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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for San Leonino holiday rentals

Lounge

1. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is ฿3,246
฿3,723 total
includes taxes & fees
18 Aug - 19 Aug
Mariani Bed & Breakfast
Aerial view

2. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (36 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is ฿6,655
฿7,397 total
includes taxes & fees
8 Sept - 9 Sept
Riserva di Fizzano Residence
Studio, Patio, Ground Floor | Terrace/patio

3. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (54 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is ฿3,324
฿3,810 total
includes taxes & fees
23 Aug - 24 Aug
Fullino Nero
Premium bedding, down duvets, pillow-top beds, desk

4. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ฿3,107
฿3,916 total
includes taxes & fees
30 Aug - 31 Aug
Tuscasì Aparthotel
Panoramic Apartment (2) | Terrace/patio

5. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.0 out of 10, Wonderful, (4 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
The price is ฿4,330
฿4,993 total
includes taxes & fees
31 Aug - 1 Sept
Casa Vacanze Squarcialupi
Terrace/patio

6. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ฿3,726
฿4,175 total
includes taxes & fees
2 Sept - 3 Sept
Palazzo Pacini
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers

7. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is ฿4,079
฿4,640 total
includes taxes & fees
28 Aug - 29 Aug
Residenzia del Sogno
Breakfast meal

8. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (205 reviews)
"Lovely B&B right in the heart of Siena. Pierre was incredibly helpful and kept me up to date prior to my arrival with suggestions for dining out, shopping and bars. Would highly recommend"
United Kingdom
Katherine
The price is ฿3,882
฿4,423 total
includes taxes & fees
21 Aug - 22 Aug
B&B Il Corso
Exterior

9. 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
The price is ฿2,789
฿3,221 total
includes taxes & fees
20 Aug - 21 Aug
Villa le Camelie Siena
Property grounds

10. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is ฿2,384
฿2,776 total
includes taxes & fees
23 Aug - 24 Aug
Domus il Palio B&B
Exterior

11. 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 ฿3,901
฿4,445 total
includes taxes & fees
3 Sept - 4 Sept
Il Pozzo di Sant'Andrea
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

12. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is ฿5,308
฿5,839 total
includes taxes & fees
10 Sept - 11 Sept
Villa di Sotto
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

13. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (248 reviews)
"The location was amazing. I will never forget the view. Room was huge and access to restaurants and shopping. Also fantastic. We want to go back again already."
United States
Margaret
The price is ฿4,008
฿4,563 total
includes taxes & fees
26 Aug - 27 Aug
La Terrazza Sul Campo Rooming House
Garden view

14. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (47 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is ฿3,616
฿4,208 total
includes taxes & fees
12 Sept - 13 Sept
Villa San Filippo
Seasonal outdoor pool, open 7:30 AM to 7:30 PM, pool umbrellas

15. Podere Vesta

Podere Vesta
3.0 star property
Asciano
9.2 out of 10, Wonderful, (20 reviews)
"This was the best stay and experience during our 20 days trip to italy. Beautiful property 20min from Siena. It had everything we needed. The apartment is stocked with everything you could need for a long stay. My son had so much fun, and the free bikes were a plus. Make sure to pass by a grocery store before arriving, you won’t want to leave the property"
United States
Katerine
The price is ฿3,110
฿6,604 total
includes taxes & fees
22 Aug - 23 Aug
Podere Vesta
Seasonal outdoor pool

16. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (48 reviews)
"New facilities, its great, nice, friendly"
United Kingdom
tomaz
The price is ฿5,464
฿6,164 total
includes taxes & fees
30 Aug - 31 Aug
Guild Living Siena Senior Resort & Residence
Exterior

17. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (24 reviews)
"A very peaceful and relaxing B&B that I highly recommend, spacious rooms , clean and well maintained! Host were very pleasing and helpful… definitely recommend!!"
Canada
Sabatino
The price is ฿8,677
฿9,851 total
includes taxes & fees
23 Aug - 24 Aug
Borgo Argenina
Lobby lounge

18. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (344 reviews)
"Great stay highly recommend!!"
United States
jon
The price is ฿2,995
฿3,448 total
includes taxes & fees
30 Aug - 31 Aug
ApartHotel Anghel
Room amenity

19. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (474 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is ฿4,184
฿4,756 total
includes taxes & fees
18 Aug - 19 Aug
Siena Vip
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 Leonino Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

8/10 Good
"All in all a lovely property with lovely staff. Good location, easy bus ride to Siena town."
Natalia 2-night trip
Posted 16 hours ago
Villa Scacciapensieri Boutique Hotel

Find out more about San Leonino

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

  • View our selection of featured holiday rentals in San Leonino
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  • Enter your travel dates to view the best deals on holiday rentals in San Leonino while they last

Look no further and take a look at our great range of rental properties in San Leonino!

Frequently asked questions

Are there holiday rentals in San Leonino?

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

Borgo Argiano: This holiday home rental outside of San Leonino 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 an espresso maker. You can relax into your holiday with a garden and a library.

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

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Alta Val d'Elsa River Park. City Hall Castellina In Chianti and Terra di Seta are a couple of places you'll find in the wider area.

What’s a holiday rental in San Leonino like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Leonino. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips.