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San Chimento Holiday Rentals

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Check prices for these dates

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

Our top choices for San Chimento holiday rentals

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.

1. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (32 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AU$120
includes taxes & fees
4 Nov - 5 Nov
Tuscasì Aparthotel
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

2. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
The price is AU$236
includes taxes & fees
20 Oct - 21 Oct
Borgo Il Poggiaccio
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
9.6 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
The price is AU$241
includes taxes & fees
25 Oct - 26 Oct
Palazzo Pacini
A stone courtyard with a bench, potted plants, and a building in the background.

4. 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
The price is AU$145
includes taxes & fees
19 Nov - 20 Nov
Casa di Campagna in Toscana
Outdoor pool

5. Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (9 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
The price is AU$199
includes taxes & fees
10 Nov - 11 Nov
Residence Arianna
A rustic stone building with a courtyard.

6. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (57 reviews)
"Very nice place close to"
Canada
Annie
The price is AU$167
includes taxes & fees
2 Nov - 3 Nov
Fullino Nero
A stone building with outdoor seating and a view of the countryside.

7. Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is AU$261
includes taxes & fees
23 Oct - 24 Oct
Antico Borgo Poggiarello
A garden with a stone pathway, wooden benches, and various potted plants.

8. 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 AU$222
includes taxes & fees
21 Oct - 22 Oct
Antico Borgo il Cardino
A traditional stone building with a courtyard, a staircase, and potted plants.

9. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is AU$166
includes taxes & fees
23 Oct - 24 Oct
Il Pozzo di Sant'Andrea
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

10. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (355 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
The price is AU$99
includes taxes & fees
15 Nov - 16 Nov
ApartHotel Anghel
A stone building with a tiled roof, a brick pathway, and a small grassy area.

11. Le Mascie Country House

Le Mascie Country House
Casole d'Elsa
9.2 out of 10, Wonderful, (9 reviews)
"We loved our stay. The property is quiet and private but is in close proximity to a small town. Very charming and the pool was an added bonus. "
United States
Misti
The price is AU$301
includes taxes & fees
28 Oct - 29 Oct
Le Mascie Country House
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

12. 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 traveller
The price is AU$80
includes taxes & fees
21 Oct - 22 Oct
Camping Boschetto Di Piemma
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

13. 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
Riserva di Fizzano Residence
A bedroom with a bed, bedside table, and a window with a view of greenery.

14. La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is AU$176
includes taxes & fees
10 Nov - 11 Nov
La Coroncina Lodging
A table with breakfast items and a view of rolling hills.

15. 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 AU$136
includes taxes & fees
19 Nov - 20 Nov
Chianti Village Morrocco
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

16. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (59 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
The price is AU$208
includes taxes & fees
3 Nov - 4 Nov
Guild Living Siena Senior Resort & Residence
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

17. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is AU$217
includes taxes & fees
2 Nov - 3 Nov
Residenzia del Sogno
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

18. 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 AU$145
includes taxes & fees
6 Nov - 7 Nov
Casa Vacanze Le Case
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

19. 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
The price is AU$143
includes taxes & fees
28 Oct - 29 Oct
Villa San Filippo
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

20. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."
United States
Frank
The price is AU$140
includes taxes & fees
29 Oct - 30 Oct
Mariani Bed & Breakfast
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 San Chimento Hotel Reviews

Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Great location and very helpful staff"
Edward 2-night trip
Posted 2 hours ago
Il Chiostro del Carmine

Find out more about San Chimento

Everything you need to know about San Chimento holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Chimento holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 San Chimento holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Chimento holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Chimento. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Chimento holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Chimento holiday rentals we have selected for you start as low as AU$80 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Chimento rentals

At Expedia, we put the best San Chimento holiday 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 San Chimento 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 San Chimento holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Chimento. 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 holiday rentals in San Chimento?

Yes, there are holiday rentals close to the most popular sights in San Chimento, 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 San Chimento has to offer?

Borgo Argiano: This holiday home rental outside of San Chimento 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.

What’s there to see and do in San Chimento?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like 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’s a holiday rental in San Chimento like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Chimento. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip.