Default HTG hotel image

Il Castagno Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Il Castagno vacation rentals

A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

1. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
$97 nightly
The price is $110
Nov 3 - Nov 4
Total with taxes and fees
Tenuta Sant'Ilario
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

2. Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
$129 nightly
The price is $145
Oct 30 - Oct 31
Total with taxes and fees
Tenuta Quadrifoglio
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

3. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
$90 nightly
The price is $105
Nov 2 - Nov 3
Total with taxes and fees
Casa Vacanze Le Case
A garden with a stone pathway, wooden benches, and various potted plants.

4. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (88 reviews)
"friendly staff, gorgeous property"
United States
Heidi
$133 nightly
The price is $152
Oct 27 - Oct 28
Total with taxes and fees
Antico Borgo il Cardino
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

5. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
$89 nightly
The price is $102
Oct 29 - Oct 30
Total with taxes and fees
Borgo Antico Residence
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

6. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (103 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
$150 nightly
The price is $167
Oct 25 - Oct 26
Total with taxes and fees
Palazzo Pacini
An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

7. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (3 reviews)
"Klein aber fein. Sehr gepflegt und geschmackvoll eingerichtet mit Liebe zum Detail. Herrliche Aussicht vom kleinen Balkon. Nur die Parkplatzsuche war am späten Freitag Abend schwierig, weil gefühlt die halbe Jugend der Toscana nach San Miniato in den Ausgang geht."
United States
Thomas
$101 nightly
The price is $114
Nov 12 - Nov 13
Total with taxes and fees
DomuS Miniato
A dining area with a brick wall, a table with chairs, a vase of flowers, and a window with curtains.

8. Toscana Vacanze

Toscana Vacanze
MONTAIONE
$237 nightly
The price is $264
Oct 30 - Oct 31
Total with taxes and fees
Toscana Vacanze
An open wooden door leading to an outdoor patio with a table and chairs.

9. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
$117 nightly
The price is $134
Nov 8 - Nov 9
Total with taxes and fees
Palazzo al Torrione 2
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

10. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (91 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
$47 nightly
The price is $56
Oct 30 - Oct 31
Total with taxes and fees
Camping Boschetto Di Piemma
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

11. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (47 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
$88 nightly
The price is $100
Oct 25 - Oct 26
Total with taxes and fees
Borgo San Giusto
A garden with a round table and wicker chairs under a tree.

12. Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (20 reviews)
"What a truly special place to stay in Tuscany. Zamira was a wonderful and kind hostess, and we couldn’t have asked for more. Breathtaking views from the hotel, delicious breakfast, and some great restaurants in walking distance. Would 100% go back and would highly recommend it to fellow travellers"
United Kingdom
Thomas
$60 nightly
The price is $70
Oct 28 - Oct 29
Total with taxes and fees
Antica Dimora Leones
A table with breakfast items and a view of rolling hills.

13. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
$65 nightly
The price is $74
Oct 24 - Oct 25
Total with taxes and fees
Chianti Village Morrocco
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

14. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (57 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
$84 nightly
The price is $99
Oct 28 - Oct 29
Total with taxes and fees
Villa San Filippo
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

15. 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
$148 nightly
The price is $167
Oct 24 - Oct 25
Total with taxes and fees
Antica Pieve B&B
A view from a window overlooking a rural landscape with fields and a distant mountain range.

16. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (67 reviews)
"Francesco, our host, is so nice and welcoming. We had the beat stay and our room had the most fantastic view. Excellent breakfast, place was super clean and quiet. We highly recommend."
Canada
Caroline
$123 nightly
The price is $141
Nov 4 - Nov 5
Total with taxes and fees
B&B Palazzo Tortoli
A narrow street with stone buildings, a tower, and an archway.

17. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
$106 nightly
The price is $122
Nov 3 - Nov 4
Total with taxes and fees
Materia Rooms San Gimignano
A building with a wooden door, windows with shutters, and flower boxes.

18. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (168 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
$80 nightly
The price is $93
Nov 1 - Nov 2
Total with taxes and fees
Donna Nobile
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

19. Affittacamere Le Ginestre

Affittacamere Le Ginestre
San Gimignano City Centre
7.8 out of 10, Good, (6 reviews)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
$97 nightly
The price is $113
Oct 24 - Oct 25
Total with taxes and fees
Affittacamere Le Ginestre
A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

20. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
$74 nightly
The price is $82
Oct 24 - Oct 25
Total with taxes and fees
Room Rent Morrona
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Il Castagno Hotel Reviews

La Cisterna

La Cisterna

10/10 Excellent
"Cleanliness was outstanding!! Highly recommend staying there."
William 1-night trip
Posted 14 hours ago
La Cisterna

Find out more about Il Castagno

Everything you need to know about Il Castagno 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 Il Castagno 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 Il Castagno vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Il Castagno vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Il Castagno. 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 Il Castagno 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 $56 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 Il Castagno rentals

At Expedia, we put the best Il Castagno 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 Il Castagno 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 Il Castagno 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 Il Castagno. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Il Castagno?

Yes, there are vacation rentals near top sights in Il Castagno, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Il Castagno?

Villa with large garden in the Chianti hills: Visitors like this Il Castagno vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

What’s there to see and do in Il Castagno?

Explore the area and family-friendly sights such as Il Fiaschetto, or get out into nature at a spot like Sentierelsa Trail. In the larger area, you’ll find Monastery of San Vivaldo and Castelfalfi Golf Course.

What’s a vacation rental in Il Castagno like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Il Castagno. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family trip.