)
"Nice place, quiet and clean!"
The price is AU$141
includes taxes & fees
3 Dec - 4 Dec
ApartHotel Anghel
Hu Norcenni Girasole Village
Exterior

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (279)
"Everything ok 🙂"
Hu Norcenni Girasole Village
Camping Boschetto Di Piemma
Superior Mobile Home | Private kitchenette

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (71)
"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "
Camping Boschetto Di Piemma
Family apartment with magical view on the old city, balcony, wifi & parking
Exterior

Family apartment with magical view on the old city, balcony, wifi & parking

10.0 out of 10, Exceptional, (48)
"Location of this place is outstanding, a nice easy walk into the center of the historical area and to a small nearby food market. The apartment is nicely furnished with primarily antiques, spacious and welcoming, though a bit musty smelling. Bathrooms were updated and very clean. We continuously had problems with the Wi-Fi service, and though the owner was promptly responsive in regard to checking in and out there was zero response to our Wi-Fi questions. A heads up that parking is more...
Family apartment with magical view on the old city, balcony, wifi & parking
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Exterior

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (55)
"A+"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Farmhouse in the heart of the real chiantishire
Exterior

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (129)
"What can we say!!! We loved the little house….so much charm! The hosts were very easy to communicate with….the quietness and beauty of the property were just what we needed!! "
Farmhouse in the heart of the real chiantishire
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
Pool

Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi

9.4 out of 10, Exceptional, (58)
"Beautiful location!"
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
La Terrazza Sul Campo Rooming House
Suite | Balcony view

La Terrazza Sul Campo Rooming House

9.6 out of 10, Exceptional, (221)
"Excellent location. Excellent service. Great view from the balcony. "
The price is AU$197
includes taxes & fees
20 Dec - 21 Dec
La Terrazza Sul Campo Rooming House
Castello di Montegufoni
Interior detail

Castello di Montegufoni

8.0 out of 10, Very good, (26)
"Beautiful castle that would be so much more enjoyable with just a few changes. Windows need to be able to attach to shutters so will stay open and not blow closed with wind. Basic items such as toilet paper, seasonings for cooking, more comfortable twin mattress, ability to order basic meals at restaurant if wanted. "
Castello di Montegufoni
"Villa le Ginestre": the better geographic position to visit the Tuscany.
Pool

"Villa le Ginestre": the better geographic position to visit the Tuscany.

9.8 out of 10, Exceptional, (71)
"Very panoramic place and very clean"
"Villa le Ginestre": the better geographic position to visit the Tuscany.
Lovely converted barn with enclosed garden and private pool
Pool

Lovely converted barn with enclosed garden and private pool

9.8 out of 10, Exceptional, (59)
"My wife and I had a wonderful time. Our host Marilia is lovely and gave very helpful recommendations for vineyards, restaurants and cooking classes in the area. The view and surrounding area is breathtaking!"
Lovely converted barn with enclosed garden and private pool
House with character in typical medieval borgo on the Chianti Classico hills
Outdoor dining

House with character in typical medieval borgo on the Chianti Classico hills

9.6 out of 10, Exceptional, (47)
"Our three year old granddaughter thought it was her castle and that she was a princess. Michele and Elisabetta remain exquisite hosts and the neighbors are very welcoming. Rental cars and train system allowed us to visit neighboring cites. Overall, a wonderful vacation!!!!"
House with character in typical medieval borgo on the Chianti Classico hills
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Terrace/patio

Country House & Spa - Inside Nature with panoramic views, Art Surrounded

9.8 out of 10, Exceptional, (56)
"My wife and I found and booked this house for our family and friends to join us for a celebration, and not one part of our experience was disappointing. We showed up late Friday night after a longer day of travel than expected, and we had people at the house waiting for us. They were very gracious and kind and I was communicated with the entire way. I was given a tour of the house and grounds and then we settled in. The house itself is huge and absolutely gorgeous. It’s a picturesque home with...
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
Outdoor pool

Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena

10.0 out of 10, Exceptional, (52)
"We loved this home. It has a large family area and three very private bedrooms, each with their own assigned baths. The rooms were spacious, clean and the beds were comfortable. Two rooms had queen beds and the third had 2 twin beds. The owner was amazing, walking us through the home plus providing amazing guidance on what to do, where to go and how to travel. This was absolutely best place and will definitely consider again when we travel back to Italy. Only thing to add would be a...
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
Typical farmhouse with private pool between Pisa and Siena
Outdoor dining

Typical farmhouse with private pool between Pisa and Siena

9.4 out of 10, Exceptional, (18)
"The setting in the Tuscan countryside was amazing. A very charming historic Farmhouse. The hosts were so kind and charming. The pool was beautiful and refreshing. The kitchen was very useful for home cooking. Despite high heat outside, we could close the shutters and windows and keep the house cool until the evening. The night air in the country was so cool to sleep in. A very authentic rural place. We were able to drive to busy sites around Tuscany and then come home to a peaceful and quiet...
Typical farmhouse with private pool between Pisa and Siena
Independent house in the hills of the Sienese countryside
Exterior

Independent house in the hills of the Sienese countryside

10.0 out of 10, Exceptional, (73)
"The picture of the farmhouse doesn't do the location justice after you see it in person.. it's a spectacular view! We arrived on a beautiful sunny day and were warmly welcomed by our hosts. After getting a quick tour of where we would be staying for the next week, we were pleasantly surprised by the kind gesture of homemade olive oil and wine left for us to have. Thank you! The location of this property is perfect for visiting the Tuscany countryside. Not only did we visit Siena on a few...
Independent house in the hills of the Sienese countryside
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.
Don't see what you're looking for?
See all available properties in Castellina Scalo
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Castellina Scalo you may be interested in

Hotel Athena
Terrace/patio

Hotel Athena

4.0 star property
9.2 out of 10, Wonderful, (1018)
"We had a great stay! Short walk to the center. Great breakfast and wonderful staff. The view is beautiful!"
The price is AU$135
includes taxes & fees
9 Dec - 10 Dec
Hotel Athena
Hotel Chiusarelli
Aerial view

Hotel Chiusarelli

3.0 star property
8.8 out of 10, Excellent, (1012)
"Convenient and close to transportation and the historic center. The breakfast was very good and the choices very good quality. I asked to be change the room the first night and they changed us the next day for a very nicer room with balcony and more modern that the first one, we spend 6 nights."
The price is AU$153
includes taxes & fees
19 Dec - 20 Dec
Hotel Chiusarelli
La Certosa di Pontignano
Property amenity

La Certosa di Pontignano

9.4 out of 10, Exceptional, (382)
"What an extraordinary experience. Peaceful and beautiful surroundings. Be sure to check out the Roomba lawnmower. Make a reservation for dinner. "
The price is AU$100
includes taxes & fees
8 Dec - 9 Dec
La Certosa di Pontignano
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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?

Farmhouse in the heart of the real chiantishire: This holiday home rental outside of Castellina Scalo is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Castellina Scalo?

While exploring the area, visit family-friendly sights like Borgo di Vescine - Tenute di Castelvecchi, or get outside and enjoy nature at Le Caldane Thermal Baths. 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.