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Il Castagno Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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
The price is P6,639
P7,514 total
includes taxes & fees
Nov 1 - Nov 2
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
The price is P8,054
P9,070 total
includes taxes & fees
Oct 22 - Oct 23
Tenuta Quadrifoglio
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

3. 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 P8,358
P9,335 total
includes taxes & fees
Nov 8 - Nov 9
Palazzo Pacini
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, (87 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is P9,521
P10,825 total
includes taxes & fees
Oct 18 - Oct 19
Antico Borgo il Cardino
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

5. 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
The price is P5,786
P6,717 total
includes taxes & fees
Nov 2 - Nov 3
Casa Vacanze Le Case
A narrow street with stone buildings, a tower, and an archway.

6. 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
The price is P6,636
P7,652 total
includes taxes & fees
Nov 3 - Nov 4
Materia Rooms San Gimignano
A view from a window overlooking a rural landscape with fields and a distant mountain range.

7. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (66 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is P8,588
P9,799 total
includes taxes & fees
Oct 18 - Oct 19
B&B Palazzo Tortoli
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

8. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is P4,016
P6,392 total
includes taxes & fees
Oct 11 - Oct 12
Borgo Antico Residence
A kitchen with wooden cabinets, a dining table with chairs, and a hanging light fixture.

9. Toscana Vacanze

Toscana Vacanze
MONTAIONE
The price is P9,319
P16,809 total
includes taxes & fees
Oct 30 - Oct 31
Toscana Vacanze
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
The price is P3,337
P3,881 total
includes taxes & fees
Oct 11 - Oct 12
Camping Boschetto Di Piemma
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

11. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (56 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is P5,741
P6,739 total
includes taxes & fees
Oct 21 - Oct 22
Villa San Filippo
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, (18 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
The price is P3,743
P4,400 total
includes taxes & fees
Oct 18 - Oct 19
Antica Dimora Leones
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

13. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (46 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
The price is P6,231
P7,066 total
includes taxes & fees
Nov 1 - Nov 2
Borgo San Giusto
A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

14. AlbergoDiffusoVolterra

AlbergoDiffusoVolterra
Volterra
8.6 out of 10, Excellent, (19 reviews)
"Lovely stay at a little gem in Volterra. Enrico the owner has created a great concept with different apartments around the city and the restaurant is serving delicious local plant based food. Don’t miss the cheesecake ❤️"
Sweden
Mia
The price is P7,494
P10,634 total
includes taxes & fees
Oct 20 - Oct 21
AlbergoDiffusoVolterra
An open wooden door leading to an outdoor patio with a table and chairs.

15. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is P5,754
P8,445 total
includes taxes & fees
Nov 8 - Nov 9
Palazzo al Torrione 2
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

16. 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 P12,276
P13,644 total
includes taxes & fees
Oct 19 - Oct 20
Riserva di Fizzano Residence
A building with a wooden door, windows with shutters, and flower boxes.

17. 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
The price is P4,794
P5,625 total
includes taxes & fees
Nov 1 - Nov 2
Donna Nobile
A table with breakfast items and a view of rolling hills.

18. 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
The price is P5,084
P5,733 total
includes taxes & fees
Oct 10 - Oct 11
Chianti Village Morrocco
A reception desk with the word "SPORTLAND" prominently displayed.

19. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is P2,804
P3,226 total
includes taxes & fees
Oct 11 - Oct 12
Sportland
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

20. 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
The price is P7,990
P10,476 total
includes taxes & fees
Oct 21 - Oct 22
Antica Pieve B&B
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 Il Castagno Hotel Reviews

La Cisterna

La Cisterna

10/10 Excellent
"The room was clean & staff at the desk was helpful with eating choices & travel options to other communities"
Kathy Ann 1-night trip
Posted 22 hours ago
La Cisterna

Find out more about Il Castagno

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

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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’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.